Title: TOP Hotels with Connecting Rooms in Caribbean Islands for 2025 |  Expedia.co.uk

  

[Caribbean Islands Travel Guide](https://expedia.co.uk/Caribbean-Islands.dx3000652683)[Hotels in Caribbean Islands](https://expedia.co.uk/Caribbean-Islands-Hotels.d3000652683.Travel-Guide-Hotels)[Holiday Rentals in Caribbean Islands](https://expedia.co.uk/Caribbean-Islands-Holiday-Rentals.d3000652683.Travel-Guide-HolidayRentals)[Flights to Caribbean Islands](https://expedia.co.uk/Cheap-Flights-To-Caribbean-Islands.d3000652683.Travel-Guide-Flights)[Caribbean Islands Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Caribbean-Islands.d3000652683.Car-Hire-Guide)[Caribbean Islands Holidays](https://expedia.co.uk/Caribbean-Islands.d3000652683.Holidays-City-Breaks)

![Panoramic view of a tropical beach paradise with a calm sea and palm trees.](https://images.trvl-media.com/place/3000652683/0f906013-1c42-421c-97bc-ef4a41f0db0e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Search Hotels with Connecting Rooms in Caribbean Islands

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## Check availability on Caribbean Islands Hotels with Connecting Rooms

Tonight

[6 Nov - 7 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000652683&startDate=2025-11-06&endDate=2025-11-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[7 Nov - 8 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000652683&startDate=2025-11-07&endDate=2025-11-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000652683&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000652683&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Caribbean Islands Hotels with Connecting Rooms

![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, breakfast, lunch, dinner served; barbecue ](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/9e796f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, breakfast, lunch, dinner served; barbecue ](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/61d06472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 outdoor pools, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/5ecb34d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Simpson Bay Resort, Marina & Spa

Pelican Key

9.0/10

Wonderful

(1440)

"Great location excellent Service "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sherryann

£108

includes taxes & fees

23 Nov - 24 Nov

[](https://www.expedia.co.uk/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/110000000/109850000/109847300/109847255/w3837h2557x3y4-c676216b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/110000000/109850000/109847300/109847255/w3836h2557x4y4-5dc9718e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/110000000/109850000/109847300/109847255/w3836h2558x4y3-694aa831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109850000/109847300/109847255/23d2b62b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Santiago, Curio Collection by Hilton

Villa Olga

9.6/10

Exceptional

(271)

"I enjoyed my stay at Hotel Santiago"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathy

£117

includes taxes & fees

29 Nov - 30 Nov

[](https://www.expedia.co.uk/Santiago-De-Los-Caballeros-Hotels-Hotel-Santiago.h109847255.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/44000000/43640000/43634300/43634205/c36ace0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Studio Suite | Balcony view](https://images.trvl-media.com/lodging/44000000/43640000/43634300/43634205/d0dfaa82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Studio Suite | View from room](https://images.trvl-media.com/lodging/44000000/43640000/43634300/43634205/8a5bd69a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/44000000/43640000/43634300/43634205/ebeb6ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Costa Bahia Hotel Paseo Caribe

San Juan Antiguo

7.4/10

Good

(3581)

"Beautiful accommodations "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deborah

£98

includes taxes & fees

1 Dec - 2 Dec

[](https://www.expedia.co.uk/San-Juan-Hotels-Costa-Bahia-Hotel-Paseo-Caribe.h43634205.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/38000000/37950000/37941400/37941302/d592f713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/38000000/37950000/37941400/37941302/ee32b40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/38000000/37950000/37941400/37941302/078f3570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/38000000/37950000/37941400/37941302/f5b128dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Place Aruba Airport

Oranjestad-East

8.8/10

Excellent

(819)

"The staff was friendly and accommodating ,bed super comfortable, hotel was as clean and breakfast was good"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paola

£163

includes taxes & fees

21 Nov - 22 Nov

[](https://www.expedia.co.uk/Oranjestad-Hotels-Hyatt-Place-Aruba-Airport.h37941302.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/6000000/5400000/5395800/5395756/88f3ad6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; international cuisine ](https://images.trvl-media.com/lodging/6000000/5400000/5395800/5395756/9b879368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/6000000/5400000/5395800/5395756/5679ef83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/6000000/5400000/5395800/5395756/b700097d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Points by Sheraton Puntacana Village

Punta Cana Village

9.0/10

Wonderful

(1002)

"Yes,airport shuttle was easy to find The driver and the front desk staff was pleasant,informative and helpful ."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patricia

£162

includes taxes & fees

7 Dec - 8 Dec

[](https://www.expedia.co.uk/Punta-Cana-Hotels-Four-Points-By-Sheraton-Puntacana-Village.h5395756.Hotel-Information)

![On the beach, white sand, free beach shuttle, beach cabanas](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b1e64d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach bar](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/ccafe451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bars/lounges, 2 beach bars, poolside bar](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/1861eb4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, pool loungers](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b0fc67d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Buccaneer Beach & Golf Resort

Christiansted

9.2/10

Wonderful

(1010)

"I highly recommend The Buccaneer if you plan to go to St Croix. The staff was welcoming and helpful. Our room was nice/comfortable. Beaches, meals, amenities...you name it, it's top quality."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel

£249

includes taxes & fees

1 Dec - 2 Dec

[](https://www.expedia.co.uk/Christiansted-Hotels-The-Buccaneer.h787219.Hotel-Information)

