Florida - Florida Keys Vacation Rental Getaways

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Sort by: Type BR/BA/Sleeps Price

Pete's West Cottage

Key West
This property has it all! This award winning renovation has been completed recently and offers the ...
Home 2 / 1 / 4

$260 - $330
Per Night

$1680 - $2170
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

Tropical Serenity

Key West
30 DAY MINIMUM RENTAL An amazing renovation of mid town historic home with the Washington Street add...
Home 1 / 1.5 / 2

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

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

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

Duval Roost

Key West
This sanctuary is located one half block from Duval Street in the heart of Old Town tucked away on a...
Home 3 / 3.5 / 6

$410 - $570
Per Night

$2730 - $3780
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

Parrot Perch

Key West
PARROT PERCH -- Located in the gated Shipyard Community in prestigious Truman Annex, this home is in...
Condo 2 / 2 / 5

$1175 - $2719
Per Week

Tropical Dreaming

Key West
TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. ...
Home 2 / 3 / 6

$340 - $682
Per Night

$2100 - $4350
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

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

Bahama Dreaming

Key West
BAHAMA DREAMING: When you're dreaming of the ideal place to stay in Key West, imagine this sweet 3-...
Home 3 / 2 / 8

$465 - $906
Per Night

$2925 - $6018
Per Week

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

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

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

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

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

Manatee Manor

Key West
Just 10 miles from Old Town you?ll find a seaside neighborhood that recalls Lower Keys life in the g...
Home 3 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

2 bedroom/2 bathroom premium condo

Key West
2 bedroom/2 bathroom premium condo Unit Description: This is a 2 bed/2 bathroom condo that features...
Condo 2 / 2 / 6

*
Online booking available

$225 - $450
Per Night

$1575 - $3150
Per Week

The Palms

Key West
Located on a quiet street in the Meadows of Key West; a tranquil residential neighborhood located ju...
Home 3 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Straight shot to the Atlantic Ocean!

Marathon
Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. Thi...
Home 3 / 5 / 8

*
Online booking available

$3000 - $4000
Per Week

205E La Brisa

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 2 / 2 / 4

*
Online booking available

$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

Pelican Landing Abaco 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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