Skip to content

Top Navigation

Travel + Leisure Travel + Leisure Travel + Leisure Travel + Leisure
  • Trip Inspiration
  • Travel Guides
  • Plan Your Trip
  • World's Best
  • Destination of the Year
  • A-List Travel Advisors
  • Cruises
  • Travel Tips
  • News
  • Food + Drink
  • Travel Accessories
  • Check-In

Profile Menu

Join Now

Account

  • Join Now
  • My Profile
  • Email Preferences
  • Newsletters
  • Manage Your Subscription this link opens in a new tab
  • Join T+L Club this link opens in a new tab
  • Give a Gift Subscription
  • Help
  • Logout
My Account

Account

  • Join Now
  • My Profile
  • Email Preferences
  • Newsletters
  • Manage Your Subscription this link opens in a new tab
  • Join T+L Club this link opens in a new tab
  • Give a Gift Subscription
  • Help
  • Logout
Login
Subscribe
Book Now
Pin FB

Explore Travel + Leisure

Travel + Leisure Travel + Leisure Travel + Leisure Travel + Leisure
  • Explore

    Explore

    • World's Best

      World's Best

      The greatest islands, cities, hotels, cruise lines, airports, and more — as voted by you. Read More
    • The 50 Best Places to Travel in 2022

      The 50 Best Places to Travel in 2022

      Whether you're traveling solo or planning a family vacation, here are the 50 best places to visit in 2022. Read More
    • Let's Go Together Podcast

      Let's Go Together Podcast

      Start listening to T+L's brand new podcast, Let's Go Together! Hosted by Kellee Edwards. Read More
  • Trip Inspiration

    Trip Inspiration

    • Trip Ideas
    • Weekend Getaways
    • Spring Travel
    • Summer Travel
    • Fall Travel
    • Winter Travel
    • Solo Travel
    • Romantic Getaways
    • Luxury Travel
    • Beach Vacations
    • Adventure Travel
    • Road Trips
    • Family Travel
    • National Parks
    • Holiday Travel
    • Travel Photography
    • Photo of the Day
    • Culture + Design
    • Like a Local
    • Travel To
    • 50 Years of Travel + Leisure
  • Travel Guides

    Travel Guides

    See All Travel Guides
    • Mexico City
    • Maui
    • Charleston
    • Tulum
    • New York City
    • London
    • Paris
    • Iceland
    • Los Cabos
    • See More Travel Guides
  • Plan Your Trip

    Plan Your Trip

    Norwegian Cruise Line Will Require Vaccinations for All Passengers and Crew

    Norwegian Cruise Line Will Require Vaccinations for All Passengers and Crew

    Norwegian Cruise Line hopes to resume sailing out of the U.S. on or around July 4.
    • Travel Deals
    • Attractions
    • Travel + Leisure GO
    • Amusement Parks
    • Festivals + Events
    • Bus and Train Travel
    • Flight Deals
    • Budget Travel
    • Hotels + Resorts
    • Disney Vacations
    • Airlines + Airports
    • Ground Transportation
    • Get Outside
    • Wanderlust
  • World's Best

    World's Best

    • Top Hotels
    • Top Cities
    • Top Islands
    • Domestic Airlines
    • International Airlines
    • Tours
    • Safaris
    • See All World's Best
  • Destination of the Year
  • A-List Travel Advisors
  • Cruises

    Cruises

    • Find A Cruise
    • Caribbean Cruises
    • River Cruises
    • European Cruises
    • All-Inclusive Cruises
    • Family Cruises
    • Alaskan Cruises
    • Disney Cruises
    • See All Cruise Vacations
  • Travel Tips

    Travel Tips

    • Travel Trends
    • Packing Tips
    • Points + Miles
    • Budgeting + Currency
    • Customs + Immigration
    • Responsible Travel
    • Travel Etiquette
    • Travel Warnings
    • Weather
    • Mobile Apps
    • See All Travel Tips
  • News

