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Holiday Rentals in Sarasota

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    Travellers to Sarasota are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 401 Rentals in Sarasota
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    St.Armands Circle condo ( Kingston Arms )1 / 9
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Peaceful Tropical Private Yet Close to Siesta Key1 / 22
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Executive 2 Bed 3 Bath Pool Home near Siesta Key1 / 45
    (23)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Canal Pool Home - 15 mins from Siesta Key Beach1 / 44
    (19)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    When a vacation turns out to be everything that you hoped it would be with no disappointments, you've had a pretty good time. It all started and ended at this wonderful property...
    Reviewed 21 May 2017
    This house made our stay in Sarasota better than we ever imagined, the 4 bedrooms gave us all plenty of room, the beds where super comfy, a full kitchen was super convenient...
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    About this property
    Our 4 bedroom, 3 bath house is located in a family friendly neighbourhood on the side of a tidal canal. Have your morning coffee on the covered pool side lanai as you enjoy the wildlife that calls the canal home. 2 sets of sliding doors lead out to the lanai and pool (30x16). It's a great place to...
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Luxury Condo 2 blocks from Siesta Key Beach1 / 50
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    This was our second time staying at Dan's place and it has done nothing but get better! The condo is VERY roomy/clean and has everything you need! Very friendly neighbors and...
    Reviewed 13 June 2017
    This condo is in great shape. It was very clean, has all the comforts of home and is much roomier than the photos implied. The location is just a few minutes walk from beautiful...
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    About this property
    This 2 bedroom, 2 bath unit is in the quiet complex of Sea Winds. It is one of the most updated and best units in this complex. All NEW Tile floors, and ALL NEW Stainless appliances. Located just 2 blocks South of the South Bridge on Siesta Key, it is within walking distance of the world famous...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Five star Downtown Sarasota tropical garden Cottage1 / 46
    (17)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Patio
    • Outdoor Dining Area
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 March 2017
    Maureen, our host, was super helpful and her place was a peaceful sanctuary, close to everything downtown. We have a toddler and it was great for him too.
    Reviewed 25 February 2017
    We have rented more than 20 homes and apartments in lieu of staying in hotels. My husband and I were very comfortable at this cottage and look forward to renting it again next...
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    About this property
    This location is central to everything and everywhere in Downtown Sarasota, near all area Beaches, Marinas, Golf courses, YMCA and Sarasota Bayfront. Only 7.5 miles to the 2017 World Rowing Championships at Benderson Park. This Charming Florida style home has been totally updated and stylishly...
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    Sarasota, Southwest Gulf Coast 34237
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Beautiful Newly Renovated Sarasota Rental Home Minutes to Siesta Key Beach1 / 20
    (7)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Grill
    • Wi-Fi
    • DVD Player
    • Outdoor Dining Area
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 December 2015
    We thoroughly enjoyed our stay at this newly renovated 4 bedroom home. The layout of the home allows for privacy, but has very nice "gathering" spaces, as well. It is...
    Reviewed 11 May 2015
    Great home 5 minutes drive from siesta key beaches, convenient to grocery stores, in a quiet safe neighborhood. We've been to many rentals before, and the owners here have...
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    About this property
    Our 2000 sq ft beautifully renovated 4 bedroom home features a private pool with patio seating and a new Weber BBQ with cast iron grills. The house has been outfitted with new, transitional solid wood furniture throughout including brand new premium mattresses and pillows in every room. The home...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Pet Friendly Pool Home Close to Beaches & Town1 / 28
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2017
    Booked to stay for a weekend with visiting family. Beautiful spacious home with a great pool. I have two young daughters so the size of the pool is perfect to be able to keep an...
    Reviewed 15 April 2017
    Let me start with what was most important to us - the pool. It is very small; you can't swim in it. and it is cold! even tho it is heated (barely). even the kids complained...
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    About this property
    Southgate house description We refer to this Florida Home as 'Goldy Lox's West Wing on Bermuda Brook.' This comfortable mid-century Florida home is located central to all things Sarasota. We chose this home for its location and ease of access to beaches, downtown, shopping and restaurants. The home...
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Newly Updated 3 Bedroom Pool Home - Close to Beach1 / 16
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2017
    We were in Florida for my nieces wedding. The location was perfect for us. Nice quite neighborhood, close to grocery stores and shopping. We really enjoyed the back yard and pool.
