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 Grande Beach Resort
    Naples Grande Beach Resort
    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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  • South Seas Island Resort
    South Seas Island Resort
    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 Inn
    Sanibel Inn
    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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  • Pink Shell Beach Resort & Marina
    Pink Shell Beach Resort & Marina
    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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  • The Westin Cape Coral Resort at Marina Village
    The Westin Cape Coral Resort at Marina Village
    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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  • Hyatt Regency Coconut Point
    Hyatt Regency Coconut Point
    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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  • Hyatt Regency Clearwater Beach Resort and Spa
    Hyatt Regency Clearwater Beach Resort and Spa
    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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  • Nobu Hotel Miami Beach
    Nobu Hotel Miami Beach
    Miami Beach, Florida 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.

    Named among the Top 5 Hotels in Miami Beach by the 2021 Travel + Leisure World’s Best Awards, Nobu Hotel at Eden Roc Miami Beach delivers the unique chemistry and perfect balance of luxury and lifestyle.

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  • Gull Wing Beach Resort
    Gull Wing Beach Resort
    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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  • Universal's Cabana Bay Beach Resort
    Universal's Cabana Bay Beach Resort
    Universal Studios, Orlando 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.

    Exclusive Theme Park Benefits. Relax and play in a setting inspired by classic Florida beach resorts from the 1950s and 60s, then unwind in vibrant, retro-styled rooms and suites.

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