Key West Vacation Rentals

Key West Florida Vacation Rentals with Pool Amenities

Key West Florida vacation rentals have all the comforts of home including plush beach towels that are ready for some fun in the sun. Beach towels can be bulky and take up a lot of room when packing for a vacation. These rentals have a stocked and ready supply of beach towels so you can pack lighter and have a great towel to lie on or dry off with at one of the many area beaches or the private pool at your vacation rental.  There are plenty of beach towels to go around for all guests in the house.
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2 Bedrooms
2 Baths
Sleeps 6
Type of property: Condo
Area: Ocean Side

4 PALMS: 2 bedroom 2 bath condominium with sleeper sofa offers your family the peace and tranquility you want while home, within minutes of the hectic lifestyle of downtown. Condo complex offer jacuzzi, pool, BBQ and tennis courts for your vacation pleasure. Located next to Smathers Beach where you can walk to promenade on the Atlantic Ocean witnessing magnificent sunrise.


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

SHIPYARD TREASURE: 2 bedroom 1 bath upstairs condo centrally located to all the sights and attractions of Old Town Key West including the beach at Fort Zachary Taylor State Park. Enjoy a cocktail on your balcony while watching the people stroll by and let the tropical breezes refresh your senses. ASK ABOUT OUR SPECIAL MONTHLY RATES DURING SUMMER MONTHS.


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3 Bedrooms
3 Baths
Sleeps 6
Type of property: Private Home
Area: Old Town

CONCH CORNER: Here's a little gem in a long-established local residential neighborhood just across from the Key West historic cemetery (quiet neighbors).


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

KEY LIME PIE (monthly rental): A little slice of paradise located one block from the Historic Seaport on a tiny lane. Close enough to bike to all the sights and attractions of Old Town; far enough away to forget you are staying right in the middle of the action. 2 bedrooms 2 baths with private swim spa, this home will give you a reason to say, Ahhh...


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

VERANDAH (monthly rental): Tucked away on Frances Street lies your island escape called Verandah, named for the lanai surrounded by Bahama shutters allowing tropical breezes to waft through. A stunning 2 bedroom 2 bath home with private pool in a quiet residential neighborhood with plenty of space for your family to stay and play!


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5 Bedrooms
5½ Baths
Sleeps 12
Type of property: Private 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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3 Bedrooms
2 Baths
Sleeps 6
Type of property: Cottage
Area: Old Town

BOWE CONCH HOUSE: The Bowe Conch House has evolved within the Thomas family, Conchs, born and raised in Key West, for more than 4 generations.  Ethel Bowe-Thomas purchased the house in the 1930's, raised her family there, planted the massive poinciana tree that offers shade in the backyard, and now her family wants to share it with you.  A unique opportunity to experience life in Key West through the eyes of a Conch.


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4 Bedrooms
4 Baths
Sleeps 8
Type of property: Private 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 6
Type of property: Cottage
Area: Old Town

KEY WEST GINGER HOUSE: An absolute jewel a few doors from Duval Street, this single family home is named for the breathtaking ginger plants blooming in our tropical paradise. Featuring 2 bedrooms and 2 full baths with a private jacuzzi in the garden. Soothe your muscles after a full day of partying downtown.


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

TROPICAL DREAMING: This tropical 2-bedroom home with sleeper sofa offers all the comforts of home. There are classic art features, hardwood floors, tall ceilings, and a true Key West feel. Sip a con leche on the back deck in the morning, swim and sun in the afternoon in your private pool, then head 1 block to Duval Street for the eclectic nightlife. It does not get better than this!


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1 Bedroom
1½ Baths
Sleeps 4
Type of property: Cottage
Area: Old Town

TRANQUILITY: This charming split level cottage offers 1 bedroom 1 full bath upstairs with sleeper sofa and half-bath downstairs. Cozy furnishings, soothing colors and modern conveniences make this the perfect spot for your visit to Key West. Stay in the heart of Old Town and walk to all there is to see on our island Paradise.


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6 Bedrooms
5½ Baths
Sleeps 14
Type of property: Private Home
Area: Old Town

DUVAL COMPOUND: Perfect location! In the heart of historic Old Town Key West just steps from restaurants, bars, theatres and shops, this sprawling 6 bedroom, 5 full bathroom, 2 half bath compound has two private swimming pools, endless porches, terraces and a huge, fabulous roof deck that overlooks the action on Duval Street.


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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
2½ Baths
Sleeps 6
Type of property: Condo
Area: Mid Town

Sunshine On The Rocks (Monthly Rental) 
A true island getaway! This stunning townhome has spectacular waterfront views of the bay, travel down to Key West by boat or bring it along because this is one of the only places on the island with open water boat dockage. Sunshine On The Rocks is the hideaway you are looking for when tropical breezes call your name and turquoise waters is where you are heading.


 

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