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Wireless Internet
Air conditioning
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Bicycles available
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Staffed property
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Parking
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Beach or lakeside relaxation
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51 house rentals

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NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

3 bedrooms
3 bathrooms

sleeps 7

Match: Bicycles available Shared outdoor pool (unheated)

All filters match

Price per night from

$1,946

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

Key West condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 26 minutes

Match: Bicycles available Shared outdoor pool (unheated)

All filters match

Price per night from

$338

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

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Bicycles available Shared outdoor pool (unheated)

All filters match

Price per night from

$911

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

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Bicycles available Shared outdoor pool (unheated)

All filters match

Price per night from

$911

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

Key West house

2 bedrooms
1 bathroom

sleeps 5

Match: Bicycles available Shared outdoor pool (unheated)

All filters match

Price per night from

$344

Lovely 2 bedroom, 2 bath condo at La Brisa.

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$161

New Listing Family Friendly

Key West townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$367

Island Suite @ KW Vacation

Key West apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$401

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

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$974

Studio Blue

Key West apartment

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$331

Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.

Key West house

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$258

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

Key West condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$342

Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry

Key West condo

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$155

Moveable Feast

Key West house

4 bedrooms
5 bathrooms

sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$430

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: Shared outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$287

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: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$859

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

Key West house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$165

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!!!

1 of 2 match: Shared outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$344

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

Key West apartment

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$840

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: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$107

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: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$478

Ocean Front Key West Oasis Island Tones Charming Historical Downtown area

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$764

Frost Free at 1800 Atlantic overlooking Smathers Beach top floor & upgrades

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,145

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: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,718

Paradise Found in Key West upgrades throughout 5 minutes to Smathers Beach

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$859

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Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$974

Ocean View Monthly Rental at 1800 Atlantic- Open Nov, December & January

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$172

Somewhere on the Beach a dream property all amenities included simply amazing

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,432

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$382

Key West Affordable Ocean View Condo. Clean priced well on the Atlantic

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$745

Atlantic Paradise Found modern luxury Best pool in Key West fine finishes

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,374

Amazingly Transformed in 2022 Luxurious renovation Fantastic Ocean View

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$974

Hemingways Atlantic Retreat overlooks Smathers Beach upgrades galore Key West

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,145

Tropical Paradise Key West - Upgraded Master Bath - Best Value Discounts

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$859

Nassau Suite just steps to Duval Tropical oasis quiet location Downtown

Key West house

1 bedroom
1 bathroom

sleeps 4

“The perfect place to stay in Key West” This property is just 1 block off Duval -- but closer to the quiet, quaint side. I was so impressed with the accomodations -- fully equipped! We could have stayed there a month! The grounds are beautiful, lush, tropical and quiet. Staff was super friendly -- it is also very private with a large locking wrought iron gate keeping the units apart from the street -- we loved everything about it! We will stay here again on our next visit for sure!~

1 of 2 match: Bicycles available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$796