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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 48 Destinations

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  • rates from USD
    907*
    LVX
    Shoal Bay Village, Anguilla
    rates from USD
    907
    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
    945*
    Lifestyle
    George Town - Exuma, Bahamas
    rates from USD
    945
    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
    520*
    LVX
    Gregory Town, Bahamas
    rates from USD
    520
    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
    629*
    LVX
    Harbour Island, Bahamas
    rates from USD
    629
    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
    330*
    LVX
    Ambergris Caye, Belize
    rates from USD
    330
    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
    269*
    LVX
    Sandys, Bermuda
    rates from USD
    269
    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
    396*
    LVX
    Montego Bay, Jamaica
    rates from USD
    396
    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
    804*
    Legend
    Rivas, Nicaragua
    rates from USD
    804
    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
    126*
    Connect
    Añasco, Puerto Rico
    rates from USD
    126
    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
    281*
    Legend
    San Juan, Puerto Rico
    rates from USD
    281
    X

    Condado Vanderbilt Hotel is a historic, beachfront property with a private beach, five pools, a full-service spa, well-appointed accommodations, a restaurant, and several bars.

    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
    144*
    Lifestyle
    San Juan, Puerto Rico
    rates from USD
    144
    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
    575*
    Legend
    Basseterre, Saint Kitts and Nevis
    rates from USD
    575
    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
    253*
    Lifestyle
    Newcastle, Saint Kitts and Nevis
    rates from USD
    253
    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
    707*
    Lifestyle
    Castries, Saint Lucia
    rates from USD
    707
    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
    357*
    LVX
    gros islet, Saint Lucia
    rates from USD
    357
    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
    918*
    LVX
    Pointe Milou, St Barthelemy
    rates from USD
    918
    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.

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