A beach with clear turquoise water, white sand, and palm trees.

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

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Check availability on Caribbean Islands Hotels with Connecting Rooms

Tonight
5 Sept - 6 Sept
Tomorrow
6 Sept - 7 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for Caribbean Islands hotels with connecting rooms

1. Anchors Hotel

Anchors Hotel
Fajardo
United States
Sandra
€173
includes taxes & fees
27 Sept - 28 Sept
Anchors Hotel

2. San Juan Airport Hotel

San Juan Airport Hotel
Isla Verde
United States
Kerra
€195
includes taxes & fees
7 Sept - 8 Sept
San Juan Airport Hotel

3. Days Inn By Wyndham Juan Dolio

Days Inn By Wyndham Juan Dolio
Villas Del Mar
United States
Muller
€80
includes taxes & fees
8 Sept - 9 Sept
Days Inn By Wyndham Juan Dolio

4. Hotel Santiago, Curio Collection by Hilton

Hotel Santiago, Curio Collection by Hilton
Villa Olga
United States
Luis Fco
€145
includes taxes & fees
27 Sept - 28 Sept
Hotel Santiago, Curio Collection by Hilton

5. Spark by Hilton Ponce

Spark by Hilton Ponce
Ponce
United States
Auribeth
€115
includes taxes & fees
13 Sept - 14 Sept
Spark by Hilton Ponce

6. The Buccaneer Beach & Golf Resort

The Buccaneer Beach & Golf Resort
Christiansted
United States
Linda
€346
includes taxes & fees
12 Sept - 13 Sept
The Buccaneer Beach & Golf Resort

7. Hilton Garden Inn La Romana

Hilton Garden Inn La Romana
La Romana
United States
Alejandro
€135
includes taxes & fees
12 Sept - 13 Sept
Hilton Garden Inn La Romana

8. Karibea Valmenière Hôtel

Karibea Valmenière Hôtel
Fort-de-France
United States
Natalie
€140
includes taxes & fees
7 Sept - 8 Sept
Karibea Valmenière Hôtel

9. Hodelpa Garden Court

Hodelpa Garden Court
Punal
United States
Marco
€138
includes taxes & fees
7 Sept - 8 Sept
Hodelpa Garden Court

10. Four Points by Sheraton Puntacana

Four Points by Sheraton Puntacana
Punta Cana Village
United States
ricardo adolfo
€175
includes taxes & fees
12 Sept - 13 Sept
Four Points by Sheraton Puntacana
View all properties

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.

Top Caribbean Islands Hotel Reviews

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

8/10 Good
"For me personally"
Shawn 4-night trip
Posted 7 hours ago
Hotel Riu Montego Bay - Adults Only - All Inclusive
Wyndham Alltra Punta Cana All-Inclusive Resort

Wyndham Alltra Punta Cana All-Inclusive Resort

8/10 Good
"Everything was perfect except the entertainment. Too quiet"
Elaine 1-night trip
Posted 7 hours ago
Wyndham Alltra Punta Cana All-Inclusive Resort
Occidental Caribe - All Inclusive

Occidental Caribe - All Inclusive

10/10 Excellent
"Great food, hospitality and crowd. Rooms are a little outdated . Didn’t pay a hold deposit for hotel. Lots of activity to do on property. Vacation wear shopping, pharmacy, clinic, basic mani pedi, spa, volleyball tennis, chest and more games, casino, clubbing, concert hall, wedding dress etc shopping. I know of 4 different restaurants 5 bars. They can help with taxi, delivery and excursions. I had a butler too, so great! Wait time to check in was 2 hours after 3 pm. The place is packed. I know of 2 huge pools, one with all the kids stuff attached. Staff is great as well. Gym & Parking available."
Richelle 3-night trip
Posted 9 hours ago
Occidental Caribe - All Inclusive
Holiday Inn Resort Aruba - Beach Resort & Casino by IHG

Holiday Inn Resort Aruba - Beach Resort & Casino by IHG

10/10 Excellent
"Staff very accommodating. Front desk was able to address an issue in our room effectively and were able to move us to a different room. Rooms are spacious and cleaned daily and the facility is in the best location. Steps to the beach and pool. Never felt overly crowded. We love HI Aruba and have come back multiple times."
Adina 4-night trip
Posted 1 day ago
Holiday Inn Resort Aruba - Beach Resort & Casino by IHG

Frequently asked questions

How much do hotels with connecting rooms in Caribbean Islands cost?
You'll pay somewhere from €80 to €346 per night for hotels with connecting rooms in Caribbean Islands. No matter your budget, a terrific stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Caribbean Islands?
Jump into holiday mode and take advantage of extra space in one of Caribbean Islands's multiple hotels with connecting rooms. With a total average guest review rating of 9.1, there's something here for every budget and taste. Many visitors to Punta Cana prefer staying at The Westin Puntacana Resort & Club, a 4.5-star property with connecting rooms, a marina and a beach bar. Another unbeatable choice here is Four Points by Sheraton Puntacana Village. This 4-star escape has a sauna and pillow top mattresses.
How many hotels with adjoining rooms are there in Caribbean Islands?
Select from 481 hotels with adjoining rooms in Caribbean Islands. Whether you're escaping with the whole family or close friends, and wherever your travels take you, Expedia can help you find the perfect hotel.
Are there any family-friendly hotels with connecting rooms in Caribbean Islands?
There are, so round up your crew and organise your next getaway in Caribbean Islands! If Punta Cana is your preferred destination, check out The Westin Puntacana Resort & Club. This 4.5-star option is a favourite family-friendly hotel with connecting rooms. In addition, it features a playground and beach umbrellas. Another good pick is The Level at Melia Caribe Beach. Also in Punta Cana, it has a 4.5-star rating and has free food and beverages, complimentary breakfast and connecting rooms. Once you've settled into your room, it's time to discover the best of Punta Cana. Make memories together at family-friendly attractions like Bavaro Beach and Cabeza de Toro Beach.
Are there any 5-star hotels with connecting rooms in Caribbean Islands?
In Caribbean Islands, 5-star hotels with connecting rooms are difficult to find. But there are some 4-star options that have this feature. If your destination is Punta Cana, base yourself at Four Points by Sheraton Puntacana Village. It comes with amenities such as pillow top mattresses and a sauna. Alternatively, spend your holiday at Punta Palmera Cap Cana by Essenza Retreats, also in Punta Cana. Make the most of its connecting rooms in addition to a spa tub and a jetted bathtub.
Why book your hotel with connecting rooms in Caribbean Islands with Expedia?
Reserving a hotel with connecting rooms in Caribbean Islands is as simple as entering your travel dates and selecting an option that suits your needs. Looking for something low cost or luxurious, or a property that also features a pool and free WiFi? Use Expedia's search filters to further narrow your search results and find your ideal match.
How can I find cheap hotels with connecting rooms in Caribbean Islands?
With Expedia's handy filter tool, getting your hands on cheap hotels with connecting rooms in Caribbean Islands is a piece of cake. To find accommodation that'll make your wallet happy, narrow your search by amenities, budget and star rating.
What is there to do in Caribbean Islands near my hotel with connecting rooms?
Whether you enjoy shopping, dining, history or culture, Caribbean Islands has something to suit all tastes! The well-known city of San Juan is home to lots of sights and experiences, including Condado Beach, Escambron Beach and Casa Bacardi. If you're holidaying in Havana, Havana Cathedral, Great Theatre of Havana and National Museum of Natural History shouldn't be missed.