Title: Book the Best Hotels with POOL in Caribbean Islands in 2025 | Expedia.ca

  

[Caribbean Islands Travel Guide](https://expedia.ca/Caribbean-Islands.dx3000652683)[Hotels in Caribbean Islands](https://expedia.ca/Caribbean-Islands-Hotels.d3000652683.Travel-Guide-Hotels)[Vacation Rentals in Caribbean Islands](https://expedia.ca/Caribbean-Islands-Vacation-Rentals.d3000652683.Travel-Guide-VacationRentals)[Flights to Caribbean Islands](https://expedia.ca/Cheap-Flights-To-Caribbean-Islands.d3000652683.Travel-Guide-Flights)[Caribbean Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Caribbean-Islands.d3000652683.Car-Rental-Guide)[Caribbean Islands Vacation Packages](https://expedia.ca/Caribbean-Islands.d3000652683.Destination-Travel-Guides)

![Anguilla featuring rocky coastline, a beach and tropical scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/25000/25736-Anguilla.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Hotels with a Pool in Caribbean Islands

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)

### 

Change your mind

Book hotels with free cancellation

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)

### 

Treat yourself

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

[Sign in](https://www.expedia.ca/login)

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)

### 

Be picky

Search almost a million properties worldwide

## Check availability on Caribbean Islands Hotels with a Pool

Tonight

[Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-10-15&endDate=2025-10-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-10-16&endDate=2025-10-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Caribbean Islands Hotels with a Pool

![Exercise/lap pool](https://images.trvl-media.com/lodging/1000000/910000/902000/901912/cd278f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/910000/902000/901912/e0c1ed04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/910000/902000/901912/e2a87c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio](https://images.trvl-media.com/lodging/1000000/910000/902000/901912/ee887dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Vacation Club at Hacienda del Mar, Dorado

Sabana

9.4/10

Exceptional

(2641)

"Really loved the pool and bar area. "

CA $229

CA $311 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Vega-Alta-Hotels-Hyatt-Vacation-Club-At-Hacienda-Del-Mar.h901912.Hotel-Information)

![Water park](https://images.trvl-media.com/lodging/100000000/99460000/99455900/99455860/dd6f8fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception hall](https://images.trvl-media.com/lodging/100000000/99460000/99455900/99455860/71252677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/100000000/99460000/99455900/99455860/f1502974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/100000000/99460000/99455900/99455860/2e468aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Riu Palace Aquarelle - All Inclusive

Falmouth

8.8/10

Excellent

(1962)

"Great place to stay "

[](https://www.expedia.ca/Falmouth-Hotels-Riu-Palace-Aquarelle.h99455860.Hotel-Information)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/651e7935.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)

![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)

![Point of interest](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/cfa15203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Simpson Bay Resort, Marina & Spa

Pelican Key

9.0/10

Wonderful

(1399)

"Great stay at the Simpsonbay Resort. Resort is nearby to the best entertainment spots and dinner as well."

CA $130

CA $157 total

includes taxes & fees

Oct 19 - Oct 20

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

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/120000000/119610000/119606300/119606263/d810cddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Studio Suite, City View](https://images.trvl-media.com/lodging/120000000/119610000/119606300/119606263/72d089a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119610000/119606300/119606263/057d613f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Studio Suite, City View](https://images.trvl-media.com/lodging/120000000/119610000/119606300/119606263/1c2e249f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### STUDIOS and SUITES Ducassi ROOFTOP POOL

Bávaro

10/10

Exceptional

(44)

"The location was excellent, with shops and restaurants nearby."

CA $145

CA $172 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Punta-Cana-Hotels-STUDIOS-And-SUITES-Ducassi-ROOFTOP-POOL.h119606263.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)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109850000/109847300/109847255/23d2b62b.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)

### Hotel Santiago, Curio Collection by Hilton

Villa Olga

9.6/10

Exceptional

(256)

"Definitely recommend 100% would definitely be back. The food at the restaurant was soo good, the staff were nice. "

CA $167

CA $214 total

includes taxes & fees

Oct 17 - Oct 18

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

![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/d9e16d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/cb0df333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/9f09ebef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Suite | Balcony view](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/070c0873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Gate Hotel

