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Sarasota Vacation Homes

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    1 / 20
    5 of 5 bubbles (10) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    1 / 9
    4 of 5 bubbles (21) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This Gulf Side unit has new tile throughout the common areas and blue carpet in the bedrooms. This unit offers a King and 2 Twin size beds, leather furniture which includes a sleeper sofa, and a dinette that seats 6. Enjoy TV's in the living room and both bedrooms, VCR and DVD player in the... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 36
    8 Bedrooms, 5 Bathrooms, Sleeps 24 | Quick View
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    About this property
    Stunning Views from a Spectacular Home. Vacation in style! You'll love this spacious home with a private heated pool and spa. The location cannot be beat, with the beach access steps away, and Siesta Key Village just a short stroll or bike ride away, everything from relaxation to restaurants,... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Bike to the beach in just 4 minutes from this beautifully renovated 3 bedroom 2 bath pool home right by the South bridge to Siesta Key and located near the Southgate area of Sarasota. West of Tamiami Trail and within walking distance to Publix, several restaurants, and the beach, you have... View all property information
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    Sarasota, Southwest Gulf Coast 34231
    1 / 38
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    #1 Happy Hour on the dock #2 Walk to sunset on Shell Beach #3 Enjoy dinner in the Village!! New listing! Offering low rates to get good reviews to get me started on TripAdvisor, HolidayLettings, FlipKey, etc! Wonderful Siesta Key Duplex - Two separate units, upper and lower. Rent one or both.... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Tropical Dreams is a 6 unit vacation rental complex. All units are 2 bedrooms with the same floor plan and a large patio. Units 1 & 2 are on the ground floor and units 4-6 are on the second level. This listing is for unit #3. This unit has fresh paint, new tile in the kitchen, dining area,... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Just north of the Rosemary District in downtown Sarasota in an eclectic robust neighborhood one block east of Tamiami Trail [US 41] on Cocoanut Avenue lies The Cocoanut Cottage, a lovely 2BR/2BA city home which sleeps six. Here you'll find an old style bungalow cottage with lap siding, rafter tails... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    1 / 16
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    From the minute you open the double doors, you will be in awe of this home's beauty and comfort. One of the master bedrooms is located upstairs, taking over the entire second floor with private deck overlooking the waterway and pool. There is a magnificent bath area with double walk-in shower and... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
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    1 / 8
    3.5 of 5 bubbles (5) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This Gulf Side unit has teal-blue carpet in the living room and bedrooms and tile in the foyer and hallway. This unit offers a King and 2 Twin size beds including a sofa sleeper to accomodate 6, and dinette seating for 6. Enjoy TV's in the living room and both bedrooms, with a VCR and DVD player... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 6
    4.5 of 5 bubbles (23) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This Gulf Side unit is a beach paradise! This unit has new tile throughout the common areas, beige carpet in the bedrooms, beautifully renovated bathrooms, dinette seating for 4, a King and 2 Twin size beds, and a sleeper sofa. Enjoy the brightness of this unit with it's sunshine yellow walls,... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    We just had a last minute cancellation. Our villa is now available for the full winter season. Jan 1 2016 as long as you'd like to stay up until Dec. 2016. Spacious kitchen fully equipped with a breakfast area. Living and dining area look out on the lanai and the 4th fairway and green. Beautiful... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34238
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    5 minutes to the #1 beach Siesta Key. Walk to the beautiful state park next door or pack up and hit the beach with our beach chairs, cooler and umbrellas. Kayak, boating and paddle board rental is 5 minutes away. Come home and swim in your solar heated pool and relax poolside before you enjoy... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Located at the Northwest portion of our resort, this bungalow style resort rental offers one of our closest walks to the beach. The buildings of the 160's are situated in a circle, and offer each of the resort rooms a quiet and private courtyard that is shared with just these specific resort... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 23
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    About this property
    Outstanding views of the Palm Aire Championship Golf Course and Waterway from this second floor Condo. 2 King Size Bedrooms , 2 Full Bathrooms plus a Den w/ sleeper sofa and 40 in. flat screen cable TV. Free high speed internet & Free calling in North America. The condo is clean, comfy and... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34243
    1 / 13
    4.5 of 5 bubbles (16) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    A 2 bedroom 2 bath accommodation on the 5th floor, (accessible via two outside elevators with easy access to condo.). This recently renovated and refurnished apartment has a private deck overlooking the beach, and a magnificent deck at the end of your air-conditioned hallway, that overlooks the... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 10
    4 of 5 bubbles (13) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcoming neutral tones lend comfort and warmth to this Gulf Side unit boasting much-requested tile floors throughout. Enjoy the spacious living room with amenities including New Flat Panel LCD TV, DVD/VCR, and new leather recliner and sleeper sofa. Unexpectedly substantial master bedroom includes... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 23
    1 Bedroom, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    Private suite/guest home- Our neighborhood is an established, safe, blended community. Surrounded by mature oak trees, ponds, covered bridge and walking paths make it unique and quaint. Our guest home has 1 large bedroom with a comfortable queen bed. Oversized great room has 2 additional queen... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34235
    1 / 11
