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