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| AN ELEGANT RETREAT WITH LOVELY FURNISHINGS! - Welcome to Windwardside, an elegant retreat with lovely furnishings, a beautiful view and lush tropical gardens. This traditional West Indian style home consists of multiple buildings with a large central courtyard. The mainhou......
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| Type: Cottage
| Bedrooms: 4 |
Starting At: $2,499.00/Week |
| DELIGHTFUL BEACH FRONT COTTAGE - One of the few remaining beach front cottages, this delightful home has 3 bedrooms, 2 with queen size beds and 2 twin beds and 2 bathrooms, one has a shower and one has a tub/shower combination. Recently restored with granite countertops, t......
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| Type: Cottage
| Bedrooms: 1 |
Starting At: $650.00/Week |
| PICTURESQUE BEACHSIDE COTTAGES - Quaint individual cottages sitting on Indian Rocks Beach, just steps to the ocean. Recently renovated & furnished, each with individual flair. They are fully equipped other than dishwasher/laundry facilities (wash/fold service nearby). This......
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| Type: Guest House
| Bedrooms: 5 |
Starting At: $99.00/Day |
| BEAUTIFUL TROPICAL OCEANVIEW VILLA - This beautiful tropical 2 unit oceanview villa overlooks the point where the Atlantic meets the Caribbean. From our spacious balconies, you can watch whales jumping, and spectacular sunsets. This comfortable property was recently upgrad......
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| Type: Cottage
| Bedrooms: 3 |
Starting At: $3,600.00/Week |
| QUIET GARDEN HOME CLOSE TO THE BEACHES - This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three bedrooms and three baths. The open living/kitchen area is decorated with rich tones with tropical accent......
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| Type: Cottage
| Bedrooms: 1 |
Starting At: $2,100.00/Week |
| THE CLASSIC CARIBBEAN STYLE OF THIS HOME! - Astral Ridge is a rare find. To be able to enjoy this sublime view from sunrise to moonrise, from such an elegantly beautiful home is transporting. The classic Caribbean style of this home is enhanced by beautiful tropical garden......
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| Type: Cottage
| Bedrooms: 2 |
Starting At: $695.00/Week |
| CLEARWATER BEACH WEEKLY RENTAL WITH 2 HEATED POOLS - Our vacation home is part of a family friendly 7 Condo Resort located on the quiet Cyprus Avenue behind the Chapel by the Sea Church, on Clearwater Beach Island. These beautiful homes are landscaped together in a tropica......
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| Type: Cottage
| Bedrooms: 2 |
Starting At: $1,260.00/Week |
| - Tucked away a 1/2 mile south of Hope Town, this cozy, new, two bed/one bath Loyalist-style cottage really does have 'all you need'! Open beamed ceilings with a loft bedroom overlooking the living area. The master bedroom and bath are just off the living room. There's a ......
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| Type: Cottage
| Bedrooms: 1 |
Starting At: $140.00/Day |
| A COZY ISLAND GETAWAY - The perfect island getaway only steps from the ocean and away from the noise and traffic of town. Many amenities including private pier for soaking up the Caribbean sun and snorkeling. Find out more!......
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| Type: Cottage
| Bedrooms: 1 |
Starting At: $1,435.00/Week |
| BEAUTIFUL OCEAN VIEW, TROPICAL GARDENS, SPA - Offering romantic, charming, private villa and cottage vacation rentals, each with hot tub. Lovely Caribbean accommodations for secluded holidays, honeymoons and destination weddings. Beautiful ocean view, tropical gardens, spa......
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