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    About this property
    Enjoy your time in Sarasota in this newly renovated 3 bedroom 2 bathroom pool home. Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach...
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    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Family friendly Coastal Manor of Sarasota1 / 36
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Porch
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2017
    Perfect stay in an amazing Southern State style house. Lovely apartment, well equipped and a lot of space. Wonderful surrounding with pool at Phillipi creek. Best place for...
    Reviewed 7 March 2017
    Located at a quiet, lovely place, this location offers everything you need for a relaxing stay. Amazing hosts make a stay an unforgettable experience.
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    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sun n Ful, Sarasota Fl. 69 off SEA. SEPT-DEC 15 2017$89 on SEASON Jan-APRIL 20181 / 6
    (8)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Shared Indoor Pool
    • Patio
    • Air Conditioning
    • Washer
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 December 2016
    We were a party of two & 1 had the bedroom & the other the daybed in the lanai & we were both quite comfortable. We never used the sofa bed , so can't comment on...
    Reviewed 22 June 2016
    Loved everything about the resort.Unit was clean,with in walking distance of everything! Coming for 2 months next year.
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    About this property
    Bring nothing but YOURSELVES park model completely equipped. Great location,near malls,restaurants,Walmart etc. PARK offers many amenities Olympic size pool,tennis,shuffle board,horseshoes,an many more including pool-side restaurant & bar with food. Also keep in mind we love PETS but...
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    Sarasota, Southwest Gulf Coast 34240
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Midnight Cove: Living on the Water1 / 16
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Patio
    • Waterfront
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2016
    This was our third time our family has stayed here and we love it. Everything you need and right across the street from the beach. Looking forward to next year.
    Reviewed 21 April 2016
    This place is a home away from home. You have the best of the bay and beach life. Being about to walk our your door and fish of the dock or take a short walk over to the beach...
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    About this property
    Step out the back door of your ground floor apartment and in seconds you're standing on a boating and fishing dock, surrounded by lush tropical foliage. This breathtakingly beautiful two bedroom, 1½ bath unit is located in Midnight Cove, one of the best complexes on Siesta Key. Since Midnight Cove...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Remodeled Guest Cottage1 / 10
    (8)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Patio
    • Outdoor Dining Area
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2017
    The cottage was even better than I anticipated. Our host Sue was just the best. The cottage is very close to the Ringling Museum, repertory theater and other entertainment. Easy...
    Reviewed 13 April 2016
    This cottage was very well equipped with the most quiet A/C,private yard and sunbathing court.The kitchen utensils stove and frig were great We especially enjoyed the...
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    About this property
    The unit is very private unit offering a completely fenced in yard. Off season prices are now in affect and there is not a mandatory Saturday-Friday stay. There is a two night minimum however. This is a 400 square foot, newly renovated unit located in the Ringling Museum area. It has 3/4 vaulted...
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    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 1 Bathroom, Sleeps 2
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    Beautiful 2 Bedroom/2 bath Condo Vacation Home1 / 36
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Patio
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2017
    The home had everything you need they even pay attention to the little things you might need.The landscaping in the community was fantasic it made you feel as if yiu were in a...
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    About this property
    Beautiful 2 bedroom 2 bathroom condo. in a tropical setting. Each bedroom has real wood floors. The upgraded kitchen has granite countertops. The den has a Futon that can be used as a bed. Their is a paver driveway and parking for 2 vehicles. The condo has an outside paver patio with table and...
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    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Downtown Sarasota five star home1 / 110
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    Loved our visit to this beautifully renovated home! It was just right for 2 couples and 2 boys. Convenient location on a quiet street, with great amenities. Enjoyed the...
    Reviewed 6 June 2017
    Great cozy stay. well kept and very close to everything. they even offered to come over and clean the grill and checked up to make sure we were enjoying our time! Def recommend...
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    About this property
    Our guests say this home is where you want to be ! Very central Downtown Sarasota near all area Beaches, Marinas, Golf courses, and Sarasota Bay front. Only 7.5 miles to the 2017 World Rowing Championships at Benderson Park.. This Charming Florida style 3 bedroom, 2 bath home has been newly...
