Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Bmw Fantasy

Key West
Roomy condo in the heart of Old Town. Fully equipped kitchen, washer, dryer, microwave, dishwasher,...
Condo 2 / 3 / 6

*
Online booking available

$250 - $250
Per Night

$1750 - $2450
Per Week

Colony Poolside

Key West
Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas ...
Condo 1 / 1 / 2

$190 - $250
Per Night

$1260 - $1680
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 West Found

Key West
KEY WEST FOUND – A striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry build...
Condo 2 / 3 / 6

$1650 - $3553
Per Week

Admiral's Treasure

Key West
Amazing, sophisticated home in the fabulous Truman Annex enclave. You can't beat an Admiral's Lane ...
Home 4 / 4 / 8

$5500 - $7500
Per Week

Coral Caribe

Key West
CORAL CARIBE: Located in the Coral Hammock community, this lovely 2 bedroom 2.5 bath townhome wit...
Condo 2 / 3 / 6

$150 - $338
Per Night

$900 - $2094
Per Week

Shipyard 106-2

Key West
Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom an...
Condo 1 / 1 / 4

*
Online booking available

$1500 - $2100
Per Week

Key West Ginger House

Key West
KEY WEST GINGER HOUSE - An absolute jewel a few doors from Duval Street, this single family home is ...
Home 2 / 2 / 6

$215 - $435
Per Night

$1300 - $2719
Per Week

Newton Street Hideaway

Key West
30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located j...
Home 1 / 2 / 2

Contact
Owner
Directly
For Rates

Duval Square Castaway

Key West
In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's bric...
Condo 2 / 2 / 4

$220 - $330
Per Night

$1470 - $2240
Per Week

South St. Cottage

Key West
A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Gue...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Finn Key

Key West
FINN KEY: A beautiful 2 bedroom 1 bath downstairs condominium located in the Shipyard section of...
Condo 2 / 1 / 4

$1175 - $2683
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

Shipyard Palms

Key West
In the heart of Old Town, with the beautiful community of private homes and condominium of Truman An...
Condo 2 / 1.5 / 4

$1190 - $1820
Per Week

Tranquility

Key West
TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity...
Home 1 / 2 / 3

$210 - $413
Per Night

$1175 - $2465
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

Packer Retreat

Key West
30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectur...
Home 3 / 3.5 / 6

Contact
Owner
Directly
For Rates

Papaya Place

Key West
PAPAYA PLACE pops with color! This great 2 bedroom 2 bath condominium at 1800 Atlantic Condominium...
Condo 2 / 2 / 6

$220 - $381
Per Night

$1250 - $2406
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

Island Spice

Key West
ISLAND SPICE -- A beautiful 2 bedroom, 2.5 bath townhome, located in the historic Foundry building o...
Condo 2 / 3 / 6

$2000 - $4060
Per Week

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

Elizabeth Retreat

Key West
30 DAY MINIMUM RENTAL Walk the historic streets of Key West, live in Old Town in a quiet resident...
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

Bahama House

Key West
Bahama House - Location, Location, Location! Totally gorgeous, this spacious house is conveniently ...
Home 3 / 4 / 8

$625 - $1173
Per Night

$4165 - $7639
Per Week

Dreaming On Duval

Key West
There's a new place on Duval Street in historic Key West and it is unique! Dreaming On Duval premie...
Home 5 / 4 / 10

$870 - $2000
Per Night

$5950 - $14000
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

 

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