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Holiday Rentals in Siesta Key, FL

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    From
    €1,105
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    €799
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    €644
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    €883
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    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • Parking
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    • Towels Provided
    • Linens Provided
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
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    About this property
    A short walk to the softest sand on the planet! Located in quieter South Village, yet within walking distance to everything. Enjoy the pool, beach, restaurants, sunsets, etc. Unit totally renovated last summer. New King bed in master bedroom. Guest bedroom has a queen and a twin. Fully... View all property information
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    Siesta Key, Florida 34242
    From
    €888
    / Week
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • DVD Player
    • Staffed Property
    • Water Park Nearby
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Shared Tennis Court
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This condo was recently updated by a local Florida interior decorator. It has the perfect Florida vacation vibe with a family friendly layout. You will be relaxing within minutes of unloading luggage. Unlike most properties on the island, this condo features carpet for comfort and safety. There... View all property information
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    Siesta Key, Florida 34242
    From
    €533
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Air Conditioning
    • There Are Tennis...
    • Refrigerator
    • Wi-Fi
    • Watersports Nearby
    • Grill
    • Sauna
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Our two bedroom condo is a five minute walk to one of the most beautiful beaches in the world. Siesta Key is famous for its pure white sand and crystal clear water. It is always ranked near the top of the best beaches in the country. After a day in the sun you can return to a quiet and lush... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    €1,199
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Ping Pong Table
    • Housekeeping...
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fabulous home on Siesta Key (Sarasota)( two weeks minimum stay ). Just 2 minutes drive to the beach & village. This home features 3 bedrooms and 2 baths with a large kitchen that opens to the family room. Great pool with southern exposure,and enclosed in a screen lanai for mosquito protection... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    €111
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    1 Bedroom, 1 Bathroom, Sleeps 3
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Watersports Nearby
    • Game Room
    • Air Conditioning
    • Staffed Property
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Great furnished Vacation Rental on Siesta Key, walk across the street to the #1 Beach in American. This condo is beautifully furnished and extremely well-maintained. It is kept Guest Ready year round. Just posted on FlipKey (June 2015) as Owner was living it and getting it ready for Guest... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    €124
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    1 Bedroom, 1 Bathroom, Sleeps 2
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    Overview
    Amenities & Details
    • Shared Garden
    • Air Conditioning
    • Towels Provided
    • Wi-Fi
    • Linens Provided
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This beautiful condo. located on the beach side of the road on America's number one beach, Siesta Key, in Sarasota, Florida is a Studio with Queen size Murphy Bed, Full Kitchen, Full Bath with Tub/Shower, and is just a few steps away down the courtyard from the most beautiful part of the beach on... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    €1,199
    / Week
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    1 / 24
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Watersports Nearby
    • Air Conditioning
    • Private Outdoor...
    • Ping Pong Table
    • Wi-Fi
    • Satellite TV
    • There Are Tennis...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Fabulous home on Siesta Key (Sarasota)( two weeks minimum stay ). Just 2 minutes drive to the beach & village. This home features 3 bedrooms and 2 baths with a large kitchen that opens to the family room. Great pool with southern exposure,and enclosed in a screen lanai for mosquito protection... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 15 June 2015
    As soon as we arrived we knew were going to have a happy stay at Palm's House! Our 5 person party was aged from 16 to 80 and we ALL had a wonderful time! The house itself is...
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    From
    €653
    / Week
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    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • DVD Player
    • Dryer
    • Shared Tennis Court
    • Air Conditioning
    • Washer
    • Satellite TV
    • Wi-Fi
    • Water Park Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    If you're looking for your tropical paradise, you've found the place!This well-stocked unit has been remodeled and is beautifully decorated with your comfort in mind. It has wood floors and granite countertops in the fully-equipped kitchen. Wi-fi and a private boat dock are added amenities!The... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    €1,110
    / Week
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • There Are Tennis...
    • Water Views
    • Internet Access
    • Washer
    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Vacation is all about an escape with the ones you love. Laughing, sharing magical moments that become part of wonderful memories that bonds bonds each of us to an experience with each other. It is our well deserved break in life that should be cherished. We hope we can provide the start of your... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    €89
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 3
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    Overview
    Amenities & Details
    • Housekeeping...
