Key West, Florida

Florida Vacation Rentals

 
A playground for all ages, Florida's world-famous beaches, championship golf courses, spectacular watersports and epic theme parks beckon. Whether you're looking for urban luxury or a quiet retreat, Florida vacation rentals offer the perfect setting for an idyllic vacation.
  • Naples Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

    Experience refined luxury at this beachfront hotel and golf resort where spacious accommodations, a full service spa, and multiple dining options create a memorable stay.

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  • Captiva Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This resort was originally a key lime plantation 100 years ago, this hotel offers spacious guest rooms, suites, and villas to make yourself feel at home amid a 330-acre wildlife preserve.

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  • Sanibel Our 3-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort.

    This soothing retreat offers the ease and comfort of home, with a tranquil beachfront location.

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  • Ft. Myers Beach, Florida Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    Situated on a sugar-white beach overlooking the Gulf of Mexico, this resort is the ideal choice for guests seeking adventure, relaxation and fun.

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  • Ft Myers, Florida Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    Renew in relaxed elegance at this waterfront hotel in Cape Coral where condo-style rooms and suites offer Florida waterfront views from private balconies and fully equipped kitchens.

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  • Bonita Springs, Florida Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This eco-friendly resort is set on 26 acres overlooking breathtaking Estero Bay Aquatic Preserve.

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  • Marco Island, Florida Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This boutique resort, ideally located near golf and recreation, offers one- and two-bedroom suites with expansive views.

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  • Clearwater Beach Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    Just steps from the Gulf and Pier 60, this hotel offers the comforts of home in 287 over-sized rooms including 256 suites with amenities such as full kitchens, walk out balconies, and sleeper sofas.

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  • Ft. Myers Beach, Florida Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    Located on a gleaming stretch of white sand, this resort promises upscale pleasures in a breathtaking setting.

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  • Clearwater Beach Our 3-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort.

    Relax in home-inspired studios and suites with stunning views of Clearwater Bay, conveniently located across the street from Clearwater Beach.

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Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]