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Swimming pool
Wireless Internet
Air conditioning
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Table tennis
Games room
Pool or snooker table
Fax machine
Shared outdoor pool (unheated)
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Fridge
Central heating
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

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

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146 house rentals

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Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

Match: Children's pool Swimming pool

All filters match

Price per night from

$344

Bay Front Beauty/ Summer Sea Must See!!!!

Islamorada condo

1 bedroom
1 bathroom

sleeps 4

Match: Children's pool Swimming pool

All filters match

Price per night from

$158

Executive Bay Club- great unit, great location!,

Islamorada villa

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 20 minutes

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$205

Blackbeard's Escape

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$357

Reel Paradise Islamorada

Lower Matecumbe Key condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$212

Sunshine suit (2/2 apartment)

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$524

Bayview house with bayviews. Pool with Spa, dock center of town great fishing !!

Islamorada house

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$820

Bungalows at Sugarloaf Beach - The Lighthouse

Sugarloaf Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$1,141

Thirty Three by The Sea - Vacation Rental Key Colony Beach, FL

Key Colony Beach condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$344

ISLAMORADA 3bd in WATERFRONT COMMUNITY w BEACH!!

Islamorada apartment

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$364

2 BDR ISLAMORADA HOME in WATERFRONT - FREE DOCK!!

Islamorada studio

Studio
2 bathrooms

sleeps 2

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$286

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$377

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$343

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

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming 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: Children's pool, Swimming 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: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$285

The Helms House

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$286

Pirates Paradise

Cudjoe Key house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming 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: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$908

Private House Facing the Ocean with Heated Pool/Spa

Ramrod Key house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming 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: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$1,142

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

Key West house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$611

New Listing! Charming Angler's Reef Home with Pool, Dockage

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$457

Islamorada Escape - Executive Bay w/Pool, Fishing Dock, Beach, Tennis/Pickleball

Islamorada house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$206

Ocean Breeze Oasis With Excellent Boating Access

Marathon Shores house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$602

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: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$343

New Listing! Gone Coastal-Waterfront Bring Your Boat! Cabana Club Membership

Key Colony Beach villa

2 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$217

WATERFRONT TOWNHOME IN ISLAMORADA K1

Islamorada apartment

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$184

Unit 8b, small efficiency located 50 yards from Ocean

Marathon studio

Studio
1 bathroom

sleeps 2

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$206

8c, Efficiency located 50 yards from Ocean

Marathon studio

Studio
1 bathroom

sleeps 2

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$229

Efficiency 8a, located 50 yards from Ocean

Grassy Key studio

Studio
1 bathroom

sleeps 2

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$229

Unit 10, Furnished Studio located 50 yards from ocean

Grassy Key apartment

1 bathroom

sleeps 2

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$253

Key West Gulf front Home with private dock and pool.

Key West house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$481

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

Summerland Key house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$556

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

Grassy Key house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$567

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: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$573

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

Little Torch Key house

3 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$307

ISLAND DREAM

Lower Matecumbe Key house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$773

Viewing 38 of 146
rentals in Key West

Also consider

Key Largo 91 properties
Marathon 88 properties
Islamorada 58 properties
Lower Keys 53 properties
Stock Island 27 properties
Cudjoe Key 25 properties
Big Pine Key 23 properties
Matecumbe Key 16 properties
Key Colony Beach 11 properties
Sugarloaf Key 10 properties
Ramrod Key 7 properties
Sugarloaf 6 properties
Florida Keys 541 properties
Brevard County 370 properties
Miami Beach 292 properties
Anna Maria Island 264 properties
St. Augustine 233 properties
Longboat Key 103 properties
Ormond Beach 46 properties
Gulf Gate Branch 19 properties
Hutchinson Island 19 properties
Temple Terrace 18 properties
Matlacha 15 properties
Port Orange 12 properties
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Homosassa 9 properties
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Belleair 6 properties
Wildwood 7 properties
Safety Harbor 5 properties

Vacation Rentals & House Rentals in Key West

Per night

146 house rentals

Viewing 38 of 146rentals in Key West

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Viewing 38 of 146
rentals in Key West