    • Watersports Nearby
    • Air Conditioning
    • Wi-Fi
    • TV
    • Washer
    • Dryer
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Thanks for viewing our listing. This condo is located in the heart of Siesta Key Village which has numerous restaurants, bars, shops and a grocery store and is only 1 block from the beach! The best of both worlds as everything you need is within walking distance. This studio unit was completely... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    €178
    / Night
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other traveller has booked this property
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • Waterfront
    • Water Views
    • Air Conditioning
    • Private Fishing...
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Location: Fisherman's Haven, 9150 Blind Pass Rd #203, Siesta Key, Florida South West, Florida, USA (Tampa Int'l Airport, Busch Gardens - 1 hr; Disney - 2 hrs). Accommodations: Condo, 2 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 6) Approximatly 1700 total square feet. Island living in this... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    €187
    / Night
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    1 / 16
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (4) Make Enquiry
    Overview Reviews (4)
    Amenities & Details
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Balcony
    • Cooker
    • Private Outdoor...
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Island House Beach Resort - Crescent Beach, Siesta Key Florida. 2nd Floor unit, 2 bedrooms, 2 baths. This beautifully maintained complex is located on one of the best beaches in Florida. This condo offers a view of palm trees, white sand and the turquoise waters of the Gulf of Mexico. The view is... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 3 August 2012
    4S was an awesome apartment/condo. It was on the second floor right off the beach . Very clean and stocked with everything you can think of that you would need to stay for a...
    5 of 5 stars Reviewed 13 June 2012
    I had an impossible time finding a beachfront condo to rent for just two nights. We would have loved to stay a week but we didn't have the time this trip. All I got from other...
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    €3,196
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    1 / 22
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Wi-Fi
    • Water Views
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Gulf front luxury on the beach. Complete renovation in 2014. 3 bedroom, 2 bath condo. No expense was spared. Stainless steel appliances, travertine tile, throughout. Marble counters in kitchen. Polo linens, Ralph Lauren towels. Flat screens, wireless internet, Apple Tv, Ceiling fans in all... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 26 March 2014
    We had a wonderful relaxing week in this beautifully renovated condo. We loved the panoramic views of the gulf, the proximity to the village and the easy access to the beach...
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    From
    €7,546
    / Month
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    4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    SIESTA KEY DREAM HOUSE!!!!!!!!!!!!!!!! Custom designed home. Open flow. Great for entertaining. Custom Kitchen with island. Eat-in area, granite & 2-tone wood cabinetry. Separate living, dining, family/ great rooms plus 4 bedrooms and 4 1/2 baths. 2 master suites. Heated pool with waterfall -... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    €3,551
    / Month
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
    Amenities & Details
    • Ocean Views
    • Pool Table
    • Watersports Nearby
    • Game Room
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautifully redone Siesta Key Beachfront Condo. King Bed in Master Bedroom and 2 full size beds in guest room. Living room has a leather queen sleeper sofa (with comfy foam mattress) and 3 recliners for for relaxation. If the view of the tropical paradise out your window isn't enough there are 4... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    €1,776
    / Week
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    1 / 22
    4.5 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Reviews (14) Make Enquiry
    Overview Reviews (14)
    Amenities & Details
    • TV
    • There Are Tennis...
    • DVD Player
    • Ocean Views
    • Watersports Nearby
    • Wi-Fi
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a comfortable couch to... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 31 July 2015
    Loved our stay. Very comfortable beach getaway. Everything we needed was here. Great sunsets, beach, and pool. Saw two manatee, lots of pelican, and one turtle. The lanai...
    5 of 5 stars Reviewed 29 July 2015
    This condo was a great place for our family. The unit was clean and the owners we very easy to deal with when we were booking. The view was wonderful and we loved listing to the...
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    From
    €188
    / Night
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    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Gorgeous direct beachfront first floor unit. Walk out the back door and the beach is at your feet! Fall asleep to the sounds of the surf! 2 bedroom/2 full baths; totally updated, very light and bright, ceramic tile throughout, Florida decor, leather sofas in the living area. King bed in master... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    From
    €1,243
    / Week
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Private Fishing...
    • Housekeeping...