    News

    • Wellness
    • Celebrity Travel
    • Animals
    • Jobs
    • Offbeat
    • See All News
  • Food + Drink

    Food + Drink

    • Restaurants
    • Wine
    • Beer
    • Cocktails + Spirits
    • Bars + Clubs
    • Celebrity Chefs
    • Cooking + Entertaining
    • Food Fairs + Festivals
    • World's Best Restaurants
    • A Spirited Occasion
    • See All Food + Drink
  • Travel Accessories

    Travel Accessories

    • Travel Bags
    • Shoes
    • Travel Tech
    • Shopping
    • Style
    • Gift Guides
    • See All Travel Accessories
  • Check-In

Profile Menu

Subscribe this link opens in a new tab
Join Now

Account

  • Join Now
  • My Profile
  • Email Preferences
  • Newsletters
  • Manage Your Subscription this link opens in a new tab
  • Join T+L Club this link opens in a new tab
  • Give a Gift Subscription
  • Help
  • Logout
My Account

Account

  • Join Now
  • My Profile
  • Email Preferences
  • Newsletters
  • Manage Your Subscription this link opens in a new tab
  • Join T+L Club this link opens in a new tab
  • Give a Gift Subscription
  • Help
  • Logout
Login
Sweepstakes
Book Now

Follow Us

  1. Home
  2. Hotels + Resorts
  3. Vacation Rentals
  4. These Are the 20 Gorgeous Caribbean Airbnbs Topping Travelers' Wish Lists

These Are the 20 Gorgeous Caribbean Airbnbs Topping Travelers' Wish Lists

Patricia Doherty
By Patricia Doherty February 14, 2018
Each product we feature has been independently selected and reviewed by our editorial team. If you make a purchase using the links included, we may earn commission.
Skip gallery slides
Pin
Woodlands, Montserrat Airbnb
Credit: Courtesy of Airbnb
Travelers looking to take a break from winter weather without blowing their budget might think about staying in one of Airbnb’s island escapes. In addition to affordable prices for groups, there’s also the bonus of a casual atmosphere, new friends, and discovering out-of-the-way places and adventures.

Related: The Top 15 Islands in the Caribbean, Bermuda, and the Bahamas

These Caribbean Airbnbs are included on the company’s annual list of 200 most wish-listed homes in each country, so they’re a good start to planning your winter warm-up trip.
Start Slideshow

1 of 20

Pin
Facebook Tweet Email Send Text Message

Colonial Style Home by the Sea – Havana, Cuba

La Habana, Cuba Airbnb
Credit: Courtesy of Airbnb

This traditional home on the famous Malecon seafront offers stunning views. A private bedroom and bath is ideal for two guests. Within walking distance of downtown and Old Havana, the home is decorated in white. Guests can dine on the balcony with views of the sea.

To rent: airbnb.com, from $84 per night

1 of 20

Advertisement
Advertisement

2 of 20

Pin
Facebook Tweet Email Send Text Message

Gorgeous Villa on the Ocean – Las Terranas, Dominican Republic

Dominican Republic Airbnb
Credit: Courtesy of Airbnb

This stunning hilltop home accommodates six guests with three bedrooms and four bathrooms. With beautiful views and a private pool, the home is also just across from the beach. Wi-Fi, TV, washing machine, and kitchen are available for guests’ use.

To rent: airbnb.com, from $170 per night

2 of 20

3 of 20

Pin
Facebook Tweet Email Send Text Message

Modern Caribbean Villa – Vieux-Fort, Saint Lucia

Saint Lucia Airbnb
Credit: Courtesy of Airbnb

This contemporary villa with incredible Caribbean views sleeps six in two bedrooms with two baths. Lounge on the oversized deck or swim in the pool. A fully equipped French bistro kitchen, Wi-Fi, digital cable TV, concierge, and maid service every other day make this a luxe spot for a secluded vacation. Private chef, cook, and masseuse are available at extra cost.

