Room Service Top Picks: The Best Winter Caribbean Escapes

Here are the best warm weather stays to flee from the cold
villas turks and caicos

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There’s a point in everyone’s year when it gets too cold.

Usually, it’s outside our house at 7 on a Monday morning, scraping desperately at our ice-encrusted windshield as our fingers turn numb. Tears of despair harden on our cheeks as Walking in a Winter Wonderland plays ironically on the car radio. 

Accept it. No amount of tinsel will temper the frostbite. Switch Yuletide for poolside and wait out the winter in style.

These are the best Caribbean stays money can buy. No awkward family dinners required.

Our top picks: The Best Warm Weather Winter Escapes

dominican republic beach hut

Dominican Republic Beach Hut

Dominican Republic
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The nice thing about rustic being in style these days is that even rickety old beach huts are now just as luxurious as anywhere else. This picture-perfect beach hut Airbnb in the Dominican Republic is a dream.

The crystal blue waters of the Caribbean lap at the stilts supporting the property, constantly reminding you that you’re in paradise. Its outdoor deck features a jacuzzi, sun beds, a barbecue, and a fire pit, so you never really have to leave. And why would you want to?

kamalame resort

Located on a private island in The Bahamas, Kamalame is the ultimate getaway. The world’s third-largest coral reef is ripe for exploration, less than a mile from the resort’s doorstep, making for an unrivaled scuba and water-based destination. But don’t sniff at the on-land experience.

Bright and airy villas line the pristine shore, most with decks looking out to the water, while others lay further inland in the lush greenery of the island itself. On-site amenities include an alfresco cinema, an over-water spa, and an array of amazing dining and drinking options.

villas turks and caicos

Turks and Caicos Dream Villas

Turks and Caicos
$$$$ | Pics →

Frankly, anywhere in Turks and Caicos is heaven. But these particularly divine villas take the cake.

Located literally steps from the edge of the perfect translucent water – which can be enjoyed using the kayak and paddle boards in the villas – this spot is built for relaxation. There’s even a private pool to enjoy when it gets dark, or once you’ve got your fill of the salt water.

Inside, bright and open spaces allow the summer feeling to flow through, even if it’s mid-December. The price fluctuates pretty heavily, so make sure you sift through dates to find the best rate.


Our Other Top Picks

Editorial Disclaimer: Opinions expressed here are the author’s alone. This post contains references to products from one or more of our partners and we may receive compensation when you click on links to those products.

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