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    Sarasota, Southwest Gulf Coast 34237
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming Old Florida one bed apartment, Sarasota1 / 27
    (1)Average
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Balcony
    • Hot Tub
    • Parking
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2017
    The dog park at Arlington Park was wonderful, we already knew about it as we stayed in Sarasota in the past for 4 weeks for several years. I would have liked the back yard to be...
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    About this property
    This property is attached to the main house but has a private entrance with a private patio and back yard. A 10 minute drive to either Siesta Key or Lido Beach and minutes from downtown Sarasota, this charming 'Old Florida' one bedroom apartment is available for weekends, by the week or long term....
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    Sarasota, Southwest Gulf Coast 34239
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Charming Affordable Lakeview  Pet Friendly Getaway1 / 16
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Internet Access
    • Outdoor Dining Area
    • Air Conditioning
    • Patio
    • Balcony
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We enjoyed our stay the place worked great for our needs! It was close to a lot of things that we wanted to do!
    Reviewed 19 March 2016
    We loved this house, 2 bed with bath. It was perfect for our needs.We loved the screened in lanai, facing the small pond out back. We like the area it was in. Not too far from...
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    About this property
    A 2 bedroom , 2 bathroom house, with an airy feel on account of the lanai that opens onto all rooms. Large original floor to ceiling sliders make for tons of light. The garden is completely fenced in with an added bonus of a virtually private lake -- making this a perfect place to just wile away...
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    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury Condominium at Siesta Dunes Beachside1 / 58
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Grill
    • Balcony
    • Air Conditioning
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2017
    Perfect location & beautiful condo many amenities. Would highly recommend staying at this condo. Steps away from the beach & stunning pool. We will vist again.
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    About this property
    Siesta Beach was just voted best beach in the US Our condominium is in Building 5 Unit 203 and is located beachfront at the Siesta Dunes Resort on Crescent Beach, about a half mile north of Stickney Point Road on Midnight Pass Road. We are on the second floor with a beautiful view, taking in the...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Elegant 4 Bedroom 3 bath Executive Home - HEATED POOL near Siesta Key Beaches!!!1 / 34
    (7)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Internet Access
    • Hot Tub
    • Washer
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 April 2017
    We booked our vacation very last minute. We were happy with all the little extras that the property provided. Plenty of beach towels and bath towels. The kitchen was well...
    Reviewed 7 August 2016
    This home was absolutely beautiful inside and out. We never rented before we chose this place. When we first viewed this place we fell in love with it. When we arrived and...
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    About this property
    Heated Pool with therapy jets. You will Love this Large 4 bedrooms Home situated within minutes to #1 Siesta Key Beaches, Downtown, Live Entertainment, Fine Dinning, Shopping, etc.... The home has a oversized covered Lanai, A screened in Pool and a 2 Car Attached Garage. #1 -"Master Bedroom Suite"...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Dog-friendly cottage w/ a hot tub, beach access, and more - snowbirds welcome!1 / 64
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    • Grill
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get into a tropical state of mind with a vacation in this refreshing Sarasota cottage. It features a private hot tub, ocean access for fishing and kayaking, and plenty of modern conveniences for a comfortable stay with up to six guests and two dogs. And several top-notch golf courses are nearby, as...
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    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    (Cozy, Pet Friendly, Bungalow , great location, Siesta Key and Down Town1 / 15
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Satellite TV
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2017
    This home has been totally and most tastefully renovated throughout with excellent kitchen and bathroom facilities, and is in a most convenient and quiet part of Sarasota. It...
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    About this property
    A totally remodeled 1,200 s.f. bungalow located in a million-dollar neighborhood known as the "flowered streets" West of 41. The house is centrally located close to shopping, beaches, downtown and the world famous St. Armand’s Circle. Siesta Key is a meer 4 miles away, downtown 2 miles, St....
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Walk to Crescent Beach, Upgraded Sea Winds Condo1 / 14
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2016
    This condo is an end unit, so one less neighbor to worry about, noise wise, and nice and bright - 3 walls with plantation shuttered windows. The location is perfect, only a...
    Reviewed 3 August 2015
    The condo was a walking distance to the private beach (belonged to other resorts, but no one cared if you accessed it as well.) it was clean and exactly how you see it on the...
