Key West Vacation Rentals and Vacation Home Rentals

Key West Vacation Rental Getaways

Featured Properties

Sunrise Suites

Key West

Condo

2 BR/ 2 BA

Sleeps 6
Colony Poolside

Key West

Condo

1 BR/ 1 BA

Sleeps 2
Dreaming On Duval

Key West

Home

5 BR/ 4 BA

Sleeps 10

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More Photos Packer Retreat Key West 30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectur... Details \| Contact Manager	Home	3 / 3.5 / 6	Contact Owner Directly For Rates
More Photos Southern Wind Key West SOUTHERN WIND -- A renovated two bedroom two bath two story home located in the Windward Park compou... Details \| Contact Manager	Home	2 / 2 / 4	$265 - $471 Per Night $1575 - $2900 Per Week
More Photos Admiral's Treasure Key West Amazing, sophisticated home in the fabulous Truman Annex enclave. You can't beat an Admiral's Lane ... Details \| Contact Manager	Home	4 / 4 / 8	$5500 - $7500 Per Week
More Photos Southernmost Dacha Key West 30 DAY MINIMUM RENTAL A spacious ground floor one bedroom in a four unit condominium building in the... Details \| Contact Manager	Condo	1 / 1 / 2	Contact Owner Directly For Rates
More Photos La Brisa #302E Tropical Tranquility Key West La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for ... Details \| Contact Manager	Condo	1 / 1 / 2	$170 - $240 Per Night $1120 - $1610 Per Week
More Photos The Hemingway Key West THE HEMINGWAY -- A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Tr... Details \| Contact Manager	Condo	2 / 2 / 6	$1300 - $2864 Per Week
More Photos Casa Marina Condo #4 Key West 30 DAY MINIMUM RENTAL A spacious one bedroom in a four condominium building in the Casa Marina Distr... Details \| Contact Manager	Condo	1 / 1 / 2	Contact Owner Directly For Rates
More Photos Tropical Serenity Key West 30 DAY MINIMUM RENTAL An amazing renovation of mid town historic home with the Washington Street add... Details \| Contact Manager	Home	1 / 1.5 / 2	Contact Owner Directly For Rates
More Photos Osprey Key West OSPREY - This bright and colorful studio cottage is located in the same small community once known a... Details \| Contact Manager	Condo	1 / 1 / 2	$130 - $321 Per Night $650 - $1824 Per Week
May 2 - Jun 29 * A JEWEL OF A SUMMER DEAL * Enjoy the comfort ...
More Photos Crowner's Jewel Key West CROWNER'S JEWEL: Experience the finest in Key West living when you stay in this delightful 2 bedro... Details \| Contact Manager	Condo	2 / 3 / 6	$1500 - $3154 Per Week
More Photos Pete's Cottages Key West This property has it all! This award winning renovation offers the styling of the original shot g... Details \| Contact Manager	Home	4 / 2 / 8	$450 - $620 Per Night $3010 - $4340 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 Island Pearl Key West ISLAND PEARL: True island living in this 1 loft bedroom 1 bath cottage, complete with living room... Details \| Contact Manager	Home	1 / 1 / 2	$210 - $392 Per Night $1200 - $2320 Per Week
More Photos Leeward Isle Key West Retreat Key West LEEWARD ISLE KEY WEST RETREAT -- Dwell in the possibility! From the moment you park in the private ... Details \| Contact Manager	Condo	2 / 2 / 4	$265 - $471 Per Night $1575 - $2900 Per Week
More Photos Coconut Cottage Key West COCONUT COTTAGE -- Adorable, affordable, and near all the action.... You bet! Coconut Cottage is th... Details \| Contact Manager	Home	1 / 2 / 2	Contact Owner Directly For Rates
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 Albury Bungalow Key West 30 DAY MINIMUM RENTAL ALBURY BUNGALOW A perfect spot for two couples, two singles or others wan... Details \| Contact Manager	Home	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 Surf Side Key West SURF SIDE - Search no further! This fabulous condominium is directly on the Atlantic Ocean. Located ... Details \| Contact Manager	Condo	3 / 2 / 6	$375 - $662 Per Night $2350 - $4344 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 Villa Soleil Key West VILLA SOLEIL -- Located in the historic Foundry building of Truman Annex, a beautiful gated communit... Details \| Contact Manager	Condo	2 / 3 / 6	$1600 - $3408 Per Week
More Photos Bahama Dreaming Key West BAHAMA DREAMING: A beautifully renovated Conch house conveniently located in the center of Old Town... Details \| Contact Manager	Home	3 / 2 / 8	$465 - $906 Per Night $2925 - $6018 Per Week
More Photos Beach Club #204 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 Admiral's Paradise Key West In the fabulous Truman Annex enclave and near the Caroline Street walking gate directly to downtown ... Details \| Contact Manager	Home	3 / 3.5 / 6	$4500 - $6500 Per Week