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: Staffed property Swimming pool

All filters match

Price per night from

$171

Firethorn 830 at Midnight Cove Siesta Key

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Staffed property 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: Staffed property 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: Staffed property 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: Staffed property 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: Staffed property 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: Staffed property Swimming pool

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Price per night from

$167

Doveplum 221 at Midnight Cove Siesta Key, FL.

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Staffed property Swimming pool

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Price per night from

$256

Oceanfront home

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Staffed property Swimming pool

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Price per night from

$684

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Staffed property Swimming pool

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Price per night from

$149

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🏝Paradise on the Sarasota Bay, Close to Gulf Beaches🏝 (Sarasota)

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swimming pool, Staffed property

1 of 2 filters match

Price per night from

$193

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 1 hour 57 minutes

1 of 2 match: Swimming pool, Staffed property

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Price per night from

$193

Buttonwood 442

Gulf Gate Estates condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swimming pool, Staffed property

1 of 2 filters match

Price per night from

$290

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swimming pool, Staffed property

1 of 2 filters match

Price per night from

$233

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swimming pool, Staffed property

1 of 2 filters match

Price per night from

$482

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swimming pool, Staffed property

1 of 2 filters match

Price per night from

$343

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

Lido Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Swimming pool, Staffed property

1 of 2 filters match

Price per night from

$183

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$571

Relaxing and quite apartment in a great location

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$189

Downtown Hideaway Close to all

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$160

"Lido Lookout" Beach Paradise Private Home on Lido Key

Lido Key house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$2,966

Piece of Paradise

Sarasota townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$109

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: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$240

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$571

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$273

Private Retreat on Siesta Dr

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 49 minutes

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$514

St Armand's Private Home on Jackson Drive

Lido Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$380

New Coastal Pool + Game Room home - sleeps 10

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$565

Zen Bungalow

Sarasota house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$257

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$122

THE LIDO RESIDENCE

Lido Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$775

3BR 2BTH 1180sqft Condo 15 Minutes From Beaches

Sarasota apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$75

Great location, quiet, peaceful, and comfortable

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$46

Fishermans Cove FC Unit 205B *

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$266

Fishermans Cove FC Unit 310B 2

Gulf Gate Estates condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$311

Sarasota 2BR 2BTH Condo Close to Siesta Key Beach

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$60

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$229

Siesta Beach House - 105

Sarasota condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Swimming pool

1 of 2 filters match

Price per night from

$115

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