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Middle Keys, Florida Vacation Rentals & Homes

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Key West Oasis 2 block walk to Duval Street Key West, Florida Vacation Rentals
From USD $
195
per Night

Key West Oasis 2 block walk to Duval Street

4.7mi away
Key West, Florida Vacation Rentals

Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
Our hidden oasis is just a short 2 block walk to Duval street and all the action Key West has to offer. Fully equipped with everything you need to just RELAX. The Blender is waiting for your margari...

Key West, Rental by Owner in Truman Annex Key West, Florida Vacation Rentals
Contact For Rates & Specials!

Key West, Rental by Owner in Truman Annex

5.9mi away
Key West, Florida Vacation Rentals

Emma House can be rented in 2 ways. Emma House by itself is a 3 bedroom & 2.5 bath unit or Emma House with the Cottage creates a 4 bedroom and 3.5 bath retreat. It is deluxe unit with Tropical Keys Style with lush gardens and a very private pool.

Key West Hideaways Key West, Florida Vacation Rentals
From USD $
188
per Night

Key West Hideaways

6.1mi away
Key West, Florida Vacation Rentals

Bedrooms: 2  Sleeps: 6  Bathrooms: 2  
Experience the uniqueness of Key West by staying at one of Key West Hideaway’s one-of-a-kind vacation rentals. When you’re ready to escape the hustle and bustle of the “real world” why not enj...

Lone Palm Old Town Key West Vacation Home Rental Key West, Florida Vacation Rentals
From USD $
2,500
per Week

Lone Palm Old Town Key West Vacation Home Rental

6.5mi away
Key West, Florida Vacation Rentals

Welcome to Paradise! Modern 2 bed 2 bath vacation home rental accommodations with a tropical flare. A block off Duval in Windward Park. 50 ft pool/BBQ/ hot tub. Walking distance to all the attractions and nightlife of Old Town. Loaded with amenities

Rose Lane Villas Key West, Florida Vacation Rentals
From USD $
249
per Night

Rose Lane Villas

6.6mi away
Key West, Florida Vacation Rentals

Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
Rose Lane Villas is located in the heart of Old Town Key West, only half a block from Duval Street. These 1, 2 and 3 bedroom villas feature fully equipped kitchens, living rooms, complimentary parking...

Key West Vacation Rental near Duval Street Key West, Florida Vacation Rentals
From USD $
188
per Night

Key West Vacation Rental near Duval Street

6.8mi away
Key West, Florida Vacation Rentals

Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
A one bedroom, one bath home with pool only 2 blocks from Duval!...

Affordable Ocean front Cottages Cudjoe Key, Florida Vacation Rentals
From USD $
800
per Week

Affordable Ocean front Cottages

14.9mi away
Cudjoe Key, Florida Vacation Rentals

Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
Private ocean front cottages. Three one bedroom and one two bedroom. Dock, seawall, kayaks and large fresh water pool. Close to Key West but quite and peaceful. A home away from home....

Seabird Key, Private Island,  Sandy beach & boat Marathon, Florida Vacation Rentals
From USD $
900
per Night

Seabird Key, Private Island, Sandy beach & boat

43.8mi away
Marathon, Florida Vacation Rentals

Bedrooms: 3  Sleeps: 8  Bathrooms: 3  
10-acre Private Island Home with sandy beach and beautiful botanical gardens, jungle trails,reefs & avian wildlife. 19' Boston Whaler included for transportation to and from the mainland (5 minutes a...

Royal Plum Club Marathon, Florida Vacation Rentals
From USD $
1,000
per Week

Royal Plum Club

46.2mi away
Marathon, Florida Vacation Rentals

Bedrooms: 2  Sleeps: 6  Bathrooms: 2  
Vacation Rentals - 1, 2 & 3 Bedroom Condos on the Atlantic Ocean. Condos are privately owned and fully furnished. Large, heated pool, tennis court and tropical gardens situated on a sandy beach. Wee...

Village at Hawks Cay Villas by KeysCaribbean Duck Key, Florida Vacation Rentals
From USD $
139
per Night

Village at Hawks Cay Villas by KeysCaribbean

52.4mi away
Duck Key, Florida Vacation Rentals

Bedrooms: 2  Sleeps: 6  Bathrooms: 2  
Stay at Hawks Cay with Huge Savings in the heart of the Florida Keys, the Village at Hawks Cay Villas offers an authentic island vacation, for romantic getaways, family reunions, destination weddings,...

Romantic Private Island Home - weekly rental Marathon, Florida Vacation Rentals
From USD $
3,295
per Week

Romantic Private Island Home - weekly rental

55.9mi away
Marathon, Florida Vacation Rentals

Bedrooms: 2  Sleeps: 4  Bathrooms: 2  
Welcome to your very own private tropical island only a few minutes from shore! Our 2 bedroom, 2 bath, private tropical island home is located in the tropical turquoise waters of the Gulf of Mexico o...

Marco  island, 1 bedroom condoMarco Island, Florida Vacation Rentals
From USD $
595
per Week

Marco island, 1 bedroom condo

92.0mi away
Marco Island, Florida Vacation Rentals

Bedrooms: 1  Sleeps: 2  Bathrooms: 2  
Newly renovated condo with water view, boat docks, 2 pools, tennis courts, tiki bar/resturant on property. Walk to shopping, eating and drinking establishments....

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Middle Keys, Florida Cabins, Cottages & Condo Rentals

Find a Middle Keys, Florida vacation rental home for your vacation. Stay at one of our rustic Middle Keys, Florida cabins, cozy cottages, or authentic condos. We have everything from large rental homes to small villas. Rent for a weekend, week, month, or entire season! Vacation rentals are great accommodations for families and large groups. Enjoy the convenience of a full kitchen and save money by eating in. Living like the locals at a vacation rental assures you an authentic travel experience. Browse our Middle Keys, Florida vacation rentals and plan your vacation today!


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