Title: Caribbean Hotels with a Pool from CA $335: Book the Right Hotels with a Pool Room in Caribbean, - Expedia.ca [Caribbean Travel Guide](https://expedia.ca/Caribbean.dx6022969)[Caribbean Hotels](https://expedia.ca/Destinations-In-Caribbean.d6022969.Hotel-Destinations)[Vacation Rentals in Caribbean](https://expedia.ca/Destinations-In-Caribbean.d6022969.Vacation-Rental-Destinations)[Caribbean Flights](https://expedia.ca/Destinations-In-Caribbean.d6022969.Flight-Destinations)[Caribbean Car Rentals](https://expedia.ca/Destinations-In-Caribbean.d6022969.Car-Rental-Destinations)[Caribbean Vacations](https://expedia.ca/Caribbean.d6022969.Destination-Travel-Guides) ![Emerald Bay showing sailing and a beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/110000/110419-The-Exumas.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Caribbean Hotels with a Pool from CA $335 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Hotels with a Pool Tonight [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-09-24&endDate=2025-09-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-09-25&endDate=2025-09-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-09-26&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-10-03&endDate=2025-10-05&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) ![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) ![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) ### Majestic Elegance Punta Cana - All Inclusive Bávaro 9.0/10 Wonderful (4322) "Friendly staff, good food, beautiful beach " [](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) ![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) ![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) ![Casino](https://images.trvl-media.com/lodging/2000000/1270000/1265400/1265372/f2e96613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Majestic Colonial Punta Cana - All Inclusive Bávaro 9.0/10 Wonderful (6434) "Clean room , friendly staff. " [](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) ![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) ![Front of property - evening/night](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/6f8d7cc0.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) ### Condado Vanderbilt Hotel Condado 9.2/10 Wonderful (1601) "Like the hotel , definitely will go back " CA $269 CA $358 total includes taxes & fees Sep 30 - Oct 1 [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2440000/2438600/2438582/99506877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite | Bathroom](https://images.trvl-media.com/lodging/3000000/2440000/2438600/2438582/3d95cd7b.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) ### Barceló Bávaro Palace - All Inclusive Bávaro 8.0/10 Very good (5313) "Great place to stay, staff is wonderful " CA $301 CA $386 total includes taxes & fees Sep 25 - Sep 26 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/9eb65f38.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) ![Pool views, open select days](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/f4304429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Condado Plaza Hotel Condado 7.8/10 Good (1690) "Great location " CA $259 CA $335 total includes taxes & fees Oct 8 - Oct 9 [](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) ![7 restaurants, breakfast, lunch, dinner served; sushi](https://images.trvl-media.com/lodging/2000000/1770000/1760300/1760259/w3996h2667x0y0-d13ff89b.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) ![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) ### La Concha Resort, Puerto Rico, Autograph Collection Condado 9.0/10 Wonderful (2093) "Great stay" CA $331 CA $467 total includes taxes & fees Sep 28 - Sep 29 [](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) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1940000/1937300/1937218/f5e33ecf.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 8.8/10 Excellent (2400) "Everything was exceptional i highly recommend staying here " [](https://www.expedia.ca/Punta-Cana-Hotels-Bahia-Principe-Luxury-Ambar-Adults-Only-All-Inclusive.h1937218.Hotel-Information) ![4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/dbe15866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/2a2af8bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/1eb8d66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/0558d37f.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 (2185) "I great beach resort. The food was excellent. " CA $635 CA $860 total includes taxes & fees Sep 30 - Oct 1 [](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) ![5 outdoor pools, open 9:00 AM to 6:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1100000/1091300/1091208/2e50e1f9.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) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1100000/1091300/1091208/e88470bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bahia Principe Grand Punta Cana - All Inclusive Bávaro 7.2/10 Good (1612) "Great hotel to expend your summer vacation " [](https://www.expedia.ca/Punta-Cana-Hotels-Bahia-Principe-Grand-Punta-Cana-All-Inclusive.h1091208.