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Private pool
Wireless Internet
Air conditioning
Swimming pool

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

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Pets
Pets allowed
Parking
Car not required

Smoking allowed
Non-Smoking property
Smoking - Ask
Children - Ask
Elevator access
Wheelchair adapted
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Secure parking

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Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
Tennis in town

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

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76 house rentals

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Majestic estate, 200' of private oceanfront beach & pool, 3,600sqft tiki

Islamorada house

3 bedrooms
3 bathrooms

sleeps 8

Match: Housekeeping Included Private pool

All filters match

Price per night from

$1,466

Blackbeard's Escape

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$357

ISLAND DREAM

Lower Matecumbe Key house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$770

5 Pirate's Hideaway Canal Front Home with Seawall & Kayaks

Little Torch Key house

3 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$306

Key West Gulf front Home with private dock and pool.

Key West house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$480

Yellow vacation home, water view, boat dock, heated private pool.

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$474

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 30 minutes

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$319

Reel Paradise

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$284

The Helms House

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$285

Pirates Paradise

Cudjoe Key house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$432

New Upscale, private pool, Dockage, kayaks, bikes, downtown Islamorada locale

Islamorada house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$907

Private House Facing the Ocean with Heated Pool/Spa

Ramrod Key house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$408

Key Colony Beach Oasis

Key Colony Beach house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$1,141

Blue Palms Retreat. ocean front w/pool and dock for your boat.

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$573

Immaculate Waterfront ~ 2 BR ~ Private Pool, Tiki on Canal! 2 Min Walk to Beach!

Key Colony Beach house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$343

Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL

Grassy Key house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$567

Ocean Breeze Oasis With Excellent Boating Access

Marathon Shores house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$602

Blue vacation home, water front, boat dock, heated private Pool.

Summerland Key house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$556

East Sister Rock Island

Marathon Shores house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$2,201

Breezy Palms

Marathon house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$656

Stunning Waterfront 4 Bedroom 4 Bath, Heated Pool w/dockage,2 Kayaks, Fishlights

Marathon house

4 bedrooms
4 bathrooms

sleeps 10

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$1,312

Lobster Lagoon

Stock Island house

4 bedrooms
4 bathrooms

sleeps 9

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$970

Beautiful Beachfront Home w/Heated Pool+45' Dock

Marathon house

3 bedrooms
3 bathrooms

sleeps 10

“Beautiful Home and Beautiful Beach Across the Street” My family had a fabulous relaxing vacation. The house and amenities were great. We had a beautiful front porch to watch the morning sunrise and beautiful views of Sombrero Beach. The guys enjoyed fishing everyday while the ladies enjoyed the beach. The beach opens at sunrise and closes at sunset. We had great weather and can't wait to return!

1 of 2 match: Housekeeping Included, Private pool

1 of 2 filters match

Price per night from

$801