    5 of 5 bubbles (10) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    About this property
    Newly remodeled 'Old Florida' Guest Cottage is a charming vacation rental destination located half a block from Sarasota Bay on a one block street, west of the Trail. A well equipped, fully applianced eat-in kitchen, two full bathrooms, a bedroom with a queen bed, and living room, is ideal for a... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34243
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    1 / 8
    4.5 of 5 bubbles (13) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This freshly painted Gulf View unit has carpet in the living room and both bedrooms. Neutral tile finishes off the foyer, as well as the newly renovated kitchen and bathrooms. This unit offers a King and two Twin size beds, plus dinette seating for 4. In the living room enjoy the new LCD Flat... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 29
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Wow! What a view! Gulf/Beach views from the living area and the master bedroom! Oh ya, and don't forget about the roof top deck that provides stunning views of Siesta Key Beach and our gorgeous coastline and Gulf. The home itself is conveniently located directly across from Siesta Key Beach Access... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 46
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    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 and more. This is a 1000 square foot newly renovated two bedroom apartment with 1 car... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34232
    1 / 17
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This "NEWLY RENOVATED" Gulf Side unit has new tile in the common areas and beige carpet in both bedrooms. This unit offers a King and 2 Twin size beds and dinette seating for 4. Enjoy a new LCD TV in high definition in the living room and new LCD TV's both bedrooms, as well DVD players and a IPOD... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 17
    5 of 5 bubbles (12) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Brand new luxurious furnishings in this cozy 1 bed condo, a short drive from Siesta Key ( 5-6 miles). Across the road from a Publix supermarket, Chase bank and numerous shops and local restaurants in the vicinity --many within walking distance. The condo has a pool and a gym for guests use and... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    1 / 40
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Pool home: This extraordinary 3 bedroom + / 2 baths designer remodeled single family home (1,826 sq/ft) is located on the mainland close to the worlds famous Siesta Key. The home offers a new pool (baby fence available upon request) and is located within approx. 1 mile of the Siesta Key... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    1 / 8
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    PLEASE CHECK THE AVAILABILITY CALENDAR BEFORE YOU EMAIL US. SORRY, WE CANNOT DO SHORT TERM RENTALS DUE TO CONDO REGULATIONS! The rustle of palms and a Gulf view! We're across the street from the sands of Lido Beach, its truly spectacular sunsets, and its heated pool and concession stand. We're... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    1 / 64
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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. This home resides in Indian Beach/Sapphire... View all property information
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    Sarasota, Southwest Gulf Coast 34234
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Enjoy a vacation in sunny Sarasota. A Perfect home for you and your furry canine friends. Sunny Oak, aptly named for the huge Oak tree located in the front yard, this home features a spacious split floor plan with 2 bedrooms, 2 bathrooms, spacious living room, dining room, remodeled kitchen and... View all property information
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    Sarasota, Southwest Gulf Coast 34239
    1 / 24
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This three bedroom two bath home is centrally located within Sarasota. Placing it just 5 minutes from Siesta Key, 5 minutes to Gulf Gate or South Gate shopping, and 10 minutes to Downtown Sarasota. This is the perfect location for shopping, dining, and golf. This home has an open concept living... View all property information
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    Sarasota, Southwest Gulf Coast 34231
    1 / 25
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Location, Location, Location! We have 7 cottages, all located in a very special residential community right downtown within easy walking distance to everything: restaurants, cafe's, shopping, theater's, the marina, etc. Laurel Park was voted the #1 neighborhood in Sarasota by "The Best of... View all property information
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    Sarasota, Southwest Gulf Coast 34236
    1 / 29
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Enjoy the pond view and bird life from the patio area. With 4 bedrooms, 2 bathrooms, 2 car garage and pool, the house can accommodate up to 8 persons The houseis located in a wonderful and quiet area of Sarasota. Within a ten minutes you are on one of our many beaches long on one of our 3 islands... View all property information
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    Sarasota, Southwest Gulf Coast 34232
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Home located minutes from everything Sarasota has to offer. 6 miles from Siesta Key Beach. 1.5 miles to downtown, 4.5 miles the Lido Beach and St. Armand's Circle, and walking distance to Sarasota Memorial Hospital. Myakka State Park is about a 25 minute drive. The home is a 3 bedroom, 2 bathroom... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    1 / 8
    4.5 of 5 bubbles (6) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This newly renovated Floridian condo boasts a Key West theme throughout. The kitchen, living room and both bathrooms are tiled while the 2 bedrooms are carpeted. The bathrooms and fully equipped kitchen have new cabinets with granite countertops. The living room has new furniture with a flat screen... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Here is - the one of Sarasota's most up-and-coming areas, lies a sanctuary of tranquility, harmony and belonging – “Serenata”. That unique private gated community offers you a resort lifestyle in a uniquely designed community with exquisite lake views, elegant residences and abundant recreation.... View all property information
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    Sarasota, Southwest Gulf Coast 34243
    1 / 15
