Rentals Near Second Wind Marine - Water Taxi Service


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Areas near Osprey

1 / 23

Beachfront Ground level Suite - Remodeled - 2 King Beds

  • 3
  • 6
  • 7 nights min

$171

Details

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Amazing Beachfront Condo, Siesta Key, 100ft+ Beach

  • 2
  • 7
  • 7 nights min

$163

Details

1 / 42

Quiet and Comfortable Condo Near Turtle Beach

  • 2
  • 5
  • 6 nights min

$89

Details

1 / 14

Fishermans Cove A102 - On Turtle Beach on Siesta K

  • 2
  • 6
  • 7 nights min

$210

Details

1 / 4

Furnished Trailer Near Siesta Key

  • 2
  • 4
  • 30 nights min

$43

Details

1 / 24

Enchanting Toes In The Sand Gulfront Condo

  • 2
  • 6
  • Min stay varies

$174

Details

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PRICE REDUCED AUGUST 5-19 - CALL OR EMAIL TODAY!

  • 2
  • 6
  • 7 nights min

$163

Details

1 / 16

3bed/3bath pool house near beach

  • 3
  • 7
  • Min stay varies

$134

Details

1 / 29

Fishermans Cove Fisherman's Cove Unit 311B

  • 2
  • 6
  • 7 nights min

$149

Details

1 / 27

Fishermans Cove Fisherman's Cove Unit 212B

  • 2
  • 6
  • 7 nights min

$150

Details

1 / 24

Stoneybrook Country Club Condo Rental 4TH FAIRWAY

  • 2
  • 6
  • Min stay varies

$83

Details

1 / 21

Direct Gulf-Front / End Unit Fisherman's Cove A201

  • 2
  • 4
  • 7 nights min

$163

Details

1 / 24

Beachfront Dream Condo...You Deserve The Best!

  • 2
  • 6
  • Min stay varies

$164

Details

1 / 12

Million Dollar Waterfront Views! Tropical Gem.

  • 1
  • 2
  • 30 nights min

$80

Details

1 / 29

Fishermans Cove Fisherman's Cove Unit 304B

  • 3
  • 8
  • 7 nights min

$181

Details

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Welcome to the Paradise

  • 3
  • 8
  • 90 nights min

$171

Details

1 / 29

Fishermans Cove Fisherman's Cove Unit 104B

  • 2
  • 6
  • 7 nights min

$149

Details

1 / 29

Fishermans Cove Fisherman's Cove Unit 107A

  • 1
  • 4
  • 7 nights min

$119

Details

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Fishermans Cove Fisherman's Cove Unit 307A

  • 1
  • 4
  • 7 nights min

$119

Details

1 / 19

Stoneybrook Golf & Country Club, Palmer Ranch

  • 3
  • 8
  • Min stay varies

$130

Details

1 / 30

Fishermans Cove Fisherman's Cove Unit 205B

  • 2
  • 6
  • 7 nights min

$149

Details

1 / 24

Fishermans Cove Fisherman's Cove Unit 206A

  • 2
  • 6
  • 7 nights min

$150

Details

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Fishermans Cove Fisherman's Cove Unit 310B

  • 3
  • 8
  • 7 nights min

$181

Details

1 / 26

Fishermans Cove Fisherman's Cove Unit 304A

  • 3
  • 8
  • 7 nights min

$181

Details

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Fishermans Cove Fisherman's Cove Unit 103A

  • 2
  • 6
  • 7 nights min

$149

Details

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Beautiful Bay Villa with Private Pool, Dock, WiFi!

  • 4
  • 8
  • 7 nights min

$300

Details

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Siestakey 2bdrm on the beach

  • 2
  • 5
  • 7 nights min

$355

Details

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

  • 2
  • 4
  • 7 nights min

$163

Details

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