Isabel II

9.4/10

Exceptional

(1004)

"Love love love this place. Perfect island vacation "

CA $111

CA $130 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Vieques-Hotels-Sea-Gate-Hotel.h4675477.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/96000000/95510000/95505700/95505606/115417e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/96000000/95510000/95505700/95505606/225d72dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/96000000/95510000/95505700/95505606/617c653a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95510000/95505700/95505606/9418cc88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Pinar Dorado by Gran Jimenoa

Jarabacoa

9.4/10

Exceptional

(213)

"Really nice cute hotel, perfect for a vacation, really quiet, clean room, people super attentive everything was nice on my stay I would recommend it "

CA $128

CA $164 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Santiago-De-Los-Caballeros-Hotels-Hotel-Pinar-Dorado-By-Gran-Jimenoa.h95505606.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119740000/119739400/119739306/5565f30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/120000000/119740000/119739400/119739306/da88fff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pillowtop beds, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/120000000/119740000/119739400/119739306/b3507ea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119740000/119739400/119739306/2b633404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Abitta Condado

Condado

10/10

Exceptional

(1)

CA $145

CA $214 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/San-Juan-Hotels-Abitta-Condado.h119739306.Hotel-Information)

![2 outdoor pools](https://images.trvl-media.com/lodging/119000000/118840000/118832200/118832200/540e9c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/119000000/118840000/118832200/118832200/6b7fe935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden View Cottage](https://images.trvl-media.com/lodging/119000000/118840000/118832200/118832200/f57958c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/119000000/118840000/118832200/118832200/5d0d384e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Muthu Runaway Bay Club Caribbean - All Inclusive

Runaway Bay

8.4/10

Very good

(17)

"Perfect couple getaway"

CA $257

CA $301 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Runaway-Bay-Hotels-Grand-Muthu-Caribbean-Club-Runaway-Bay.h118832200.Hotel-Information)

![Outdoor pool, open 10:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/13000000/12950000/12948900/12948837/1b5a351b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/13000000/12950000/12948900/12948837/8aeece03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/13000000/12950000/12948900/12948837/ddbc1d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/13000000/12950000/12948900/12948837/67767cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Catalonia Santo Domingo

Ciudad Universitaria

8.8/10

Excellent

(1673)

"Clean room, kindly people, very good breakfast "

CA $146

CA $187 total

includes taxes & fees

Oct 18 - Oct 19

[](https://www.expedia.ca/Santo-Domingo-Hotels-Catalonia-Santo-Domingo.h12948837.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.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&regionId=3000652683&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Caribbean Islands Hotel Reviews

![Hotel Riu Palace Antillas - Adults Only - All Inclusive](//images.trvl-media.com/lodging/1000000/30000/28700/28648/c1474878_y.jpg)

### Hotel Riu Palace Antillas - Adults Only - All Inclusive

10/10 Excellent

"Our stay was excellent! The room was clean and spacious, mini fridge was refilled daily and the shower was great. The buffet always had something for everyone and the food was delicious. We ate at the steakhouse twice and enjoyed the food. If you want early dining at the steakhouse be sure to get in line by 5:30 or you won’t be eating until 7:30. The pool bar had a wide selection of drinks and we had no complaints. Everyone on staff were friendly and accommodating. We will be returning to this resort on our next visit to Aruba!"

[](https://expedia.ca/Noord-Hotels-Riu-Palace-Antillas-All-Inclusive-Adult-Only.h28648.Hotel-Information)

![Hotel Riu Montego Bay - Adults Only - All Inclusive](//images.trvl-media.com/lodging/3000000/2070000/2062100/2062016/5bbbc6e7_y.jpg)

### Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent

"Great place would stay here again"

[](https://expedia.ca/Montego-Bay-Hotels-Riu-Montego-Bay-Adults-Only-All-Inclusive.h2062016.Hotel-Information)

![Barceló Bávaro Palace - All Inclusive](//images.trvl-media.com/lodging/3000000/2440000/2438600/2438582/b9a77204_y.jpg)

### Barceló Bávaro Palace - All Inclusive

10/10 Excellent

"Las empleadas del bufet muy amables. Todo me pareció excelente. El trato del personal y el maletero Rony en especial muy profesional, excelente persona, muy atento en su trabajo!"

