Top 10 Caribbean Hotels with Private Pools – Updated

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If you’re looking for a sun and sand-filled vacation, the Caribbean is the perfect destination. This archipelago of sovereign states and republics features a wide range of languages and ethnic backgrounds, each one a paradise of delights. Explore the bioluminescent bays and rum distilleries of Puerto Rico, take a journey to Dunns River Falls in Jamaica, or simply relax on the pristine beaches of Turks and Caicos Islands. Whatever your vacation plans entail, the Caribbean has something for everyone. If you’re in search of the best hotels with private pool in the Caribbean, check out this list for some inspiration.

1 Royal Isabela, Puerto Rico

Image of Royal Isabela, Puerto Rico

When staying at the Royal Isabela in Puerto Rico, you can enjoy stunning ocean views and breezes while relaxing in one of the casitas. Wooden floors and comfortable seating areas give you a home away from home. After a day of exploration, you can take a calming bath in the tub with the door open and have the benefit of the cool air from your private pool terrace. For a more refreshing experience, you can take a dip in the plunging pool or treat yourself to a massage. In-room treatments are available for your convenience.

Additional Information
  • Name: Royal Isabela, Puerto Rico
  • Rating: 5.0/5
  • Address: 396 Noel Estrada Ave.
  • Services:
    • Parking
    • Restaurant
    • Room service
    • Meeting/banquet facilities
    • Bar
    • Tennis court
    • 3 Golf course (within km)
    • Garden

2 COMO Parrot Cay, Turks & Caicos Islands

Image of COMO Parrot Cay, Turks & Caicos Islands

At Turks and Caicos Islands, be prepared to be amazed by the 1-mi (1.6-km) stretch of pristine white sand beach, nestled among sand dunes and lush tropical vegetation. COMO Parrot Cay offers luxury villas and beach houses with private infinity or plunge pools, outdoor seating for alfresco meals, and, even better, a complimentary butler service who will take care of all your needs. To relax and unwind, you can visit the full-service spa or work up a sweat at the fitness centre.

Additional Information
  • Name: COMO Parrot Cay, Turks & Caicos Islands
  • Rating: 5.0/5
  • Address: COMO Parrot Cay, Turks & Caicos Islands
  • Services:
    • Restaurant
    • Pets allowed
    • Room service
    • Meeting/banquet facilities
    • Bar
    • 24 -hour front desk
    • Tennis court
    • Sauna

3 Bequia Beach Hotel - Luxury Resort, Saint Vincent & Grenadines

Image of Bequia Beach Hotel - Luxury Resort, Saint Vincent & Grenadines

At Bequia Beach Hotel, you can choose one of three villas to suit the size of your party, and enjoy the beauty of lush gardens and seclusion in the sun. All villas are adorned in a cheerful tropical style and come with amenities to make your stay comfortable, such as plush robes, comfortable king-size beds, and a safe to store your personal items. Relax in the private pool with gentle breezes and warm sunshine, or gather your party for some drinks or dinner poolside.

Additional Information
  • Name: Bequia Beach Hotel - Luxury Resort, Saint Vincent & Grenadines
  • Rating: 5.0/5
  • Address: Bequia Beach Hotel Friendship Beach
  • Services:
    • Parking
    • Restaurant
    • Room service
    • Meeting/banquet facilities
    • Bar
    • 24 -hour front desk
    • Sauna
    • Fitness centre

4 Little Arches Boutique Hotel - Adults Only, Christ Church, Barbados

Image of Little Arches Boutique Hotel - Adults Only, Christ Church, Barbados

Experience the dreamlike setting of the luxurious ocean suite in this 4-star hotel for your Caribbean vacation. Perfect for couples, this suite comes with separate sleeping and dining areas, a full kitchen, and a pull-out sofa bed to accommodate one more person. The best part is the private plunge pool on the terracotta-tiled sun terrace, perfect for spending warm afternoons in. You will certainly love this suite and its pool!

Additional Information
  • Name: Little Arches Boutique Hotel - Adults Only, Christ Church, Barbados
  • Rating: 4.0/5
  • Address: Enterprise Beach Road S/N
  • Services:
    • Parking
    • Restaurant
    • Room service
    • Bar
    • 3 Golf course (within km)
    • Garden
    • Terrace
    • Non-smoking rooms

5 Geejam, Port Antonio, Jamaica

Image of Geejam, Port Antonio, Jamaica

Geejam is the perfect destination for a luxurious vacation; part of the San San Estate, it offers three villas, each designed and decorated uniquely. Guests can expect to be looked after by a chef and housekeeping team, ensuring a comfortable stay. Every villa has a private pool that’s ideal for relaxing dips, alongside a sun deck and veranda for outdoor lounging, and a dining area near the pool for al fresco meals.

