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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
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Washing machine
Jacuzzi or hot tub
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Internet access
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Grill
Cot available
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Pool or snooker table
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Boat available
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Parking
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Non-Smoking property
Smoking - Ask
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Beach or lakeside relaxation
Skiing – property near ski resort
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Horse riding
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Golf within 30mins drive
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268 house rentals

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Tranquility in Paradise - Sugarloaf

Sugarloaf Key house

5 bedrooms
3 bathrooms

sleeps 10

Price per night from

$386

$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Pool, Hot Tub, D

Sugarloaf Key house

4 bedrooms
4 bathrooms

sleeps 12

Responds fast! avg. 2 hours 34 minutes

Price per night from

$179

Cassie's Paradise

Sugarloaf Key house

5 bedrooms
4 bathrooms

sleeps 10

Price per night from

$5,720

Tiki Palms - Amazing 4 Bedroom Sugarloaf Key Canal Home, Private Pool and Dockag

Sugarloaf Key house

4 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 2 hours 34 minutes

Price per night from

$179

Bungalows at Sugarloaf Beach - The Lighthouse

Sugarloaf Key house

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$1,140

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 30 minutes

Price per night from

$321

Tropical Serenity in Sugarloaf: Waterfront 2BR Paradise, Pool, Tiki, Dockage & D

Sugarloaf Key house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 34 minutes

Price per night from

$179

Green Turtle Oasis: Lovely 4BR Canal Front Home, Pool, Dockage, Tiki, Outdoor Di

Sugarloaf Key house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 34 minutes

Price per night from

$179

Bayside Beauty: Tropical Paradise 3BR Home, Panoramic Open Water Views, Private

Sugarloaf Key house

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 2 hours 34 minutes

Price per night from

$179

Great rentals within 20 miles that match your search

A Change in Latitudes - TRUMAN ANNEX

Key West condo

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$173

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$114

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

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$161

Top floor, two bedroom,two bath condo with private balcony,close to the Ocean

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$489

Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes

Key West townhouse

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$920

Bay Pointe

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$204

Blue Lagoon

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$319

Bow Channel Manor

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$258

Breeze Swept

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$268

Casa Turquesa

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$289

Cove Isles

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$198

Island Time 1 (half of duplex)

Big Pine Key house

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$141

Island Time (both halves of duplex)

Big Pine Key house

5 bedrooms
2 bathrooms

sleeps 10

Price per night from

$236

Island Time 2 (half of duplex)

Big Pine Key house

3 bedrooms
1 bathroom

sleeps 6

Price per night from

$148

Lafitte Landing

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$144

Margarita Villa

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$189

Manatee Bay

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$151

Our Island Thing

Big Pine Key house

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$279

Quiet Waters

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$161

Pirate's Cove

Cudjoe Key house

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$118

South Point Shores

Sugarloaf house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$231

St. Croix

Ramrod Key house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$121

Villa Cayo

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$415

Coral House

Ramrod Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$218

Big Torch Retreat

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$164

Seaside Condo 2 pools. sunny, quiet, near Old Town

Key West condo

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 48 minutes

Price per night from

$107

Pirates Pointe

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$174

Olivia Place

Key West house

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$345

Island Chalet

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$161

Viewing 38 of 268
rentals in Sugarloaf Key

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Vacation Rentals & House Rentals in Sugarloaf Key

Per night

268 house rentals

Viewing 38 of 268rentals in Sugarloaf Key

Also consider

Viewing 38 of 268
rentals in Sugarloaf Key