Title: Caribbean Hotels with a Pool from CA $434: 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) ![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 $434 - ![](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 ## 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) ![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) ![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) ## Check availability on Caribbean Hotels with a Pool Tonight [Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-12-31&endDate=2026-01-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2026-01-01&endDate=2026-01-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for 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) ![6 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/de70f58b.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 [](https://www.expedia.ca/Punta-Cana-Hotels-Majestic-Elegance-Punta-Cana-All-Inclusive.h2191836.Hotel-Information) Bávaro 9.0/10 Wonderful (4612) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David [](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) ![Colonial Club Colonial Jr. STE Ocean Front with Indoor and Outdoor Hot Tub (Adults Only) | Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1270000/1265400/1265372/29e186ac.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 [](https://www.expedia.ca/Punta-Cana-Hotels-Majestic-Colonial-Punta-Cana-All-Inclusive.h1265372.Hotel-Information) Bávaro 9.0/10 Wonderful (6400) "Highly recommend this resort " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Madison [](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) ![Room, 1 King Bed, City View, Tower](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/4b29de9a.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) ### Condado Vanderbilt Hotel [](https://www.expedia.ca/San-Juan-Hotels-Condado-Vanderbilt-Hotel.h9105241.Hotel-Information) Condado 9.4/10 Exceptional (1664) "Great hotel and location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liana Amber CA $670 CA $892 total includes taxes & fees Jan 4 - Jan 5, 2026 [](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) ![Rainfall showerhead, free toiletries, hair dryer, bathrobes](https://images.trvl-media.com/lodging/3000000/2440000/2438600/2438582/369e4dd4.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) ![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 [](https://www.expedia.ca/Punta-Cana-Hotels-Barcelo-Bavaro-Palace-All-Inclusive.h2438582.Hotel-Information) Bávaro 8.2/10 Very good (5467) "Beautiful resort and very friendly staff. The food was great and the pools and beach excellent!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zamira CA $608 CA $778 total includes taxes & fees Jan 12 - Jan 13, 2026 [](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) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/w5760h3835x0y5-f8de434b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Condado Plaza Hotel [](https://www.expedia.ca/San-Juan-Hotels-The-Condado-Plaza-Hilton.h7143.Hotel-Information) Condado 8.0/10 Very good (1911) "I would stay here over and over every time im in PR" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natasha Nichole CA $350 CA $434 total includes taxes & fees Jan 28 - Jan 29, 2026 [](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) ![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) ### La Concha Resort, Puerto Rico, Autograph Collection [](https://www.expedia.ca/San-Juan-Hotels-La-Concha-Renaissance-San-Juan-Resort.h1760259.Hotel-Information) Condado 9.0/10 Wonderful (2352) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrae CA $499 CA $643 total includes taxes & fees Jan 18 - Jan 19, 2026 [](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) ![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) ![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) ### Bahia Principe Luxury Ambar - Adults Only - All Inclusive [](https://www.expedia.ca/Punta-Cana-Hotels-Bahia-Principe-Luxury-Ambar-Adults-Only-All-Inclusive.h1937218.Hotel-Information) Bávaro 8.8/10 Excellent (2485) "Great resort, staff service was excellent, good restaurants & food choices, beach is clean, pool & pool bar were fun. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elvis [](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) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/39946b55.