Rentals Near Historic Spanish Point


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Areas near Osprey

1 / 33

Amazing Beachfront Condo, Siesta Key, 100ft+ Beach

  • 2
  • 7
  • 7 nights min

$165

Details

1 / 42

Quiet and Comfortable Condo Near Turtle Beach

  • 2
  • 5
  • 6 nights min

$89

Details

1 / 27

LUX CONDOs near beautiful, sparkling Siesta Key Beach.

  • 1
  • 4
  • Min stay varies

$79

Details

1 / 29

Fishermans Cove Fisherman's Cove Unit 104B

  • 2
  • 6
  • 7 nights min

$150

Details

1 / 27

Fishermans Cove Fisherman's Cove Unit 212B

  • 2
  • 6
  • 7 nights min

$150

Details

1 / 4

Furnished Trailer Near Siesta Key

  • 2
  • 4
  • 30 nights min

$43

Details

1 / 16

3bed/3bath pool house near beach

  • 3
  • 7
  • Min stay varies

$135

Details

1 / 45

Flip Flop Cottages Siesta Key Florida

  • 1
  • 4
  • 1 night min

$210

Details

1 / 15

Newly Remodeled 3BR 2BA Home Near Beaches

  • 3
  • 10
  • 7 nights min

$144

Details

1 / 29

Fishermans Cove Fisherman's Cove Unit 304B

  • 3
  • 8
  • 7 nights min

$182

Details

1 / 29

Fishermans Cove Fisherman's Cove Unit 311B

  • 2
  • 6
  • 7 nights min

$150

Details

1 / 24

Enchanting Toes In The Sand Gulfront Condo

  • 2
  • 6
  • Min stay varies

$176

Details

1 / 29

Fishermans Cove Fisherman's Cove Unit 107A

  • 1
  • 4
  • 7 nights min

$119

Details

1 / 25

Fishermans Cove Fisherman's Cove Unit 307A

  • 1
  • 4
  • 7 nights min

$119

Details

1 / 30

Fishermans Cove Fisherman's Cove Unit 205B

  • 2
  • 6
  • 7 nights min

$150

Details

1 / 32

Fishermans Cove Fisherman's Cove Unit 103A

  • 2
  • 6
  • 7 nights min

$150

Details

1 / 17

Welcome to the Paradise

  • 3
  • 8
  • 90 nights min

$171

Details

1 / 12

Million Dollar Waterfront Views! Tropical Gem.

  • 1
  • 2
  • 30 nights min

$81

Details

1 / 18

Stay on Siesta, Island Reef, Panoramic Gulf Views

  • 2
  • 6
  • 30 nights min

$99

Details

1 / 10

South Sarasota 3 Br. 2 Bath Comfortable Home with private pool

  • 3
  • 6
  • Min stay varies

$201

Details

1 / 26

Fishermans Cove Fisherman's Cove Unit 304A

  • 3
  • 8
  • 7 nights min

$182

Details

1 / 12

Privtate Siesta Key in-law Suit

  • 1
  • 2
  • Min stay varies

$95

Details

1 / 22

Siesta Key Beach to Bay Condo

  • 2
  • 6
  • Min stay varies

$171

Details

1 / 9

Remodeled Bay Tree Club Siesta Key Vacation Rental

  • 2
  • 4
  • 14 nights min

$191

Details

1 / 17

Stoneybrook at Palmer Ranch condo, second floor

  • 2
  • 6
  • 1 night min

$128

Details

1 / 20

Stoneybrook Golf & Tennis Club Condo

  • 2
  • 6
  • 60 nights min

$134

Details

1 / 23

Siestakey 2bdrm on the beach

  • 2
  • 5
  • 7 nights min

$357

Details

1 / 18

Timberwoods Vacation Villa Best Value in Sarasota

  • 2
  • 6
  • 7 nights min

$75

Details

1 / 7

Modernized Direct Waterfront Condo 2BR,2B W/D

  • 2
  • 4
  • 7 nights min

$165

Details

1 / 8

Private Surf Cottage Studio with Full Kitchen- 3 Miles to Siesta Key

  • 1
  • 2
  • Min stay varies

$85

Details

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