Sarasota Rentals with Pools

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789 apartments in Sarasota with pools

Oceanfront home w/sunset views of Sarasota Bay

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$629

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 31 minutes

Match: Swimming pool

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Price per night from

$259

Coastal Reflections

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$221

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$163

Heated pool home near Siesta Key

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$263

Water Views Overlooking a Small Private Marina

Sarasota apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$197

Chinaberry 924 at Midnight Cove Siesta Key, FL.

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$171

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Swimming pool

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Price per night from

$576

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Swimming pool

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Price per night from

$229

Walk to Beach with Gated Access, Pool/Hot Tub

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$179

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: 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: 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: Swimming pool

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Price per night from

$249

Match: Swimming pool

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Price per night from

$122

Match: Swimming pool

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Price per night from

$193

Chinaberry 922 at Midnight Cove Siesta Key, FL.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$171

Firethorn 612 at Midnight Cove Siesta Key, FL.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Swimming pool

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Price per night from

$142

A Wonderful Pool House on a lake full of wildlife.

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Location location” Great house convincent , clean , close to everything

Match: Swimming pool

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Price per night from

$122

Firethorn 822 at Midnight Cove Siesta Key, FL.

Sarasota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$142

Doveplum 724 at Midnight Cove Siesta Key, FL.

Sarasota townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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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: Swimming pool

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Price per night from

$178

Heritage Oaks 1st Floor in Golf Gated community w/ Tennis, Heated Pools/Spa, Clu

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$93

Stunning & Bright Sarasota Home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$395

Heritage Oaks Gulf Club. Private Club Golf/Tennis, 2/2 Gated Condo, 5 Pools, Cl

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$83

Gorgeous Bay Views, Walk to Beach, 2 Heated Pools

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$126

Responds fast! avg. 3 hours 28 minutes

Match: Swimming pool

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Price per night from

$215

Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Swimming pool

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Price per night from

$162

Private Beach/Access, Incredible Ocean/Beach Views

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$209

Clean comfort in Sarasota-book now for comfort

Sarasota caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Swimming pool

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Price per night from

$135

7 Minute Walk to Lido beach, Walk to Ritz Carlton

Sarasota condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$197

Large Pool Home, BBQ, YouTube TV, One Level

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 4 minutes

Match: Swimming pool

All filters match

Price per night from

$136

Doveplum 221 at Midnight Cove Siesta Key, FL.

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$256

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$115

Casa Calm: King Room, Yoga, Spa

Sarasota private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Swimming pool

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Price per night from

$183

Heritage Oaks

Heritage Oaks Golf and Country Club condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Swimming pool

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Price per night from

$101

Artsy Sarasota,FL. Palm-Aire CC 2bd/2 bath Condo

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 19 minutes

Match: Swimming pool

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Price per night from

$115

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: Swimming pool

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Price per night from

$131

New Coastal Pool + Game Room home - sleeps 10

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$567

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