Key West Vacation Rentals

WiFi Access | Luxury Key West Vacation Rentals

Today's vacation rentals are becoming more and more like hotels, with a variety of amenities now available in each property to help mirror a private, luxurious hotel experience. The more amenities a property has, the better the experience for the traveler.  The majority of our vacation rentals have WIFI available and is listed under Amenities.  If WIFI is an important component necessary for a successful vacation, a quick call to Reservations can ensure you have chosen a home with WIFI access.

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2 Bedrooms
2½ Baths
Sleeps 4
Type of property: Townhouse
Area: Stock Island

KOKOMO (monthly rental): Everybody knows a little place like Kokomo. Now if you want to go and get away from it all go down to Kokomo. Tropical drinks melting in your hand, we'll be falling in love to the rhythm of a steel drum band down in Kokomo.  Located in the exclusive Key West Golf Club Community you will enjoy a beautifully manicured landscaped grounds, a fabulous pool with waterfall and access to the fitness facility.


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1 Bedroom
1 Bath
Sleeps 4
Type of property: Condo
Area: Old Town

PARADISE PLACE: This ground-level 1 bedroom 1 bath condominium located in the Palm Gardens community is in the heart of the Art district and just 6 blocks from Duval Street and the Historic Seaport. Soak up the sun in the relaxing swim spa or bike down to Duval Street to be a part of the action. You can have it all!


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2 Bedrooms
1 Bath
Sleeps 4
Type of property: Condo
Area: Old Town

SIESTA BAY: Beautiful 2 bedroom 1 bath 2nd floor condo in Truman Annex, just steps away from the shared pool and a short walk to Fort Zachary Taylor State Park. Anything you want to do on our island paradise is within a few blocks. Enjoy quiet solitude in this home in between visits to chaotic Duval Street, then do it again and again.


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2 Bedrooms
1½ Baths
Sleeps 6
Type of property: Townhouse
Area: Stock Island

BOGEY'S RETREAT (monthly rental): Welcome to Bogey's Retreat, your home away from home in Key West. This lovely townhome is located in the exclusive Golf Course community, and allows you to enjoy everything Key West has to offer in a relaxing environment.  New to the rental market and updated from top to bottom with supreme comfort in mind.  


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2 Bedrooms
3 Baths
Sleeps 6
Type of property: Townhouse
Area: Stock Island

CORAL SUITE: If you're looking for a home away from home that will leave you with money in your pocket, Coral Suite is the place for you. This 2 bedroom 2.5 bath townhome in the gated community of Coral Hammock has all the comforts including flatscreen TVs, washer/dryer, private parking, and convenient to some of our local favorite restaurants, beach and airport.


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2 Bedrooms
2½ Baths
Sleeps 6
Type of property: Townhouse
Area: Old Town

SPA ON DUVAL: A tropical 2-story, 2 bedroom 2.5bath townhome located in the rooftop community of Duval Square where you only have to walk downstairs to great restaurants, specialty shops and the action of Duval Street. Catch the rays on the pool deck or soothe tired muscles in the private jacuzzi on your own deck. Spa On Duval is truly a Key West experience to enjoy.


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5 Bedrooms
5½ Baths
Sleeps 12
Type of property: Home
Area: Old Town

CASA GRANDE: You hear all the time about grand homes tucked away in little private corners of Key West; this is one of them. Located on a quaint lane just steps from Duval Street, you'll spend most of your time in the magnificent pool in your private backyard. Duval Street, pool and sunshine - a perfect recipe for Key West living.


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2 Bedrooms
1 Bath
Sleeps 3
Type of property: Cottage
Area: Old Town

William's Loft (Monthly Rental)
Located in Old Town in a small, quiet compound of cottages sits William's Loft in one of Key West's most desirable neighborhoods. A secluded compound surrounded by lush tropical foliage make this the idyllic escape. The cottage is exactly as you envision in Key West with distressed wood floors and Dade County Pine plus all the modern amenities of home.


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4 Bedrooms
4 Baths
Sleeps 8
Type of property: Home
Area: Old Town

BLOOM'N PARADISE: Relax in luxury in this beautiful Truman Annex private home with pool and sun deck. 3 bedrooms and 3 bathrooms in the main house plus a pool house with 1 bedroom 1 bath offers room for friends and family to enjoy peace and solitude while at home, with the chaotic nightlife of downtown Key West just 2 blocks away.


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2 Bedrooms
2 Baths
Sleeps 4
Type of property: Condo
Area: Old Town

BEACH HOUSE CONDO:   A beautiful 2 bedroom 2 bath Shipyard condominium, located in the prestigious Truman Annex community. This gated community in Old Town Key West is ideal -- only 2 blocks from bars, restaurants and shopping on famous Duval Street and walking distance to all of the attractions you came here to see.


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Studio
1 Bath
Sleeps 2
Type of property: Cottage
Area: Old Town

OSPREY: This quaint cottage is located in The Colony Suites, a charming and secluded Key West style compound nestled in the heart of historic Old Town Key West, just 2 blocks from Duval Street. Compact and well-appointed, it is perfect for two people who want to relax, swim and walk around Duval Street, day after day.


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2 Bedrooms
2 Baths
Sleeps 6
Type of property: Condo
Area: Smathers Beach

PAPAYA PLACE: This spacious 2 bedroom 2 bath condominium at 1800 Atlantic offers a wonderful relaxing view of the nature preserve next door and the ocean beyond. Well-equipped with all the modern conveniences. Enjoy the peace and quiet of the tucked away balconies, far from the reaches of the world, allowing you to be lost in the tropical breezes.


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2 Bedrooms
2 Baths
Sleeps 4
Type of property: Townhouse
Area: Old Town

ISLAND WIND: Welcome to a tropical sun-drenched oasis in the heart of Old Town. This charming 2 bedroom 2 bath Bahamian-style townhome, with tin roof and white spindled decks reminiscent of Old Key West, is located in award-winning Windward Park, a gated and secure compound. Soothe your weary muscles in your private jacuzzi after taking in the sights all day.


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2 Bedrooms
2½ Baths
Sleeps 4
Type of property: Townhouse
Area: Old Town

Breezy Bungalow - Weekly Rental When a name says it all you know you know you have made the perfect choice for your Key West island escape. Bright and colorful


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2 Bedrooms
1½ Baths
Sleeps 4
Type of property: Townhouse
Area: Stock Island

CORAL BREEZE (monthly rental): Imagine yourself living with the vibrant golf course greens in your backyard and cool tropical breezes wafting your way. Coral  Breeze has that and more.  Beautiful townhome with all the modern conveniences located in the exclusive gated Key West Golf Club where you can relax in the serene golf course surroundings or take a quick trip into Old Town Key West for all it has to offer.


 

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