Title: TOP Historic Hotels in Greater Antilles for 2025 | Expedia.co.uk [Greater Antilles Travel Guide](https://expedia.co.uk/Greater-Antilles.dx3000655872)[Hotels in Greater Antilles](https://expedia.co.uk/Greater-Antilles-Hotels.d3000655872.Travel-Guide-Hotels)[Holiday Rentals in Greater Antilles](https://expedia.co.uk/Greater-Antilles-Holiday-Rentals.d3000655872.Travel-Guide-HolidayRentals)[Flights to Greater Antilles](https://expedia.co.uk/Cheap-Flights-To-Greater-Antilles.d3000655872.Travel-Guide-Flights)[Greater Antilles Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Greater-Antilles.d3000655872.Car-Hire-Guide)[Greater Antilles Holidays](https://expedia.co.uk/Greater-Antilles.d3000655872.Holidays-City-Breaks) ![Cayman Islands featuring marine life and colourful reefs](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/25000/25744-Cayman-Islands.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Historic Hotels in Greater Antilles ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.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 Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![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 Greater Antilles Historic Hotels Tonight [21 Sept - 22 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=3000655872&startDate=2025-09-21&endDate=2025-09-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [22 Sept - 23 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=3000655872&startDate=2025-09-22&endDate=2025-09-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=3000655872&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=3000655872&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Greater Antilles Historic Hotels ## Our top choices for Greater Antilles historic hotels ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/12be56a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/0881e27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/9acaf25a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/930895ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel El Convento Old San Juan 9.0/10 Wonderful (1006) "Great stay very nice location" [](https://www.expedia.co.uk/San-Juan-Hotels-Hotel-El-Convento.h23106.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1820000/1817700/1817661/66551567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1820000/1817700/1817661/071394f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1820000/1817700/1817661/27a7e0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1820000/1817700/1817661/b9ab681a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boutique Hotel Palacio Zona Colonial 8.6/10 Excellent (1006) "We enjoyed our stay in this beautiful hotel " £65 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Santo-Domingo-Hotels-Boutique-Hotel-Palacio.h1817661.Hotel-Information) ![Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/c16aa94e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/43d29c38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/1aefe936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/683e6f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Rumbao, a Tribute Portfolio Hotel Old San Juan 9.0/10 Wonderful (1166) "Great place to stay. Very friendly staff." £141 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/San-Juan-Hotels-Sheraton-Old-San-Juan-Hotel.h48823.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/4000000/3010000/3009200/3009193/b767937c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3010000/3009200/3009193/ed9dec27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/4000000/3010000/3009200/3009193/087bbdac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Queen Beds | Hypo-allergenic bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/4000000/3010000/3009200/3009193/d4c28615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CasaBlanca Hotel Old San Juan 8.8/10 Excellent (1451) "Really amazing staff, beautiful property and large rooms. " [](https://www.expedia.co.uk/San-Juan-Hotels-CasaBlanca-Hotel.h3009193.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2600000/2595400/2595374/caedc206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/3000000/2600000/2595400/2595374/d94a3a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2600000/2595400/2595374/964d4a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room | 1 bedroom, Tempur-Pedic beds, individually decorated](https://images.trvl-media.com/lodging/3000000/2600000/2595400/2595374/71361506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gallery Inn Old San Juan 8.4/10 Very good (369) "Un lugar muy diferente e interesante. La pasamos muy bien. " [](https://www.expedia.co.uk/San-Juan-Hotels-The-Gallery-Inn.h2595374.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4010000/4002600/4002581/b755fcd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/5000000/4010000/4002600/4002581/b472c664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/5000000/4010000/4002600/4002581/b646ea87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![19-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/5000000/4010000/4002600/4002581/28557bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Herencia Hotel Old San Juan 9.2/10 Wonderful (815) "Beautiful place to stay. " £90 includes taxes & fees 2 Oct - 3 Oct [](https://www.expedia.co.uk/San-Juan-Hotels-Villa-Herencia-Hotel.h4002581.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/187ba09f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room | Premium bedding, down duvets, individually decorated](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/1d066a5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/0452fab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Balcony Suites | Premium bedding, down duvets, individually decorated](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/84d64379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Terraza de San Juan Old San Juan 8.2/10 Very good (1006) "AN OVERALL GREAT STAY!!" [](https://www.expedia.co.uk/San-Juan-Hotels-La-Terraza-De-San-Juan.h4257992.