Key West Vacation Rentals and Vacation Home Rentals

Key West Vacation Rental Getaways

Featured Properties

Dreaming On Duval

Key West

Home

5 BR/ 4 BA

Sleeps 10
Sunrise Suites

Key West

Condo

2 BR/ 2 BA

Sleeps 6
Colony Poolside

Key West

Condo

1 BR/ 1 BA

Sleeps 2

Results 26 - 50 of 212

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More Photos Key West Ginger House Key West KEY WEST GINGER HOUSE - An absolute jewel a few doors from Duval Street, this single family home is ... Details \| Contact Manager	Home	2 / 2 / 6	$210 - $413 Per Night $1200 - $2465 Per Week
More Photos Pete's West Cottage Key West This property has it all! This award winning renovation has been completed recently and offers the ... Details \| Contact Manager	Home	2 / 1 / 4	$260 - $330 Per Night $1680 - $2170 Per Week
More Photos Beach Club #103 Key West Unique oceanfront living sitting 65 feet from the Atlantic. Enjoy an ocean view as ocean breezes co... Details \| Contact Manager	Condo	2 / 2 / 4	$270 - $400 Per Night $1820 - $2730 Per Week
More Photos Paradise Harbor Retreat Key West Island elegance and a blend of modern sophistication marks this distinctive four level waterfront lu... Details \| Contact Manager	Home	3 / 4 / 6	$458 - $658 Per Night $3206 - $4606 Per Week
More Photos La Brisa #408E Artists Haven Key West 30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy a... Details \| Contact Manager	Condo	3 / 2 / 6	Contact Owner Directly For Rates
More Photos La Brisa #405E Sea Orchid Key West La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for... Details \| Contact Manager	Condo	2 / 2 / 4	$200 - $290 Per Night $1330 - $1960 Per Week
More Photos Casa de Cuba Key West Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vac... Details \| Contact Manager	Home	3 / 2 / 6	$470 - $650 Per Night $3080 - $4340 Per Week
More Photos 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... Details \| Contact Manager	Home	5 / 4 / 10	$870 - $2000 Per Night $5950 - $14000 Per Week
More Photos Bmw Fantasy Key West Roomy condo in the heart of Old Town. Fully equipped kitchen, washer, dryer, microwave, dishwasher,... Details \| Contact Manager or Book Online	Condo	2 / 3 / 6	* Online booking available $225 - $275 Per Night $1575 - $1925 Per Week
More Photos Beach Club #104 Key West Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes coo... Details \| Contact Manager	Condo	2 / 2 / 4	$270 - $400 Per Night $1820 - $2730 Per Week
More Photos Coral Garden Key West CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this h... Details \| Contact Manager	Condo	2 / 3 / 6	$150 - $306 Per Night $900 - $1906 Per Week
More Photos Duval Square Castaway Key West In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's bric... Details \| Contact Manager	Condo	2 / 2 / 4	$220 - $330 Per Night $1470 - $2240 Per Week
More Photos Sunny View Key West SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the perfect escape f... Details \| Contact Manager	Home	1 / 2 / 2	Contact Owner Directly For Rates
More Photos Bloom'n Paradise Key West Relax in luxury in this beautiful Truman Annex private home. This property features three bedrooms a... Details \| Contact Manager	Home	4 / 4 / 8	$5500 - $7500 Per Week
More Photos Villa Tropicale Key West Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this... Details \| Contact Manager	Home	4 / 4 / 8	$710 - $990 Per Night $4830 - $6790 Per Week
More Photos Elizabeth Retreat Key West 30 DAY MINIMUM RENTAL Walk the historic streets of Key West, live in Old Town in a quiet resident... Details \| Contact Manager	Home	3 / 2 / 6	Contact Owner Directly For Rates
More Photos Conch Condo Key West CONCH CONDO -- This two-bedroom, two-bath condo was remodeled and completely refurnished in 2005. ... Details \| Contact Manager	Condo	2 / 2 / 4	$1300 - $2791 Per Week
More Photos Casa Atlantica One Bedroom Key West Situated on the Atlantic shore of Key West and offering breathtaking panoramas, this outstanding pro... Details \| Contact Manager	Condo	1 / 1 / 2	$170 - $220 Per Night $1120 - $1470 Per Week
More Photos Townhomes on Windsor #2 Key West Elegance and modern sophistication are apparent as you enter any one of these six newly complete tow... Details \| Contact Manager	Home	3 / 3.5 / 6	$558 - $658 Per Night $3906 - $4606 Per Week
More Photos Beach Club #213 Key West 30 DAY MINIMUM RENTAL Unique oceanfront living sitting 65 feet from the Atlantic awaits you at the ... Details \| Contact Manager	Condo	2 / 2 / 4	Contact Owner Directly For Rates
More Photos La Brisa #304W Egrets Landing Key West 30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy a... Details \| Contact Manager	Condo	2 / 2 / 4	Contact Owner Directly For Rates
More Photos Casa Atlantica Studio Key West A spacious studio apartment and large deck make this the perfect romantic getaway, feast your eyes o... Details \| Contact Manager	Home	1 / 1 / 2	$160 - $200 Per Night $1050 - $1330 Per Week
More Photos Varela Cottage Key West VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cot... Details \| Contact Manager	Home	1 / 1 / 4	Contact Owner Directly For Rates
More Photos Lavender Jungle Key West LAVENDER JUNGLE - Beautiful 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex, thi... Details \| Contact Manager	Condo	2 / 1 / 4	$1100 - $2538 Per Week
More Photos Key West Found Key West KEY WEST FOUND – A striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry build... Details \| Contact Manager	Condo	2 / 3 / 6	$1600 - $3408 Per Week