To rent: airbnb.com, from $450 per night

3 of 20

Advertisement

4 of 20

Pin
Facebook Tweet Email Send Text Message

Calypso Villa – Montego Bay, Jamaica

Montego Bay, Jamaica Airbnb
Credit: Courtesy of Airbnb

This seaside private house is located 20 minutes from the airport and within walking distance of the Iberostar Hotel. Guests enjoy the view from the balcony and the sea breezes. There’s a fully equipped kitchen, one bedroom, full bathroom, and living room.

To rent: airbnb.com, from $55 per night

4 of 20

5 of 20

Pin
Facebook Tweet Email Send Text Message

Chato Relaxo – Labadi, Haiti

Haiti Airbnb
Credit: Courtesy of Airbnb

This private bungalow on the north coast of Haiti is surrounded by tropical vegetation and includes a balcony over the waves and a 180-degree view of the coastline. Ideal for three guests with one bedroom and one bath, the home includes a fire pit, use of kayaks, and continental breakfast.

To rent: airbnb.com, from $130 per night

5 of 20

6 of 20

Pin
Facebook Tweet Email Send Text Message

The Treehouse – North Eleuthera, Bahamas

Bahamas Airbnb
Credit: Courtesy of Airbnb

This two-bedroom, two-bath home is in one of the best locations for diving, spear fishing, snorkeling, lobstering, fly fishing, and gathering conch. The home is 10 minutes from the airport, and there are multiple flights daily from Nassau on Pineapple Air and Southern Air.

To rent: airbnb.com, from $177 per night

6 of 20

Advertisement
Advertisement
Advertisement

7 of 20

Pin
Facebook Tweet Email Send Text Message

Oceanview Villa by the Beach – Christ Church, Barbados

Barbados Airbnb
Credit: Courtesy of Airbnb

Nestled on a hill above Dover Beach and The Gap, the premier strip for beaches, restaurants, and nightlife, this three-story villa accommodates eight guests with two bedrooms and two and a half baths. A fully-equipped kitchen, laundry service, ocean views, and modern bathrooms make this a convenient and luxurious choice.

To rent: airbnb.com, from $99 per night

7 of 20

8 of 20

Pin
Facebook Tweet Email Send Text Message

Villa East at Point Pleasant — U. S. Virgin Islands

U.S. Virgin Islands Airbnb
Credit: Courtesy of Airbnb

Above the tropical landscape in an oceanfront setting, this newly renovated studio offers ocean vistas and cooling trade winds. A private terrace, right on the water, provides a secluded place to relax. The villa accommodates up to four guests and includes Wi-Fi, air conditioning, and a complimentary bottle of rum.

To rent: airbnb.com, from $75 per night

8 of 20

9 of 20

Pin
Facebook Tweet Email Send Text Message

Picturesque Beachside Bungalow – Grand Turk, Turks and Caicos

Turks and Caicos Airbnb
Credit: Courtesy of Airbnb

This private beachfront home accommodates six guests in two bedrooms and two bathrooms. An extensive remodel added a porch, built-in barbecue grill, air conditioning, new appliances, furniture, and new bathrooms. Stores, restaurants, and rentals for water sports are nearby.

To rent: airbnb.com, from $199 per night

9 of 20

Advertisement
Advertisement
Advertisement

10 of 20

Pin
Facebook Tweet Email Send Text Message

Cooten House – Tortola, British Virgin Islands

British Virgin Islands Airbnb
Credit: Courtesy of Airbnb

This Caribbean-style, one-bedroom and one-bath villa offers panoramic views over the islands from the northeast coast of Cooten Bay. With modern appliances, a Bose sound system, and LCD TV, this home has it all — including a balcony and sun deck with a hot tub.

To rent: airbnb.com, from $298 per night

10 of 20

11 of 20

Pin
Facebook Tweet Email Send Text Message

Private Villa on White Sand Beach – Palm Island, Grenadines

St. Vincent Airbnb
Credit: Courtesy of Airbnb

Palm Island is a small, private, exclusive island, perfect for snorkeling, diving, kite surfing, swimming with sea turtles, and sailing. This beachfront villa has two bedrooms, two baths, living room, dining room, kitchen, and garden. The villa accommodates four guests.

