Vacation Rentals & House Rentals in Key West

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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

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Parking
Car not required
Children under 5
Smoking allowed

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

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Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
Tennis in town

Water sports
Fishing
Golf course on site or within 15 min walk
Golf within 30mins drive
Waterfront

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35 house rentals

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

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Boat available Safe

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Price per night from

$912

NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

3 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Safe, Boat available

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Price per night from

$1,950

LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH

Key West apartment

1 bedroom
1 bathroom

sleeps 4

“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

1 of 2 match: Safe, Boat available

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Price per night from

$287

Best Downtown Location Monthly Rental Open Nov 2023- Jan 2024

Key West apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Safe, Boat available

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Price per night from

$382

Casa Coastal East, Morning sunrises, Evening night time vibes An Island home.

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Safe, Boat available

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Price per night from

$478

Mar Y Sol a spectacular Ocean Front Oasis 10 minutes to Historic District

Key West apartment

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Safe, Boat available

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Price per night from

$1,718

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: Boat available, Safe

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Price per night from

$134

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

Key West condo

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Boat available, Safe

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Price per night from

$316

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

Key West house

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Boat available, Safe

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Price per night from

$345

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

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Safe

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Price per night from

$976

Botanical Island Delight Key West fantastic discounts for Summer & Fall

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Safe, Boat available

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Price per night from

$745

High Tide awaits your next visit upgraded condo close to Smathers Beach

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Safe, Boat available

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Price per night from

$859

Poolside Breeze a Tropical Retreat has a wrap around Balcony best location

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Safe, Boat available

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Price per night from

$859

Our Nautical Home in Key West is available for amazing prices Summer of 2023

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Safe, Boat available

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Price per night from

$859

Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Safe, Boat available

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Price per night from

$1,374

Top floor Ocean Views, Spacious 2 Bedroom Condo, Views from every room

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Safe, Boat available

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Price per night from

$974

Top floor, two bedroom,two bath condo with private balcony,close to the Ocean

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Safe

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Price per night from

$488

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

1 of 2 match: Boat available, Safe

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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.

1 of 2 match: Boat available, Safe

1 of 2 filters match

Price per night from

$488