Title: Caribbean Hotels with a Pool from CA $286: Book the Right Hotels with a Pool Room in Caribbean, - Expedia.ca

 

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![Trunk Bay which includes island views](https://images.trvl-media.com/place/6068195/50d468d4-c434-4d10-9dfa-ce3006419950.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Caribbean Hotels with a Pool from CA $286

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## Top Cities in Caribbean

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/117000/117351-Lindquist-Beach.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### St. Thomas

[](https://expedia.ca/St-Thomas-Hotels-Hotel-With-Pool.0-0-d6140138-tHotelwithPool.Travel-Guide-Filter-Hotels)

![Kingston featuring general coastal views, heritage elements and a sunset](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/109000/109986-Kingston.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Kingston

[](https://expedia.ca/Kingston-Hotels-Hotel-With-Pool.0-0-d180034-tHotelwithPool.Travel-Guide-Filter-Hotels)

![Trunk Bay showing a sandy beach and a bay or harbour](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/117000/117125-St-John.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### St. John

[](https://expedia.ca/St-John-Hotels-Hotel-With-Pool.0-0-d601376-tHotelwithPool.Travel-Guide-Filter-Hotels)

## Check availability on Caribbean Hotels with a Pool

Tonight

[Nov 13 - Nov 14](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-11-13&endDate=2025-11-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 14 - Nov 15](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-11-14&endDate=2025-11-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Caribbean Hotels with a Pool

![View from property](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/a990c0ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![9 outdoor pools, open 8:00 AM to 6:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/583b27e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![15 bars/lounges, 2 swim-up bars, 2 poolside bars, beach bar](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/89db612e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/9c937420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Majestic Elegance Punta Cana - All Inclusive

Bávaro

9.0/10

Wonderful

(4530)

"Nice and relaxing, restaurants had very good food, better than most all inclusives."

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

Craig

CA $521

CA $521 total

includes taxes & fees

Dec 9 - Dec 10

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1270000/1265400/1265372/6ed7cab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Casino](https://images.trvl-media.com/lodging/2000000/1270000/1265400/1265372/f2e96613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 restaurants, dinner served, seafood](https://images.trvl-media.com/lodging/2000000/1270000/1265400/1265372/34edb461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/2000000/1270000/1265400/1265372/23669e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Majestic Colonial Punta Cana - All Inclusive

Bávaro

9.0/10

Wonderful

(6368)

"One of the best Resorts in Bavaro"

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

Arsildi

CA $505

CA $505 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Punta-Cana-Hotels-Majestic-Colonial-Punta-Cana-All-Inclusive.h1265372.Hotel-Information)

![On the beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/2628fada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/275406f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/718b2eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/c678f479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condado Vanderbilt Hotel

Condado

9.2/10

Wonderful

(1619)

"Great place to stay"

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

Randy

CA $534

CA $712 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/San-Juan-Hotels-Condado-Vanderbilt-Hotel.h9105241.Hotel-Information)

![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2440000/2438600/2438582/b9a77204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/3000000/2440000/2438600/2438582/184dfb36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/3000000/2440000/2438600/2438582/90a7021d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2440000/2438600/2438582/99506877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Barceló Bávaro Palace - All Inclusive

Bávaro

8.0/10

Very good

(5388)

"We liked this hotel very much,stayed two times and definitely come back "

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

Lilia

CA $419

CA $536 total

includes taxes & fees

Nov 30 - Dec 1

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

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/e18049f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/9c0c4847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/f7cb1b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/9eb65f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Condado Plaza Hotel

Condado

8.0/10

Very good

(1814)

"Clean rooms, great staff, beautiful surroundings, close to all the attractions. "

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

godfrey w

CA $213

CA $286 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/San-Juan-Hotels-The-Condado-Plaza-Hilton.h7143.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/2000000/1770000/1760300/1760259/22470d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, body treatments, aromatherapy, facials](https://images.trvl-media.com/lodging/2000000/1770000/1760300/1760259/6ba9459d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![37-inch LCD TV with cable channels, TV, iPod dock](https://images.trvl-media.com/lodging/2000000/1770000/1760300/1760259/198b8053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 restaurants, breakfast, lunch, dinner served; sushi](https://images.trvl-media.com/lodging/2000000/1770000/1760300/1760259/c502ba6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Condado

9.0/10

Wonderful

(2228)

"The resort was lovely and the staff was polite and helpful."

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

Dawn

CA $363

CA $494 total

includes taxes & fees

Dec 14 - Dec 15

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

![Aerial view](https://images.trvl-media.com/lodging/2000000/1940000/1937300/1937218/d1618f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1940000/1937300/1937218/f5e33ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/2000000/1940000/1937300/1937218/c87232e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 restaurants, breakfast, lunch, dinner served; Fusion cuisine](https://images.trvl-media.com/lodging/2000000/1940000/1937300/1937218/f3858e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bahia Principe Luxury Ambar - Adults Only - All Inclusive

Bávaro

9.0/10

Wonderful

(2430)

"Food was outstanding and the staff professional and friendly "

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

Thomas

[](https://www.expedia.ca/Punta-Cana-Hotels-Bahia-Principe-Luxury-Ambar-Adults-Only-All-Inclusive.h1937218.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/0558d37f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/6cb90c52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/47d14015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed (Renovated, Ocean)](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/e26b7834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Mameyes II

