Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Contact
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

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

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

Apr 8 - Apr 30   *** SOUTHARD CHARM FOR A GREAT RATE! *** April spr ...

Southard Charm

Key West
SOUTHARD CHARM (formerly Garden House): A lovely jewel, Southard Charm is a quaint Conch house nest...
Home 3 / 2 / 8

$400 - $856
Per Night

$2650 - $5873
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

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

Coconut Cabana

Key West
An Old town Key West home, located in the Historic District and just one half a block off Duval Stre...
Home 3 / 2 / 6

$380 - $540
Per Night

$2450 - $3570
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

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

La Brisa #403E Ocean Vista

Key West
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for ...
Condo 2 / 2 / 4

$180 - $280
Per Night

$1190 - $1820
Per Week

Whitehead House

Key West
Unique two story, three bedroom, two bathroom home nested beside the Audubon House in Old Town Key W...
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

Surf Side

Key West
SURF SIDE - Search no further! This fabulous condominium is directly on the Atlantic Ocean. Located ...
Condo 3 / 2 / 6

$375 - $663
Per Night

$2350 - $4344
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

Easy Livin'

Key West
EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cu...
Home 3 / 4 / 8

$4000 - $9200
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

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

Coral Hammock 34

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 3 / 3 / 6

*
Online booking available

$250 - $250
Per Night

$1750 - $2450
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

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

Pelican Landing Dominica Retreat

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 2 / 2 / 8

*
Online booking available

$300 - $450
Per Night

$2100 - $3150
Per Week

1 bedroom/1 bathroom premium condo

Key West
1 bedroom/1 bathroom premium condo Unit Description: This is a 1 bed/1 bathroom condo that features...
Condo 1 / 1 / 4

*
Online booking available

$179 - $360
Per Night

$1253 - $2520
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

Eaton Manor

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 2 / 2 / 6

*
Online booking available

$1500 - $2100
Per Week

Pelican Landing Antigua Retreat

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 2 / 2 / 8

*
Online booking available

$300 - $450
Per Night

$2100 - $3150
Per Week

 

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