Vacation Rentals & House Rentals in Key West

Updating...

age 0-16
91 Results

Relevance

Price: low to high

Price: high to low

Reviews

91 house rentals

Conch Haven Old Town 1/1 MONTHLY Rental

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans Safe

All filters match

Price per night from

$130

Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach

Key West townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Ceiling Fans Safe

All filters match

Price per night from

$915

Match: Ceiling Fans Safe

All filters match

Price per night from

$487

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

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans Safe

All filters match

Price per night from

$457

Match: Ceiling Fans Safe

All filters match

Price per night from

$995

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

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Ceiling Fans Safe

All filters match

Price per night from

$995

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: Ceiling Fans Safe

All filters match

Price per night from

$140

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: Ceiling Fans Safe

All filters match

Price per night from

$107

2 Bedroom, 2 Bath Condo with private balcony and Close to the Ocean

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“We'll be back...” We found this condo to be very clean and comfortable. We enjoyed sitting at the pool as well. Paul, the caretaker, was very pleasant and most accommodating. We shared the condo with another couple for our two night stay. It was wonderful to have our privacy (2 BR/2 baths) but still be able to share the kitchen/living room area with our friends. We had a rental car so found the location easy for shopping, dining, sightseeing on other keys and, of course, Duval Street.

Match: Ceiling Fans Safe

All filters match

Price per night from

$487

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

Key West condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Ceiling Fans Safe

All filters match

Price per night from

$315

Match: Ceiling Fans Safe

All filters match

Price per night from

$2,004

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

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Ceiling Fans Safe

All filters match

Price per night from

$343

Match: Ceiling Fans Safe

All filters match

Price per night from

$853

Match: Ceiling Fans Safe

All filters match

Price per night from

$745

Sweet Caroline Seaport Key West Home Rental

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Ceiling Fans Safe

All filters match

Price per night from

$313

Experience the tranquility of this 3BR home near Old Town attractions

Key West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Ceiling Fans Safe

All filters match

Price per night from

$739

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

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Ceiling Fans Safe

All filters match

Price per night from

$995

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

Key West Suites Hotel 205

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Safe, Ceiling Fans

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

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$393

Southernmost Beauty

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$267

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

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$338

Historic Carriage House

Key West cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$229

Key West Suites Hotel unit 201

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$1,145

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: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$430

Shipyard-1/2 Block Duval Street

Key West townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$229

Ocean Vista

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$201

Nature's Boutique

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$229

"Little Paradise" Historic Seaport Old Town Key West

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$491

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$344

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: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$343

Key West Island Vacation

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 8 minutes

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$480

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$155

Private, heated pool. Private yard.

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$189

Key West House

Key West house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$687

Moveable Feast

Key West house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$430

Atlantic Ocean Breezes, Tropical Island Sunrises, Downtown 10 minutes away

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$382

Ocean View Condo with High Season December 2023- April 2024 Book Now

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$172

Tranquility by Smathers and 10 minute bike downtown Key West value savings

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Safe, Ceiling Fans

1 of 2 filters match

Price per night from

$802

Viewing 38 of 91
rentals in Key West

×

Also consider