Photo by Anguilla Tourist Board

Caribbean Islands Hotel Guide - Hotels with Connecting Rooms in Caribbean Islands, Caribbean

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Our top choices for Caribbean Islands hotels with connecting rooms

1. British Colonial - Nassau

British Colonial - Nassau
4.0 star property
Downtown Nassau
8.6 out of 10, Excellent, (3,157 reviews)
"Great location, super clean, great amenities"
Canada
Anca Sorina
The price is €313
includes taxes & fees
30 Nov - 1 Dec
British Colonial - Nassau

2. Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico
4.0 star property
Zarzal
9.2 out of 10, Wonderful, (3,529 reviews)
"Great place, would stay again!!!"
United States
Alisa Celeste
The price is €304
includes taxes & fees
10 Nov - 11 Nov
Hyatt Regency Grand Reserve Puerto Rico

3. Four Points by Sheraton Puntacana

Four Points by Sheraton Puntacana
4.0 star property
Punta Cana Village
9.2 out of 10, Wonderful, (1,001 reviews)
"The room was clean, and the staff was very helpful. The 24/7 shuttle to YUL Airport was also very convenient. The hotel is about 15 minutes away from Pointe-Claire Village with great walkable restaurants"
United States
Agla
The price is €210
includes taxes & fees
30 Nov - 1 Dec
Four Points by Sheraton Puntacana

4. Emerald Beach Resort

Emerald Beach Resort
3.5 star property
St. Thomas
8.0 out of 10, Very good, (1,497 reviews)
"They truly very helpful and welcoming def know how to treat guest!"
United States
Marisela
The price is €252
includes taxes & fees
5 Dec - 6 Dec
Emerald Beach Resort

5. Hotel La Pagerie

Hotel La Pagerie
4.0 star property
Pointe du Bout
8.8 out of 10, Excellent, (982 reviews)
"Excellent location, good service and very close to beaches."
Canada
Vratislav
The price is €173
includes taxes & fees
1 Dec - 2 Dec
Hotel La Pagerie

6. Barceló Bávaro Palace - All Inclusive

Barceló Bávaro Palace - All Inclusive
4.5 star property
Bávaro
8.2 out of 10, Very good, (6,214 reviews)
"Premium room was exceptionally clean and a perfect location for beach view. Hotel was great and staff very friendly. Deffinately would recommend."
United States
Brian
The price is €283
includes taxes & fees
9 Nov - 10 Nov
Barceló Bávaro Palace - All Inclusive

7. Sand Castle on the Beach - Adults Only

Sand Castle on the Beach - Adults Only
3.5 star property
Frederiksted
9.4 out of 10, Exceptional, (1,001 reviews)
"Great place ! Friendly staff ! Good vibes !"
United States
Steven Brian
The price is €238
includes taxes & fees
10 Nov - 11 Nov
Sand Castle on the Beach - Adults Only

8. Hilton Garden Inn San Juan Condado

Hilton Garden Inn San Juan Condado
4.0 star property
Condado
8.8 out of 10, Excellent, (1,995 reviews)
"Staff was friendly and hotel is located in a great area."
United States
Akin
The price is €178
includes taxes & fees
29 Nov - 30 Nov
Hilton Garden Inn San Juan Condado

9. Hotel Hampton by Hilton Santiago de los Caballeros

Hotel Hampton by Hilton Santiago de los Caballeros
3.0 star property
Santiago de los Caballeros Centro
9.4 out of 10, Exceptional, (182 reviews)
"Very clean and friendly staff"
United States
Zuleika
The price is €154
includes taxes & fees
13 Nov - 14 Nov
Hotel Hampton by Hilton Santiago de los Caballeros

10. El Conquistador Resort

El Conquistador Resort
4.0 star property
Cabezas
9.2 out of 10, Wonderful, (3,686 reviews)
"Great place for couples and families!"
United States
Brenda Allen
The price is €388
includes taxes & fees
8 Nov - 9 Nov
El Conquistador Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Caribbean Islands

Discover top Caribbean Islands attractions

In the Caribbean Islands, families can dive into a wealth of experiences that cater to both adventure and relaxation. Start with a visit to the stunning beaches of Grace Bay in the Turks and Caicos, where powdery white sands and crystal-clear waters create the perfect backdrop for sunbathing and water sports. For those who crave adventure, the vibrant coral reefs surrounding Bonaire offer world-class snorkelling and diving that will mesmerise both children and adults alike. Over in St. Lucia, the majestic Pitons rise dramatically from the sea, providing excellent hiking trails and breathtaking views that reward adventurous spirits with unforgettable memories. If history intrigues you, a trip to the historic town of Old San Juan in Puerto Rico will delight with its colourful historic architecture and rich cultural heritage, where you can explore the iconic El Morro fortress. Finally, don’t miss the chance to indulge in the culinary delights of Jamaica, where you can savour authentic jerk chicken and fresh seafood at beachfront restaurants. For a luxurious stay, consider the resorts in the Dominican Republic's Punta Cana, where attentive service and high-end amenities ensure a pampered experience, and families can enjoy spacious rooms and children’s clubs, allowing for both relaxation and family bonding. Each area offers unique experiences that cater to your family’s adventurous spirit while providing the comfort and quality you seek.