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 [](https://www.expedia.ca/San-Juan-Hotels-Wyndham-Grand-Rio-Mar-Puerto-Rico-Golf-Beach-Resort.h41642.Hotel-Information) Mameyes II 8.6/10 Excellent (2254) "Seamless check-in and check-out, great staff and service, amazing views from the room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RAKESH CA $972 CA $1,317 total includes taxes & fees Jan 27 - Jan 28, 2026 [](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) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1100000/1091300/1091208/6d44f422.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; Mongolian 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 [](https://www.expedia.ca/Punta-Cana-Hotels-Bahia-Principe-Grand-Punta-Cana-All-Inclusive.h1091208.Hotel-Information) Bávaro 7.2/10 Good (1594) "Always a favorite resort to visit " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hector [](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) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/11200/11144/8434552a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/11200/11144/7ffdb446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, swim-up bar, poolside bar, beach bar](https://images.trvl-media.com/lodging/1000000/20000/11200/11144/a756f3fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### San Juan Marriott Resort and Stellaris Casino [](https://www.expedia.ca/San-Juan-Hotels-San-Juan-Marriott-Resort-And-Stellaris-Casino.h11144.Hotel-Information) Condado 9.0/10 Wonderful (1501) "Great stay, location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Oscar U CA $627 CA $795 total includes taxes & fees Jan 5 - Jan 6, 2026 [](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=2026-01-14&endDate=2026-01-15®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 ![The Royal at Atlantis](https://images.trvl-media.com/lodging/1000000/470000/460500/460429/b4c36dbb_y.jpg) ### The Royal at Atlantis 10/10 Excellent "Amenities" [](https://expedia.ca/Nassau-Hotels-The-Royal-At-Atlantis.h460429.Hotel-Information) ![Renaissance Santo Domingo Jaragua Hotel & Casino](https://images.trvl-media.com/lodging/1000000/30000/22500/22498/dbbd0fab_y.jpg) ### Renaissance Santo Domingo Jaragua Hotel & Casino 10/10 Excellent "Excellent food in every hotel area and perfect location " [](https://expedia.ca/Santo-Domingo-Hotels-Renaissance-Santo-Domingo-Jaragua-Hotel-Casino.h22498.Hotel-Information) ![Renaissance Wind Creek Curacao Resort](https://images.trvl-media.com/lodging/3000000/2360000/2351400/2351342/b80bf129_y.jpg) ### Renaissance Wind Creek Curacao Resort 10/10 Excellent "Everything- the room, staff, food, service. Excellent. Coming back next year 100%" [](https://expedia.ca/Willemstad-Hotels-Renaissance-Curacao-Resort-Casino.h2351342.Hotel-Information) ![Hotel Riu Palace Paradise Island - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/1000000/10000/1100/1039/9adb12c0_y.jpg) ### Hotel Riu Palace Paradise Island - Adults Only - All Inclusive 10/10 Excellent "Staff" [](https://expedia.ca/Nassau-Hotels-Riu-Palace-Paradise-Island-All-Inclusive-Adults-Only.h1039.Hotel-Information) ![Hotel Rumbao, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/c16aa94e_y.jpg) ### Hotel Rumbao, a Tribute Portfolio Hotel 10/10 Excellent "Good" [](https://expedia.ca/San-Juan-Hotels-Sheraton-Old-San-Juan-Hotel.h48823.Hotel-Information) ![Renaissance Wind Creek Aruba Resort](https://images.trvl-media.com/lodging/1000000/30000/28400/28399/816cc91c_y.jpg) ### Renaissance Wind Creek Aruba Resort 10/10 Excellent "Staff was courteous, food and drinks were delicious. Had a relaxing stay. " [](https://expedia.ca/Oranjestad-Hotels-Renaissance-Aruba-Resort-Casino.h28399.Hotel-Information) ![Hilton Aruba Caribbean Resort and Casino](https://images.trvl-media.com/lodging/1000000/30000/21400/21372/a9761305_y.jpg) ### Hilton Aruba Caribbean Resort and Casino 10/10 Excellent "Staff was very helpful and courteous. Room and surroundings were outstanding (Pool beach restaurants bar stores)" [](https://expedia.ca/Noord-Hotels-Hilton-Aruba-Caribbean-Resort-And-Casino.h21372.Hotel-Information) ![British Colonial - Nassau ](https://images.trvl-media.com/lodging/1000000/440000/436300/436224/e931f789_y.jpg) ### British Colonial - Nassau 10/10 Excellent "Great hotel right in Nassau, very clean and courteous staff" [](https://expedia.ca/Nassau-Hotels-British-Colonial-Nassau.h436224.Hotel-Information) ![The Reef at Atlantis](https://images.trvl-media.com/lodging/2000000/1790000/1782700/1782699/62298272_y.jpg) ### The Reef at Atlantis 10/10 Excellent "Highly recommended for kids." [](https://expedia.ca/Nassau-Hotels-The-Reef-At-Atlantis.h1782699.Hotel-Information)