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Wireless Internet
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Cot available
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City breaks
Skiing – property near ski resort
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126 house rentals

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Ocean View Estate with Private Pool 15 minutes from Key West

Cudjoe Key house

4 bedrooms
2 bathrooms

sleeps 10

“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.

Responds fast! avg. 59 minutes

Match: Swing set or jungle gym Towels provided

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Price per night from

$544

Key West Suites Hotel 205

Key West apartment

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$1,145

Truman Annex-Steps to Famous Duval Street

Key West townhouse

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$393

New Listing Family Friendly

Key West townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$367

Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$228

Southernmost Beauty

Key West house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$267

Hawkins Heaven

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$177

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

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$224

Pelican Perch

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$183

Clean Apartment in Old Town Key West (Best Downtown Locations)

Key West apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 46 minutes

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$384

Clean Apartment in Old Town Key West (Best Downtown Locations)

Key West apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 46 minutes

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$384

Key West Suites Hotel unit 201

Key West apartment

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$1,145

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

Key West house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$859

Historic Carriage House

Key West cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$229

Coconuts on the Water

Stock Island house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$205

American Shoal Lighthouse Suite Duval St. and Pool

Key West condo

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$430

Studio Blue

Key West apartment

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$331

Sunrise at Seaside Condo 2 Bedroom

Key West apartment

2 bedrooms
2 bathrooms

sleeps 5

“Key West Adventure” We were two couples on our first visit to explore the keys. The condo was nice for four people. Not fancy but adequate. Could use a little updating to make it nicer. Located quite aways from Duval atreet and the action. Uber costs about $20 one way to get downtown. Too far to walk. The pool was amazing. No complaints.

Responds fast! avg. 2 hours 41 minutes

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$321

The Tree House Old Town 2 Bedroom MONTHLY Rental

Key West house

2 bedrooms
1 bathroom

sleeps 7

“Wonderful” Close to everything! Furnishings just the best. We stayed upstairs in the 2 bedroom 1 large bath. Great wrap around porch up stairs and down. Our key Westies were welcomed which was a plus for us! Overall Stephanie has done a great job and her sister was really helpful. Planning on returning!!!!

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$134

"Little Paradise" Historic Seaport Old Town Key West

Key West house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$492

Shipyard-1/2 Block Duval Street

Key West townhouse

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$229

Nature's Boutique

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$229

Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards

Summerland Key house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$1,718

Salty Retreat

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$447

Keys Life

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$233

Luxury Condominium in Old Town | Monthly Rental at Steamplant Key West

Key West condo

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$315

A Spring Break vacation paradise! And a short walk to the best of Key West!

Key West condo

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$344

Sailfish Manor

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$383

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

Key West house

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$344

Ocean Vista

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$201

BOOK NOW FOR AMAZING DEALS FOR KEY WEST APRIL - SEPTEMBER $3750 A MONTH

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$134

BOOK MARGARITAS IN PARADISE KEY WEST LUXURY MONTHLY CONDO BEST VALUE

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$382

Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days.

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$478

Island Style, Morning Sunrises, Salty Ocean Breezes & Downtown Key West days.

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$458

Salty Sea Breezes, Exquisite Morning Sunrises, Luxurious Condo. Fall Specials

Key West apartment

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$840

SEAPORT SAILING—Beach-Pool-BBQ-55”TV-HotTub

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$974

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

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$487

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

Key West townhouse

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Swing set or jungle gym, Towels provided

1 of 2 filters match

Price per night from

$916

Viewing 38 of 126
rentals in Key West

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Vacation Rentals & House Rentals in Key West

Per night

126 house rentals

Viewing 38 of 126rentals in Key West

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Viewing 38 of 126
rentals in Key West