    • Sauna
    • Staffed Property
    • Air Conditioning
    • Wi-Fi
    • Watersports Nearby
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    beautifull, totally remodeled condo ,fully porcelain tiled, new cherry kitchen cabinets, stainless appliances, granite and lanai overlooks pool with small view of #1 beach in U.S. fully furnished with 3 TV, cable and internet and utilities included. Local area offers fun , swimming , fishing,... View all property information
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    Siesta Key, Florida 34242
    From
    €176
    / Night
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    1 / 17
    4.5 of 5 stars (3) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4
    other travellers have booked this property
    Overview Reviews (3) Make Enquiry
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Grill
    • Air Conditioning
    • Towels Provided
    • Private Garden
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This luxurious one story townhouse was newly renovated and has its own private access to the #1 beach in the US merely steps away from the front door. It boasts all the luxury you'd expect from a beach house! Modern kitchen, contemporary bathroom with walk in rain shower, luxurious bedroom and... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 30 July 2015
    Siesta key has somehow maintained an old Florida vibe with just the right amount of updates. This condo is the same. The outside is like a back in time delight, while the inside...
    5 of 5 stars Reviewed 15 June 2015
    Location was good - lots of restaurants and shops within walking distance. Siesta Village is a little farther, but cabs are free on the island, so it's not hard to get there...
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    €2,663
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    1 / 15
    2 of 5 stars (3) Poor
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    other travellers have booked this property
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Private Outdoor...
    • Boat Available
    • Washer
    • Dryer
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Seasonal Luxury rental on the world famous Siesta Key! Relax in your tropical vacation home or step out to all Siesta Key has to offer! Is an absolutely beautiful and uniquely configured private pool home featuring four bedrooms, three bathrooms [sleeps 8], two living areas. This home is... View all property information
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    Siesta Key, Florida 34242
    2 of 5 stars Reviewed 13 May 2015
    I did not post anything after our stay. We experinced the same issues as the other reviewers. They pretty much took our money and ran. We had numerous issues, no instructions...
    1 of 5 stars Reviewed 13 November 2014
    Chose house from pretty photos as base for family for wedding. Paid in full in March, seven months in advance. Property manager never provided instructions to get in and did not...
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    €207
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    1 / 17
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    other travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Overview Reviews (6)
    Amenities & Details
    • Ocean Views
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Water Views
    • Stereo System
    • DVD Player
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This vacation rental offers a full view of Siesta Key Beach/ The Gulf upon entry; relax and enjoy from your lanai or master bedroom. The property has been newly transformed to accommodate our guests best welcome to Siesta. From the comfort of the home décor to your fully stocked kitchen: cookware,... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 6 March 2015
    What an awesome condo. Unit was furnished beautifully and very up to date. Couldn't have has asked for more. Location was great. Great views of the ocean and less than 20 minute...
    5 of 5 stars Reviewed 4 March 2015
    My 92-yr. old mother and myself stayed at this "Calm at Siesta" condo. Couldn't have stayed at a better place. As for Mom who uses a walker, everything was convenient for her in...
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    From
    €188
    / Night
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    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Direct Beach front! Step out your back door to Crescent Beach and the Gulf of Mexico. Updated two bedroom/two bath 1000 s.f. unit with ceramic tile floors, upgrades in kitchen with granite counter tops, custom cabinetry. Complimentary High Speed wireless internet access in the unit. Free North... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    €195
    / Night
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Waterfront
    • Housekeeping...
    • Wi-Fi
    • DVD Player
    • Watersports Nearby
    • Air Conditioning
    • Satellite TV
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    I have tried to make this apartment as comfortable as your own home only at the beach. This unit has two bedrooms and two baths. It can accommodate six people with a king bed and two double beds. There are plenty of closet and dresser space, a fully-equipped kitchen, color TV's, VCR and/or DVD and... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    €1,199
    / Week
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    1 / 22
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Shared Tennis Court
    • Washer
    • Dryer
    • Deck
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    If your specific dates are not available, please ask about our other 2015 renovated waterfront villa Our SF Villa has been completed remodeled in the Fall of 2013 and includes custom Italian Kitchen Cabinetry, Travertine Tile, Glass Backsplash with under mount lighting, quartz countertops, and... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 1 August 2015
    I was quite impressed with the condo the minute I walked in! The photos of the rental are very accurate. It has a beautiful kitchen, an open living space (complete with a sleeper...
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    From
    €169
    / Night
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    2 Bedrooms, 1 Bathroom, Sleeps 4
    other traveller has booked this property
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • There Are Tennis...
