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Houses Sugarloaf

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339 houses

Florida Keys at it's best

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$185

Bow Channel Manor

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$212

Bay Pointe

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$160

South Point Shores

Sugarloaf house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$178

Tranquility in Paradise - Sugarloaf Key (17 miles to Key West)

Sugarloaf house

5 bedrooms / 3 bathrooms / sleeps 9

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Price per night from

$347

Dolphin Bay

Sugarloaf house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$159

Great rentals within 20 miles that match your search

Island Chalet

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$147

30% off now till March!!! Direct Atlantic Ocean front private boat ramp dock.

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$172

"Little Paradise" Historic Seaport Old Town Key West

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 35 minutes

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Price per night from

$527

Palma House

Ramrod Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$161

Treasure Cove

Key West house

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$491

Keys Escape

Cudjoe Key house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$208

Margarita Villa

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$161

Cruikshank

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$212

Key West house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$528

Charming Elevated Waterfront Home

Big Pine Key house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 45 minutes

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Price per night from

$175

Vacation house for a family for oct

Key West house

3 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$615

Bahama House - A++ Location with private pool/parking - walk to everything!

Key West house

3 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$830

Blue Heron

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$113

Cudjoe - Tranquility in Paradise

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$192

Reel Paradise - Big Pine Key

Big Pine Key house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$172

Cudjoe Ocean Shores

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$172

Pink House

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$180

The Mermaids House, Historic Old Town Key West

Key West house

2 bedrooms / 1 bathroom / sleeps 4

“Beautiful Home in Old Town Key West” Mermaid House is conveniently located in the heart of Old Town yet when you are there you are in your own private paradise. The house is beautifully appointed with anything you could need during your stay and has ample space for four people. It was the perfect spot for our stay in Key West and we plan to stay again when we return to the area. Thanks to Barbara for making us feel welcome and for sharing her beautiful home with us.

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Price per night from

$308

Pirates Pointe

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$156

2 BR, 3 Bath towmhouse one block off Duval St. An Old Town Jewel

Key West house

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$206

Cudjoe Cottage

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$137

Waterside Bay

Cudjoe Key house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$211

Captivating Cudjoe Key Waterfront Retreat

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$160

Hideaway Bay

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$116

PARADISE IN YOUR HANDS

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$198

The Blue Pelican - Comes With 6 Passenger Gas Golf Cart

Key West house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$615

Beautiful Home Located In Quiet neighborhood

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$364

Old Town Treasure, Historic Seaport, Conch House 3 Bedrooms 3.5 Baths, Pool

Key West house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$443

Tranquility in Paradise - Sugarloaf

Sugarloaf Key house

5 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$412

Tranquility in Paradise - Cudjoe

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$234

HISTORIC KEY WEST - Cigar House - Sleeps 4

Key West house

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$614

Just Off Duval 3 Bedroom Private Home with Pool

Key West house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 5 minutes

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Price per night from

$369

Viewing 38 of 339
houses in Sugarloaf

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