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)

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# Find Hotels with a Pool in Caribbean Islands

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## Check availability on Caribbean Islands Hotels with a Pool

Tonight

[Oct 21 - Oct 22](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-10-21&endDate=2025-10-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-10-22&endDate=2025-10-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This 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)

Next weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Caribbean Islands Hotels with a Pool

![Front of property](https://images.trvl-media.com/lodging/112000000/111500000/111493700/111493663/6c34420f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/112000000/111500000/111493700/111493663/10b60159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Bed Private Balcony Pool and Caribbean View - Room 10](https://images.trvl-media.com/lodging/112000000/111500000/111493700/111493663/ba4c78d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/112000000/111500000/111493700/111493663/84263858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Club Vieques - Adults Only Resort - LGBT Friendly

Vieques

10/10

Exceptional

(63)

"It's a beautiful and quiet place"

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

Mercemar

CA $167

CA $189 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Vieques-Hotels-Club-Vieques.h111493663.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120470000/120466000/120465938/5c7660fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Studio | City view](https://images.trvl-media.com/lodging/121000000/120470000/120466000/120465938/f3725dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite | Private kitchen](https://images.trvl-media.com/lodging/121000000/120470000/120466000/120465938/4abbce2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, white sand, 5 beach bars](https://images.trvl-media.com/lodging/121000000/120470000/120466000/120465938/8c132117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### STUDIO APART HOTEL ROOFTOP POOL BEACH

Bávaro

10/10

Exceptional

(37)

"nearby restaurants were excellent, offering a mix of local and international dishes."

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

Jorje

CA $132

CA $156 total

includes taxes & fees

Oct 23 - Oct 24

[](https://www.expedia.ca/Punta-Cana-Hotels-STUDIO-APART-HOTEL-ROOFTOP-POOL-BEACH.h120465938.Hotel-Information)

![Deluxe Studio, Pool View | Terrace/patio](https://images.trvl-media.com/lodging/120000000/119860000/119859500/119859494/09c306a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119860000/119859500/119859494/cb89eb09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119860000/119859500/119859494/abde848a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/120000000/119860000/119859500/119859494/f0e8ecca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PUNTA CANA Paradise Studios BEACH POOL

Bávaro

10/10

Exceptional

(31)

"It was a great spot for our group getaway!!"

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

Katrina

CA $153

CA $206 total

includes taxes & fees

Oct 23 - Oct 24

[](https://www.expedia.ca/Punta-Cana-Hotels-PUNTA-CANA-Paradise-Studios-BEACH-POOL.h119859494.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 | City view](https://images.trvl-media.com/lodging/120000000/119610000/119606300/119606263/9a2956ce.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)

![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

9.8/10

Exceptional

(48)

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

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

Katrin

CA $161

CA $191 total

includes taxes & fees

Oct 23 - Oct 24

[](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)

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

![40-inch Smart TV with cable channels, Netflix, Hulu](https://images.trvl-media.com/lodging/110000000/109850000/109847300/109847255/a0d946e7.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

(260)

"The hotel was beautiful, clean, staff was excellent very attentive and friendly "

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

Jenny

CA $167

CA $214 total

includes taxes & fees

Oct 24 - Oct 25

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

![Exterior](https://images.trvl-media.com/lodging/119000000/118940000/118940000/118939936/d2d0f071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Room, Multiple Beds | Living area](https://images.trvl-media.com/lodging/119000000/118940000/118940000/118939936/1fc5005c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/119000000/118940000/118940000/118939936/5743676c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118940000/118940000/118939936/1d2070be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anchors Hotel

Fajardo

9.8/10

Exceptional

(25)

"The Hotel is amazing "

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

Ariel Susset

CA $189

CA $275 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/San-Juan-Hotels-Anchors-Hotel.h118939936.Hotel-Information)

![Surfing/boogie boarding](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/ae480e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, espresso maker](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/a65175ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Bedrooms, Oceanfront](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/e9421eeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/7c9f74b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Case Beach Club

Grand Case

9.4/10

Exceptional

(1010)

"Love to stay at gcbc very friendly staff Quiet and convenient "

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

Jose Luis Santamaria

CA $294

CA $338 total

includes taxes & fees

Oct 24 - Oct 25

[](https://www.expedia.ca/Grand-Case-Hotels-Grand-Case-Beach-Club.h886307.Hotel-Information)

![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)

![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)

### Hodelpa Garden Court

Puñal

9.4/10

Exceptional

(1006)

"I had a great stayed at this hotel. I highly recommend it to anyone who likes to stay close to airport."

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

Ana

CA $135

CA $173 total

includes taxes & fees

Nov 22 - Nov 23

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

![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)

![Fountain](https://images.trvl-media.com/lodging/1000000/910000/902000/901912/e59473f9.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)

![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

(2685)

"Fantastic place, would definitely recommend and stay again!"

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

Andrea

CA $249

CA $333 total

includes taxes & fees

Nov 18 - Nov 19

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

![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)

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

### Sea Gate Hotel

Isabel II

9.4/10

Exceptional

(1006)

"Love love love this place. Perfect island vacation "

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

gina

CA $111

CA $130 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Vieques-Hotels-Sea-Gate-Hotel.h4675477.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=2025-11-05&endDate=2025-11-06&regionId=3000652683&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Caribbean Islands Hotel Reviews

![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

"Willy was the best butler, made sure we were aware of the events of the day, addressed any issues we had, made sure we were well taken care of. Entertainment was great! Service was great! 10/10 would recommend!"

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

![Hotel Riu Palace Paradise Island - Adults Only - All Inclusive](//images.trvl-media.com/lodging/1000000/10000/1100/1039/9adb12c0_y.jpg)

### Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

10/10 Excellent

"Great service "

[](https://expedia.ca/Nassau-Hotels-Riu-Palace-Paradise-Island-All-Inclusive-Adults-Only.h1039.Hotel-Information)

![La Concha Resort, Puerto Rico, Autograph Collection](//images.trvl-media.com/lodging/2000000/1770000/1760300/1760259/22470d47_y.jpg)

### La Concha Resort, Puerto Rico, Autograph Collection

10/10 Excellent

"Great stay! Clean, comfortable room and friendly staff. Check-in was smooth and the location was convenient. Would definitely stay again."

[](https://expedia.ca/San-Juan-Hotels-La-Concha-Renaissance-San-Juan-Resort.h1760259.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

"Muy limpio todo "

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

"Property is huge, beautiful, and clean. The pool is also huge. People are friendly and attentive. The food was decent, I enjoyed the buffet the most, good options. Sports bar open 24 hours is a plus for those late night munchies. There’s a lot of walking depending where your room is. There’s Trolly service for your convenience. Overall I enjoyed my stay and would go back and stay there again. "

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

"Jowayne was THE best receptionist ever I tell you. Check in process was smooth and if I had any lil inconveniences he was always there to help. Respect to all of the staff! bartenders, housekeepers, everyone in general was kind & helpful. Stayed for 4 nights it was a 10/10 would recommend. "

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

"Very nice staff"

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

![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

"ocean view is a little deceptive....room near the end of the hall over a parking lot. barely an ocean view. Not worth complaining to change rooms, but otherwise, everything was great. gloria, the housekeeper was fantastic, always very pleasant when we saw her. The beach was amazing. everything was great!"

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

"Baha Mar was absolutely amazing! The resort was full of things to do; waterpark, ocean activities, casino, restaurants/food trucks etc. My family and I absolutely loved it and will definitely be back. The employees were accommodating and friendly. It was extremely clean and I highly recommend. "

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