Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Sunny View

Key West
SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the perfect escape f...
Home 1 / 2 / 2

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Owner
Directly
For Rates

Coral Garden

Key West
CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this h...
Condo 2 / 3 / 6

$150 - $338
Per Night

$900 - $2094
Per Week

Ashe Splashe

Key West
30 DAY MINIMUM RENTAL From the owners of South of Frances here is another beautiful restoration of a...
Home 3 / 3 / 6

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Owner
Directly
For Rates

Olivia Cottage

Key West
30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, th...
Home 2 / 2.5 / 4

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Owner
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For Rates

Tropical Serenity

Key West
30 DAY MINIMUM RENTAL An amazing renovation of mid town historic home with the Washington Street add...
Home 1 / 1.5 / 2

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Owner
Directly
For Rates

Southernmost Dacha

Key West
30 DAY MINIMUM RENTAL A spacious ground floor one bedroom in a four unit condominium building in the...
Condo 1 / 1 / 2

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Owner
Directly
For Rates

Duval Square Courtyard Condo

Key West
In the heart of Old Town, convenient to everything. The condo is set above a brick, tree lined court...
Condo 3 / 2 / 6

$310 - $410
Per Night

$2030 - $2730
Per Week

La Brisa #206E - Brisa Del Mar

Key West
Let "the breeze" of La Brisa cool you as you relax on your ocean view balcony. This residential con...
Condo 2 / 2 / 4

$200 - $290
Per Night

$1330 - $1960
Per Week

Casa de Cuba

Key West
Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vac...
Home 3 / 2 / 6

$470 - $650
Per Night

$3080 - $4340
Per Week

Villa Paradiso

Key West
This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Medit...
Home 3 / 3 / 6

$380 - $540
Per Night

$2450 - $3570
Per Week

Vista Verde

Key West
Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setti...
Condo 2 / 2 / 4

$230 - $290
Per Night

$1540 - $1960
Per Week

Paradise Harbor Retreat

Key West
Island elegance and a blend of modern sophistication marks this distinctive four level waterfront lu...
Home 3 / 4 / 6

$458 - $658
Per Night

$3206 - $4606
Per Week

Catherine House

Key West
This charming Key West style cottage is just a short walk to a selection of great restaurants, art g...
Home 2 / 2 / 4

$290 - $370
Per Night

$1890 - $2380
Per Week

Duval Square Retreat

Key West
Duval Square - The Retreat. In the heart of Old Town, Duval Square is located at the "artistic" and...
Condo 2 / 2 / 4

$250 - $310
Per Night

$1680 - $2030
Per Week

Beach Club #213

Key West
30 DAY MINIMUM RENTAL Unique oceanfront living sitting 65 feet from the Atlantic awaits you at the ...
Condo 2 / 2 / 4

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Owner
Directly
For Rates

A Little Slice of Paradise

Key West
A LITTLE SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf cou...
Home 2 / 2 / 6

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Owner
Directly
For Rates

Louisa House

Key West
Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic be...
Home 4 / 4 / 8

$470 - $660
Per Night

$3150 - $4480
Per Week

Ann Street Tranquility

Key West
This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so own...
Condo 1 / 1 / 2

$200 - $260
Per Night

$1330 - $1750
Per Week

Key Lime Calypso

Key West
The best of Key West, in the middle of Historic Old Town and a half block from Duval Street and the ...
Home 2 / 1 / 4

$270 - $350
Per Night

$1820 - $2310
Per Week

Leeward Isle Key West Retreat

Key West
LEEWARD ISLE KEY WEST RETREAT -- Dwell in the possibility! From the moment you park in the private ...
Condo 2 / 2 / 4

$265 - $471
Per Night

$1575 - $2900
Per Week

Southard Street - Queen Conch

Key West
On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet...
Home 4 / 4 / 8

$730 - $930
Per Night

$4900 - $6300
Per Week

Beach House Condo

Key West
BEACH HOUSE CONDO: Beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Cond...
Condo 2 / 2 / 4

$1350 - $2973
Per Week

Havana Lane

Key West
Thoughtfully restored, Havana Lane, hearkens back to a time when cigar makers lived in the neighborh...
Home 2 / 2 / 4

$320 - $430
Per Night

$2030 - $2800
Per Week

A Suite Paradise

Key West
A SUITE PARADISE - This lovely home is truly a tropical hideaway tucked away in a secluded Key West ...
Home 2 / 2 / 6

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Owner
Directly
For Rates

The Victoria House

Key West
THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was buil...
Home 5 / 6 / 12

$865 - $1776
Per Night

$5800 - $12035
Per Week

 

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