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
Ceiling Fans
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Table tennis
Games room
Swing set or jungle gym
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Climbing frame
Bicycles available
Towels provided
Linen provided
Microwave
Freezer
Fridge
Stove
Housekeeping Included

See all

Less

Parking
Car not required
Children under 5
Smoking allowed

Non-Smoking property
Elevator access
Wheelchair adapted
Wheelchair accessible

See all

Less

Golf course on site or within 15 min walk
Beach or lakeside relaxation
City breaks
Tennis in town

Water sports
Horse riding
Fishing
Cycling trips
Golf within 30mins drive
Waterfront

See all

Less

96 house rentals

Sort by:

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: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$344

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

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$908

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: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$487

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

Key West house

3 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$165

Key West Suites Hotel 205

Key West apartment

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$1,146

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: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$392

Southernmost Beauty

Key West house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$266

Historic Carriage House

Key West cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$229

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: Golf course on site or within 15 min walk, 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: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$1,146

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: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$384

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: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$860

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: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$430

New Listing Family Friendly

Key West townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$367

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: Golf course on site or within 15 min walk, 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: Golf course on site or within 15 min walk, Towels provided

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: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$490

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

Key West condo

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$314

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

Key West house

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$343

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

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$971

Ocean Vista

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$200

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

Key West apartment

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$840

BOOK MARGARITAS IN PARADISE KEY WEST LUXURY MONTHLY CONDO BEST VALUE

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, 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: Golf course on site or within 15 min walk, 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: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$459

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: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$344

Studio Blue

Key West apartment

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Golf course on site or within 15 min walk, 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: Golf course on site or within 15 min walk, 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: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$134