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Villas Sarasota

209 villas

Superb spacious Sarasota villa close to Siesta Key!!

Sarasota villa

  • Nearest beach 3 mi
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$107

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  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Clothes dryer, Games room

2 of 3 filters match

Price per night from

$287

Family friendly house with pool/spa

Lido Key house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Rental types, Clothes dryer, Games room

2 of 3 filters match

Price per night from

$201

Stunning Beach Front Pool Home (Sand Castle Unit)

Sarasota house

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

2 of 3 match: Rental types, Clothes dryer, Games room

2 of 3 filters match

Price per night from

$630

Beautiful Siesta Key Condo Just Steps From Siesta Beach

Sarasota condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Ask about children
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Clothes dryer, Games room

2 of 3 filters match

Price per night from

$152

Brand New - Resort Rental with Tennis and multiple pools

Sarasota townhouse

  • Nearest beach 12 mi
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Clothes dryer, Games room

2 of 3 filters match

Price per night from

$140

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

Gulf Gate Estates villa

  • Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$109

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

Lido Key villa

  • Nearest beach 0 mi
  • •  Child Friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$184

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

  • Swimming pool
  • •  Child Friendly
  • •  Pet Friendly
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$166

Hamptons Escape

Gulf Gate Estates villa

  • Nearest beach 7 mi
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$171

Timberwoods Vacation Villa Best Value in Sarasota

Sarasota villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$114

Timberwoods Vacation Villas Best Value in Sarasota - Villa 3

Sarasota villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$114

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

Sarasota villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$182

Timberwoods Vacation Villas Best Value in Sarasota - Villa 1

Sarasota villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$114

Lovely beachside villa

Sarasota villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$209

Timberwoods Vacation Villas Best Value in Sarasota - Villa 5

Sarasota villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$114

Timberwoods Vacation Villas Best Value in Sarasota - Villa 4

Sarasota villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$274

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

Sarasota villa

  • Beach / lakeside relaxation
  • •  Nearest beach 5 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$93

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

Sarasota villa

  • Nearest beach 14 mi
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$229

Sarasota Villa

Sarasota villa

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$116

Timberwoods Vacation Villas Best Value in Sarasota - Villa 2

Sarasota villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$114

Amazing Hacienda Style Villa - Very Close To Siesta

Sarasota villa

  • Nearest beach 4 mi
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$423

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

Sarasota villa

  • Nearest beach 2 mi
  • •  Swimming pool
  • •  Child Friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$275

Condo on Private Golf Course - Close to Siesta Key

Sarasota apartment

  • Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Games room, Clothes dryer

1 of 3 filters match

Price per night from

$172

Moonmist Villa

Sarasota villa

  • Beach / lakeside relaxation
  • •  Nearest beach 2 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$213

Spacious sunny home in Sarasota near Siesta Key

Sarasota villa

  • Beach / lakeside relaxation
  • •  Nearest beach 5 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$108

Timberwoods Vacation Villas Best Value in Sarasota

Sarasota villa

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$114

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

Sarasota villa

  • Beach / lakeside relaxation
  • •  Nearest beach 20 mi
  • •  Swimming pool
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Games room, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$205

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

  • Child Friendly
  • •  Pet Friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 3 match: Rental types, Games room, Clothes dryer

1 of 3 filters match

Price per night from

$194

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 3 match: Rental types, Games room, Clothes dryer

1 of 3 filters match

Price per night from

$109

Just what you want! Perfect for golf, nature lover

Sarasota apartment

  • Air conditioning
  • •  Pet Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Games room, Clothes dryer

1 of 3 filters match

Price per night from

$92

Spacious 4 bed/3 bath with large backyard - 5 min to Siesta Key

Sarasota house

  • Child Friendly
  • •  Air conditioning
  • •  Pet Friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Games room, Clothes dryer

1 of 3 filters match

Price per night from

$211

Downtown condo - walk to shopping, dining, and attractions!

Sarasota house

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Games room, Clothes dryer

1 of 3 filters match

Price per night from

$135

⭐Near Siesta Key Beach, Shopping and More! Pet Friendly

Gulf Gate Estates house

  • Child Friendly
  • •  Pet Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Games room, Clothes dryer

1 of 3 filters match

Price per night from

$144

Stunning & Bright Sarasota Home

Sarasota house

  • Child Friendly
  • •  Pet Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Games room, Clothes dryer

1 of 3 filters match

Price per night from

$161

Sarasota Cottage w/Steam Room, Pergola&Water Falls

Sarasota cottage

  • Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Games room, Clothes dryer

1 of 3 filters match

Price per night from

$115

NEW! Historic Charmer-Walk to Downtown Sarasota!

Sarasota house

  • Child Friendly
  • •  Air conditioning
  • •  Pet Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Games room, Clothes dryer

1 of 3 filters match

Price per night from

$161

Downtown Cottage

Sarasota cottage

  • Nearest beach 8 mi
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Games room, Clothes dryer

1 of 3 filters match

Price per night from

$79

Viewing 38 of 209
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