8.6/10

Excellent

(2204)

"The amenities and the staff were awesome"

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

Troy

CA $559

CA $757 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/San-Juan-Hotels-Wyndham-Grand-Rio-Mar-Puerto-Rico-Golf-Beach-Resort.h41642.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1100000/1091300/1091208/2ef6cd12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/2000000/1100000/1091300/1091208/ae67eb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1100000/1091300/1091208/e88470bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 restaurants, breakfast, lunch, dinner served; Japanese cuisine](https://images.trvl-media.com/lodging/2000000/1100000/1091300/1091208/04a373fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bahia Principe Grand Punta Cana - All Inclusive

Bávaro

7.2/10

Good

(1603)

"Loved there staff are nicer the room are clean I have a great time "

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

Jose F

[](https://www.expedia.ca/Punta-Cana-Hotels-Bahia-Principe-Grand-Punta-Cana-All-Inclusive.h1091208.Hotel-Information)

![2 outdoor pools, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/11200/11144/315c08fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11200/11144/da7a5164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, 1 Bedroom, Non Smoking, Oceanfront](https://images.trvl-media.com/lodging/1000000/20000/11200/11144/3021d8f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/11200/11144/8434552a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### San Juan Marriott Resort and Stellaris Casino

Condado

9.0/10

Wonderful

(1450)

"Excellent breakfast buffet and very good stay"

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

Carlos

CA $402

CA $548 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/San-Juan-Hotels-San-Juan-Marriott-Resort-And-Stellaris-Casino.h11144.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.

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## Top Caribbean Hotel Reviews

![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

"Spotless!! When leaving out for the day. Room service was perfect!! "

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

![Hotel El Convento](//images.trvl-media.com/lodging/1000000/30000/23200/23106/12be56a3_y.jpg)

### Hotel El Convento

10/10 Excellent

"Beautiful hotel right in the heart of old San Juan! "

[](https://expedia.ca/San-Juan-Hotels-Hotel-El-Convento.h23106.Hotel-Information)

![Sheraton Santo Domingo Hotel](//images.trvl-media.com/lodging/1000000/30000/23100/23011/040172a2_y.jpg)

### Sheraton Santo Domingo Hotel

10/10 Excellent

"Very courteous staff. Very friendly, very clean rooms.Excellent location. Recommended 100%"

[](https://expedia.ca/Santo-Domingo-Hotels-Sheraton-Santo-Domingo-Hotel.h23011.Hotel-Information)

![The Royal at Atlantis](//images.trvl-media.com/lodging/1000000/470000/460500/460429/b4c36dbb_y.jpg)

### The Royal at Atlantis

10/10 Excellent

"The staff was awesome "

[](https://expedia.ca/Nassau-Hotels-The-Royal-At-Atlantis.h460429.Hotel-Information)

![Hilton Aruba Caribbean Resort and Casino](//images.trvl-media.com/lodging/1000000/30000/21400/21372/a9761305_y.jpg)

### Hilton Aruba Caribbean Resort and Casino

10/10 Excellent

"Excellent "

[](https://expedia.ca/Noord-Hotels-Hilton-Aruba-Caribbean-Resort-And-Casino.h21372.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

"Excellent "

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

![British Colonial - Nassau ](//images.trvl-media.com/lodging/1000000/440000/436300/436224/e931f789_y.jpg)

### British Colonial - Nassau

10/10 Excellent

"11 nights - King room with private terrace - Front desk staff handled a misrepresentation of our room book through Expedia effectively, taking ownership of the issue. Clean private beach, attentive courteous staff, excellent hospitality and housekeeping service. "

[](https://expedia.ca/Nassau-Hotels-British-Colonial-Nassau.h436224.Hotel-Information)

![Hotel Rumbao, a Tribute Portfolio Hotel](//images.trvl-media.com/lodging/1000000/50000/48900/48823/c16aa94e_y.jpg)

### Hotel Rumbao, a Tribute Portfolio Hotel

10/10 Excellent

"Clean room. Friendly staff. security. good food and walking distance to Old San Juan. "

[](https://expedia.ca/San-Juan-Hotels-Sheraton-Old-San-Juan-Hotel.h48823.Hotel-Information)

![Renaissance Wind Creek Aruba Resort](//images.trvl-media.com/lodging/1000000/30000/28400/28399/816cc91c_y.jpg)

### Renaissance Wind Creek Aruba Resort

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ Absolutely Amazing Stay at Renaissance Wind Creek Aruba Resort! Everything about this resort was truly top-notch! From the moment we arrived, the staff went above and beyond — always friendly, attentive, and genuinely happy to help. The entire property was spotless, beautifully maintained, and filled with good vibes all around. We loved every part of our stay — from relaxing at the stunning Okeanos Spa and our private cabana by the water, to watching the beautiful flamingos up close on the private island. It was pure paradise! Even the casino was a blast (even though we didn’t win this time 😉). This resort truly captures the spirit of Aruba — the Happy Island! 🏝️ We’re already dreaming of coming back again soon. Highly recommend to anyone looking for the perfect mix of luxury, fun, and relaxation! 💛✨"

[](https://expedia.ca/Oranjestad-Hotels-Renaissance-Aruba-Resort-Casino.h28399.Hotel-Information)