To rent: airbnb.com, from $204 per night

11 of 20

12 of 20

Pin
Facebook Tweet Email Send Text Message

Tropical Bungalow With Pool — Guadalupe

Guadalupe Airbnb
Credit: Courtesy of Airbnb

This private bungalow accommodates two guests with one bedroom and one bathroom. Guests have access to a pool, garden, and terrace. Enjoy nature from this mountaintop retreat with nearby restaurants and cafes accessible by car.

To rent: airbnb.com, from $43 per night

12 of 20

Advertisement
Advertisement
Advertisement

13 of 20

Pin
Facebook Tweet Email Send Text Message

The Hummingbird’s Garden – Le Francois, Martinique

Martinique Airbnb
Credit: Courtesy of Airbnb

Surrounded by tropical plants and palm trees, this cottage for two includes air conditioning, a kitchen with a microwave and Nespresso coffee machine, a bedroom, and a bathroom with shower. There’s a terrace with table and chairs and swimming nearby at the beach and lagoon.

To rent: airbnb.com, from $77 per night

13 of 20

14 of 20

Pin
Facebook Tweet Email Send Text Message

Breezy Caribbean Villa – St. John's, Antigua and Barbuda

Antigua & Barbuda Airbnb
Credit: Courtesy of Airbnb

This one-bedroom villa includes a huge patio overlooking the Caribbean and easy access to the beach. Ideal for two guests, it has one bedroom, one bath, a fully stocked kitchen, a daybed, and a pool. French doors, louvered windows, and balconies provide breezy afternoons.

To rent: airbnb.com, from $99 per night

14 of 20

15 of 20

Pin
Facebook Tweet Email Send Text Message

Little Cocoa – Saint David, Grenada

Grenada Airbnb
Credit: Courtesy of Airbnb

A historic stone building, once part of an old plantation, has been transformed into a stylish one-bedroom, one-bathroom home, ideal for two guests. Situated on a mountain ridge bordering the rainforest and the Atlantic, the home is close to beaches, markets, diving, snorkeling, and restaurants. The hosts kindly offer a typical local meal or a trip on their boat.

To rent: airbnb.com, from $75 per night

15 of 20

Advertisement
Advertisement
Advertisement

16 of 20

Pin
Facebook Tweet Email Send Text Message

Ajoupa Garden Cottage – Caroni, Trinidad and Tobago

Trinidad & Tobago Airbnb
Credit: Courtesy of Airbnb

Offering views of the Northern Range Mountains and Central Trinidad plains, this one-bedroom, one-bath cottage accommodates two comfortably. As many as 50 species of birds can be seen, and nature lovers will enjoy the gardens and hiking to waterfalls, beaches, and Nariva wetlands.

To rent: airbnb.com, from $55 per night

16 of 20

17 of 20

Pin
Facebook Tweet Email Send Text Message

Romantic Villa with Plunge Pool – Charlestown, Nevis

St. Kitts and Nevis Airbnb
Credit: Courtesy of Airbnb

Ideal for two guests, the cottage is conveniently located close to groceries, restaurants, bars, beaches, and an equestrian center. The one-bedroom, one-bathroom cottage includes kitchen, satellite TV with DVD player, covered patio, Wi-Fi, and washer/dryer.

To rent: airbnb.com, from $125 per night

17 of 20

18 of 20

Pin
Facebook Tweet Email Send Text Message

Bright Studio – Noord, Aruba

Noord, Aruba Airbnb
Credit: Courtesy of Airbnb

This studio apartment accommodates up to four guests with a kitchenette, cable TV, Wi-Fi, saltwater pool, and outdoor dining area. Airport pickup is included. Market, shops, restaurants, and banks are within walking distance.