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1220000/1217500/1217465/b35488ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite](https://images.trvl-media.com/lodging/2000000/1220000/1217500/1217465/8b52cb38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1220000/1217500/1217465/181a7e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior Twin | Bathroom](https://images.trvl-media.com/lodging/2000000/1220000/1217500/1217465/7faf6182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Plaza De Armas Old San Juan San Juan 7.2/10 Good (1001) "AIRCONDITIONER IN ROOM ONLY AT ONE LEVEL AND VERY LOUD. TOILET DID NOT FLUSH PROPERLY. LOCATION WAS EXCELLENT AND STAFF PROVIDED EXTRA PILLOWS. THE PROPERTY WAS SUFFICIENT FOR THE PRICE AND ONLY ONE NIGHT." [](https://www.expedia.co.uk/San-Juan-Hotels-Hotel-Plaza-De-Armas-Old-San-Juan.h1217465.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1960000/1950600/1950513/38527439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bars/lounges, swim-up bar, poolside bar, beach bar](https://images.trvl-media.com/lodging/2000000/1960000/1950600/1950513/f5652bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1960000/1950600/1950513/594a0063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1960000/1950600/1950513/fe87ff8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive Cap Cana 9.4/10 Exceptional (1013) "Great staff and great stay!" £445 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Punta-Cana-Hotels-Sanctuary-Cap-Cana.h1950513.Hotel-Information) ![Presidential Suite | Balcony](https://images.trvl-media.com/lodging/9000000/8130000/8123500/8123414/c4bdef4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8130000/8123500/8123414/7144df13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite | Living room | TV](https://images.trvl-media.com/lodging/9000000/8130000/8123500/8123414/ec18a684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite | Private kitchen | Microwave](https://images.trvl-media.com/lodging/9000000/8130000/8123500/8123414/1093ce92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fortaleza Suites Old San Juan 9.0/10 Wonderful (1153) "Great place to stay. " £154 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/San-Juan-Hotels-Fortaleza-Suites.h8123414.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.co.uk/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06®ionId=3000655872&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Greater Antilles Hotel Reviews ![Condado Vanderbilt Hotel](//images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/2628fada_y.jpg) ### Condado Vanderbilt Hotel 10/10 Excellent "From the moment we arrived, this hotel exceeded our expectations. The views were absolutely breathtaking—waking up to the ocean and having the beach just steps away felt like paradise. The beaches were clean, beautiful, and never overcrowded, making it easy to relax. The staff was outstanding—friendly, attentive, and always going above and beyond to make sure we were comfortable. The restaurants offered delicious food with plenty of variety, and the bar was the perfect place to unwind in the evenings. The pools were stunning, well-maintained, and provided both lively and quiet options depending on the mood. Housekeeping did an amazing job keeping our room spotless and refreshed daily. The only downside was the additional fees, but honestly, the overall experience made it worth every penny. This is the kind of place you want to come back to again and again—I highly recommend it!" [](https://expedia.co.uk/San-Juan-Hotels-Condado-Vanderbilt-Hotel.h9105241.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.co.uk/San-Juan-Hotels-La-Concha-Renaissance-San-Juan-Resort.h1760259.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 "Best vacation I ever had. These are not the Jamaicans I’m used to being a New Yorker; 95% of the people were pleasant and accommodating, and almost everyone shared their sense of humor with us. The one problem is as SOON as you step off the property (the KFC is right there but NOT WORTH THE TRIP) there’s 10 guys trying to sell you something for the privilege of escorting you across a 4-lane road; I’m from Brooklyn fam, I definitely got this (herb and the capacity to cross the damn street)." [](https://expedia.co.uk/Montego-Bay-Hotels-Riu-Montego-Bay-Adults-Only-All-Inclusive.h2062016.Hotel-Information) ![Hyatt Regency Grand Reserve Puerto Rico](//images.trvl-media.com/lodging/1000000/980000/979700/979694/08d6d09c_y.jpg) ### Hyatt Regency Grand Reserve Puerto Rico 10/10 Excellent "I’m so thankful for the warm welcome my family and I received during our first visit to Puerto Rico. The staff’s hospitality was truly exceptional, and the property itself was beautiful, with a stunning view of El Yunque in the distance and easy access to a relaxing beach. We loved the gorgeous pool, delicious food and drinks, and the kindness of everyone who helped us throughout our stay. At night, we enjoyed hearing the coquis, watching iguanas roam the grounds, and experiencing the vibrant Puerto Rican culture firsthand. This trip gave us a once-in-a-lifetime memory that I will cherish and look forward to sharing with loved ones. I wholeheartedly encourage others to visit and experience the warmth, culture, and incredible people we were fortunate enough to meet here." [](https://expedia.co.uk/San-Juan-Hotels-Hyatt-Regency-Grand-Reserve-Puerto-Rico.h979694.Hotel-Information) ![Caribe Hilton](//images.trvl-media.com/lodging/1000000/10000/9300/9228/9307be9a_y.jpg) ### Caribe Hilton 10/10 Excellent "Great service and the condition of the facility was amazing " [](https://expedia.co.uk/San-Juan-Hotels-Caribe-Hilton.h9228.Hotel-Information)