Vacation Rentals & Apartments in Sarasota

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Chinaberry 924 at Midnight Cove Siesta Key, FL.

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Swimming pool

All filters match

Price per night from

$171

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$229

Luxury Beach Cotttage

Sarasota cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$534

Firethorn 830 at Midnight Cove Siesta Key

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$142

Firethorn 322 at Midnight Cove Siesta Key, FL.

Sarasota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated) Swimming pool

All filters match

Price per night from

$249

Chinaberry 922 at Midnight Cove Siesta Key, FL.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Swimming pool

All filters match

Price per night from

$171

Firethorn 612 at Midnight Cove Siesta Key, FL.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated) Swimming pool

All filters match

Price per night from

$142

Firethorn 822 at Midnight Cove Siesta Key, FL.

Sarasota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated) Swimming pool

All filters match

Price per night from

$142

Doveplum 724 at Midnight Cove Siesta Key, FL.

Sarasota townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Swimming pool

All filters match

Price per night from

$167

Lower Pricing! Stunning Heated Pool, Lanai w/ TV

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$184

Responds fast! avg. 3 hours 41 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$207

Large Pool Home, BBQ, YouTube TV, One Level

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$136

Doveplum 221 at Midnight Cove Siesta Key, FL.

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$256

Private Pool, 6 Mins Beach, 2 Family Rooms, Cable

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$162

Great Private Pool, Heat Extra, 2.5 miles to Beach, Dog Allowed, WiFi/Cable, BB

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$131

Home with Private Pool, Fenced Yard, Smart TV, Single Car Garage, BBQ

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$119

New Coastal Pool + Game Room home - sleeps 10

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$567

Private & Quiet Pool Home on Cul-de-sac, Garage, WiFi/Cable, BBQ, Dog Friendly,

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$174

Rare opening in March. 5 Min Walk to Beach, Pool

Gulf Gate Estates house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$747

Added New Pool! South Sarasota Home, 10 Min to Siesta Key, Wi-Fi, Screened Patio

Gulf Gate Estates house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$148

BeautifulHome with Pool - 3 miles from Siesta Key Beach

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 38 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$242

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$149

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$275

Zen Bungalow

Sarasota house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Swimming pool

All filters match

Price per night from

$258

Heated Pool Near Arlington Park Outdoor Kitchen

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated) Swimming pool

All filters match

Price per night from

$182

Lower Prices! Private Pool, WiFi, King Master w/En-suite, Garage, Washer/Dryer,

Gulf Gate Estates house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$121

New Listing Fully Renovated, Saltwater Pool, Smart TV’s /WiFi, Covered Parking,

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$203

Pool, 2 Mi. to Beach, WiFi, Walk to Cafes, Dog OK

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Private outdoor pool (unheated) Swimming pool

All filters match

Price per night from

$121

Responds fast! avg. 3 hours 41 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$147

Responds fast! avg. 3 hours 41 minutes

Match: Private outdoor pool (unheated) Swimming pool

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Price per night from

$228

These homes match some but not all of your filters. Clear all filters

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private outdoor pool (unheated), Swimming pool

1 of 2 filters match

Price per night from

$575

Relaxing and quite apartment in a great location

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Swimming pool

1 of 2 filters match

Price per night from

$189

"Lido Lookout" Beach Paradise Private Home on Lido Key

Lido Key house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Swimming pool

1 of 2 filters match

Price per night from

$2,990

Piece of Paradise

Sarasota townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Private outdoor pool (unheated), Swimming pool

1 of 2 filters match

Price per night from

$110

1 of 2 match: Private outdoor pool (unheated), Swimming pool

1 of 2 filters match

Price per night from

$575

Private Retreat on Siesta Dr

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 49 minutes

1 of 2 match: Private outdoor pool (unheated), Swimming pool

1 of 2 filters match

Price per night from

$518

St Armand's Private Home on Jackson Drive

Lido Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Swimming pool

1 of 2 filters match

Price per night from

$383

1 of 2 match: Private outdoor pool (unheated), Swimming pool

1 of 2 filters match

Price per night from

$122

Viewing 38 of 249
rentals in Sarasota

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