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/11200/11144/19c8f380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking, Ocean View](https://images.trvl-media.com/lodging/1000000/20000/11200/11144/8434552a.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) ### San Juan Marriott Resort and Stellaris Casino Condado 9.0/10 Wonderful (1370) "beautiful hotel" CA $372 CA $513 total includes taxes & fees Oct 20 - Oct 21 [](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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-08&endDate=2025-10-09®ionId=6022969&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Caribbean-Hotel-With-Pool.0-0-d6022969-tHotelwithPool.Hotel-Filter-Destinations)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Caribbean-Hotel-With-Pool.0-0-d6022969-tHotelwithPool.Hotel-Filter-Destinations) ## Top Caribbean Hotel Reviews ![Comfort Suites Paradise Island](//images.trvl-media.com/lodging/1000000/20000/13700/13636/00aef45b_y.jpg) ### Comfort Suites Paradise Island 10/10 Excellent "Didnt like the TV reception. I know i didnt go to watch the TV but the picture quality could have been better. The dining options were very limited. " [](https://expedia.ca/Nassau-Hotels-Comfort-Suites-Paradise-Island.h13636.Hotel-Information) ![Galleon House Hotel](//images.trvl-media.com/lodging/1000000/20000/12300/12273/ff4bb073_y.jpg) ### Galleon House Hotel 10/10 Excellent "Lovely " [](https://expedia.ca/St-Thomas-Hotels-Galleon-House-Hotel.h12273.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 "The easy beach access was excellent. Food was perfect." [](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 "I have not had any issues with my stay here at all. It was a beautiful hotel. I also think the price was reasonable. The customer service was good. They gave us more towels when we asked. The hotel is right on the beach and the water is gorgeous! (See pics) The only thing I wish was that the restaurant served Bahamian food too, instead of the regular food I can get in America. My husband and I decided that if we came back to Nassau, and needed a hotel, we could bring the whole family to this hotel." [](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 "We had a great stay at Hotel Rumbao and will be back. Sarah at the front desk was super helpful and welcoming! Thank you Sarah, I hope to see you again! The location is walkable to all the shops and places to eat. The view is beautiful and the staff are so warm and friendly. I highly recommend. " [](https://expedia.ca/San-Juan-Hotels-Sheraton-Old-San-Juan-Hotel.h48823.Hotel-Information) ![Renaissance Wind Creek Curacao Resort](//images.trvl-media.com/lodging/3000000/2360000/2351400/2351342/b80bf129_y.jpg) ### Renaissance Wind Creek Curacao Resort 10/10 Excellent "I stayed 10 days and out of the 10 days i only got a wash cloth 3 times. (1 at a time) Every time i asked for a clean wash cloth housekeeper give me one or none. They really need to restock wash cloths. Other then that everything was great." [](https://expedia.ca/Willemstad-Hotels-Renaissance-Curacao-Resort-Casino.h2351342.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 "Love the resort and location" [](https://expedia.ca/San-Juan-Hotels-La-Concha-Renaissance-San-Juan-Resort.h1760259.Hotel-Information) ![The Coral at Atlantis](//images.trvl-media.com/lodging/1000000/470000/460500/460427/ccfe6f2c_y.jpg) ### The Coral at Atlantis 10/10 Excellent "We had originally booked the Coral but two days after our arrival date the hotel was to close to complete renovations. That was a perk for us because we were upgraded to the Royal. It was a great hotel right in the middle of the property. The waterpark was awesome and the food was great. The food can get expensive but we decided to eat big breakfasts, have a small snack around lunch time and then have dinner. We ate at Marina Pizza the first night and it was so good, we would have ate there again but they also shut down for updates. Ate at Claudio’s multiple times bc we loved it so much. The Shake Shack was great. We purchased the refillable drink and it was so worth it. It was enough for my husband and I to share alcoholic drinks and the kids used it for refillable sodas. My favorite pool was the Grotto Pool tucked away and the most peaceful. The kids loved the waterslides and my favorite was the rapid river. It’s gets little intense in areas, pay attention. The beaches were nice and our favorite was cove beach. The snorkeling was amazing and we saw turtles, fish, and a stingray and nurse shark. The lifeguards there were great and very attentive to all situations. Unfortunately, some people got upset when they decided to shut the beaches down later in our trip because the hurricane had passed right off the coast. Even with the protection of the cove beach the rip tides were intense, they made the right choice. Overall this was a great trip for our family. " [](https://expedia.ca/Nassau-Hotels-The-Coral-At-Atlantis.h460427.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 "Love the Hilton 4th time staying in Aruba " [](https://expedia.ca/Noord-Hotels-Hilton-Aruba-Caribbean-Resort-And-Casino.h21372.Hotel-Information)