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    About this property
    Siesta Key located on the Gulf of Mexico. Tropical beauty with white powder sand, gorgeous sunsets, pristine waters and expansive wide beaches. Beach shops, restaurants, ice cream shops and nightlife all can be found on the palm tree paradise, Siesta Key. The city of Sarasota is just over the...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    House for Rent 15 minute drive to Siesta Key1 / 18
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2017
    We enjoyed the location of this updated home in southern Sarasota - close to everything we wanted to do. It was located in an attractive subdivision and included all of the...
    Reviewed 25 January 2017
    The rental is among quiet gated and non gated communities and is conveniently located near interstate 75 and Clark Rd. Restaurants and supermarkets are nearby and the beach is...
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    About this property
    Newly Renovated Open plan, one story house. Private corner lot, fully furnished, washer and dryer, Beautiful Lanai with a Lakeview, convenient location to shopping and 15 minutes away from Siesta Key #1 Beach. Large flat screen television in main sofa seating area mounted on wall. Free Wifi and...
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    Location Information
    Sarasota, Southwest Gulf Coast 34233
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Deluxe Bungalow on Lido Key by St. Armands1 / 13
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2014
    Great service and very easy rental for this simple one room efficiency. Room was clean and the location was great. Just a short 4-6 block walk to Lido Beach. Lido is great! The...
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    About this property
    Delightful Studio Cottage tucked away on exciting Lido Key, the Lido Islander. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. The beach is a 6 minute walk and St. Armands 14 minutes,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Washer
    • Waterfront
    • Grill
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will love our beautifully maintained and clean Villa Youppie in Sarasota. It is located at the corner of a lake which provides lots of privacy and thanks to a southern exposure you have sun in the pool and on the patio all day long. New travertine tiles on the patio, granite counter tops in the...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Charming Lido Key Beach House 5 min Walk to Beach!1 / 33
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Balcony
    • Outdoor Dining Area
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    • Patio
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    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 2015
    I had been staying in Sarasota for springtime vacations for about ten years before renting this house on Lido Key. The house is charming and spacious with all the extras you...
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    About this property
    This beautifully decorated Beach House of about 1400 sq ft includes a living room, dining room, KitchenAid equipped newly renovated kitchen, laundry room, 2 bedrooms, and 2 bathrooms. The living room has a large and comfortable couch, a coffee table, and cable TV. The dining room includes a...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sarasota Villa1 / 19
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Heated)
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    Very happy with our rental for a week. The home was nice and clean and stocked with plenty of towels and everything you needed for the beach! Would rent again
    Reviewed 5 May 2017
    We had a wonderful time at this rental. Very close to everything easy to jump on 75 to go to Tampa for the day very close to beautiful Siesta Key. The house had everything you...
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    About this property
    An air conditioned 3 bedroom/2 bathroom villa with private solar heated pool. The villa is conveniently located in a residential area, close to all amenities including stunning beaches, golf courses, restaurants and shopping malls. Fully equipped kitchen and dining room. Quiet lounge with large...
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    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 5 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Washer
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    • Porch
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large 1 bedroom fully furnished condo (981 square feet) includes 1 bedroom, 1.5 baths, featuring an open kitchen with island, dining room, living room and an office. 10th floor.<BR><BR>Fully equipped, brand new kitchen with granite countertops, sofa sleeper, cable TV, telephone, and WiFi. Laundry...
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    Location Information
    Lido Key, Sarasota 34236
    Condo/Apartment - 1 Bedroom, 5 Bathrooms, Sleeps 4
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    Newly Remodeled 3BR 2BA Home Near Beaches1 / 30
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Satellite TV
    • Parking
    • Patio
    • Washer
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2016
    This house has recently been completely and tastefully renovated. it is updated, very clean, spacious and comfortable. The owner is very timely and responsive to questions, and...
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    About this property
    Completely remodeled home within 5 miles of world famous Siesta Key beach. The home boasts 3 large bedrooms and 2 full bathrooms, along with a beautiful open kitchen/dining/living room area with a screened lanai and a patio. 1 Bedroom - 1 King Bed 1 Bedroom - 1 Queen Bed and 1 Futon 1 Bedroom -...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Steps to the beach yet affordable1 / 10
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Garden
    • Secure Parking
    • Air Conditioning
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2017
    Ok, so, if you're like me, you're looking for a place to stay, that won't break the bank, and will provide the basics. I live in a tourist-based economy; a town of 8,000 with 70...
