Vacation Rentals & House Rentals in Key West

/ Home
/ Vacation Rentals
/ United States
/ Florida
/ Florida Keys
Book with confidence.

Updating...

age 0-16
109 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

109 house rentals

Why am I receiving these results?

Studio Blue

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Bicycles available Fridge

All filters match

Price per night from

$331

NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Bicycles available Fridge

All filters match

Price per night from

$1,946

“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: Bicycles available Fridge

All filters match

Price per night from

$287

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

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 29 minutes

Match: Bicycles available Fridge

All filters match

Price per night from

$338

Tee by the Sea - Luxury 2/2 1/2, WIFI, pool, parking, Bikes, 3 night min.

Key West townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Absolutely Perfect!!!” I chose this place to rent because it looked nice and it was affordable. I knew going in that it was not located on the Key West island, which was fine considering the condo came with bikes you could ride onto the island...What I experienced during my stay here is nothing short of Perfect!!! The entire condo was clean and spacious, everything inside the condo worked, the beds and all furniture were clean and comfortable, plenty of towels and linens, the showers, water presure and plumbing were excellent, the pool was clean, relaxing and private, the nights were quiet for sleeping and the gated community within the condo were friendly and fun. The bikes were the best part...10-15 minutes and you were on Duval Street, or the Southernmost Point, or Fort Zachery beach with no hassles what so ever, and I got some good exercise!!! I will definately stay here again!!!

Match: Bicycles available Fridge

All filters match

Price per night from

$344

KEY WEST and 3 Bikes or Walk Everywhere! 2 Porches, Pool, Parking & WIFI

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Bicycles available Fridge

All filters match

Price per night from

$457

Match: Bicycles available Fridge

All filters match

Price per night from

$911

SEAPORT SUMMIT in Old Town—Beach-Pool-BBQ-Hot Tub

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Bicycles available Fridge

All filters match

Price per night from

$911

Single Family Home, 3 Bedroom, 2 Baths, and Pool. Great Value!

Key West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Bicycles available Fridge

All filters match

Price per night from

$165

Match: Bicycles available Fridge

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: Bicycles available Fridge

All filters match

Price per night from

$258

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

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Bicycles available Fridge

All filters match

Price per night from

$344

Moveable Feast

Key West house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Bicycles available Fridge

All filters match

Price per night from

$430

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

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Bicycles available Fridge

All filters match

Price per night from

$974

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: Fridge, Bicycles available

1 of 2 filters match

Price per night from

$367

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$179

Southernmost Beauty

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$267

Key West Suites Hotel unit 201

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$1,145

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

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Fridge

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

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$384

Historic Carriage House

Key West cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$229

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: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$430

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$859

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$179

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$179

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$115

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$162

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$180

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$179

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$134

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$174

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$179

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$93

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$264

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: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$133

Ocean Vista

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$201

"Little Paradise" Historic Seaport Old Town Key West

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$492

BOOK MARGARITAS IN PARADISE KEY WEST LUXURY MONTHLY CONDO BEST VALUE

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Fridge

1 of 2 filters match

Price per night from

$382

Viewing 38 of 109
rentals in Key West

×

Also consider