[](https://expedia.ca/Punta-Cana-Hotels-Barcelo-Bavaro-Palace-All-Inclusive.h2438582.Hotel-Information)

![Breathless Punta Cana Resort & Spa - Adults Only - All Inclusive](//images.trvl-media.com/lodging/7000000/6420000/6411400/6411385/bf86913b_y.jpg)

### Breathless Punta Cana Resort & Spa - Adults Only - All Inclusive

10/10 Excellent

"This trip was incredible! My friends and I had the best time, coming back to the “real world” is hard. The staff here truly go above & beyond for their guests, many of our laughs involved the staff. We had the opportunity to check out the spa and get massages. Bring your swimsuit and go early to experience the hydro therapy options available before your massage. You don’t pay for services there, but can leave a tip. The room was super clean with housekeeping touch ups every day. These rooms offer full sized beds and only sleep up to three people (which feels weird considering most lodging offers queen sized beds and sleeps up to four). If we needed anything, we could text our concierge or request through the app. The only adjustment I would have liked would have been to add a quantity option to towel requests in the app instead of a free text comment. It seems like it only requests one of each, despite putting a comment to include the quantity, we were only brought one towel. The food was pretty good - yes you can eat whenever you want; any in person dining options took upwards of two hours and we had a hard time getting drinks. We ended up missing some evening activities because dining took too long. The buffet was great! Loved the blends of all sorts of foods available. Definitely consider bringing your own party cup for drinks. As travelers from the US, we didn’t need to worry about the water or bringing a converter for anything we needed to plug in. "

[](https://expedia.ca/Punta-Cana-Hotels-Breathless-Punta-Cana-Resort-Spa-Adults-Only-All-Inclusive.h6411385.Hotel-Information)

![Hotel Riu Republica - Adults only - All Inclusive](//images.trvl-media.com/lodging/13000000/12850000/12848900/12848883/1639414b_y.jpg)

### Hotel Riu Republica - Adults only - All Inclusive

10/10 Excellent

"Good time pool could be cleaner "

[](https://expedia.ca/Punta-Cana-Hotels-Riu-Republica-Adults-Only-All-Inclusive.h12848883.Hotel-Information)

![Majestic Elegance Punta Cana - All Inclusive](//images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/fe18cfe4_y.jpg)

### Majestic Elegance Punta Cana - All Inclusive

10/10 Excellent

"Clean, good food, very friendly staff. Looking forward to going back "

[](https://expedia.ca/Punta-Cana-Hotels-Majestic-Elegance-Punta-Cana-All-Inclusive.h2191836.Hotel-Information)

![Holiday Inn Resort Aruba - Beach Resort & Casino by IHG](//images.trvl-media.com/lodging/1000000/10000/6000/5956/6f50ef2e_y.jpg)

### Holiday Inn Resort Aruba - Beach Resort & Casino by IHG

10/10 Excellent

"I stay 2 nights for my friend wedding last minute booking and I didn’t care is good or not but after 2 nights there I wish I have my kids with me there I will stay for a week very very good place "

[](https://expedia.ca/Noord-Hotels-Holiday-Inn-Resort-Aruba-Beach-Resort-And-Casino.h5956.Hotel-Information)

![Hyatt Vacation Club at Hacienda del Mar, Dorado](//images.trvl-media.com/lodging/1000000/910000/902000/901912/cd278f86_y.jpg)

### Hyatt Vacation Club at Hacienda del Mar, Dorado

10/10 Excellent

"Every single staff member was friendly & professional. Property was very clean, & environment was perfect "

[](https://expedia.ca/Vega-Alta-Hotels-Hyatt-Vacation-Club-At-Hacienda-Del-Mar.h901912.Hotel-Information)

![Grand Hyatt Baha Mar](//images.trvl-media.com/lodging/8000000/7780000/7779300/7779293/8fc5fb82_y.jpg)

### Grand Hyatt Baha Mar

10/10 Excellent

"Service was very personable "

[](https://expedia.ca/Nassau-Hotels-Grand-Hyatt-Baha-Mar.h7779293.Hotel-Information)