Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Duval Square Penthouse: A large, beautiful condo steps fr...

Key West
Duval Square Penthouse: A large, beautiful condo steps from the action Beautiful four bedroom penth...
Condo 4 / 4.5 / 10

*
Online booking available

$490 - $810
Per Night

$3290 - $5670
Per Week

Duval Square Courtyard Condo is just steps from the action

Key West
In the heart of Old Town, convenient to everything, this condo is set above a brick and tree lined c...
Condo 3 / 2 / 7

*
Online booking available

$330 - $620
Per Night

$2940 - $4340
Per Week

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY: Formerly owned by actress and fan dancer, Sally Rand. 60" Smart TV and sur...
Home 3 / 2.5 / 6

Contact
Owner
Directly
For Rates

Tropical Dreaming

Key West
TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ...
Home 2 / 2.5 / 6

$306 - $732
Per Night

$1985 - $4937
Per Week

Coconut Cottage

Key West
COCONUT COTTAGE: The perfect escape if you’re looking to get away from it all. Located in a quiet ne...
Cottage 1 / 2 / 2

Contact
Owner
Directly
For Rates

Duval Sea Turtle

Key West
DUVAL SEA TURTLE: This townhome has 2 bedrooms and 2.5 baths with a balcony off the master bedroom ...
Home 2 / 2.5 / 6

$203 - $508
Per Night

$1215 - $3154
Per Week

Aug 6 - Oct 17   *** 4 PALMS CLOSER TO VACATION! *** RED HOT SUMMER ...

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

$198 - $413
Per Night

$1193 - $2725
Per Week

Paradise Place

Key West
PARADISE PLACE: Ground level 1-bedroom 1-bath condo in the Palm Gardens community just 6 blocks f...
Condo 1 / 1 / 4

$144 - $363
Per Night

$842 - $2313
Per Week

Bahama Dreaming

Key West
BAHAMA DREAMING: 3-bedroom Conch cottage with outdoor dining and private pool, fenced and landscap...
Home 3 / 2 / 8

$465 - $972
Per Night

$3100 - $6402
Per Week

Easy Livin'

Key West
EASY LIVIN' : Private home with pool in Truman Annex, a gated community in historic Old Town, in ...
Home 3 / 4 / 8

$4000 - $8831
Per Week

Perfect Pineapple

Key West
PERFECT PINEAPPLE - Long considered a sign of hospitality, the pineapple is now widely recognized as...
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

Aug 6 - Oct 17   LINGER LONGER *RED HOT SUMMER SAVINGS WITH 10% OFF ...

Linger Longer

Key West
LINGER LONGER: 2 bedroom 1.5 bath townhome in Truman Annex. Master bedroom with queen bed and gue...
Condo 2 / 1.5 / 5

$230 - $493
Per Night

$1425 - $3241
Per Week

Bloom'n Paradise

Key West
BLOOM'N PARADISE: Private residence with 3 bedrooms and 3 bathrooms in the main house plus a pool...
Home 4 / 4 / 8

$6000 - $11600
Per Week

Beach Club #204 - Unique Oceanfront living

Key West
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peacef...
Condo 2 / 2 / 5

*
Online booking available

$290 - $500
Per Night

$1890 - $3920
Per Week

Tranquility

Key West
TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity...
Cottage 1 / 1.5 / 4

$215 - $418
Per Night

$1225 - $2603
Per Week

Southard Street Queen Conch - A Historic compound with la...

Key West
Southard Street Queen Conch - A Historic compound with large sunny pool On a lovely tree-lined resi...
Home 4 / 4 / 8

*
Online booking available

$750 - $1200
Per Night

$5040 - $8400
Per Week

Villa Tropicale: A lush, secluded estate in the Casa Mari...

Key West
Villa Tropicale: A lush, secluded estate in the Casa Marina District Tropical seclusion best descri...
Home 4 / 4 / 8

*
Online booking available

$850 - $1200
Per Night

$5740 - $9940
Per Week

Havana Lane: A classic conch cottage with rustic charm

Key West
Havana Lane hearkens back to a time when cigar makers lived in the neighborhood, gathering on porch ...
Home 2 / 2 / 4

*
Online booking available

$320 - $550
Per Night

$2030 - $3850
Per Week

Aug 6 - Aug 31   **PARROT PERCH - RED HOT SUMMER SAVINGS WITH 10% O ...

Parrot Perch

Key West
PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2...
Condo 2 / 2 / 5

$191 - $486
Per Night

$1148 - $3009
Per Week

A Little Slice Of Paradise

Key West
A SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf course, min...
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

Bowe Conch House

Key West
BOWE CONCH HOUSE: The Bowe Conch House has evolved within the Thomas family, Conchs, born and raised...
Cottage 3 / 2 / 6

Contact
Owner
Directly
For Rates

Artist Garden

Key West
ARTIST GARDEN : 2 bedroom 2.5 bath located in the prestigious Admirals Lane neighborhood of Truman...
Home 2 / 2.5 / 5

$295 - $616
Per Night

$1890 - $4118
Per Week

Sundown Refuge

Key West
SUNDOWN REFUGE: Brilliant sunshine and magnificent sunsets in the Harbour Place condo complex in Tru...
Condo 2 / 2 / 5

$310 - $711
Per Night

$2000 - $4060
Per Week

Bogey's Retreat

Key West
BOGEY'S RETREAT: Located in the exclusive Golf Course community, allowing you to enjoy all that Key ...
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

Finn Key

Key West
FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most...
Condo 2 / 1 / 4

$205 - $435
Per Night

$1235 - $2828
Per Week

 

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