Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Albury Bungalow

Key West
30 DAY MINIMUM RENTAL ALBURY BUNGALOW A perfect spot for two couples, two singles or others wan...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Sunrise Suites

Key West
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly...
Condo 2 / 2 / 6

*
Online booking available

$239 - $399
Per Night

$1673 - $2793
Per Week

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

Contact
Owner
Directly
For Rates

Villa Soleil

Key West
VILLA SOLEIL -- Located in the historic Foundry building of Truman Annex, a beautiful gated communit...
Condo 2 / 3 / 6

$1650 - $3553
Per Week

Sunrise Suites

Key West
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly...
Condo 2 / 2 / 6

*
Online booking available

$239 - $399
Per Night

$1673 - $2793
Per Week

Bloom'n Paradise

Key West
Relax in luxury in this beautiful Truman Annex private home. This property features three bedrooms a...
Home 4 / 4 / 8

$5500 - $7500
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

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

Contact
Owner
Directly
For Rates

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

Duval Sea Turtle

Key West
DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the ...
Condo 2 / 3 / 6

$225 - $457
Per Night

$1350 - $2864
Per Week

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

Contact
Owner
Directly
For Rates

Crowner's Jewel

Key West
CROWNER'S JEWEL: Experience the finest in Key West living when you stay in this delightful 2 bedro...
Condo 2 / 3 / 6

$1550 - $3081
Per Week

Villa Tropicale

Key West
Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this...
Home 4 / 4 / 8

$710 - $990
Per Night

$4830 - $6790
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

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

Townhomes on Windsor #5

Key West
Elegance and modern sophistication are apparent as you enter any one of these six newly complete tow...
Home 3 / 3.5 / 6

$558 - $658
Per Night

$3906 - $4606
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

Pete's Cottages

Key West
This property has it all! This award winning renovation offers the styling of the original shot g...
Home 4 / 2 / 8

$450 - $620
Per Night

$3010 - $4340
Per Week

Beach Club #104

Key West
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes coo...
Condo 2 / 2 / 4

$270 - $400
Per Night

$1820 - $2730
Per Week

Varela Cottage

Key West
VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cot...
Home 1 / 1 / 4

Contact
Owner
Directly
For Rates

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

Admiral's Paradise

Key West
In the fabulous Truman Annex enclave and near the Caroline Street walking gate directly to downtown ...
Home 3 / 3.5 / 6

$4500 - $6500
Per Week

La Brisa #303W

Key West
30 DAY MINIMUM RENTAL Let "the breeze" of La Brisa cool you as you relax on your ocean view or natur...
Condo 2 / 2 / 4

Contact
Owner
Directly
For Rates

La Brisa #304W Egrets Landing

Key West
30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy a...
Condo 2 / 2 / 4

Contact
Owner
Directly
For Rates

4 Palms

Key West
4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa ...
Condo 2 / 2 / 6

$220 - $381
Per Night

$1250 - $2406
Per Week

 

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