Key West Vacation Rentals

Rentals in category: Pool

amenity: Pool
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2 Bedrooms
1½ Baths
Sleeps 5
Type of property: Townhouse
Area: Old Town

BAHAMIAN REED: 2 bedroom 1.5 bathroom townhome located in Truman Annex in Old Town Key West. Conveniently located near all the reasons you came to Key West:  sunset celebration, beach, bars, restaurants, galleries, theater.  This will be the place you'll return to again and again.


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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 with plenty of windows, balconies and Fench doors open to allow sunshine and seaside breezes to flow openly.


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3 Bedrooms
2 Baths
Sleeps 8
Type of property: Home
Area: Mid Town

FLAGLER STATION (monthly rental): This one just arrived and it is a true gem! Flagler Station was just remodeled, refurbished and re-furnished. High speed WIFI and state-of-the-art electronics, top-of the-line gourmet kitchen and luxury linens make this home the one you'll return to year after year.


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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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2 Bedrooms
2 Baths
Sleeps 6
Type of property: Condo
Area: Ocean Side

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
2½ Baths
Sleeps 4
Type of property: Home
Area: Old Town

ARTIST GARDEN:  A bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admirals Lane neighborhood of Truman Annex, a gated community within Old Town Key West. This property is in the ideal location, in walking distance to all Old Town has to offer, including the beautiful beach at Fort Zachary Taylor State Park.


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

NAUTICAL DREAMS (monthly rental): Here's the perfect spot for whatever you desire, parties or peace & quiet. This 2 bedroom 2 bath home, in a small compound of 8 cottages, opens from each bedroom and the living room onto a grand private deck with ample space for entertaining or relaxing with a book. Walking through this well-established local neighborhood is an added bonus.


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

CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this home offers the finest accommodations for you and your family. Open and airy, with private balconies, a grand 52" flat screen TV in the living room and well-equipped kitchen. A short walk to the community pool and a short drive to favorite local watering holes.


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

CONCH WIND:   Conch Wind is the property you have been hunting for! This Conch-style townhome located in Old Town Key West is nestled in a quiet, secured compound, featuring 1 bedroom with bath ensuite on the first floor and the Master bedroom with bath ensuite upstairs. A porch and second floor balcony overlook the 50 foot pool, offering lots of room for rest and relaxation.


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

PRESIDENT'S WALK: It wasn't that long ago that President Truman took casual walks in this same location; now it's your turn. President's Walk exudes luxury


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

CASA ON CASA--  So simple yet elegant, intimate yet spacious, "Casa on Casa"; offers a unique Key West experience that will linger in your memory for years to come. Located in the exclusive Casa Marina neighborhood, it is separated from the beach by a park with a fitness circuit, dog park, playground, tennis courts and pickleball courts. The historic Casa Marina hotel is at the other end of the block, and all of Old Town is a quick bike ride away.


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

EASY LIVIN': The name says it all! This lovely private 3 bedroom home with pool is located in a secluded cul-de-sac in Truman Annex, a gated community located in historic Old Town Key West. Lounge by the pool in peace and tranquility or take a short walk to Duval Street where you will find the restaurants, bars, and shopping you have heard so much about.


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

A BAREFOOT RETREAT:  Feel right at home as soon as you enter.  Everything you want to make your Key West dreams come true.  Kick off your shoes and relax in this perfect little home away from home.


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

EMMA'S ESCAPE (monthly rental): Beautiful and spacious 2 bedroom 1 bath ground-level condo located in historic Old Town's Bahama Village neighborhood. Emma’s Escape is one of four condos that share the large landscaped backyard, complete with jacuzzi, pool and tiki hut. Live like a local and you will know why we call it Paradise.


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2 Bedrooms
2½ Baths
Sleeps 4
Type of property: Townhouse

THE GALLERY - This is a very unique home where the original owner has kept this little treasure all to herself and now wants to share it with you!  An accomplished artist, the home is filled with her original artwork of favorite things in Key West.  Excellent location in Key West Golf Club with the community pool just outside the back steps with easy access to the clubhouse and library.


 

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