Additional Information
  • Name: Geejam, Port Antonio, Jamaica
  • Rating: 4.0/5
  • Address: San San
  • Services:
    • Parking
    • Restaurant
    • Room service
    • Bar
    • 24 -hour front desk
    • Fitness centre
    • Garden
    • Non-smoking rooms

6 Trident Hotel, Port Antonio, Jamaica

Image of Trident Hotel, Port Antonio, Jamaica

This hotel offers a selection of 11 well-appointed villas. Each villa features a private terrace, allowing you to relax outdoors and enjoy the surroundings. With the exception of the Studio Villa, all villas also include a plunge pool on the private terrace, providing a refreshing way to cool off amidst the lush greenery. For two couples traveling together, the Combo Villa Two is worth considering. It offers two private terraces, each with its own plunge pool, connected by a door. This arrangement provides ample space and the flexibility to gather together as desired.

Additional Information
  • Name: Trident Hotel, Port Antonio, Jamaica
  • Address: Anchovy
  • Services:
    • Parking
    • Restaurant
    • Room service
    • Meeting/banquet facilities
    • Bar
    • 24 -hour front desk
    • Fitness centre
    • Garden

7 Four Seasons Resort and Residences Anguilla, Meads Bay

Image of Four Seasons Resort and Residences Anguilla, Meads Bay

If you’re planning a beach vacation with a large group of kids, then this resort is the perfect choice for you! The hotel offers four villas, which can accommodate eight to ten children (depending on your villa selection). Guests will be able to access the beach right at their doorstep and also have stunning ocean views from the villa. There is a fully equipped kitchen for self-catering, as well as washing and drying facilities. Kids will definitely enjoy splashing in the private pool while the adults can relax on the sun terrace keeping an eye on them.

Additional Information
  • Name: Four Seasons Resort and Residences Anguilla, Meads Bay
  • Rating: 5.0/5
  • Address: Barnes Bay
  • Services:
    • Parking
    • Restaurant
    • Pets allowed
    • Room service
    • Bar
    • 24 -hour front desk
    • Tennis court
    • Sauna

8 Mahona Boutique Hotel, Las Terrenas, Dominican Republic

Image of Mahona Boutique Hotel, Las Terrenas, Dominican Republic

If you are seeking a romantic getaway, this boutique hotel with 10 rooms is a great choice. It is conveniently located near a fishing village, allowing you to soak up the sun and admire the stunning landscape. Additionally, you can indulge in relaxing massages, savor delicious cuisine, and immerse yourself in the local lifestyle of the Dominican Republic. The rooms are centered around a common pool and a beautiful garden. However, if you prefer a private pool where you can unwind and soak up the Caribbean sun, you have the option of selecting either the Colonial Villa or the Mahona Luxury Villa. These villas offer two or three bedrooms, providing ample space to feel at home and enjoy all the comforts they have to offer.

Additional Information
  • Name: Mahona Boutique Hotel, Las Terrenas, Dominican Republic
  • Address: Calle Italia
  • Services:
    • Parking
    • Room service
    • Bar
    • 24 -hour front desk
    • Garden
    • Terrace
    • Non-smoking rooms
    • Airport shuttle

9 Le Sereno, Gustavia, Saint Barthelemy

Image of Le Sereno, Gustavia, Saint Barthelemy

Le Sereno is a stunning property situated on the pristine waters of the Grand Cul De Sac in St. Barthelemy. It offers an excellent destination for family travel. The tranquil bay waters provide a safe environment for children to enjoy paddling and playing, and the specially curated kids’ meals will be a delightful treat for them. Adults can partake in kite-surfing, and those seeking some alone time can take advantage of the babysitting services for an additional fee. For utmost privacy, guests can choose the Suite Piscine, Villa Du Pecheur, or any of the villas, which offer breathtaking ocean views and a refreshing private pool for swimming.

Additional Information
  • Name: Le Sereno, Gustavia, Saint Barthelemy
  • Rating: 5.0/5
  • Address: Grand Cul De Sac
  • Services:
    • Parking
    • Restaurant
    • Pets allowed
    • Bar
    • 24 -hour front desk
    • Garden
    • Terrace
    • Non-smoking rooms

10 Htel & Villa Le Cocotel, Saint-Francois, Guadeloupe

Image of Htel & Villa Le Cocotel, Saint-Francois, Guadeloupe

If you’re looking for a fun and relaxing vacation in Saint-Franois with your family and friends, Htel & Villa Le Cocotel is the perfect place to stay. Boasting a three-bedroom villa with a modern design and cool blues and greens, it offers plenty of outdoor space to enjoy the lush vegetation, Caribbean sun, and tropical breezes. Spend your afternoons leisurely swimming in the private pool, then gather on the well-furnished patio in the evenings for a drink or a meal.

Additional Information
  • Name: Htel & Villa Le Cocotel, Saint-Francois, Guadeloupe
  • Rating: 4.0/5
  • Address: Rue de Kerdoret Sainte Marthe
  • Services:
    • Parking
    • Bar
    • 3 Golf course (within km)
    • Garden
    • Terrace
    • Non-smoking rooms
    • Facilities for disabled guests
    • Family rooms

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