To rent: airbnb.com, from $100 per night

18 of 20

Advertisement
Advertisement
Advertisement

19 of 20

Pin
Facebook Tweet Email Send Text Message

Snorkelers Studio on the Beach – Kralendijk, Bonaire

Kralendijk, Bonaire Airbnb
Credit: Courtesy of Airbnb

A private pool and garden, popular diving and snorkeling sites, and walkway to the beach make this studio a perfect spot for active vacationers. There’s a large bathroom and full kitchen with gas cooktop.

To rent: airbnb.com, from $76 per night

19 of 20

20 of 20

Pin
Facebook Tweet Email Send Text Message

Peaceful, Airy Beach Villa – Woodlands, Montserrat

Woodlands, Montserrat Airbnb
Credit: Courtesy of Airbnb

This three-bedroom, two-bath villa offers stunning ocean views, a master bedroom with private balcony, and a terrace. A fully equipped kitchen and gas BBQ grill are included for cooking, and there’s a pool with loungers and forest views.

To rent: airbnb.com, from $150 per night

20 of 20

Replay gallery

Share the Gallery

Pinterest Facebook

Up Next

By Patricia Doherty

    Share the Gallery

    Pinterest Facebook
    Trending Videos
    Advertisement
    Skip slide summaries

    Everything in This Slideshow

    Advertisement

    View All

    1 of 20 Colonial Style Home by the Sea – Havana, Cuba
    2 of 20 Gorgeous Villa on the Ocean – Las Terranas, Dominican Republic
    3 of 20 Modern Caribbean Villa – Vieux-Fort, Saint Lucia
    4 of 20 Calypso Villa – Montego Bay, Jamaica
    5 of 20 Chato Relaxo – Labadi, Haiti
    6 of 20 The Treehouse – North Eleuthera, Bahamas
    7 of 20 Oceanview Villa by the Beach – Christ Church, Barbados
    8 of 20 Villa East at Point Pleasant — U. S. Virgin Islands
    9 of 20 Picturesque Beachside Bungalow – Grand Turk, Turks and Caicos
    10 of 20 Cooten House – Tortola, British Virgin Islands
    11 of 20 Private Villa on White Sand Beach – Palm Island, Grenadines
    12 of 20 Tropical Bungalow With Pool — Guadalupe
    13 of 20 The Hummingbird’s Garden – Le Francois, Martinique
    14 of 20 Breezy Caribbean Villa – St. John's, Antigua and Barbuda
    15 of 20 Little Cocoa – Saint David, Grenada
    16 of 20 Ajoupa Garden Cottage – Caroni, Trinidad and Tobago
    17 of 20 Romantic Villa with Plunge Pool – Charlestown, Nevis
    18 of 20 Bright Studio – Noord, Aruba
    19 of 20 Snorkelers Studio on the Beach – Kralendijk, Bonaire
    20 of 20 Peaceful, Airy Beach Villa – Woodlands, Montserrat

    Share & More

    Facebook Tweet Email Send Text Message
    Travel + Leisure Travel + Leisure

    Magazines & More

    Learn More

    • Subscribe this link opens in a new tab
    • Contact Us
    • Advertise
    • Content Licensing this link opens in a new tab
    • Accolades this link opens in a new tab
    • Travel + Leisure Wine this link opens in a new tab

    Connect

    Subscribe to Our Newsletters
    Sign Up
    MeredithTravel + Leisure is published by Meredith Corporation under license from Travel + Leisure Co. Copyright 2022 Travel + Leisure Co. All Rights Reserved. TRAVEL + LEISURE is a registered trademark of Travel + Leisure Co., registered in the United States and other countries. Travel + Leisure magazine may receive compensation for some links to products and services on this website. Offers may be subject to change without notice. Privacy Policythis link opens in a new tab Terms of Servicethis link opens in a new tab Ad Choicesthis link opens in a new tab California Do Not Sellthis link opens a modal window Web Accessibilitythis link opens in a new tab
    © Copyright Travel + Leisure. All rights reserved. Printed from https://www.travelandleisure.com

    View image

    These Are the 20 Gorgeous Caribbean Airbnbs Topping Travelers' Wish Lists
    this link is to an external site that may or may not meet accessibility guidelines.