Vacation Rentals & House Rentals in Key West

Updating...

More filters (2)

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Clothes dryer
Shared outdoor pool (unheated)
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Table tennis
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Games room
Private fishing lake or river
Pool or snooker table
Linen provided
Toaster
Iron
Hair dryer
Stove
Fridge
Freezer
Microwave
Towels provided
Fax machine
Bicycles available
Climbing frame
Swing set or jungle gym
Trampoline
Staffed property
Boat available
Video player
Housekeeping Included

See all

Less

Parking
Car not required
Children under 5
Smoking allowed

Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible

See all

Less

Beach or lakeside relaxation
Tennis in town
Water sports
Fishing

Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Waterfront

See all

Less

29 house rentals

Sort by:

SEAPORT PANORAMA at Galleon Resort (Beach-Pool & Hot Tub-BBQ-55” TV-Jacuzzi)

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Safe Sea view

All filters match

Price per night from

$910

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

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Safe Sea view

All filters match

Price per night from

$910

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

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Safe Sea view

All filters match

Price per night from

$973

Ocean Vista

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Safe, Sea view

1 of 2 filters match

Price per night from

$200

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: Safe, Sea view

1 of 2 filters match

Price per night from

$229

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

Key West townhouse

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Safe, Sea view

1 of 2 filters match

Price per night from

$916

NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

3 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Safe, Sea view

1 of 2 filters match

Price per night from

$1,944

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: Sea view, Safe

1 of 2 filters match

Price per night from

$133

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

Key West condo

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Sea view, Safe

1 of 2 filters match

Price per night from

$315

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

Key West house

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Sea view, Safe

1 of 2 filters match

Price per night from

$344

Noah, Family Ocean Paradise

Key West house

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Safe, Sea view

1 of 2 filters match

Price per night from

$1,333

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.

1 of 2 match: Sea view, Safe

1 of 2 filters match

Price per night from

$487