Villas Sarasota

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242 villas

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

Gulf Gate Estates villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 27 minutes

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Price per night from

$110

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Stunning Beach Front Pool Home (Sand Castle Unit)

Sarasota house

4 bedrooms / 2 bathrooms / sleeps 11

“Wonderful Stay!” We had such a great time in Siesta Key and the house was great. The shaded sitting area in front of the beach was an added bonus, as well as walking distance to the downtown area. The deck and pool could use a little updating, but overall the house was very clean and comfortable. This was by far our favorite beach trip and beach house to date! The owners were prompt to answer any questions and Sheila was there to greet us when we arrived and show us around. Also - the house was stocked with the essentials (paper towels, toilet paper, detergent, etc.) which was really convenient. We absolutely loved it!

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$634

Beautiful Siesta Key Condo Just Steps From Siesta Beach

Sarasota condo

2 bedrooms / 2 bathrooms / sleeps 5

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$153

Flamingo Cottage Retreat ❤️ 3.4 miles to Siesta Keys

Gulf Gate Estates house

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$98

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

Lido Key villa

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$185

Hamptons Escape

Gulf Gate Estates villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$172

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

2 bedrooms / 3 bathrooms / sleeps 4

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Price per night from

$167

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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Price per night from

$185

Timberwoods Vacation Villas Best Value in Sarasota - Villa 3

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 37 minutes

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Price per night from

$115

Timberwoods Vacation Villas Best Value in Sarasota - Villa 2

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 37 minutes

2 of 3 match: Table tennis, Rental types, Microwave

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Price per night from

$114

Timberwoods Vacation Villas Best Value in Sarasota - Villa 1

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 37 minutes

2 of 3 match: Table tennis, Rental types, Microwave

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Price per night from

$114

Sarasota Villa

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$116

Timberwoods Vacation Villa Best Value in Sarasota

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 37 minutes

2 of 3 match: Table tennis, Rental types, Microwave

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Price per night from

$114

Timberwoods Vacation Villas Best Value in Sarasota - Villa 4

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 37 minutes

2 of 3 match: Table tennis, Rental types, Microwave

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Price per night from

$276

Timberwoods Vacation Villas Best Value in Sarasota - Villa 5

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 37 minutes

2 of 3 match: Table tennis, Rental types, Microwave

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Price per night from

$114

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$93

Lovely beachside villa

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$209

Spacious villa 3 bedms/3 bathms with Pool & Lake View

Sarasota villa

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$229

Condo on Private Golf Course - Close to Siesta Key

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 6

“What a great surprise!!” This Condo was everything we asked for and more. It's located in a quiet area directly in front of a large pond, overlooking the golf course. Each morning we enjoyed our coffee in the fully screened in porch watching the golfers and nature go by. This large condo has new furniture throughout and the beds are extremely comfortable. The closest of the 5 pools was just across the street from our private garage and was it's own paradise. Every day we either walked the complex's trails or participated in one of the many Yoga or Pilate's classes available right in the club house/gym. If you are a golfer, the course is beautifully maintained with plenty of options for match play and tournaments. This was a gem of a find, we pinched ourselves every day to make sure we weren't dreaming!!

1 of 3 match: Rental types, Table tennis, Microwave

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Price per night from

$174

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...

Responds fast! avg. 2 hours 37 minutes

2 of 3 match: Table tennis, Rental types, Microwave

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Price per night from

$114

Late SALE Sep/Oct only -Lakeside villa Uni. Park,golf,cycles,pool, beach

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 4

“A perfect setting and location” Everything about this vacation is perfect from start to finish. Joyce guides you through the pre vacation procedure seamlessly. All relevant information is sent concerning local amenities and events occurring during your stay. The house is spacious, clean and full of all the homely touches to make your stay so enjoyable. You can have a chilled out holiday round the pool and barbecue, or for the more energetic like us, there is golf and tennis on the doorstep. You can swim in the pool at the house or there is a 15 metre community pool round the corner. The beaches are a short drive from the villa, fantastic white sands with plenty of space for the sun seekers. There are plenty of good restaurants in the locality if you choose to eat out, and shopping malls are nearby for those gifts to take back home. All in all a fantastic vacation and excellent value. My wife and I have now returned 3 times from the U.K. Enough said !!!!