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    About this property
    Delightful guest rooms tucked away on exciting Lido Key, located at 528 South Polk Drive, Sarasota, Fl 34236.All rooms in private units, in a small apartment building, with their own bathroom and shower.The Guest Rooms are our entry level room category. They are cozy and affordable, ideal for the...
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    Location Information
    Lido Key, Sarasota 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Lovely Spacious Apartment in Historic Area1 / 30
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 February 2016
    We just spent a delightful 4 days in the heart of historic Burns Court. This renovated apartment was so wonderfully located in it's proximity to historic Sarasota. Everything is...
    Reviewed 19 August 2015
    We had a great stay here, the apartment was right downtown, it was very comfortable, and we hope to return soon!Denise was very helpful.
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    About this property
    Historic 1920's Mediterranean mixed-use building in Burns Square, downtown Sarasota nestled between high-end residential neighborhoods of Palm Avenue, Laurel Park and Hudson Bayou. Two blocks from Bayfront Park, Marina and downtown nightlife. Apartment is private and secure, located on the second...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Housekeeping Included
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Lido Key, Sarasota 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Large 1 Bedrm/1 Bath; 1 Mile Walk to Downtown1 / 8
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 May 2017
    Owner were extremely friendly and gave us a great experience. Would recommend this place to anyone looking for a place to stay within a close distance to everything. It's a...
    Reviewed 8 August 2015
    This place was so perfect. No, not super fancy but It has everything you need and even some things you may not know you need! Great price, spacious, clean, close to everything...
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    About this property
    1 Bedroom, 1 Bath with Florida Room. Cable TV & Internet <BR>Queen Bed with Full Futon in Living Room, fully furnished, Central Heat & Air<BR>Close to Downtown Sarasota, Restaurants, Grocery and Parks. Walk to Publix Grocery Store, Taco Bell and McDonalds.<BR>Great Location, Close to Bus...
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    Location Information
    Sarasota, Southwest Gulf Coast 34237
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Petite by beach-Million dollar location/affotdable1 / 17
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Shared Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2016
    Noisy neighbors made this trip kind of exhausting (thin walls). No amentities to speak of (coffee maker and coffee filters but no coffee and the nearest grocery store was over...
    Reviewed 11 March 2016
    Our apartment on Lido Key is small so we rented at this property so my brother and his wife could visit us. The location is about two blocks from the beach at Lido and three...
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    About this property
    Petite Rooms are our entry level room category. They are intimate and affordable, ideal for the value conscious traveler or short term visits and provide an affordable option to enjoy the tropical island lifestyle. Queen size bed. Cable TV High speed internet access-non smoking Microwave, mini...
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    Location Information
    Lido Key, Sarasota 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Patio
    • Air Conditioning
    • Private Garden
    • Satellite TV
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has just been listed on Trip Advisor but has been on VRBO and Homeaway for over a year with all 5 star reviews. This beautiful Italianate-style 2-story home was built in 1925 during the John Ringling era. It is a rare find, nestled in a quiet, peaceful neighborhood and listed on the...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Great Value Vacation Villa at Village Des Pins community, Sarasota/Siesta Key1 / 24
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 December 2014
    We had a wonderful week in this villa. I am sorely tempted to go live there. It's enormous! There were only the 2 of us, but even for a family there was loads of room. The...
    Reviewed 16 June 2014
    My wife and I stayed here on our recent honeymoon and absolutely loved it. It's a really lovely villa with large rooms, very modern furniture, and plenty of useful appliances...
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    About this property
    Thanks for considering our property, CREWVILLAS. You are dealing directly with us the owners. We would be happy to answer any questions on any aspect of the rental. This top quality spacious modern corner villa is set in an award winning, safe, semi gated community, and are the ideal location to...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Downtown Apartment in Historic Burns Square downtown Sarasota1 / 21
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2017
    My husband and I stayed here for a long weekend in January and really enjoyed. The place is very cozy! Very clean! The bed was extremely comfortable! I loved the fact there...
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    About this property
    My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publix, fabulous restaurants, diverse shopping options, performance theaters, movie theaters, nightlife, public transport, boat/water activity rentals, parks, spas, and a short...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Amazing  Location-Short Walk to Beach!!!1 / 183
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Balcony
    • Satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 February 2017
    Awesome get away. Everything was found to be as described. Perfect weather, close enough to the trolley and the beach for us. Safe neighborhood, too!
