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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
Grill
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Clothes dryer
Games room
Pool or snooker table
Table tennis
Shared indoor pool
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Fax machine
Swing set or jungle gym
Video player
Fridge
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Boat available
Microwave
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
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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Beach or lakeside relaxation
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
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront

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267 Houses

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Florida Keys at it's best

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$241

Bow Channel Manor

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$257

Bay Pointe

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$203

South Point Shores

Sugarloaf house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$230

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

Sugarloaf house

5 bedrooms
3 bathrooms

sleeps 8

Price per night from

$333

Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and

Sugarloaf house

4 bedrooms
4 bathrooms

sleeps 10

Responds fast! avg. 2 hours 34 minutes

Price per night from

$458

Great rentals within 20 miles that match your search

OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D

Key West apartment

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$167

Latitude Adjustment

Little Torch Key house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$174

Water's Edge

Big Pine Key house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$171

Oceanside, pet friendly, smart home with plenty of paddle equipment

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$224

Keys Life

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$234

Charming House on deep clear canal

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 44 minutes

Price per night from

$201

Tranquility in Paradise - Cudjoe

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$218

Tranquility in Paradise - Sugarloaf

Sugarloaf Key house

5 bedrooms
3 bathrooms

sleeps 10

Price per night from

$385

The Pointe

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$231

Pelican Perch

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$184

Palmetto Retreat

Big Pine Key house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$144

Upscale ocean front home & easy canal boat access to Gulf or Atlantic ocean

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$240

Reel Paradise

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$286

Agua Azul

Little Torch Key house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$151

Entire House with Deep Water Dock & Heated Pool - 4 Min. to KW - Pets OK

Stock Island house

4 bedrooms
3 bathrooms

sleeps 11

Price per night from

$801

80' luxury yacht

Stock Island house

3 bedrooms
4 bathrooms

sleeps 6

Price per night from

$4,016

Sweet Caroline Seaport Floor 2

Key West house

2 bedrooms
3 bathrooms

sleeps 6

Price per night from

$276

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 30 minutes

Price per night from

$320

Sailfish Manor

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 9

Price per night from

$384

Grouper Therapy

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$214

Sun Kissed

Ramrod Key house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$158

The Helms House

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$287

Key West House

Key West house

2 bedrooms
3 bathrooms

sleeps 6

Price per night from

$689

Blackbeard's Escape

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$359

Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy

Key West house

2 bedrooms
1 bathroom

sleeps 5

Price per night from

$345

Boaters Dream House in the Water with 175’ of Sea Wall

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 10

Price per night from

$775

Noah, Family Ocean Paradise

Key West house

3 bedrooms
4 bathrooms

sleeps 8

Price per night from

$1,337

Pirates Paradise

Cudjoe Key house

3 bedrooms
4 bathrooms

sleeps 6

Price per night from

$434

Blackbeard's Bounty

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$234

Into the Mystic

Summerland Key house

6 bedrooms
6 bathrooms

sleeps 12

Price per night from

$466

Lower Keys PARADISE 200 Ft of Dockage, Heated Pool, Quick Atlantic Access

Little Torch Key house

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 24 minutes

Price per night from

$402

Key West Bayfront Paradise - House and Private Pool! Steps from shops and food

Key West house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$614

Viewing 38 of 267
rentals in Sugarloaf

Also consider

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Key Largo 91 properties
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Lower Keys 53 properties
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Key Colony Beach 11 properties
Sugarloaf Key 10 properties
Ramrod Key 7 properties
Florida Keys 541 properties
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Lutz 8 properties
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Thomas Drive 6 properties
Safety Harbor 5 properties

Sugarloaf Rentals

Per night

267 Houses

Viewing 38 of 267rentals in Sugarloaf

Also consider

Viewing 38 of 267
rentals in Sugarloaf