Vacation Rentals & House Rentals in Key West

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87 house rentals

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Conch Haven Cottage Old Town Studio MONTHLY Rental

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet Pets allowed

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Price per night from

$108

Key West Island Vacation

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 8 minutes

Match: Wireless Internet Pets allowed

All filters match

Price per night from

$481

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

Key West townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Wireless Internet Pets allowed

All filters match

Price per night from

$919

Key West Gulf front Home with private dock and pool.

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Wireless Internet Pets allowed

All filters match

Price per night from

$482

“Fantastic Stay!” My husband and two sons (21 & 24) stayed in this condo over Christmas. This was our first stay in Key West and we wanted to be close to everything, but yet not right on Duval St. This location was perfect; literally a stones throw away from Duval St. The unit inside was decorated very lovely and had all the amenities one would need. I found the owners were nice to do business with, especially Deb who I mostly communicated with. My family and I enjoyed our stay in Key West immensely, we had so much fun! We met many very friendly people out and about town. We would love to visit again, if we do, we would like to stay in this condo or the Bella Vita, the owner's other condo.

Responds fast! avg. 14 minutes

Match: Wireless Internet Pets allowed

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Price per night from

$287

Private, heated pool. Private yard.

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet Pets allowed

All filters match

Price per night from

$173

Match: Wireless Internet Pets allowed

All filters match

Price per night from

$167

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!!!!

Match: Wireless Internet Pets allowed

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Price per night from

$134

Seaside Condo 2 pools. sunny, quiet, near Old Town

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 48 minutes

Match: Wireless Internet Pets allowed

All filters match

Price per night from

$107

Match: Wireless Internet Pets allowed

All filters match

Price per night from

$155

Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Wireless Internet Pets allowed

All filters match

Price per night from

$259

Eleanor's Place in Key West Old Town - Dogs Ok

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Wireless Internet Pets allowed

All filters match

Price per night from

$378

Noah, Family Ocean Paradise

Key West house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Wireless Internet Pets allowed

All filters match

Price per night from

$1,337

These homes match some but not all of your filters. Clear all filters

New Listing Family Friendly

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Wireless Internet, Pets allowed

1 of 2 filters match

Price per night from

$367

Moveable Feast

Key West house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Wireless Internet, Pets allowed

1 of 2 filters match

Price per night from

$431

Lovely 2 bedroom, 2 bath condo at La Brisa.

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$161

Sweet Caroline Seaport Floor 2

Key West house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$276

Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$493

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$344

Island Suite @ KW Vacation

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$402

Tortugas Harbor Lighthouse Suite Duval St. and Pool

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$430

Sunshine suit (2/2 apartment)

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$524

Sombrero Reef Lighthouse Suite Duval St. and Pool

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$430

Alligator Reef 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: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$687

Key West Lighthouse Suite Duval St. and Pool

Key West cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$401

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$614

Lighthouse Suites Collection Duval St. and Pool

Key West house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$2,863

A Change in Latitudes - TRUMAN ANNEX

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$172

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$179

One-bedroom time share suite in the heart of Old Key West

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 26 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$339

Key West Suites Hotel unit 201

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$1,148

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$859

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$93

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$179

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$179

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$153

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$138

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Pets allowed, Wireless Internet

1 of 2 filters match

Price per night from

$174

Viewing 38 of 87
rentals in Key West

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