Key West Vacation Rentals and Vacation Home Rentals

Key West Vacation Rental Getaways

Featured Properties

Shipyard 106-2

Key West

Condo

1 BR/ 1 BA

Sleeps 4
Colony Poolside

Key West

Condo

1 BR/ 1 BA

Sleeps 2
Bmw Fantasy

Key West

Condo

2 BR/ 3 BA

Sleeps 6

Results 76 - 100 of 211

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More Photos Townhomes on Windsor #3 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 #303 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 Tres Gatos Key West TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a ... Details \| Contact Manager	Home	2 / 1 / 4	Contact Owner Directly For Rates
More Photos Conch Wind Key West CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Co... Details \| Contact Manager	Condo	2 / 2 / 4	$230 - $471 Per Night $1375 - $2755 Per Week
More Photos Havana Lane Key West Thoughtfully restored, Havana Lane, hearkens back to a time when cigar makers lived in the neighborh... Details \| Contact Manager	Home	2 / 2 / 4	$320 - $430 Per Night $2030 - $2800 Per Week
More Photos Duval Roost Key West This sanctuary is located one half block from Duval Street in the heart of Old Town tucked away on a... Details \| Contact Manager	Home	3 / 3.5 / 6	$410 - $570 Per Night $2730 - $3780 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 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 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 Ashe Splashe Key West 30 DAY MINIMUM RENTAL From the owners of South of Frances here is another beautiful restoration of a... Details \| Contact Manager	Home	3 / 3 / 6	Contact Owner Directly For Rates
More Photos Bahama House Key West Bahama House - Location, Location, Location! Brand new and totally gorgeous, this spacious house is... Details \| Contact Manager	Home	3 / 4 / 8	$625 - $1297 Per Night $3750 - $8374 Per Week
More Photos Beach Club #108 Key West Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes coo... Details \| Contact Manager	Condo	3 / 2 / 6	$350 - $440 Per Night $2390 - $2940 Per Week
More Photos Finn Key Key West FINN KEY: A beautiful 2 bedroom 1 bath downstairs condominium located in the Shipyard section of... Details \| Contact Manager	Condo	2 / 1 / 4	$1100 - $2538 Per Week
More Photos Bloom'n Paradise Key West BLOOM'N PARADISE - Relax in luxury in this beautiful Truman Annex private home. This property featur... Details \| Contact Manager	Home	4 / 4 / 8	$5500 - $11375 Per Week
More Photos A Place in Paradise Key West A PLACE IN PARADISE - You will experience true Key West living when you stay in this delightful 2 ... Details \| Contact Manager	Condo	2 / 3 / 6	$1500 - $2900 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 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 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 Beach House Condo Key West BEACH HOUSE CONDO: A beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Co... Details \| Contact Manager	Condo	2 / 2 / 4	$1300 - $2791 Per Week
More Photos Parrot Perch Key West PARROT PERCH -- Located in the gated Shipyard Community in prestigious Truman Annex, this home is in... Details \| Contact Manager	Condo	2 / 2 / 5	$1100 - $2538 Per Week
More Photos Villa Paradiso Key West This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Medit... Details \| Contact Manager	Home	3 / 3 / 6	$380 - $540 Per Night $2450 - $3570 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 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 Angela Cottage Key West 30 DAY MINIMUM RENTAL ANGELA COTTAGE This cute cottage just off of Frances Street is a great hid... Details \| Contact Manager	Home	2 / 2 / 4	Contact Owner Directly For Rates
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