Responds fast! avg. 1 hour 1 minutes

2 of 3 match: Table tennis, Rental types, Microwave

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Price per night from

$207

Spacious sunny home in Sarasota near Siesta Key

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.

Responds fast! avg. 1 hour 30 minutes

2 of 3 match: Table tennis, Rental types, Microwave

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Price per night from

$109

Superb spacious Sarasota villa close to Siesta Key!!

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 21 minutes

2 of 3 match: Table tennis, Rental types, Microwave

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Price per night from

$108

Spend a month in Sarasota!

Sarasota house

4 bedrooms / 3 bathrooms / sleeps 8

1 of 3 match: Rental types, Table tennis, Microwave

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Price per night from

$110

Amazing Hacienda Style Villa - Very Close To Siesta

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 8

2 of 3 match: Table tennis, Rental types, Microwave

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Price per night from

$426

Just a mile to downtown Sarasota!

Sarasota house

2 bedrooms / 2 bathrooms / sleeps 4

1 of 3 match: Rental types, Table tennis, Microwave

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Price per night from

$52

Renovated ! Heated pool! House Close To USA's Best Beach! Great Rates!

Sarasota villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 19 minutes

2 of 3 match: Table tennis, Rental types, Microwave

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Price per night from

$277

Moonmist Villa

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

2 of 3 match: Table tennis, Rental types, Microwave

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Price per night from

$215

Downtown Cottage

Sarasota cottage

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$81

NEW! Waterfront Resort Home - 13 Mi to Siesta Key!

Sarasota house

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 27 minutes

1 of 3 match: Rental types, Table tennis, Microwave

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Price per night from

$121

NEW! Historic Charmer-Walk to Downtown Sarasota!

Sarasota house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 19 minutes

1 of 3 match: Rental types, Table tennis, Microwave

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Price per night from

$162

Starfish Unit at Sunset Beach Resort Beach Front Property

Sarasota apartment

1 bedroom / 1 bathroom / sleeps 4

“The Starfish was simple, clean, and can't beat its location!” The Starfish unit is perfect for a couples get away! The unit itself is a classic beach cottage with all the modern amenities one needs and includes the other amenities of the property...common area, hammock, firepit, etc. The house was built in 1920 and was the home of Chelly and Billy and the other siblings growing up. They have upgraded and maintained it with care and love. The home next door is the home of their in laws and where their dad met their mom...a love story doesn't get any better than that. Finally, don't spend your money on a rental car as you are 3 minutes off the patio to the sugary sand and turquoise water of Siesta Key and 3 minutes off the front of the patio to downtown Siesta Key and the first thing you see and can do is have breakfast at the Broken Egg! We rented bikes for the week and rode them every morning while the sun rose and watched the brilliant sunsets every evening. I guarantee you will not regret staying here and in the Starfish unit!

Responds fast! avg. 3 hours 2 minutes

1 of 3 match: Rental types, Table tennis, Microwave

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Price per night from

$288

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

2 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 1 hour 21 minutes

1 of 3 match: Rental types, Table tennis, Microwave

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Price per night from

$195

Quiet Family Lido Beach Condo (Lido Key)

Sarasota house

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$82

3bedrooms/2baths,cozy Home 5 Miles From Siesta Key Beach

Gulf Gate Estates house

3 bedrooms / 2 bathrooms / sleeps 6

1 of 3 match: Rental types, Table tennis, Microwave

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Price per night from

$175

Responds fast! avg. 40 minutes

1 of 3 match: Rental types, Table tennis, Microwave

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Price per night from

$110

Brand New Listing near Siesta Key Beach South Bridge, 15 min Walk to Beach, WiF

Gulf Gate Estates condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 minutes

1 of 3 match: Rental types, Table tennis, Microwave

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Price per night from

$79

2 minutes to beach. Short walk to Ritz Carlton, Heated Pool, WiFi

Sarasota condo

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

1 of 3 match: Rental types, Table tennis, Microwave

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Price per night from

$164

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