6 Dreamy Tropical Homes You Can Actually Rent This Winter

Updated 04/13/19
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Airbnbs for Winter
Courtesy of AirBnB

Each year, we try to enter winter with the best intentions. Not yet beaten down by the new daylight savings hours, the lack of sunshine, or the hurling winter winds, we instead focus on what to look forward to for the season: twinkling holiday lights, cozy fireplaces, and fresh tracks of powdery white snow. But almost inevitably, come January, reality sets in: There are still three (maybe four) months of winter left, and all the season's positives have seemingly come and gone.

What we're left with are dark nights at the office, a frigid commute, and a serious lack of vitamin D. The solution: booking a much-needed winter escape before the prices hike up. If you're not the type to laze around in an all-inclusive resort, there's another option—and it even involves all your closest friends (if you want to). Renting an Airbnb on a smaller tropical island may not be your first idea of a winter holiday, but you'd be surprised at all the beautiful homes you'd find for reasonable prices. From Jamaican castles to eco beach houses, we rounded up the six best Airbnbs for winter escapes. 

Airbnbs for Winter: Negril, Jamaica
Courtesy of AirBnB

Negril, Jamaica

Have you always dreamed of living in a castle? Thanks to Airbnb, for $600 a night, you can treat yourself and 15 guests to a stay in a Jamaican castle overlooking the ocean in Westmoreland Parish near Negril. Pattoo Castle has direct sea access a great location for scuba and snorkeling. Rooms have panoramic views of the world-famous Seven Mile Beach located just minutes away.

Cutout Ruched Polka-dot Bandeau Swimsuit
Peony Cutout Ruched Polka-Dot Bandeau Swimsuit $145
Airbnbs for Winter: Soufrière, Saint Lucia
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Soufrière, Saint Lucia

Gather seven of your closest friends because for $500 a night, you can rent Mango Point Villa, a stunning home in Saint Lucia nestled on a lush tropical hillside facing the Caribbean Sea and the famous Pitons mountains. Nap in a hammock overlooking the sea or hike down to the nearby beach. The home includes a chef and maid so you won't even have to worry about cooking and cleaning.

Violet Embellished Canvas Espadrilles
Roger Vivier Violet Embellished Canvas Espadrilles $925
Airbnbs for Winter: Kralendijk, Bonaire
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Kralendijk, Bonaire

Spend a week with your toes on the sand at this eco beach house in Kralendijk, Bonaire. The small infinity pool is directly on the beach, so you'll never run out of places to swim. Snorkel with the fish, rays, dolphins, eels, and turtles, or watch the local flamingos and pelicans fly by. For $415 a night, this dreamy vacation home could be yours. 

Gloria Embellished Seersucker Bandeau Bikini
Hunza G Gloria Embellished Seersucker Bandeau Bikini $180
Airbnbs for Winter: Nassau, Bahamas
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Nassau, Bahamas

If the Bahamas are more your speed, consider renting Windways, a beautiful and stately old Bahamian house in Nassau built in the mid-1900s. Swim in the private pool or prepare a large lunch spread for the whole gang. The $675-a-night home sleeps 10 people and includes staff, so it's ideal for a large family getaway or a vacation with friends.

Clo Box Raffia and Leather Tote
Hunting Season Clo Box Raffia and Leather Tote $525
Airbnbs for Winter: Willemstad, Curaçao
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Willemstad, Curaçao

Does a 180-degree sea view sound enticing? For $184 a night, you and five friends can enjoy them all day long by renting Ç View Villa in Willemstad, Curaçao. Nestled high on a hill, cooled by the prevailing trade winds, this stunning home is the perfect tropical retreat. Located close to the city and within walking distance from the sea, it's the perfect base camp for your tropical adventures.

Fiesta Rickrack-trimmed Linen Dress
Lisa Marie Fernandez Fiesta Rickrack-Trimmed Linen Dress $895
Airbnbs for Winter: Crochu, Grenada
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Crochu, Grenada

For only $190 a night, you and three guests could wake up in this charming oceanfront villa in Crochu, Grenada. The villa boasts spectacular ocean and rainforest mountain views. Explore the villages of Grenada or visit the nearby beaches and crater lakes. One thing's for sure: You won't run out of things to do or views to enjoy.

Embroidered Linen Top
Innika Choo Embroidered Linen Top $225

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