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Wireless Internet
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Staffed property
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Parking
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Beach or lakeside relaxation
Skiing – property near ski resort
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Golf course on site or within 15 min walk
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49 house rentals

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NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

3 bedrooms
3 bathrooms

sleeps 7

Match: Boat available Shared outdoor pool (unheated)

All filters match

Price per night from

$1,946

Botanical Island Delight Key West fantastic discounts for Summer & Fall

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Boat available Shared outdoor pool (unheated)

All filters match

Price per night from

$745

Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Boat available Shared outdoor pool (unheated)

All filters match

Price per night from

$1,374

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

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Boat available Shared outdoor pool (unheated)

All filters match

Price per night from

$911

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Boat available Shared outdoor pool (unheated)

All filters match

Price per night from

$478

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Boat available Shared outdoor pool (unheated)

All filters match

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

Match: Boat available Shared outdoor pool (unheated)

All filters match

Price per night from

$859

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

Key West apartment

3 bedrooms
2 bathrooms

sleeps 8

Match: Boat available Shared outdoor pool (unheated)

All filters match

Price per night from

$1,718

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Boat available Shared outdoor pool (unheated)

All filters match

Price per night from

$974

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Boat available Shared outdoor pool (unheated)

All filters match

Price per night from

$859

Lovely 2 bedroom, 2 bath condo at La Brisa.

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

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

1 of 2 filters match

Price per night from

$161

Island Suite @ KW Vacation

Key West apartment

1 bedroom
1 bathroom

sleeps 4

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

1 of 2 filters match

Price per night from

$401

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

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

1 of 2 filters match

Price per night from

$338

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: Boat available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$859

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), Boat available

1 of 2 filters match

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: Shared outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$382

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, Shared outdoor pool (unheated)

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: Boat 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: Boat available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$107

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

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

1 of 2 filters match

Price per night from

$172

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

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

1 of 2 filters match

Price per night from

$859

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

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

1 of 2 filters match

Price per night from

$382

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: Boat available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,432

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: Boat 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: Boat available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$974

Irish in Truman Annex Shipyard close to Historic Duval & Ft Zach State Park

Key West apartment

2 bedrooms
1 bathroom

sleeps 4

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

1 of 2 filters match

Price per night from

$573

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: Boat 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: Boat available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,374

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: Boat available, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$796