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Office Location:
Key West, FL, USA

Total Properties: 29

Reviews:
For all 29 properties:
 
  485 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 29
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1 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Casa Atlantica: A one BR condo on the Atlantic shore of Key West Located just steps from the White Street Pier and Higgs Beach, Casa Atlantica tru... Learn More
Rates
$170 - $260 night
$1120 - $1820 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Condo in Key West - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Casa Atlantica: A studio condo on the Atlantic shore of Key West Located just steps from the White Street Pier and Higgs Beach, Casa Atlantica tru... Learn More
Rates
$160 - $240 night
$1050 - $1750 week


Non Smoking   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: Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E) La Brisa beach condominiums offer a Florida charm that is relaxing, e... Learn More
Rates
$200 - $330 night
$1330 - $2590 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Condo in Key West
Condo: 4 Bedroom, 5 Bathroom, Sleeps 10
Location: Key West, Florida, United States
Description: Duval Square Penthouse: A large, beautiful condo steps from the action Beautiful four bedroom penthouse condo steps from the action has been recen... Learn More
Rates
$440 - $670 night
$2940 - $5040 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Key West
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: In the heart of Old Town, convenient to everything, this condo is set above a brick and tree lined courtyard that includes shops and restaurants. T... Learn More
Rates
$310 - $430 night
$2030 - $3430 week


Non Smoking


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Duval Square Retreat: A beautiful condo steps from the action Duval Square - The Retreat. In the heart of Old Town, Duval Square is located at the... Learn More
Rates
$250 - $350 night
$1680 - $3010 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Beach Club #104 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Cl... Learn More
Rates
$290 - $420 night
$1890 - $3500 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on t... Learn More
Rates
$290 - $420 night
$1890 - $3500 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Vista Fresco : Oceanside condominiums with resort-style amenities Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in... Learn More
Rates
$240 - $370 night
$1560 - $2800 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Enjoy soothing ocean breezes at Tropical Tranquility (La Brisa #302E) La Brisa beach condominiums offer a Florida charm that is relaxing, easy and... Learn More
Rates
$170 - $240 night
$1120 - $2240 week


Non Smoking


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2 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Beach Club #103 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Cl... Learn More
Rates
$290 - $420 night
$1890 - $3500 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on t... Learn More
Rates
$290 - $420 night
$1890 - $3500 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
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 - $350 night
$1470 - $3010 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on t... Learn More
Rates
$290 - $420 night
$1890 - $3500 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on t... Learn More
Rates
$290 - $420 night
$1890 - $3500 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: President?s Walk is perfectly located in the Truman Annex. A quick stroll to Duval Street and minutes from Fort Zachary Taylor State Park and its b... Learn More
Rates
$1680 - $2590 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Cottage in Key West
Cottage: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming one bedroom cottage. The quiet compound... Learn More
Rates
$220 - $320 night
$1470 - $2380 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Cottage in Key West
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with t... Learn More
Rates
$260 - $370 night
$1680 - $2940 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Cottage in Key West
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with t... Learn More
Rates
$260 - $370 night
$1680 - $2940 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Southard Street Queen Conch - A Historic compound with large sunny pool On a lovely tree-lined residential street in the heart of the historic Old... Learn More
Rates
$730 - $1030 night
$4900 - $7700 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Villa Tropicale: A lush, secluded estate in the Casa Marina District Tropical seclusion best describes this oasis in the Casa Marina District. Ent... Learn More
Rates
$750 - $1100 night
$4970 - $8540 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is loca... Learn More
Rates
$290 - $420 night
$1890 - $3220 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with t... Learn More
Rates
$450 - $660 night
$3010 - $5460 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Tucked away near the Southernmost Point, Louisa's Hideaway is it! Tucked away near the upper end of Duval Street you'll find this stylish, newly r... Learn More
Rates
$550 - $780 night
$3640 - $6300 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Thoughtfully restored, Havana Lane, hearkens back to a time when cigar makers lived in the neighborhood, gathering on porch stoops to pass on the l... Learn More
Rates
$320 - $430 night
$2030 - $3500 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry





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