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Office Location:
Key West, FL, USA

Total Properties: 61

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  1092 reviews

Rent Key West Vacations

Key West and great memories go hand in hand, and Rent Key West Vacations helps you make more great memories than you ever imagined by offering the best vacation rentals in the Florida Keys. After all, the right home, condo or villa goes a long way towards making your experience as enjoyable as possible. Our team of professionals will work their hardest to ensure everything goes as planned with your rental and vacation.

Rent Key West Vacations has the experience and know-how to back up this promise. We're one of the oldest vacation rental companies in Key West. In 1996, Roberta Lowe and Dawn Thornburgh joined forces under the Rent Key West banner. Then, in 2000, Paul Hayes and Dean Carlson purchased the company and grew it to its current size. Both Dean and Paul have an amazing amount of knowledge about vacation rental property management, and in 2005 Paul served as President of the Florida Vacation Rental Managers Association.

The professional staff at Rent Key West Vacations gets to know each guest personally--we work as a family and friends organization. We find out what interest you and what you expect to get out of your vacation, then help you find the right activities, restaurants, shopping, excursions and more.

Key West is one of the most unique, enjoyable and popular vacation destinations in the world. There are land titles dating back to the time of Spanish rule, so the region is steeped in history. You'll also find the John Audubon House and Ernest Hemmingway's home. Many other famous, creative and influential people have called Key West home at one time or another, among them Thomas Edison, Lou Gehrig, Harry Truman and Tennessee Williams. Key West has long been a playground for the rich, famous, artists and writers.

Of course, there's plenty of modern-day action. Enjoy the spontaneous sunset celebrations on Mallory Dock, then revel in delectable sidewalk cafes, fun open-air bars, pubs, delicious restaurants, as well as plays and musicals in Key West's theaters.

Since it's Key West, there's an almost endless amount of other activities--shopping, watersports, golf and more.

When you book a Rent Key West Vacations property, rest assured that you'll have all of our passion, energy and years of experience working for you. Take a look at the properties available on Perfect Places, make your selection, book it, and then relax and get ready to have a truly memorable vacation.
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Listings 1 - 25 of 61
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1 bedroom Vacation Rental Condo in Key West
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true is... Learn More
Rates
$190 - $250 night
$1260 - $1680 week


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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 40... Learn More
Rates
$250 - $290 night
$1680 - $1960 week


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4 bedroom Vacation Rental Condo in Key West
Condo: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Beautiful four bedroom penthouse condo steps from the action has been recently upgraded. This four bedroom, 4.5 bath condo is in the heart of the ... Learn More
Rates
$410 - $590 night
$2730 - $3990 week


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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This is one of the most elegant and col... Learn More
Rates
$270 - $400 night
$1820 - $2730 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Key West
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical outdoor spaces.... Learn More
Rates
$200 - $260 night
$1330 - $1750 week


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's brick, tree lined courtyard that includes shops and... Learn More
Rates
$220 - $330 night
$1470 - $2240 week


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: In the heart of Old Town, with the beautiful community of private homes and condominium of Truman Annex, this Shipyard Condominium is great access ... Learn More
Rates
$1190 - $1820 week


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3 bedroom Vacation Rental Condo in Key West
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: In the heart of Old Town, convenient to everything. The condo is set above a brick, tree lined courtyard that includes shops and restaurants. This ... Learn More
Rates
$310 - $410 night
$2030 - $2730 week


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1 bedroom Vacation Rental Condo in Key West
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL A spacious ground floor one bedroom in a four unit condominium building in the Casa Marina District of Key West. A great apar... Learn More
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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL Unique oceanfront living sitting 65 feet from the Atlantic awaits you at the Key West Beach Club. Listen to the water as oce... Learn More
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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This 2 bedroom 2 bath unit features a hu... Learn More
Rates
$270 - $400 night
$1820 - $2730 week


High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This 2 bedroom 2 bath unit has a wonderf... Learn More
Rates
$270 - $400 night
$1820 - $2730 week


Non Smoking   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL Let "the breeze" of La Brisa cool you as you relax on your ocean view or natural water sanctuary view balcony. This resident... Learn More
Rates
Contact Owner
Directly For Rates


High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that flow around the pretty b... Learn More
Rates
$180 - $280 night
$1190 - $1820 week


High-Speed Internet


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3 bedroom Vacation Rental Condo in Key West
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that... Learn More
Rates
Contact Owner
Directly For Rates


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Unique oceanfront living sitting 65 feet from the Atlantic. Enjoy an ocean view as ocean breezes cool you. This spacious 2 bedroom unit features... Learn More
Rates
$270 - $400 night
$1820 - $2730 week


Non Smoking   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes tha... Learn More
Rates
Contact Owner
Directly For Rates


View Details Send Inquiry



1 bedroom Vacation Rental Condo in Key West
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical outdoor spaces.... Learn More
Rates
$190 - $250 night
$1260 - $1680 week


High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 40... Learn More
Rates
$230 - $290 night
$1540 - $1960 week


High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This 2 bedroom 2 bath unit has a wonderf... Learn More
Rates
$270 - $400 night
$1820 - $2730 week


Non Smoking   High-Speed Internet


View Details Send Inquiry



1 bedroom Vacation Rental Condo in Key West
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL A spacious one bedroom in a four condominium building in the Casa Marina District of Key West. The cool, classy decor and whi... Learn More
Rates
Contact Owner
Directly For Rates


High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that flow around the pretty ... Learn More
Rates
$200 - $290 night
$1330 - $1960 week


High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Let "the breeze" of La Brisa cool you as you relax on your ocean view balcony. This residential condominium complex is situated opposite the larg... Learn More
Rates
$200 - $290 night
$1330 - $1960 week


High-Speed Internet


View Details Send Inquiry



1 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that flow around the pretty b... Learn More
Rates
$170 - $240 night
$1120 - $1610 week


View Details Send Inquiry



3 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes tha... Learn More
Rates
Contact Owner
Directly For Rates


View Details Send Inquiry





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Please confirm the exact location with the property owner or manager.