Title: Roosevelt Roads Mountain Holidays 2025/2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/6360451/3441fe46-31f2-46bc-b307-613f9edf876d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Roosevelt Roads Mountain Holidays ## Book a Mountain Hotel + Flight or Car together to unlock savings Photo by Shannon Willitts Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## Plan, book, travel with confidence ### Better together Save up to £335 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Packages with flights are ATOL protected ## Top flight + Mountain hotel deals in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Romeo Gay Hotel](https://images.trvl-media.com/lodging/105000000/104580000/104571300/104571256/c3574a90_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Romeo Gay Hotel San Juan Antiguo £809 per person 7 Jan - 13 Jan found 1 day ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (100 reviews) Me encanto todo. Loca de volver nuevamente. Reviewed on 27 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-07/2026-01-13/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104571256&paandie=true&HotelClass=40&dealMarker=xPBAaPZhVr6zwMN8vX5n0fO3gJ-G60t6UR_ys5fEu7MdHoPa395j532iYZ_7gHlc) ![Ola Boutique Hotel](https://images.trvl-media.com/lodging/105000000/104220000/104217200/104217135/7963308f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ola Boutique Hotel Condado Save 100% on your flight £979 per person 7 Jan - 13 Jan found 1 day ago Return direct flight included London (LON) to San Juan (SJU) 9.2/10 Wonderful! (542 reviews) I was worried that our late check in was going to be a problem but to the contrary, Alfonso was waiting for us, super kind and professional and welcomed us with a great smile and a glass of wine. The room was exceptional. The girls were all super nice and accommodating. Amazing coffee, oatmeal the best I ever had. This hotel is amazing. Reviewed on 25 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-07/2026-01-13/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104217135&paandie=true&HotelClass=40&dealMarker=hEFwXtNBggOokgAUtgYkFlCsC3dSQhZkuLEwRlw6sDbUH_hvsJmuieKx1Q8AQztg) ![OLV Fifty Five - Adults Only](https://images.trvl-media.com/lodging/24000000/23160000/23155700/23155605/29ce7de9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OLV Fifty Five - Adults Only Condado Save 100% on your flight £1,280 per person 7 Jan - 13 Jan found 1 day ago Return direct flight included London (LON) to San Juan (SJU) 8.6/10 Excellent! (563 reviews) My husband and I did a quick weekend trip and it was the perfect hotel. All employees were very attentive and friendly. Hotel is beautiful all around. Rooms are gorgeous and luxurious just need a little deep cleaning or minor up grading to make accents a little more polish. Love the wrap around balcony view in our room it was the best Wish they told us we need to book for the dinner restaurant downstairs as soon as we got here, we would have did so; we was looking forward to dining but it was completely booked Reviewed on 26 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-07/2026-01-13/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23155605&paandie=true&HotelClass=40&dealMarker=hEFwXtNBggOokgAUtgYkFtErG7Sa8GYkhSUjzPXKzQLCBNvhY0glPPiNjvS8yNG8) ![Aire de O:live](https://images.trvl-media.com/lodging/1000000/530000/527600/527599/8d4c39ed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aire de O:live Isla Verde Save 100% on your flight £1,238 per person 7 Jan - 13 Jan found 1 day ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (290 reviews) The BEST staff!!! I will be back again!!! Reviewed on 24 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-07/2026-01-13/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&HotelClass=40&dealMarker=hEFwXtNBggOokgAUtgYkFtErG7Sa8GYkhSUjzPXKzQIKTpmnUgr9Wt0dxlLegp4g) ![Hotel Puerto