Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Angela Cottage

Key West
30 DAY MINIMUM RENTAL ANGELA COTTAGE This cute cottage just off of Frances Street is a great hid...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Boater's Beach Haven

Key West
BOATER'S BEACH HAVEN: Located midtown on Florida Bay, you'll have first row seats for sunset ever...
Condo 2 / 2 / 6

Contact
Owner
Directly
For Rates

Key West Charming

Key West
KEY WEST CHARMING: This downstairs 2 bedroom 1 bath home has been lovingly cared for by the owners....
Condo 2 / 1 / 4

$1175 - $2683
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

Atlantic Blues

Key West
ATLANTIC BLUES - A stylish example of a Conch cottage, renovated with gorgeous hardwood floors, be...
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

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

La Brisa #405E Sea Orchid

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

$200 - $290
Per Night

$1330 - $1960
Per Week

Southard Sophistication

Key West
30 DAY MINIMUM RENTAL This amazing restoration of a majestic Key West bungalow is incredible. Mo...
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

Coconut Cottage

Key West
COCONUT COTTAGE -- Adorable, affordable, and near all the action.... You bet! Coconut Cottage is th...
Home 1 / 2 / 2

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

La Brisa #302E Tropical Tranquility

Key West
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for ...
Condo 1 / 1 / 2

$170 - $240
Per Night

$1120 - $1610
Per Week

A Zen Ocean Garden

Key West
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condominium for focusing on what is i...
Condo 2 / 2 / 6

$300 - $488
Per Night

$1800 - $3250
Per Week

Key West Crown Jewel

Key West
KEY WEST CROWN JEWEL: We know you'll enjoy staying in our little bit of Paradise. This 2-bedroom, 2...
Condo 2 / 2 / 6

$345 - $616
Per Night

$2145 - $5390
Per Week

Artist Garden

Key West
ARTIST GARDEN -- Bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admira...
Home 2 / 3 / 6

$1800 - $3698
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

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

Southard Square

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

*
Online booking available

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 / 4

*
Online booking available

$239 - $399
Per Night

$1673 - $2793
Per Week

Pelican Landing Harbor Island Retreat

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

$300 - $450
Per Night

$2100 - $3150
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

Ocean Paradise

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 3 / 2 / 6

*
Online booking available

$250 - $250
Per Night

$1750 - $2450
Per Week

Coral Hammock 39

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

 

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