All Vacation Rentals

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Summerland Key, FL
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Pets Allowed
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Starting at (USD)

$5,000.00

Sunshine 23: Dog-friendly canalfront home
Summerland Key, FL
  • 5 Guests
  • 2 Bedrooms
  • 2 Bathrooms
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Starting at (USD)

$4,500.00

Cayman Cottage: Great canalfront home
Ramrod Key, FL
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
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Starting at (USD)

$6,500.00

Foster's Folly: Canalfront pool home
Summerland Key, FL
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
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Key West, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Pets Allowed
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Starting at (USD)

$4,000.00

Blackbeard's Hideaway: Angler's dream
Summerland Key, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
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Starting at (USD)

$4,000.00

Cedar Cottage: Cozy boating home
Big Pine Key, FL
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
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Summerland Key, FL
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
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Starting at (USD)

$4,000.00

Paradise Found: Pet-friendly boating home
Cudjoe Key, FL
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
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Cudjoe Key, FL
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
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Key West, FL
  • 6 Guests
  • 2 Bedrooms
  • 3 Bathrooms
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Big Pine Key, FL
  • 8 Guests
  • 3 Bedrooms
  • 4 Bathrooms
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Little Torch Key, FL
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
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Summerland Key, FL
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
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Big Pine Key, FL
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
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Starting at (USD)

$3,500.00

Fish Camp: Old-school Keys getaway
Key West, FL
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathrooms
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Starting at (USD)

$8,500.00

The Tiki: Canalfront retreat w/ pool
Summerland Key, FL
  • 8 Guests
  • 3 Bedrooms
  • 3 Bathrooms
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Marathon, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
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Starting at (USD)

$8,500.00

Big Pine Latitude Adjustment
Big Pine Key, FL
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
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Big Pine Key, FL
  • 12 Guests
  • 5 Bedrooms
  • 4 Bathrooms
  • Pets Allowed
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Ramrod Key, FL
  • 8 Guests
  • 4 Bedrooms
  • 2 Bathrooms
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Starting at (USD)

$3,500.00

Escape to Eden: Cute canalfront getaway
Big Pine Key, FL
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
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Starting at (USD)

$6,500.00

Newfound Paradise: Waterfront pool home
Ramrod Key, FL
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
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