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Key West & Florida Keys Vacation Rentals & Homes |
Choose from Private Vacation Homes for Rent, Villas, Cabins,
Condos, Cottages and other various types of Vacation Rentals.
Contact the property manager / rental agent / owner directly for rates and to find vacation homes that fits your travel requirements by selecting the View Details or Contact Owner link associated with each listing displayed below. |
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[1 to 46 Vacation Rentals Found]
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| THE PERFECT SPOT AND AFFORDABLE TOO! - Kelly’s Kottage is the tropical treat your group has been looking for! This luxury 3 bedroom, 3 bath cottage has over 2000 square feet of indoor/outdoor living space, upper and lower balcony pool views, is located across from the Key......
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| Type: Vacation Home
| Bedrooms: 3 |
Starting At: $6,800.00/Month |
| WONDERFUL OASIS TO RELAX AND REJUVENATE IN! - This home is a tropical hideaway in a quite Key West neighborhood, where you can relax and enjoy our fabulous climate and be pampered in a superbly appointed and decorated two bedroom two bath home, including a sitting room tha......
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| Type: Apartment
| Bedrooms: 2 |
Starting At: $800.00/Week |
| 10 MINUTES AWAY FROM THE GULF SIDE CUT - Triplex with a 2 bedroom rental downstairs and a 1 bedroom rental unit on the top level. The one bedroom is furnished the same as the lower apartment. Will give prices for the 1 bedroom upon request.
This is a quiet oceanside are......
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| Type: Vacation Home
| Bedrooms: 3 |
Starting At: $1,750.00/Week |
| FISHING & DIVING WITHOUT TOURIST PRESSURE. CANAL ALWAYS CRYSTAL CLEAR. - Marathon is 45 miles from Key West, 60 miles from Miami and 25 miles from Islamorda which has the famous TiKi Bar on the ocean, a great place for a night out. The public beach is 4 miles from the......
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| Type: Vacation Home
| Bedrooms: 1 |
Starting At: $1,100.00/Week |
| - Perfect for two, this cute studio cottage has it all. The location can't be beat! Located just one half block off Duval Street and right behind Curry Mansion, Ann Street is also close to the Historic Seaport District and Sunset Piers.
Ann Street Studio has recent......
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| Type: Cottage
| Bedrooms: 2 |
Starting At: $278.00/Day |
| TOTALLY PRIVATE OLD TOWN COTTAGE - Hidden from sight, among a colony of freestanding conch cottages, surrounded by lush tropical landscaping, you will find Hidden Treasure. Truly a treasure, it is the sister cottage of Island Style, owned by two sisters who share a passion......
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| Type: Villa
| Bedrooms: 7 |
Starting At: $40,000.00/Month |
| LOSE YOURSELF AT THE VILLA... - ...soothe your soul at the Villa. Villa Montelebre, a taste of southern Italy in the heart of Islamorada. From the marble and cork entry, to the 6 TV entertainment center, to the professional gourmet kitchen, to the palatial pool and spa, ......
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| Type: Vacation Home
| Bedrooms: 2 |
Starting At: $1,800.00/Week |
| JUST STEPS TO DUVAL ST FROM THIS GREAT PROPERTY - LEEWARD ISLE - Welcomes you to a tropical sun drenched oasis in the heart of Old Town. This charming Bahamian style townhome with tin roof and white spindled decks reminiscent of old Key West is located in the award winning......
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| Type: Vacation Home
| Bedrooms: 2 |
Starting At: $378.00/Day |
| FABULOUS OLD TOWN HOME WITH PRIVATE POOL - There was a time when hopping a plane to Havana was as common place as hopping a plane to Key West. Political boards have since changed the old way, but the culture, art, style and design of old Cuba is alive and thriving in the F......
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| Type: Vacation Home
| Bedrooms: 4 |
Starting At: $2,990.00/Week |
| BEAUTIFUL 4 BEDROOM 4 BATH OCEANFRONT HOME - Celebrate sunset or sunrise, splash in your private heated pool and hot tub, enjoy boating and fishing, kayak or snorkel in front of your beach home, or just relax and enjoy the beautiful beach view from your private veranda.
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