A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Hotels with Connecting Rooms in Caribbean

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Cities in Caribbean

A beach with clear turquoise water, white sand, and green foliage in the foreground.
HotelsHotels

St. Thomas

St. Thomas
A beach with clear turquoise water, a person sunbathing, and palm trees in the background.
HotelsHotels

Oranjestad

Oranjestad

Check availability on Caribbean Hotels with Connecting Rooms

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Caribbean hotels with connecting rooms

A resort with a swimming pool, palm trees, and a beach view.

1. Wyndham Alltra Punta Cana All-Inclusive Resort

Wyndham Alltra Punta Cana All-Inclusive Resort
4.0 star property
Uvero Alto
8.8 out of 10, Excellent, (1,607 reviews)
"Beautiful place if you are just planning to stay in the resort!"
United States
Hector
The price is €250
includes taxes & fees
30 Nov - 1 Dec
Wyndham Alltra Punta Cana All-Inclusive Resort
Restaurant

2. The Royal Sonesta San Juan

The Royal Sonesta San Juan
4.0 star property
Isla Verde
9.0 out of 10, Wonderful, (2,916 reviews)
"Great stay"
United States
Kyle
The price is €391
includes taxes & fees
29 Nov - 30 Nov
The Royal Sonesta San Juan
A resort with a central pool, lounge areas, and a view of the ocean.

3. Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
5.0 star property
Mameyes II
8.8 out of 10, Excellent, (2,267 reviews)
"Had a great time at the Wyndham Rio Mar."
United States
Robert
The price is €701
includes taxes & fees
8 Nov - 9 Nov
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Two wooden lounge chairs with orange cushions under a thatched umbrella on a sandy beach with the ocean in the background.

4. Abaco Beach Resort and Boat Harbour Marina

Abaco Beach Resort and Boat Harbour Marina
3.5 star property
Marsh Harbour
8.2 out of 10, Very good, (339 reviews)
"The resort is beautiful and very clean. This was our second stay. Ice machines were not working as before. Staff were all great. Housekeeping was outstanding. The best thing about this visit was the restaurant by the pool. Food was amazing and very nice staff there. Also the best coffee!!"
United States
Sarah
The price is €571
includes taxes & fees
16 Nov - 17 Nov
Abaco Beach Resort and Boat Harbour Marina
A balcony with wicker furniture, a view of the sea, and lush greenery.

5. AC Hotel by Marriott San Juan Condado

AC Hotel by Marriott San Juan Condado
4.0 star property
Condado
8.6 out of 10, Excellent, (1,264 reviews)
"This hotel is centrally located, extremely clean and very friendly staff. We loved our stay!!"
United States
Dajayra
The price is €249
includes taxes & fees
25 Nov - 26 Nov
AC Hotel by Marriott San Juan Condado
A beach with white sand, turquoise water, and palm trees. There are rows of beach chairs and umbrellas along the shore.

6. Accra Beach Hotel & Spa

Accra Beach Hotel & Spa
4.0 star property
Rockley
7.0 out of 10, Good, (1,006 reviews)
"The best place in Barbados to have a vacation!"
Canada
Andrew
The price is €162
includes taxes & fees
11 Nov - 12 Nov
Accra Beach Hotel & Spa
A swimming pool surrounded by palm trees and a building with balconies.

7. TAN Resorts Marina Cap Cana - All-Inclusive

TAN Resorts Marina Cap Cana - All-Inclusive
4.5 star property
Cap Cana
8.0 out of 10, Very good, (273 reviews)
"Everything was fantastic! Our host Diana was always helpful and attentive to whatever we needed. Everyday was amazing. Would really recommend it’s very peaceful and not much noise in the nighttime"
United States
Juan
The price is €297
includes taxes & fees
12 Nov - 13 Nov
TAN Resorts Marina Cap Cana - All-Inclusive
A rustic building with multiple levels, stone walls, and a wooden balcony.

8. Altos de Caño Hondo

Altos de Caño Hondo
3.5 star property
Sabana de la Mar
8.8 out of 10, Excellent, (256 reviews)
"Lovely hotel and awesome staff"
United States
Deyanira
The price is €112
includes taxes & fees
5 Nov - 6 Nov
Altos de Caño Hondo
Front of property

9. Angler Apartments

Angler Apartments
3.0 star property
Derricks
7.0 out of 10, Good, (49 reviews)
"A basic, good value, apartment. There is private access to a small beach. There is a food stand and nice restaurant near by."
United States
Julie
Angler Apartments
A beach with white lounge chairs and umbrellas, a palm tree, and a boat in the water.

10. Annabelle's Apartments

Annabelle's Apartments
2.5 star property
Paynes Bay
6.8 out of 10, (21 reviews)
"Donna was super attentive. We stayed in the 1 bedroom and had a very clean room with a great view from the 2nd story deck. The beach was well maintained. Overall, this was a great experience and stay!"
United States
Aubree
Annabelle's Apartments
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caribbean Hotel Reviews

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

8/10 Good
"The food for an all inclusive hotel was excellent and the staff couldn’t be more attentive and helpful. We travel quite a bit and this was our first stay at a RIU property and I can definitely say we are already planning to go back. The worst part about the hotel was having to leave."
Lane 4-night trip
Posted 6 hours ago
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Explore a world of travel with Expedia

Frequently asked questions

Why book your hotel with connecting rooms in Caribbean with Expedia?
Reserving a hotel with connecting rooms in Caribbean is as easy as clicking on your travel dates and picking the option that meets your needs. On the search for something upscale or budget friendly, or a property that also has a laundry and kitchen? Use Expedia's search filters to narrow your results even further and find the perfect fit.
How can I find cheap hotels with connecting rooms in Caribbean?
A wonderful way to get cheap hotels with connecting rooms in Caribbean is with Expedia's filter tool. Narrow your search by star rating, budget and amenities to secure unbeatable rates in a couple of clicks.