Caribbean Vacation Rentals
Caribbean

Caribbean Vacation Rentals

When warm weather and calm waters beckon, pack your bags and head to the Caribbean. A vacation rental at a villa, cottage or residence gives you the freedom and flexibility to discover your island paradise while enjoying the comforts of home. From secluded luxury hideaways to hassle-free family fun, there’s a vacation here for every visitor - and just like the islands of the Caribbean, no two are the same.

  • Jamaica Coast

    Jamaica

    Miles and miles of excellent beaches make Jamaica one of the top destinations in the Caribbean. This truly is a place to relax, unwind and take life a little slower for a time.
    Jamaica Vacation Rentals
    Miles and miles of excellent beaches make Jamaica one of the top destinations in the Caribbean. This truly is a place to relax, unwind and take life a little slower for a time.
    Jamaica Vacation Rentals
  • Surfers at Zuma beach at sunset

    Turks & Caicos

    These divine Caribbean islands offer miles of magnificent white-sand beaches, turquoise waters, kitesurfing and a bounty of incredible dive spots.
    Turks & Caicos Vacation Rentals
    These divine Caribbean islands offer miles of magnificent white-sand beaches, turquoise waters, kitesurfing and a bounty of incredible dive spots.
    Turks & Caicos Vacation Rentals
  • Turks & Caicos

    Bahamas

    Just a short flight from Miami, the Bahamas is the perfect choice for a relaxed island getaway. Here, you'll find an ideal mix of pristine beaches and lively entertainment.
    Bahamas Vacation Rentals
    Just a short flight from Miami, the Bahamas is the perfect choice for a relaxed island getaway. Here, you'll find an ideal mix of pristine beaches and lively entertainment.
    Bahamas Vacation Rentals
  • St Lucia Piton

    Saint Lucia

    Saint Lucia delights your spirit of adventure with the world's only drive-through volcano, mud baths, and lush rainforest hikes.
    Saint Lucia Vacation Rentals
    Saint Lucia delights your spirit of adventure with the world's only drive-through volcano, mud baths, and lush rainforest hikes.
    Saint Lucia Vacation Rentals
  • Dominican Republic beach

    Dominican Republic

    Countless activities and eco-adventures await! Indulge in world-class golf and fishing, or explore the magical underwater world of coral reefs, caves and shipwrecks.
    Dominican Republic Vacation Rentals
    Countless activities and eco-adventures await! Indulge in world-class golf and fishing, or explore the magical underwater world of coral reefs, caves and shipwrecks.
    Dominican Republic Vacation Rentals
  • Paddle Boarder, US Virgin Islands

    U.S. Virgin Islands

    Enjoy glistening beaches and duty-free shopping with no passport required in the U.S. Virgin Islands
    USVI Vacation Rentals
    Enjoy glistening beaches and duty-free shopping with no passport required in the U.S. Virgin Islands
    USVI Vacation Rentals
  • Cayman Islands

    Cayman Islands

    Explore more than 200 dive sites teeming with marine life, encounter majestic stingrays and discover the islands' enchanting people and traditions.
    Cayman Islands Vacation Rentals
    Explore more than 200 dive sites teeming with marine life, encounter majestic stingrays and discover the islands' enchanting people and traditions.
    Cayman Islands Vacation Rentals
  • Bermuda

    Bermuda

    Think Bermuda and images of tidy pastel cottages, pink-sand beaches, and quintessential British traditions like cricket matches and afternoon tea spring to mind.
    Bermuda Vacation Rentals
    Think Bermuda and images of tidy pastel cottages, pink-sand beaches, and quintessential British traditions like cricket matches and afternoon tea spring to mind.
    Bermuda Vacation Rentals
  • Puerto Rico

    Puerto Rico

    The intriguing Caribbean island and U.S. territory of Puerto Rico offers diverse vacation experiences to thrill every sort of traveler.
    Puerto Rico Vacation Rentals
    The intriguing Caribbean island and U.S. territory of Puerto Rico offers diverse vacation experiences to thrill every sort of traveler.
    Puerto Rico Vacation Rentals