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.
  • Boca Raton 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.

    World-class golf, gourmet dining, and awe-inspiring ocean views on the south Florida coast await at The Boca Raton.

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  • Cocoa Beach, FL 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 oceanfront hotel near Port Canaveral offers direct beach access and features rooms and suites overflowing with amenities.

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  • Cape Canaveral, FL 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.

    Offering the exciting vacation kids love and the tranquil getaway parents need, this resort features splash zones, a four-story waterslide, a lazy river, a mini golf course and spacious studios and villas with fully equipped kitchens.

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  • Cape Canaveral, FL 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.

    Comfort, value and style come together at this all-suite hotel, conveniently situated just one mile from Port Canaveral and a 20-minute drive from the Kennedy Space Center.

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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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  • 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.

    Close to the Gulf of Mexico and Pier 60, this hotel offers the comforts of home in 287 oversized rooms, including 256 suites, with amenities such as full kitchens, walk-out balconies, and sleeper sofas.

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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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  • Islamorada 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.

    La Siesta Resort & Marina is a true Florida Keys hideaway on beautiful Islamorada. Its accommodations range from rooms and suites to oceanfront cottages and vacation homes.

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  • Bonita Springs, Florida Our 4.5-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. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

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

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