    • Wi-Fi
    • TV
    • Patio
    • Washer
    • Refrigerator
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Beautifully renovated units - exquisite decor!! Original owner belonged to the prominent Ringling family locally. Locally directly across from Siesta Beach with immediate access - These units have all new furnishings - totally beautiful!! Walking distance to the village - shopping, restaurants... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 stars (35) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
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    About this property
    Very clean, bright & airy 1 bedroom, single- story cottage. Ebb Tide #1 offers all you need for a wonderful vacation at the beach. - Beautiful, large, heated, saltwater pool. - Private, gated access to world renowned Crescent Beach, famous for its powdery, white, quartz sand and gorgeous sunsets!... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 12 August 2015
    The place was beyond our expectations, the location is perfect close to everything. The cottage is so cute and cozy, very clean it has everything you might need for your stay...
    5 of 5 stars Reviewed 5 August 2015
    Cozy and comfortable, Location close to Beach,Pool, Restaurants and shops. Owner available and most knowledgeable and very pleasant.
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    1 / 25
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Satellite TV
    • Balcony
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    • x
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    About this property
    Island House Beach Resort - Siesta Key Florida - Crescent Beach. This beautifully maintained complex is located on the widest part of one of the best beaches in Central Florida. This 2nd floor condo offers views of palm trees, white sand and the turquoise waters of the Gulf of Mexico. The view is... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Boat Available
    • Internet Access
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    • Water Views
    • Waterfront
    • DVD Player
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    • x
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    About this property
    Luxurious Tommy Bahama appointed condo with hardwood floors on the Bay with a gulf view from the front, within a very short walk to the beach. Sits next door to a Marina with boats, jet skis and more. View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 28 January 2014
    This condo provides everything a family needs for a delightful vacation. The kitchen, bathrooms and bedrooms are as fully equipped as those of a regular home; the lanai and the...
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    Studio, 1 Bathroom, Sleeps 2
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    • x
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    About this property
    Great location!! Right across the street from Siesta Key Beach Access #7 !! Newly renovated, beautifully decorated studio for two with full kitchen if you wish to cook and fully stocked. Located within walking distance of shopping and dinning. Cable TV, free WIFI, and free laundry use right on... View all property information
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    Siesta Key, Florida 34242
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Pool Table
    • Satellite TV
    • Watersports Nearby
    • Water Views
    • Ocean Views
    • Wi-Fi
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    About this property
    For the most up to date availability and pricing please visit our subscription listing on Flipkey I39II38 Leave your worries behind... If you're looking for a relaxing beachfront condo that's been totally remodeled you've come to the right place. (all new photos coming later this month) Our... View all property information
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    Siesta Key, Florida 34242
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    €839
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • DVD Player
    • Water Views
    • TV
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    • Watersports Nearby
    • There Are Tennis...
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    • Ocean Views
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    • x
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    About this property
    Minimum stay 7 days (one week). Close to white sand beaches or Siesta Key!! Recently updated 1st floor condo. Steps away from the pool and sound side of the ocean. The beach access is private by walking through the gate to the white sandy beach. Crescent Beach was rate one of America's top rated... View all property information
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    Siesta Key, Florida 34242
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    €111
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    1 / 22
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Gym
    • Deck
    • Grill
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    • x
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    About this property
    Just steps from the bay, our newly remodeled condo in a gated Key West-style community is the perfect destination for your Siesta Key vacation. With resort amenities and the ideal location for beach and bay access, Gulf & Bay Bayside is irresistible! Relax in the large 11 x 16-foot lanai just off... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 11 October 2014
    The building hosts three condos per unit, however there is no sound from others. All features, furniture and appliances are modern and up to date. The condo was perfectly...
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    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2
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    • TV
    • There Are Tennis...
    • Refrigerator
    • Wi-Fi
    • Watersports Nearby
    • Air Conditioning
    • Parking
    • Linens Provided
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
    • x
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    • x
    About this property
    Relax, get away and enjoy Siesta Key's laid back lifestyle! Nestled in a quiet residential neighborhood, you'll love this large and comfortable 500 square foot studio apartment. It has a king bed and comfortably sleeps 2. The studio is attached to the owners' home, and features a king bed,... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Internet Access
    • DVD Player
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    • Private Fishing...
