Photo by Rick Jamison on UnsplashTop Caribbean Villa Rentals

Top Caribbean Villa Rentals

Grab your suitcase and escape the cold!

Winter is an enchanting season. The weather is refreshing, the landscapes scenic, and the cozy nights by the fire memorable. But the cold dark days can also give you the blues. So opt out and escape to sunnier, warmer destinations. You won’t go wrong if you choose a luxury villa holiday at a Caribbean hideaway. The villas described are certain to make the idea of a warm weather escape irresistible.

#1 Trinitaria 16 at Tierra Del Sol – Noord, Aruba

3 BEDROOM, 3 BATHROOM, SLEEPS 6 | FROM $490 PER NIGHT

Why choose Aruba? It is said that time slows down when you visit this beautiful Caribbean island. Noord, the northern part of the island has all the elements that make for a perfect vacation. Indulge your culinary senses in world-class restaurants, chill out in trendy cafes and take a stroll on the lovely beaches of Palm Beach.

Are you a golf enthusiast? Trinitaria 16 at Tierra Del Sol is an idyllic villa that will suit you down to a Tee. Not only is Aruba’s PGA Championship golf course in the vicinity, but you can enjoy amazing views of both the sea and the greens right from your terrace. Picture yourself relaxing on the private sun deck adjacent to your master bedroom. Your guests, too, have direct access to beautifully landscaped gardens. This luxury 3 bedroomed villa is air conditioned and has a pool for you to take cooling dips in.

#2 Villa Lucayan at Grand Isle Resort – Exuma Cays, Bahamas

3 BEDROOM, 3 BATHROOM, SLEEPS 7 | FROM $711 PER NIGHT

Why not head for a magical archipelago with beaches that take your breath away, duty free shopping and incredible weather. Grand Exuma is the largest of the Exuma islands, a peaceful haven, and Emerald Bay is a small piece of paradise.

The villa Lucayan at Grand Isle Resort is a luxury villa that is stunning both inside and out. The interior is impeccably designed with plush furnishing fit for an exclusive retreat. There is adequate space, 2,730 square feet of it. Can you see yourself, a long cool drink in hand, soaking in the views from the private terrace of the master bedroom?

Speaking of bedrooms, there is an LCD TV in each of the 3 bedrooms. Cook up a storm in the gourmet kitchen on the second floor. There’s no washing up to do, as the kitchen is equipped with a dishwasher. Catch island breezes on the beach, or visit the Grand Isle Resort and enjoy a spot of al fresco poolside dining. This is the ultimate escape from the winter cold.

#3 Villa Reeds House 10 – Speightstown, Barbados

2 BEDROOM, 2 BATHROOM, SLEEPS 4 | FROM $350 PER NIGHT

Escape to a town that’s full of colonial charm and beautiful beaches. Speightstown is a colorful, vibrant town located on the northwest coast of Barbados. This hidden treasure has elegant beach resorts, gourmet eateries and quirky beach restaurants.

Reed house No 10 is the perfect villa from which to explore the delights of this intriguing corner of Barbados. Recharge your batteries in the bright and lovely condominium. It has 2 bedrooms, 2 bathrooms, air-conditioning and amazing sea views. Also, no need to worry about meal planning. This luxury villa comes with a cook/housekeeper who takes care of 2 meals each day. To top it all there is plunge pool, WIFI access, and cable TV. What more could you wish for?

#4 Summertime at Silver Sands – Montego Bay, Jamaica

4 BEDROOM, 4 BATHROOM, SLEEPS 8 | FROM $500 PER NIGHT

Are you dreaming of a winter break at a picturesque, romantic destination with miles of white sandy beaches? Then Montego Bay awaits you. Whilst you are there, visit the horseshoe-shaped, lively, Doctor’s Cave beach. Dance the night away at the Hip Strip, or book a catamaran cruise

A holiday is even more special when you have your family around you, that is why Summertime at Silver Sands is perfect. Furnished in a refreshing Caribbean style, this private villa reflects understated elegance. Children will feel perfectly at home, and toddlers are catered for. No need to pack a crib or highchair.

There is a private pool for the kids to splash about in and also a playground nearby. Declutter your mind as you relax on your private terrace, catching up on some reading. The villa is fully staffed, making this the perfect opportunity to indulge in a much needed break from the stresses of life.

#5 Beach House Younes – Sint Maarten, St Martin

2 BEDROOM, 2.5 BATHROOM, SLEEPS 4 | FROM $379 PER NIGHT

A winter break at Sint Maarten is the stuff from which dreams are made of. This tropical paradise is a shopper’s delight. Grab bargains on duty free electronics or jewelry. Enjoy diving excursions in the turquoise waters. Go out on the town to experience the buzzing nightlife.

Beach House Younes ensures that you make the most of the beautiful surroundings. The luxury villa offers the ultimate in indoor-outdoor living. An entire wall of the villa is composed of sliding doors and it faces the pool as well as the sea offering you stunning uninterrupted views of both. The villa sleeps 4 and has an infinity pool as well as direct access to the sea. This home is fully air-conditioned and completely renovated, an idyllic location for a dream holiday.

#6 Beach Cake – Providenciales, Turks & Caicos

2 BEDROOM, 2.5 BATHROOM, SLEEPS 4 | FROM $1,500 PER NIGHT

Indulge in your passion for diving and snorkeling right in the middle of winter. The Caribbean islands of Turks & Caicos are home to crystal clear waters and the perfect location for your favorite past-time. The beaches are brilliantly white, and the local cuisine will tantalize your palate.

Perhaps your idea of a perfect holiday is one where you don’t have to move a muscle. If so, Beach Cake is ideal for you as it is a luxury villa designed with relaxation in mind. Picture yourself lying on a daybed perfectly positioned on the spacious teak beach deck. Do you want to gaze at the stars? The third floor sky lounge is where you need to be. The villa’s tiled walls and teak ceiling offer a cool escape from the heat.For a change of scenery, take a walk to sample the cuisine in one of the nearby restaurants. Recharge your batteries to the maximum at this paradisaic retreat.

#7 Bananaquit Villa – St John, United States Virgin Islands

3 BEDROOM, 3 BATHROOM, SLEEPS 6 | FROM $686 PER NIGHT

The US Virgin Islands is highly rated as an exotic winter hideaway. These beautiful islands are home to quaint towns, powdery white beaches and most important of all, year-round sunshine. Sink your toes in the sand as you take long walks on the beach. Breathe in the refreshing sea air as you allow the breeze to blow your concerns away. Explore tropical rainforest and visit historic sites.



Make Bananaquit Villa your base. Its excellent location above Cruz Bay means that you can look forward to experiencing enchanting sunsets and during the day you can watch sailboats go by. Lush foliage abounds in the tropical garden, and this luxury villa is awash with light streaming in from the numerous windows. The villa sleeps 6, has internet access, full air-conditioning and cable TV. This is a winter escape that will remain in your memories!

We hope you enjoyed our list! See all of our Caribbean Villa Rentals, where you can filter by dates, price, villa size, amenities, and more.

Questions? Start planning your next getaway and talk to a Villa Specialist today!

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