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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Fireplace
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Pool or snooker table
Table tennis
Games room
Fax machine
Private outdoor pool (heated)
Clothes dryer
Private outdoor pool (unheated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Swing set or jungle gym
Boat available
Stove
Solarium or roof terrace
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Fridge
Staffed property
Freezer
Microwave
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

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City breaks
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Waterfront
Golf within 30mins drive
Lakefront

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152 houses

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Florida Keys at it's best

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 32 minutes

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Price per night from

$172

Bow Channel Manor

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

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$224

Bay Pointe

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

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$169

South Point Shores

Sugarloaf house

3 bedrooms / 2 bathrooms / sleeps 6

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$177

Dolphin Bay

Sugarloaf house

2 bedrooms / 2 bathrooms / sleeps 6

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$161

Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe

Sugarloaf house

5 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$286

Great rentals within 20 miles that match your search

Old Town Eyebrow:Luxurious/Private Home

Key West house

3 bedrooms / 3 bathrooms / sleeps 8

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$562

Beautiful Home Located In Quiet neighborhood

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$388

Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like

Summerland Key house

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$873

Cameron's Luxury Waterfront Estate with Dockage

Key West house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$589

Key West Island Vacation

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$548

Old Town, 5 Bdrm Home with Private Pool in Gated Backyard

Key West house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 18 minutes

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Price per night from

$363

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

$301

80' luxury yacht

Stock Island house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$4,001

Key West Gulf front Home with private dock and pool.

Key West house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$326

PARADISE IN YOUR HANDS

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 12 minutes

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Price per night from

$186

Charming 3bedroom/2bath home in the Florida Keys

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$131

Brand New! Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.

Key West house

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$262

Two Story Stilt Home with a Wraparound Deck in a Tropical Paradise in Fl Keys

Ramrod Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$131

Sweet Caroline Seaport Floor 2

Key West house

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$161

Island Time (both halves of duplex)

Big Pine Key house

5 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$228

Pirate's Cove

Cudjoe Key house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$93

Island Time 2 (half of duplex)

Big Pine Key house

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$123

Lafitte Landing

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$114

5 O'Clock Somewhere

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$118

Island Chalet

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$138

Conch Out

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$164

Keys Escape

Cudjoe Key house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$194

Villa Cayo

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$298

Pirates Pointe

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$146

Island Time 1 (half of duplex)

Big Pine Key house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$119

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

$161

Waterside Bay

Cudjoe Key house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$196

Hideaway Bay

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$113

Catch of the Day!

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$120

Salty Retreat

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$447

Water's Edge

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$130

Caribbean Dream

Summerland Key house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$430

Viewing 38 of 152
houses in Sugarloaf

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COVID-19 Update

Houses Sugarloaf

Per night

152 houses

Viewing 38 of 152houses in Sugarloaf

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Viewing 38 of 152
houses in Sugarloaf