![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1690000/1688600/1688515/bd6ee74b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1690000/1688600/1688515/132ed90c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Triple Room, Garden View | Premium bedding, in-room safe, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/2000000/1690000/1688600/1688515/66cfad9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite | Balcony view](https://images.trvl-media.com/lodging/2000000/1690000/1688600/1688515/7687cba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel La Pagerie

Pointe du Bout

8.8/10

Excellent

(877)

"Clean and welcoming "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Michel

[](https://www.expedia.co.uk/Trois-Ilets-Hotels-Hotel-La-Pagerie.h1688515.Hotel-Information)

![Business centre](https://images.trvl-media.com/lodging/2000000/1520000/1513800/1513765/w3836h2557x4y3-0f5f5a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1520000/1513800/1513765/w3840h2557x0y3-41d3909f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1520000/1513800/1513765/w3837h2556x3y4-d2b7970a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1520000/1513800/1513765/64c7f4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hodelpa Garden Court

Puñal

9.4/10

Exceptional

(1004)

"I loved this hotel "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Luisania

£100

includes taxes & fees

7 Nov - 8 Nov

[](https://www.expedia.co.uk/Santiago-De-Los-Caballeros-Hotels-Hodelpa-Garden-Court.h1513765.Hotel-Information)

![3 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/20000000/19650000/19647000/19646946/69d2a8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; international cuisine, pool views ](https://images.trvl-media.com/lodging/20000000/19650000/19647000/19646946/aa8c6b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/20000000/19650000/19647000/19646946/9488342d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; international cuisine, pool views ](https://images.trvl-media.com/lodging/20000000/19650000/19647000/19646946/c1adb747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Karibea Sainte Luce hotel

Sainte-Luce

7.6/10

Good

(437)

"Excellent "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Timothy

£123

includes taxes & fees

5 Dec - 6 Dec

[](https://www.expedia.co.uk/Sainte-Luce-Hotels-Karibea-Sainte-Luce-Hotel.h19646946.Hotel-Information)

![Sports facility](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/fc70b386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, 1 King Bed, Beachside | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/4affbc80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 King Bed, Beachside | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/b25a5a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Bedrooms, Garden Area | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/2e062d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mary's Boon Beach Resort & Spa

Simpson Bay

8.6/10

Excellent

(999)

"I love staying at this resort. My only complaint is the lack of reserved parking for patrons staying at the resort. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian

£124

includes taxes & fees

7 Nov - 8 Nov

[](https://www.expedia.co.uk/Simpson-Bay-Hotels-Marys-Boon-Beach-Resort-Spa.h1802437.Hotel-Information)

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.

[View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&regionId=3000652683&adults=2&room_amenities_group_explore=connecting_rooms_available&sort=RECOMMENDED&openPlayBack=true)

## 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

## Frequently asked questions

### How much do hotels with connecting rooms in Caribbean Islands cost?

> You'll pay somewhere from to 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 , there's something here for every budget and taste. Many visitors to Punta Cana prefer staying at [The Westin Puntacana Resort & Club](https://www.expedia.co.uk/Punta-Cana-Hotels-The-Westin-Puntacana-Resort-Club.h6209304.Hotel-Information), 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](https://www.expedia.co.uk/Punta-Cana-Hotels-Four-Points-By-Sheraton-Puntacana-Village.h5395756.Hotel-Information). This 4-star escape has a sauna and pillow top mattresses.

### How many hotels with adjoining rooms are there in Caribbean Islands?

> Select from 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](https://www.expedia.co.uk/Punta-Cana-Hotels-The-Westin-Puntacana-Resort-Club.h6209304.Hotel-Information). 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](https://www.expedia.co.uk/Punta-Cana-Hotels-The-Level-At-Melia-Caribe-Beach.h8158365.Hotel-Information). 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](https://www.expedia.co.uk/Bavaro-Beach-Punta-Cana.d6094797.Attraction) and [Cabeza de Toro Beach](https://www.expedia.co.uk/Cabeza-De-Toro-Beach-Punta-Cana.d6226654.Attraction).

### 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](https://www.expedia.co.uk/Punta-Cana-Hotels-Four-Points-By-Sheraton-Puntacana-Village.h5395756.Hotel-Information). It comes with amenities such as pillow top mattresses and a sauna. Alternatively, spend your holiday at [Punta Palmera Cap Cana by Essenza Retreats](https://www.expedia.co.uk/Punta-Cana-Hotels-Punta-Palmera-Cap-Cana-By-Essenza-Retreats.h6482702.Hotel-Information), 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](https://www.expedia.co.uk/Condado-Beach-Santurce.d6082351.Vacation-Attraction), [Escambron Beach](https://www.expedia.co.uk/Escambron-Beach-Puerta-de-Tierra.d6227453.Vacation-Attraction) and [Casa Bacardi](https://www.expedia.co.uk/Casa-Bacardi-Palmas.d502595.Vacation-Attraction). If you're holidaying in Havana, [Havana Cathedral](https://www.expedia.co.uk/Havana-Cathedral-Old-Havana.d6099326.Vacation-Attraction), [Great Theatre of Havana](https://www.expedia.co.uk/Great-Theatre-Of-Havana-Centro-Havana.d553248634340970752.Vacation-Attraction) and [National Museum of Natural History](https://www.expedia.co.uk/National-Museum-Of-Natural-History-Old-Havana.d6099338.Vacation-Attraction) shouldn't be missed.