Valdes](https://images.trvl-media.com/lodging/70000000/69380000/69371400/69371387/0dc1a939_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Puerto Valdes San Juan Antiguo £861 per person 1 Dec - 5 Dec found 1 day ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (489 reviews) The hotel was in a run down area nd the fire alarm went off all morning the day we checked out. Light is kitchen was strobing. Reviewed on 26 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-01/2025-12-05/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=69371387&paandie=true&HotelClass=40&dealMarker=A_KkLahY9keCqRhivtD1HlOm8BR-r1IZTyo-gENWgBd20siCIXgoi4sl2ucJh3c9) Don't see what you're looking for? See all available trips from London to Roosevelt Roads [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-27/2025-12-04/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain holidays in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Condado Vanderbilt Hotel](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/2628fada_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Condado Vanderbilt Hotel Condado £1,073 per person 1 Dec - 5 Dec found 1 day ago Return direct flight included London (LON) to San Juan (SJU) 9.2/10 Wonderful! (1,602 reviews) Butler was mia in the beginning but amazing trip and staff otherwise Reviewed on 27 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-01/2025-12-05/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9105241&paandie=true&HotelClass=50&dealMarker=GWs9uG1XPxIP7IwidpZ999nzjYyWNNQMTc3s0en0_4eB13Uti52VJuW7xo1rJWLq) ![Fairmont El San Juan Hotel](https://images.trvl-media.com/lodging/1000000/10000/1600/1592/99d8d575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont El San Juan Hotel Isla Verde £1,100 per person 1 Dec - 5 Dec found 1 day ago Return direct flight included London (LON) to San Juan (SJU) 8.4/10 Very Good! (2,018 reviews) The staff and property are very friendly. I enjoy my stay. You can walk around the community. It's very safe. Reviewed on 26 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-01/2025-12-05/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1592&paandie=true&HotelClass=50&dealMarker=GWs9uG1XPxIP7IwidpZ99yjk7w0_YBBA6zL--ju5wirVl-3czoLH3YED6QDPF_LE) ![Wyndham Grand Rio Mar Rainforest Beach and Golf Resort](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/dbe15866_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyndham Grand Rio Mar Rainforest Beach and Golf Resort Mameyes II £1,416 per person 7 Jan - 13 Jan found 1 day ago Return direct flight included London (LON) to San Juan (SJU) 8.6/10 Excellent! (2,201 reviews) Everything was awesome Reviewed on 26 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-07/2026-01-13/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=41642&paandie=true&HotelClass=50&dealMarker=N5cEW2ktUuyoWFGOQc7ZnHUPZn4zpyoA8CCYp3W0ev15FVARnuhAzDt99ORTqP2q) Don't see what you're looking for? See all available trips from London to Roosevelt Roads [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-27/2025-12-04/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)](https://images.trvl-media.com/lodging/6000000/5200000/5196300/5196263/66510c0c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only) Condado £1,665 per person 28 Dec - 1 Jan found 16 hours ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (643 reviews) Cozy and comfortable. Reviewed on 26 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5196263&paandie=true&dealMarker=Zo2AtcX1H8YM8EdNRdiR9IbHjGeHz5xzb5-cu4oaVdYQuoVuqy2ocw4FR-4mqlfS) ![Aire de O:live](https://images.trvl-media.com/lodging/1000000/530000/527600/527599/8d4c39ed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aire de O:live Isla Verde Save 100% on your flight £1,775 per person 28 Dec - 1 Jan found 16 hours ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (290 reviews) The BEST staff!!! I will