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A Collection of Independent Hotels & Experiences
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Learn More About Endless Summer Florida & Caribbean

Endless Summer
Florida & Caribbean

Endless Summer Florida & Caribbean

Sun, sand, and sea - Florida and the Caribbean are destinations like no other. Tropical retreats, family-friendly beaches, or sizzling nightlife? Whatever you prefer, we've got you covered.

Offers vary by participating hotel. Subject to availability and black out dates may apply.

Participating Hotels

Showing 16 of 47 Destinations

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  • rates from USD
    514*
    LVX
    Shoal Bay Village, Anguilla
    rates from USD
    514
    X

    Zemi Beach House Resort & Spa is a sprawling resort situated on the tiny Caribbean island of Anguilla with luxury accommodations offering modern amenities, a serene spa, and ocean views.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    399*
    Lifestyle
    George Town - Exuma, Bahamas
    rates from USD
    399
    X

    Situated in the majestic Emerald Bay of Exuma, Grand Isle Resort & Spa presents an ideal Caribbean vacation complete with a private beach, villa accommodations, and ocean views in the Bahamas.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    340*
    LVX
    Gregory Town, Bahamas
    rates from USD
    340
    X

    The Cove, Eleuthera promises 60 dignified guestrooms, suites, and villas, as well as two on-site restaurants, a relaxing pool, and much more on the island of Eleuthera within The Bahamas.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    700*
    LVX
    Harbour Island, Bahamas
    rates from USD
    700
    X

    Pink Sands Resort is a luxury boutique hotel in the Bahamas, located on the exclusive and beautiful Harbor Island.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    318*
    LVX
    Ambergris Caye, Belize
    rates from USD
    318
    X

    Las Terrazas Resort is a luxury Belize boutique hotel, located in Ambergris Caye and offering a laid-back and exotic vacation.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    535*
    LVX
    Sandys, Bermuda
    rates from USD
    535
    X

    Cambridge Beaches Resort & Spa is a luxury Bermuda resort offering opulence and relaxation in the beautiful Caribbean.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    273*
    Preferred Residences
    Montego Bay, Jamaica
    rates from USD
    273
    X

    Jamaica's Half Moon in Montego Bay is the jewel of the Caribbean, and a top destination for vacationers seeking a sublime resort experience.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    438*
    Legend
    Rivas, Nicaragua
    rates from USD
    438
    X

    The luxury Mukul BEACH, GOLF & SPA offers a resort experience with golf course, pool, and more in Rivas, Nicaragua  with 37 guest suites and villas.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    124*
    Connect
    Añasco, Puerto Rico
    rates from USD
    124
    X

    Rincon Beach Resort is a luxury Caguabo hotel, featuring breathtaking panoramic views and relaxing beachside accommodations.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    130*
    Lifestyle
    San Juan, Puerto Rico
    rates from USD
    130
    X

    Verdanza Hotel, San Juan is a luxury San Juan hotel close to nightlife and minutes from the beach on this Caribbean island.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    348*
    Legend
    Basseterre, Saint Kitts and Nevis
    rates from USD
    348
    X

    Belle Mont Farm is a luxury, eco-friendly resort in St. Kitts that offers secluded guesthouses, relaxing setting, and organic produce from the on-site farms.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    225*
    Lifestyle
    Newcastle, Saint Kitts and Nevis
    rates from USD
    225
    X

    Discover the sensation of a secluded island by staying at The Mount Nevis Hotel in Newcastle. Step into a transformative experience where palm trees are caressed by gentle breezes and white sands beckon.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    300*
    Lifestyle
    Castries, Saint Lucia
    rates from USD
    300
    X

    The Landings St. Lucia is the perfect Caribbean getaway with 80 villa-suite accommodations, two restaurants, on-site spa, and miles of private beaches on Rodney Bay in St. Lucia.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    349*
    LVX
    gros islet, Saint Lucia
    rates from USD
    349
    X

    Cap Maison Resort & Spa is a luxury Saint Lucia resort and boutique hotel set on a 1,500 acre plantation in the Caribbean.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    415*
    LVX
    Pointe Milou, St Barthelemy
    rates from USD
    415
    X

    Hotel Christopher is a luxury boutique hotel in St. Bart's, offering exclusivity, favorable island weather, and great service.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

  • rates from USD
    348*
    Lifestyle
    Providenciales, Turks and Caicos Islands
    rates from USD
    348
    X

    West Bay Club is a beachfront resort on Providenciales, Turks and Caicos's most populated island, surrounded by gorgeous natural scenery.

    iPrefer members get free Internet, a room upgrade, and priority early check-in/late check-out with every stay*.

    *Based on availability at check-in.

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* Actual rate may vary based on date, room type, and availability. Enter dates to determine more accurate rates for your search.
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