    • Air Conditioning
    • Sauna
    • Water Views
    • Waterfront
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    • Pet-friendly
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    • Child-friendly
    • x
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    • x
    About this property
    Beach and water front on Gulf Of Mexico. A block from Siesta Key Village for lite and fine dinning, fun, shopping and nightlife. Two Master Suite King Bedrooms with Master Bath for each. Sauna, four Mexican tiled decks with panoramic views of the Gulf and beaches. Fishing Pier. Leather, stone... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 7 April 2015
    This beautiful beach home had everything you needed to make your stay very enjoyable. Very clean,loved the beautiful view every morning.Enjoyed the shopping and the walks to the...
    5 of 5 stars Reviewed 1 April 2015
    The view was beautiful. We heard the ocean at night. Everything in the apartment was clean. There was a surprising amount of room and privacy for a 2 bedroom. It is also very...
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    €466
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    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Private Fishing...
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Shared Tennis Court
    • Internet Access
    • Water Views
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    • Pet-friendly
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    • x
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    • x
    About this property
    Spacious 1 bedroom, 1 bathroom, turn key furnished condo at Harbor Towers on Siesta Key. The unit has been totally remodeled, kitchen with granite counter tops, new cabinets, new lighting and stainless steel appliances. Bathroom has new shower and granite counter tops. Ceramic tile flooring... View all property information
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    Siesta Key, Florida 34242
    From
    €2,131
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    1 Bedroom, 1 Bathroom, Sleeps 2
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    • Water Views
    • Stereo System
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    • Satellite TV
    • Waterfront
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Lovely top floor tropical condo sits directly on beautiful Sarasota bay. breathtaking views and breezes from the top floor balcony. Gulf views from the kitchen window. just steps to beautiful turtle beach. Condo has been recently updated and decorated. Has one of the best and largest lap pool on... View all property information
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    Location Information
    Siesta Key, Florida 34275
    From
    €195
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    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Pet-friendly
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    About this property
    UNIT COMPLETELY REMODELED AND SPECTACULAR! ALL BRAND NEW UPGRADES AND DECOR! NEW VIRTUAL TOUR! Full and fantasic Gulf of Mexico and Crescent Beach view from this seventh floor 2 bedroom/2 bath 1400+ sq. ft. unit! Enjoy the Siesta sunsets from the spacious screened lanai and listen to the sleepy... View all property information
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    Siesta Key, Florida 34242
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    €89
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    4 of 5 stars (8) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Staffed Property
    • Private Outdoor...
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    • Pet-friendly
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    • x
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    About this property
    BOOK NOW for Autumn _ Best Rates of the Year ! Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 12 August 2015
    I was very nervous about using this site, due to the great prices and fake looking pictures. I just don't trust anything on the internet. My girlfriend showed me the site, I...
    5 of 5 stars Reviewed 28 July 2015
    Was Great! Very clean,well furnished,had everything anyone would need ,even down to A blow dryer.Very impressed,would recommend to anyone,&very affordable. Beach within walking...
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    €910
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    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Private Fishing...
    • Satellite TV
    • Dryer
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    • Pet-friendly
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    • x
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    • x
    About this property
    Very spacious, air-conditioned 4 bed detached ranch-type Villa on Siesta Key Bayside. Sleeps 8, 1 King, 1 Queen, 2 Full and 2 twin beds. 1 month minimum Jan-March, 2 week minimum April -Dec. Maximum 3 cars . Large Heated Communal pool, Own Outdoor patio area with BBQ , Table, seating and sun... View all property information
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    Siesta Key, Florida FL34242
    5 of 5 stars Reviewed 21 July 2015
    We stayed two weeks here and had a wonderful time. The villa was very spacious with large bedrooms, eat-in kitchen and living rooms. Most impressive was how well equipped it was...
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    5 of 5 stars (34) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Air Conditioning
    • Washer
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    • DVD Player
    • Wi-Fi
    • Patio
    • Dryer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    This bright, cheerful and newly redone condo is located on Siesta Key which is renowned for its powdery white sand beaches and gorgeous sunsets. We have our own private, gated access to Crescent Beach and a lovely, large, heated pool. Both the pool and the beach are just a 2 or 3 minute walk from... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 27 July 2015
    This place was perfect! The beach was so close and the pool was so warm! We had a few days of rain, which everyone kept saying was so unusual for that area, but the place was...
