Vacation Rentals & Apartments in Sarasota

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Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

All filters match

Price per night from

$149

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3 bedrooms luxurious home,2 full bath, swimming pool, fully remodeled,pool table

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$549

Responds fast! avg. 0 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$229

Stunning & Bright Sarasota Home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

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Price per night from

$395

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

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Price per night from

$305

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$109

Rare Castle Style Stay! Downtown

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

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Price per night from

$213

Heritage Oaks

Heritage Oaks Golf and Country Club condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$98

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$276

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

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$243

Zen Bungalow

Sarasota house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

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Price per night from

$259

New Coastal Pool + Game Room home - sleeps 10

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$569

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$229

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$147

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

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$121

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

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$119

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

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$148

Heated Pool Near Arlington Park Outdoor Kitchen

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$182

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

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$747

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

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$162

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

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$174

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

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$203

Firethorn 822 at Midnight Cove Siesta Key, FL.

Sarasota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$142

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.

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$532

Firethorn 830 at Midnight Cove Siesta Key

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$142

Firethorn 612 at Midnight Cove Siesta Key, FL.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$142

Doveplum 724 at Midnight Cove Siesta Key, FL.

Sarasota townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$167

Chinaberry 922 at Midnight Cove Siesta Key, FL.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$171

Chinaberry 924 at Midnight Cove Siesta Key, FL.

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$171

Doveplum 221 at Midnight Cove Siesta Key, FL.

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$256

Firethorn 322 at Midnight Cove Siesta Key, FL.

Sarasota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$249

Large Pool Home, BBQ, YouTube TV, One Level

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 4 minutes

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$136

Lower Pricing! Stunning Heated Pool, Lanai w/ TV

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$184

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

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$131

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$206

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$228

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

1 of 2 match: Golf course on site or within 15 min walk, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$121

Great rentals within 20 miles that match your search

Gorgeous Pool Home. 12 min from the beaches of Anna Maria, IMG

Bradenton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

All filters match

Price per night from

$283

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