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Wireless Internet
Swimming pool
Private pool
Heated pool

Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sauna
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Pool or snooker table
Table tennis
Games room
Fax machine
Shared indoor pool
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Climbing frame
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
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
Elevator access
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
Mountain Views
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront
Waterfront

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135 houses

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Coral Hammock Poolside Home 3 bdrm 3 bath10 minute drive to Old Town Key West

Key West house

3 bedrooms
3 bathrooms

sleeps 8

Match: Rental types Shared outdoor pool (unheated)

All filters match

Price per night from

$861

NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

3 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Rental types, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,950

Coconut Mallory Resort and Marina

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$347

Hyatt Beach House! Quiet Key West Location!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$472

Hyatt Windward Pointe

Stock Island apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$526

Hyatt Windward Pointe

Stock Island apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$526

Hyatt Windward Pointe

Stock Island apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$485

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

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$161

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$114

Bay Pointe

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$204

Bow Channel Manor

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$258

Blue Lagoon

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$318

Casa Turquesa

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$288

Island Time 1 (half of duplex)

Big Pine Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$141

Cove Isles

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$198

Island Time 2 (half of duplex)

Big Pine Key house

3 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$148

Breeze Swept

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$268

Lafitte Landing

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$144

Our Island Thing

Big Pine Key house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$278

Manatee Bay

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$151

Quiet Waters

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$161

Margarita Villa

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$189

Island Time (both halves of duplex)

Big Pine Key house

5 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$236

Pirate's Cove

Cudjoe Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$118

South Point Shores

Sugarloaf house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$231

Villa Cayo

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$414

St. Croix

Ramrod Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$121

Coral House

Ramrod Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$218

Big Torch Retreat

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$164

Pirates Pointe

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$174

Island Chalet

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$161

Charming Elevated Waterfront Home

Big Pine Key house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$172

Tropical Paradise Oceanfront Home with Pool

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 6

“The Perfect Little Get away” We (my husband and I and our 1 year-old) stayed at the Tropical Paradise Home for a week with another couple; and it was the perfect amount of space to enjoy each other's company but still have our own private areas. The house was very, very clean when we checked in and we immediately felt at home. The pictures we had seen on-line did accurately reflect the rental's and amenities. The kitchen was great and we ate most of our meals on the screened in porch. We felt very secluded at the end of the street in our own tropical paradise. The vegetation and landscaping around the house is so beautiful. We all enjoyed time reading in the hammock, kayaking from our own backyard, and cooling off in the pool. We also enjoyed the beautiful sunrise every morning thanks to the baby. :) The owner is very friendly and left a packet of activities and restaurants near-by that she recommended. We enjoyed the restaurant Square Grouper for lunch or dinner (less than 5 mins away) and also enjoyed stand-up paddle boarding with sup Key West. We rented a full size crib from Baby Chick Rentals and they had the crib set up before we arrived. We also enjoyed driving into Key West for shopping/bars/and more restaurants. The drive to Key West is about 25 mins. We would definitely recommend the Tropical Paradise Home and we would stay there again!

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$575