Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

2 Br, 1 Ba Margaritavilla Beach Cottage In Old Town

Key West
IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you ...
Cottage 2 / 1 / 6

$290 - $516
Per Week

2 Br, 2 Ba Margaritavilla Beach Cottage In Old Town

Key West
IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you ...
Cottage 2 / 2 / 6

$350 - $660
Per Night

1 Br Margaritavilla Beach Cottage In Old Town Key West

Key West
IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you...
Cottage 1 / 1 / 2

$240 - $468
Per Night

Eisenhower Retreat

Key West
A reflection of old Key West, Eisenhower's Retreat was designed and built with the architectural fee...
Home 4 / 3.5 / 10

*
Online booking available

$881 - $1694
Per Night

$6048 - $11858
Per Week

Villa Paradiso: A unique mid-town paradise

Key West
This mid-town Key West home is recently refreshed with light colors and beautiful British Colonial f...
Home 3 / 3 / 6

*
Online booking available

$426 - $1993
Per Night

$2990 - $12764
Per Week

Island Chic Key West House

Key West
Traditional meets modern in an elegant way, right in the middle of one of Key West’s most historical...
Home 3 / 3.5 / 8

*
Online booking available

$771 - $1242
Per Night

$5278 - $8694
Per Week

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

$525 - $1096
Per Night

$3675 - $7467
Per Week

Upscale 3Br w/ Chef?s Kitchen, Private Pool & Central Loc...

Key West
Upscale 3Br w/ Chef?s Kitchen, Private Pool & Central Location Affectionately known as the Captain?...
Home 3 / 3 / 6

*
Online booking available

$309 - $751
Per Night

Osprey

Key West
Great location, great price! Osprey is the perfect getaway rental for a couple who wants to enjoy ev...
Cottage 0 / 1 / 2

$125 - $385
Per Night

$875 - $2695
Per Week

True Paradise

Key West
Located in one of the most sought out neighborhoods "The Meadows" this lovely condo has everything y...
Condo 2 / 2 / 4

$220 - $220
Per Night

$1537 - $1537
Per Week

A Place in Paradise

Key West
A PLACE IN PARADISE - Experience Key West living in this 2 bedroom 2.5 bath Conch-Style home in Tr...
Condo 2 / 2.5 / 6

$225 - $605
Per Night

$1575 - $4235
Per Week

Conch Republic Retreat

Key West
Historic conch home located in The Meadows, a sought out quiet neighborhood, to enjoy your private p...
Cottage 2 / 2 / 4

$221 - $221
Per Night

$1550 - $1550
Per Week

Emma's Secret

Key West
Lush tropical outdoor setting within this small compound, privacy as you enjoy the pool and outdoor ...
Condo 2 / 1 / 4

$165 - $165
Per Night

$1156 - $1156
Per Week

Duval Square Retreat: A beautiful condo steps from the ac...

Key West
Duval Square Retreat: A beautiful condo steps from the action Duval Square - The Retreat. In the he...
Condo 2 / 2.5 / 4

*
Online booking available

$240 - $595
Per Night

$1680 - $5247
Per Week

Bayview Retreat

Key West
Enjoy casual elegance with a view of famous Garrison Bight and centrally located on the edge of Old ...
Home 4 / 3.5 / 10

*
Online booking available

$881 - $1694
Per Night

$6048 - $11858
Per Week

Beach Club #104 - Unique oceanfront living with breathtak...

Key West
Beach Club #104 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65...
Condo 2 / 2 / 6

*
Online booking available

$250 - $1030
Per Night

$1750 - $6941
Per Week

Perfect Pineapple

Key West
Sit along side your private pool for morning coffee or your evening glass of wine. Long considered ...
Home 2 / 1 / 4

$221 - $221
Per Night

$1544 - $1544
Per Week

Casa de Rosalie

Key West
Private home that accommodates 8 guests to enjoy the large outdoor dining area while viewing your pr...
Home 3 / 2 / 8

$286 - $286
Per Night

$2000 - $2000
Per Week

Duval On The Square

Key West
Rooftop community just steps away from Duval Street to great restaurants, shopping and entertainment...
Home 2 / 2.5 / 6

$234 - $234
Per Night

$1638 - $1638
Per Week

Coconut Cottage

Key West
Private fenced outdoor space to enjoy your private plunge pool and the large outdoor space for loung...
Cottage 1 / 2 / 2

$200 - $200
Per Night

$1397 - $1397
Per Week

Enjoy gentle ocean breezes and gorgeous views at Sea Orch...

Key West
Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E) La Brisa beach condomi...
Condo 2 / 2 / 4

*
Online booking available

$206 - $998
Per Night

$1466 - $6724
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 / 8

*
Online booking available

$351 - $836
Per Night

$2537 - $5779
Per Week

Coral Casita

Key West
Ideal for a family vacation or group of friends looking for a rental on a budget. Located very close...
Home 3 / 3 / 8

$210 - $605
Per Night

$1470 - $4235
Per Week

Key West Charming

Key West
KEY WEST CHARMING: Downstairs 2 bedroom 1 bath home in Truman Annex, a secluded gated community in ...
Condo 2 / 1 / 4

$140 - $486
Per Night

$980 - $3402
Per Week

Amelia Home

Key West
AMELIA HOME - 2 bedroom 2.5 bath home with sparkling private pool only four blocks from the Atlanti...
Home 2 / 2.5 / 6

$300 - $880
Per Night

$2100 - $6160
Per Week

Key West Getaway Information

A ninety minute drive south of Miami lies the island of Key West. The biggest and most well-known city in Florida's southernmost archipelago offers a vacationer a myriad of things to do and see. The experience of Key West goes well beyond the its sugar sandy beaches and clear emerald waters.

The Key West National Wildlife Refuge consists of all the keys except the Ballast Key. The land and water mass stretch 25 miles west from the resort city of Key West. The width of the refuge is 15 miles. Nearly 300 species of birds have been recorded within this refuge area and other southwestern Florida refuges. Visitors will find the boat access only islands clearly designated, open to public or restricted lands. A visitor center and a number of private outfitters along U.S. Highway 1 offer extensive details.

The Key West National Wildlife Refuge offers a visitor center on the mainland introducing and outlining visitation of the refuge islands. Paddling, nature photography and wildlife viewing opportunities are supreme. Certain areas are off-limits to visitors. These are usually wildlife nesting areas. Sea kayaking is a favorite area recreation offering a relaxing way to explore some of Florida's most pristine reaches. Outfitters dot US 1 providing guides along with gear necessary to reach the backcountry of the Keys. Excursions take the visitor to shallow flats where creatures such as spiny lobsters, stone crabs, barracudas, stingrays, and sea stars may be observed. The abundant birdlife is particularly enjoyed through a good pair of binoculars. Snorkeling and scuba diving are very popular recreations as well; rental gear is offered through private outfitters.

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