    5 of 5 stars Reviewed 9 July 2015
    We thoroughly enjoyed our visit to Siesta Keys. We had heard about it from friends so we were excited about our trip. Sue was very accommodating and had everything in the condo...
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    €75
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    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • Dryer
    • Internet Access
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    • DVD Player
    • Garage
    • Satellite TV
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    • x
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    About this property
    Cozy Cove is a small condominium complex of six total units, located on the south end of Siesta Key in Sarasota, Florida. The complex sits on the Gulf side of the Key along Blind Pass. The complex itself is on the inlet with a dock at the back of the property where you will often see fish jump and... View all property information
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    Siesta Key, Florida 34242
    From
    €188
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    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About this property
    Beach front and fabulous! Everything is new and remodeled in this unit! Sun yourself on the open balcony and enjoy this 2 bedroom/2 bath in style. The living room is furnished with a LCD TV/VCR, leather sofa and decorated with brilliant colors! The master bedroom offers a king bed and a flat panel... View all property information
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    Siesta Key, Florida 34242
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    €972
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    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 7
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    • Waterfront
    • DVD Player
    • Satellite TV
    • Watersports Nearby
    • Ocean Views
    • Wi-Fi
    • Water Views
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
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    About this property
    Leave your worries behind... If you're looking for a relaxing beachfront condo that's been totally remodeled you've come to the right place. (all new photos coming later this month) Our ground-level oceanfront condo is the perfect place to unwind unplug and recharge the batteries. Fisherman's... View all property information
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    Siesta Key, Florida 34242
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    €926
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    1 / 12
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Grill
    • Stereo System
    • Internet Access
    • Satellite TV
    • Refrigerator
    • Patio
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    About this property
    Jamaica Royale condo #92 on the #1 beach in the USA, This 2 bedroom 2 bath garden view unit was recently updated, and is located in the garden area of our beautifully landscaped property. It has new furniture and is freshly painted, with tile floors in living areas and new carpet in bedrooms.... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 29 December 2014
    Just returned from our first trip to Siesta Key. Had my wife and two adult sons with us. Unit was very clean and ready upon our arrival. Beds were extremely comfortable...
    5 of 5 stars Reviewed 11 May 2014
    My husband and I stayed here with our five children. This place was perfect for us. It was clean and comfortable. I was surprised to find every single thing I needed in the...
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    €808
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Watersports Nearby
    • Water Views
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Private Fishing...
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    Condo has been remodelled with newly painted rooms, new flooring throughout. New king size tempurpedic bed in the master bedroom with duvet cover for your comfort with 3 pce bathroom. 2nd bedroom has 2 new single beds and can be combined together to make a king size bed. Again with soft duvet... View all property information
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    Siesta Key, Florida 34242
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    €107
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    5 of 5 stars (8) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5
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    • Washer
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    • x
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    • x
    About this property
    BIG FALL SALE !!! Oct 10 to Dec 19 GREAT Value !!! MVPROPERTIES AT SIESTA KEY Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 15 August 2015
    Ideally situated 2 minutes from the beach, restaurants,shops and 7 eleven. Very clean accommodation has everything that you need but does need a little refurb ie furniture...
    5 of 5 stars Reviewed 10 August 2015
    We had a great stay here. The owners were VERY pleasant. Everything that you would need for a beach vacation with a toddler was included and readily available. The place was...
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    €170
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    4.5 of 5 stars (7) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4
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    • Private Outdoor...
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    • Cooker
    • Linens Provided
    • DVD Player
    • Refrigerator
    • Satellite TV
    • Balcony
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    • Pet-friendly
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    • x
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    About this property
    Island House Beach Resort - Siesta Key Florida - Southwest building, 3rd floor, One bed, 2 bath, King, 2 twins in den area. This unit is 1300 sq. ft. and has fully equipped kitchen, dining area, living area, 2 porches, laundry room. Enjoy spectacular sunsets from this unit. Free Wi - Fi in unit.... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 15 August 2011
    The Island House is an older well-maintained property that presents as simple and plain on the exterior. The interior of this particular unit was very impressive... with tasteful...
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    Siesta Key Vacation Rentals

    Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.

    Lions, Tigers & Circuses

    When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.

    Gardens & Aquariums

    Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.

    Locomotives & Science

    Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.

    History & Baseball

    From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.