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Jacuzzi or hot tub
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Beach or lakeside relaxation
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60 house rentals

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$1,376

Botanical Island Delight Key West fantastic discounts for Summer & Fall

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$746

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$746

Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$1,376

Hemingways Atlantic Retreat overlooks Smathers Beach upgrades galore Key West

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$1,147

Amazingly Transformed in 2022 Luxurious renovation Fantastic Ocean View

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$975

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$860

Ocean Front Key West Oasis Island Tones Charming Historical Downtown area

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$765

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$172

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

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

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$479

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$1,434

Key Wes't Best- Upgraded condo 5 mins to Smathers Beach Fantastic value

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$1,376

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$860

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$860

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

Key West apartment

3 bedrooms
2 bathrooms

sleeps 8

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$1,720

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$1,147

Key West On My Mind, Ocean Views, Renovated Kitchen, Last minute deals

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$860

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$975

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$860

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

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$860

Tranquility by Smathers and 10 minute bike downtown Key West value savings

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$803

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Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$975

Key West Gulf front Home with private dock and pool.

Key West house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$482

Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days.

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$479

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

Key West apartment

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$841

Island Style, Morning Sunrises, Salty Ocean Breezes & Downtown Key West days.

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$459

BOOK MARGARITAS IN PARADISE KEY WEST LUXURY MONTHLY CONDO BEST VALUE

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$382

BIG POOL! Across Street from Beach! SEASIDE PLACE, Key West - 5/5 w/parking

Key West house

5 bedrooms
6 bathrooms

sleeps 12

“Paradise in Paradise” Just returned from a marvelous vacation in Key West. While the tan is already starting to fade, the memories of our stay at Seaside Place remain vivid. We absolutely loved this house. It is very charming and offers all the amenities you'll ever need and then some, from a kitchen that Julia Child would not have found wanting, gorgeous, large rooms each with its very own character, spacious communal dining areas and a beautiful large pool with romantic lighting, a soothing waterfall feature and total privacy. The owners' love for providing the best experience is evident in every detail, from the painstaking labeling of all switches and outlets to the folders of carefully compiled information about where to go, and what to do and see. The house is just a block from the quiet end of Duval Street (there is such a thing), yet far enough removed from the Key West bar scene responsible for the prevailing serious shortage of liver donors. We thoroughly enjoyed every minute of our stay and can't wait to return soon. And we can't help but think that if Hemingway had stayed here he might still be alive today

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,122

Private, heated pool. Private yard.

Key West condo

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

Key West Morning reflections, Balmy Ocean Breezes, Downtown family fun

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$382

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: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$574

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: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$797