    4 of 5 bubbles (17) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This Gulf View unit has newly installed beige carpet throughout the common areas and a renovated master bathroom. This unit sleeps 6 by offering a King and 2 Twin size beds. Enjoy TV's and VCR's in the living room and master bedroom, DVD and CD player in the living room, wireless internet, and a... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 2 | Quick View
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    THIS IS A PRIVATE RENTAL This is non-pet, non-smoking rental. Includes all utilities, sales & tourism taxes, trash, maintenance, TV, & internet. This home is centrally located in Sarasota in a beautifully maintained, gated 55+ manufactured home park. The park has 2 heated pools, new clubhouse,... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34233
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Enjoy Gulf of Mexico view from 3rd floor at Siesta's Key's Peppertree Bay bayside. The 2 bedroom 2 bath fully furnished and equipped condominium unit comes with a parking spot on the ground floor of the building where elevator access is provided. The unit is comfortably furnished with wood laminate... View all property information
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    Sarasota, Southwest Gulf Coast 34242
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    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    1920's mixed-use building in historic area that is nestled between high-end residential neighborhoods. The studio apartment is super nice, safe and secure in a quaint shopping/theater area and walking distance to marina, fishing, supermarkets, transportation, theaters, opera, library, parks and... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    1 / 16
    4.5 of 5 bubbles (13) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Freshly Painted and Ready for Relaxation!!! This Gulf Side unit is very soothing with it's soft, sage green walls and tile throughout the common areas and beige carpet in both bedrooms. The sleeping amenities are a King and 2 Twin size beds, plus a sofa sleeper. New mattresses and bedroom furniture... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 31
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    HUGE 1 Bedroom Suite. Soak in the Sun at this beautiful vacation home. The large front patio space and landscaped area is an ideal place to enjoy the perfect weather that Siesta Key can offer. This large 1 bedroom and 1 bath Suite has all the amenities and features to make your stay with us a great... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 15
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    We are in the heart of historic Burns Square in downtown Sarasota, nestled between high end residential neighborhoods S. Palm Avenue, Laurel Park and Hudson Bayou. The property is a mixed-use historic property with residential on the second floor with stairs. You do not need a car as we are in... View all property information
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    Sarasota, Southwest Gulf Coast 34236
    1 / 21
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Terrace
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    Country estate in the secluded and bucolic part of Sarasota County known as Saddle Oak. A builder musician's home that opens up completely to nature with intriguing features. This Saddle Oak home of about 5,000 square feet (with additional outdoor areas), was built to take advantage of the rural... View all property information
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    Sarasota, Southwest Gulf Coast 34241
    1 / 8
    5 of 5 bubbles (28) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Relax in your own beachfront paradise condo. Enjoy a special treat, watching dolphins, or sun bathing from your second floor personal 30 ft. balcony, then experience beautiful private sunsets or go to the building's unique 5th floor sundeck. Just open your doors and overlook the heated swimming... View all property information
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    Sarasota, Southwest Gulf Coast 34242
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    4 of 5 bubbles (27) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This Gulf Front condo recently underwent a renovation that boasts new granite counter-tops and cabinets in the kitchen and both bathrooms, new carpeting throughout and freshly painted walls. Enjoy the new flat panel LCD T.V. and DVD player in the living-room, as well as the comfortable leather... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 35
    Lido Key
    6 Bedrooms, Sleeps 14 | Quick View
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    • Ocean Views
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    About this property
    Get away to sunny florida. Watch dolphins from the sofa. People come from all over the world to stay here. We have top pro ball teams and famous names that enjoy this mansion. Everyone is welcome to experience this gold nugget of Florida. Private boat dock, Elevator, hot tub with Infiniti pool,... View all property information
    Location Information
    Lido Key, Sarasota 34236
    1 / 20
    5 of 5 bubbles (19) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    Location, location, location! Ideally located charming cottage near downtown, with one bedroom, one bath and den. Built in 1928 and recently completely renovated to modern standards. Tastefully decorated, clean and comfortable with an enclosed front porch perfect for people watching, and a deck... View all property information
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    Sarasota, Southwest Gulf Coast 34236
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Located at the Northwest portion of our resort, this bungalow style resort rental offers one of our closest walks to the beach. The buildings of the 160's are situated in a circle, and offer each of the resort rooms a quiet and private courtyard that is shared with just these specific resort... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 11
    4.5 of 5 bubbles (15) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This Gulf Side unit has a lot of pizazz!! The unit has brand new tile in the kitchen and living area and an updated kitchen with granit counter tops. This unit has a dinette seating for 4, a King and 2 Twin size beds finished with white bedding and a splash of color with accent pillows. Enjoy TV in... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 8
    4.5 of 5 bubbles (29) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This Gulf View unit has tile throughout common areas, 2 full size sofas and a leather recliner. The kitchen has new granite counter tops and new vanities in both bathrooms, as well new paint and upgraded lighting. Enjoy new flat panel TV's in the living room and both bedrooms, DVD and CD player in... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242