be back again!!! Reviewed on 24 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&dealMarker=e_74D4-2pxGLeimA4UzIP9xoVBSVOErG8b1mPlKkvVz8MlHvZxPFgTYv4bkv5hMO) ![OLV Fifty Five - Adults Only](https://images.trvl-media.com/lodging/24000000/23160000/23155700/23155605/29ce7de9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OLV Fifty Five - Adults Only Condado Save 100% on your flight £1,815 per person 28 Dec - 1 Jan found 16 hours ago Return direct flight included London (LON) to San Juan (SJU) 8.6/10 Excellent! (563 reviews) My husband and I did a quick weekend trip and it was the perfect hotel. All employees were very attentive and friendly. Hotel is beautiful all around. Rooms are gorgeous and luxurious just need a little deep cleaning or minor up grading to make accents a little more polish. Love the wrap around balcony view in our room it was the best Wish they told us we need to book for the dinner restaurant downstairs as soon as we got here, we would have did so; we was looking forward to dining but it was completely booked Reviewed on 26 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23155605&paandie=true&dealMarker=e_74D4-2pxGLeimA4UzIP9xoVBSVOErG8b1mPlKkvVyC5t0BlBm9Ze_TvJqz96C6) Don't see what you're looking for? See all available trips from London to Roosevelt Roads [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-27/2025-12-04/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More holidays you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## More Holiday Ideas [Flights to Roosevelt Roads](https://expedia.co.uk/Cheap-Flights-To-Roosevelt-Roads.d6360451.Travel-Guide-Flights)[Roosevelt Roads Hotels](https://expedia.co.uk/Roosevelt-Roads-Hotels.d6360451.Travel-Guide-Hotels)[Roosevelt Roads Holiday Rentals](https://expedia.co.uk/Roosevelt-Roads-Holiday-Rentals.d6360451.Travel-Guide-HolidayRentals)[Roosevelt Roads Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Roosevelt-Roads.d6360451.Car-Hire-Guide)[Roosevelt Roads Holidays](https://expedia.co.uk/Roosevelt-Roads.d6360451.Holidays-City-Breaks) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFR0lEQVR4Xu3aMXLjOBBGYbgcKNwj8Cg+Gnw0HcVHmFCBylj3jwYapCXP9FbNBtJ7ickWgE8ZxZ0t7X+oHAd/I5BUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkWpBrObTZqPYPz+Vkfz5sXtuvvuBr5EvnKPKNFogCWQMZoxmIAlkDGaPZoyI17pohX71/rX8x5CtHSvmnL7n00atd/7JVs/1ZIAokAlEgIA0ExD9Yn96bTVdkaZzot7YxVm0gfT4DAbFAQAoIyFgUlzeQdVTsgb52Xr5KAwEBAfFAGgiI+u9Is2e83qe13V+xa+xp+1dsEBAQEJAlEJA/RSJHrM9S3sb1tZ8z2iMzEA/EAwGxQMaqGncgIIfthmittp/Lqbv3R4dqnAxyY3SoxskgN0aHapwMcmN0qMbJIDdGh2qcDHJjdKjGySA3RodqnLwg99Mz/nJ09/9/10+BgNwPZAQCcj+Q0eMi2n628/zEYzpRD3S5jvh/B3e39a8yAykgFggIiP0B8UA8/2A80H1UvrZrZIvDHV9lbtS3U77KzhqTuAQBAVEgIGMSlyDPi9iJ85OxVtv9RH+gr2222EZadbKNqs6TQJY2W2wjEBCrzpNAljZbbCMQEKvOkx4TuZe/T+/79KPc/TkQkHuBRCAg9wKJHhLRAz1anvFCLvZHI/8lMB/oQtav8mHXdRwEAgIC0gNpICDegrT9m7KvtRM/HbHRq60KxJKr3vpAG2u/tkAaCAgISB9oY+3XFkh7euRqH8Sj2vfZ6MXuhcxV68jTV1EgIAoEBGQEAnIfacszvth2rbXGqJRtrNSJlz58tYG7NwMBaSAgBeRmICDNEH+ftk/6if4+3exEc+PEvRuIjfRLYAYC0kAUyDZGCsQmcdlA1DMi1qftPNmVTnRXI99edq56L/oloNF0ZyAKBAQEBATE+440e3rrxNnL8kC/2tN7/0BvC6KRqn5rk7iMQMZIVb+1SVxGIGOkqt/aJC4jkDFS1W9tEpcRyBip6rc2icsIZIxU9VubxGUEMkaq+q1N4jISsn/Gv9lgnqhnvFzfMUexcQlEq0AUCAiIz3sgWvXsyLrdEuKdOqJnvF7E39rF5lvf6M/4i7kgIAoEpIFoIwjIHyDarnyt3qfPdt6ycl2l9O2EeHUsBQFRICANBARktGyMp7e32dRdPePdfe8fv9lgPvb9q+iXgLKzPJACAgKiNpuCgDSQBWl9u9YWe6DrxDa2ez4qhlzsj5DSv8pbP+bDBnUcCgKi3gsICAgIiLcgV/vATzw1Pb2buXp5FrJ3PZ24NlfNQEBA9gSI/TnvtoOAPC1yo+v37aV/FXWaq2q/OsfaMbJAFMg+kL5qBqJA9oH0VbOHRA4nlrKNT/TyfNmN1GXn6sdBVGMdiAJZ28YnICMQBbK2jU9ARo+K1LjTK7a7L3YvpNjL83sfncvpuPHGyAIBAQGxQA4jCwREH8TL80T8n44v9kCf2z99lY9mGn3YV1kCAQEBAQEBWfsZafZA//YPzPvRdDVypMyRBRIjEBAQEBCQ3yG+Xc945dtj1eIeHvu20QMBAQEBAakNpF9ZRyQypNn2+M/Z/ejdqr3rL+Jyl0AiEAUCAjICiZ4Y2bf1uW9XH/0TvWI3O9GrTb8E1HRnIApkbetzkL7GAlEga1ufg/Q11kMify+QVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpHoc5F+fF0hmeJBD/gAAAABJRU5ErkJggg==)