    Reviewed 16 October 2016
    It was a nice stay in a very well equipped appartment.You can really walk to the beach, wonderful!We enjoyed very much our stay and contact to the owner, nice people!
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    About this property
    Discount for 3 months or more!!! Walk less than 10 minutes to the white sands of Siesta beach (Gulf of Mexico) just over the bridge, or to many island restaurants, marina and shops where you can rent absolutely anything for your outdoor activities and adventures. Walk to the opposite direction and...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231 3847
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Remodeled pool home near Siesta Key1 / 24
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Satellite TV
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    I stayed at this home with a few friends - it was comfortable and convenient. When we did not travel to the Siesta Key beach (just 10 minutes away!), we spent time lounging in...
    Reviewed 2 weeks ago
    Me and my husband stayed at this great home for one week in June. We didn’t want to leave! The house is perfectly organized, has a good flow, and tastefully decorated. Owners...
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    About this property
    Newly remodeled 2 bed/2 bath heated Pool home is 3 miles from Siesta Beach rated #1 in US. Located in Gulf Gate area, it’s a prime spot for your vacation. Close to shopping and restaurants. Neighborhood is quiet and safe. Brand new furniture and furnishing. Large living room features queen sleeper...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2626 Prospect St.1 / 8
    (4)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Wi-Fi
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    • Sauna
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2017
    We rented this home in March and enjoyed our stay in Sarasota. The home is unique and comfortable. The deck in the back is massive and very private. It also has a Jacuzzi that...
    Reviewed 6 January 2017
    This house is amazing. The backyard/deck was huge. The hot tub was excellent after long days on the beach. Even the dog park was perfect for our dog. Would definitely book this...
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    About this property
    Beautifully maintained Florida home. 1,500 sqf Outdoor wooden deck, 10 person Jacuzzi, everything you need to live comfortably for as long as needed. 5 minute walk to public tennis courts, public pool, play ground, indoor and outdoor basketball courts, racquetball court, and YMCA. 15 minute...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sarasota exquisite vacation home1 / 20
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Private Garden
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 February 2017
    Beautiful, well appointed home. Clean, organized and plenty of room for everyone. The 4 little ones had plenty of room to play while the adults had areas to relax and chat...
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    About this property
    Fantastic home in a great location. Minutes from the best beach in the US, Siesta Keys. Beautiful solar heated pool with lanai, lounge chairs, outdoor shower, outdoor dining area, BBQ grill. Awesome lake views. Indoors you have an updated kitchen, full dining room, fireplace, family room, living...
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    Location Information
    Sarasota, Southwest Gulf Coast 34233
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Luxury Beach Cotttage1 / 96
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable Luxury Cottage on Gulf front Estate, nestled among Oaks & Palms. Tongue and groove wood cathedral ceiling, white wood floors, wains-coat, tile bathroom, washer, dryer and dishwasher. Large sliding glass doors to enjoy a view of gardens & ponds. Relax, get away and enjoy Siesta Key's laid...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Affordable Winter Getaway Sarasota, Florida1 / 19
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Washer
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    • Private Garden
    • Wi-Fi
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2017
    We stayed a month....nice little Florida home. Could use some updating...but over all good experience. Close to shopping,lots of places to eat, grocery,few minutes by car to...
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    About this property
    Get away from the winter this year without spending a fortune. Very clean newly remodeled 2Bd/1Bt house center of Sarasota in nice residential area. Close to beaches, golf, shopping and restaurants. Price includes Elec-water-cable-internet-phone and lawn care. Ceiling fans in bedrooms and living...
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    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Delightful studio apartment tucked away on exciting Lido Key. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. The beach is a 6 minute walk and St. Armands 14 minutes, according to Google...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Air Conditioning
    • Grill
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    • Satellite TV
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated two bedroom one bath apartment, in a 4 family house will bring you all a joy that you will need for your next vacation trip. Not even a minute away from Siesta Key we are conveniently located on Siesta Dr. Fully furnished, equip with free WIFI, Tv and so much more. Sarasota...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedroom House1 / 76
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Wi-Fi
    • Private Garden
    • Parking
    • Patio
    • Outdoor Dining Area
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 November 2016
    The house was in a lovely neighborhood, convenient to family and to the beach. It was extremely clean and with much natural light. The kitchen and front bathroom were beautiful...
    Reviewed 18 December 2015
    Nice and comfortable home with big living room, big back yard space for kids an family, I recommend this home for family vacations.
