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129 villas

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Southgate: Lovely remodeled 3 bedroom pool villa 2.5 Miles from Siesta Key

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 6

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$224

Tranquil sunny villa in Sarasota near Siesta Key Snowbirds welcome!!

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

“Nice stay in Sarasota” Eddie and Wendy great to deal with. Villa in great location. Very clean and comfortable. Excellent facilities in complex - beautiful heated pool and spa. Lovely grounds, very quiet and relaxing. Would recommend.

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$115

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

2 bedrooms / 3 bathrooms / sleeps 4

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$166

Timberwoods Vacation Villas Best Value in Sarasota

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

“Great place, great time.” We have stayed here many times. It meets our needs exactly and we can always depend on knowing exactly what to expect...

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$274

Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

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$100

Timberwoods Vacation Villas Best Value in Sarasota - Villa 2

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

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$274

Sarasota's best kept secret! Beautiful Rennnovated Villa, 2Br 2 Bath, sleeps 4-6

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

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$100

Lovely beachside villa

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$208

Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 23 minutes

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$183

Sarasota Villa w/ Pool Access ~4 Mi to Beach!

Gulf Gate Estates villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 9 minutes

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$112

Hamptons Escape

Gulf Gate Estates villa

3 bedrooms / 2 bathrooms / sleeps 6

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$182

Timberwoods Vacation Villas Best Value in Sarasota - Villa 1

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$274

Timberwoods Vacation Villas Best Value in Sarasota - Villa 3

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$274

Timberwoods Vacation Villas Best Value in Sarasota - Villa 5

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$274

Timberwoods Vacation Villas Best Value in Sarasota - Villa 4

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

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$274

Sunny villa in Village des Pins, near Siesta Key.

Gulf Gate Estates villa

2 bedrooms / 2 bathrooms / sleeps 6

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$127

Sarasota Villa

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 6

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$122

Fantastic tranquil villa close to Siesta Key!! Snowbird weeks still available.

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

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$108

Crystal Sands

Gulf Gate Estates villa

2 bedrooms / 2 bathrooms / sleeps 7

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$160

Beechwood

Gulf Gate Estates villa

2 bedrooms / 1 bathroom / sleeps 4

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$65

The Highbury

Gulf Gate Estates villa

4 bedrooms / 2 bathrooms / sleeps 8

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$193

Sealand

Gulf Gate Estates villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$221

Yorktown Elegance

Gulf Gate Estates villa

3 bedrooms / 2 bathrooms / sleeps 6

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$184

Great rentals within 20 miles that match your search

Honeyfish, stunning views across Bimimi Bay!

Anna Maria Island villa

4 bedrooms / 4 bathrooms / sleeps 8

“Best rental on AMI” This is a classy place to stay. Situated toward the north end of the island at the extreme end of the cul-de-sac that is Tarpon Street, this property could not be better sited as a base to explore and enjoy Anna Maria Isand. Within a 4-5 minute bike ride are gulf side beaches, the Sandbar beach restaurant (have dinner watching the sun go down at a table with your toes in the sand while having great food), City Pier, Ginny & Jane's for breakfast, Beach Bums for all rentals needs (kayaks, paddleboards, Bikes etc.), the general store for food (check out their cuban sandwiches), beers and wines, as well as a host of boutique shops. The Rod n Reel Pier (my favourite) is a little further but has a great little bar and a restaurant that you have to try out. Draft Budweiser is $1.50 and comes in a plastic cup so you can take it outside to watch the fish swim under the pier and the pelicans dive for food. Honeyfish is a canal facing property at the end of Tarpon Street so no through traffic by car, bike or on foot. Very private. Not only is it canal facing - it has what has to be the best canal view possible with far reaching views over Bimini Bay rather than simply looking at another house over a canalway. The house is large, with 4 bedrooms and 4 bathrooms. Furnishings and fittings are of a very high standard and enhance the luxury feel of the place. Equipment such as televisions, sound systems, kitchen aids and washing facilities are all excellent. On arrival, the great room comprising kitchen, dining and living rooms seemed much larger than the photographs on the rental company website. Outside there is a large canal facing deck with ample seating. To the side is a large swimming pool which is screened in from view from the canal for privacy. If it gets a little hot at the beach, then head back to the house and jump in the pool to cool off for a while. From the dock or even from the sofas in the living room, watch the wildlife over Bimini Bay. Exotic birdlife, jumping fish and dolphins were all frequent visitors. This is a gem of a place. A truly relaxing environment in a quality setting. It may not be a cheap place to stay but I would recommend pushing the boat out. Having THAT view in THAT location made all the difference to our holiday. There are cheaper places to stay for sure but there is only one Honeyfish. You will not be disappointed. I would return in a heartbeat and would recommend it to anyone as an ideal vacation base on a wonderful holiday island.

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$414

Beach House on Anna Maria Island-Rental Openings

Holmes Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

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$458

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

3 bedrooms / 2 bathrooms / sleeps 6

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$115

Piece of Paradise on Beautiful Anna Maria Island VRC 20-000087

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 4

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$148

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

4 bedrooms / 4 bathrooms / sleeps 12

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$458

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

2 bedrooms / 2 bathrooms / sleeps 6

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$287

Villa FloridaDream, Exclusive Florida Villa in Strandnähe mit Pool in Bradenton

Bradenton villa

4 bedrooms / 2 bathrooms / sleeps 8

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$175

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 58 minutes

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$77

Direct Beachfront on Serene Gulf of Mexico, Amazing View, Family Friendly

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$482

Addy's Villas: 2BR

Nokomis villa

2 bedrooms / 1 bathroom / sleeps 6

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$194

2Bed/1Bath Newly Renovated, Steps from Beach with Pool Access!!- Sun & Sea #2

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 6

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$526

Your perfect vacation starts here !

Casey Key villa

3 bedrooms / 2 bathrooms / sleeps 6

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$224

Spacious 4bed air-con villa on Siesta Key

Siesta Key villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 20 minutes

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$301

Sunset Point Siesta Key FL AWESOME RENTAL !!

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful sunsets. Siesta Key Village is an easy walk away and has great restaurants and shops. We are hoping to go back as soon as we can!

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$801

Arnold Palmer Design 36 Holes - Lakewood National Resort

Lakewood Ranch villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$242

Viewing 38 of 129
villas in Sarasota

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Villas Sarasota

Per night

129 villas

Viewing 38 of 129villas in Sarasota

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Viewing 38 of 129
villas in Sarasota