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    About this property
    This 3 bedroom 2 bath house is in immaculate conditions, ready to move in. This is a 2175 square foot newly renovated house. It offers a king size bed in two bedrooms, queen size bed in one bedroom, extra Pull-out Sofa Bed queen size in living room. The kitchen area has everything you would need to...
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    Location Information
    Sarasota, Southwest Gulf Coast 34243
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Delightful studio apartments tucked away on exciting Lido Key. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. Quiet side roads and boulevards are perfect for a morning jog or a casual...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated one bedroom one bath apartment, in a 4 family house will bring you all a joy that you will need for your next vacation trip. Not even a minute away from Siesta Key we are conveniently located on Siesta Dr. Fully furnished, equip with free WIFI, Tv and so much more. Sarasota...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    A luxurious 1926  Florida bungalow, located in historic Laurel Park, Sarasota1 / 17
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Washer
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Terrace
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 February 2017
    I'll be the first to admit I didn't know much about Sarasota before heading to Susan and Jerry's bungalow, but I left feeling like a regular! It is the perfect location from...
    Reviewed 13 February 2017
    We stayed here because we wanted a quiet location within easy walking distance of the Marie Selby Botanical Gardens, the Marina complex and Sarasota center with its many shops...
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    About this property
    This upscale and unique 1926 Florida bungalow, with two bedrooms and two bathrooms, is located in the historic Laurel Park District of Sarasota. It features the charm of the old with the convenience of the new. The 1300 square foot home, with original old pine floors, was totally and elegantly...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    The Bedroom Cottage with an Old Florida feel.The unit has full kitchen, and Queen size bed plus queen size sleeper sofa. The beach is a 6 minute walk and St. Armands 14 minutes, according to Google Maps. The unit has private patio and separate screen porch. The complex has a heated pool. The unit...
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    Location Information
    Lido Key, Sarasota 34236
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Previous
    Sarasota Holiday Rentals

    Encompassing some of the state’s most impressive cultural attractions, world-class beaches and a slew of eco-tourism activities, Sarasota and its surrounding islands, is the perfect destination to unwind in style. If you want to luxuriate in style, you should consider a holiday rental. From roomy, beachside homes to sophisticated high-rise condos, quaint cottages and classy villas and town homes, the selection in the Sarasota area is appealing to a range of tastes and desires. Amenities like fully equipped kitchens and spacious indoor and outdoor dining areas make holiday rentals perfect for families seeking to prepare their own meals and save money.

    Sarasota attractions and activities

    You’ll have access to one of the world’s great beaches. Siesta Key Beach, which was included in Dr. Beaches’ Top 10 “Best Beaches in America” in 2007 & 2008, is a don’t miss experience. While beach activities like parasailing, snorkelling and sailing are popular pastimes, away from the sands, cultural attractions are big draws in Sarasota. A great family outing is the John and Mable Ringling Estate, a Venetian-inspired mansion along Sarasota Bay featuring an art museum, circus museum, a Circus Ring of Fame and the Flying Trapeze and The Flying Fantasy Circus. When it’s time to shop and dine, head to St. Armands Circle on Lido Key, a classy area with a European charm featuring bistros with outdoor dining and a plethora of boutiques, art galleries, speciality shops and restaurants. Popular outdoor activities in the Sarasota area include kayaking at Myakka River State Park, playing golf at top-notch layouts like the Arnold Palmer designed Legacy Golf Club at Lakewood Ranch and the Scottish links-style Tatum Ridge Golf Links and hiking the newly opened Legacy Trail, which stretches more than 12 miles from Sarasota to Venice.

    Family holiday rentals in Sarasota

    From beachfront bungalows to golf course villas and everything in between, the Sarasota area has holiday rentals in a variety of settings. Sarasota is a great destination for kids. It boasts attractions like the Mote Aquarium, Marie Selby Botanical Gardens and Sarasota Jungle Gardens. After a long day of sunbathing, shopping, playing golf or visiting attractions, you can return to a holiday rental that gives your family room to spread out instead of a cramped, mundane hotel room.

    Saving money on Sarasota holiday rentals

    We have a long list of money saving holiday rental options. Regardless of your price range and budget, we have special deals and discounts on all types of properties in different settings in the Sarasota area.

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