Title: Roosevelt Roads Cheap 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 Cheap Holidays ## Book a Cheap 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 + Cheap 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 7 hours ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (100 reviews) The property is perfect to couples and relaxing days Reviewed on 21 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=xPBAaPZhVr6zwMN8vX5n0QK9N6xKq6CkoVZ5p20qD4Soe6VLyfpxI6TK1w2Z8EZR) ![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 7 hours 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=hEFwXtNBggOokgAUtgYkFoKfwDseqbLE0gWioyWCz1wrx4Axhe3euTxdi0oYzLmt) ![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 7 hours ago Return direct flight included London (LON) to San Juan (SJU) 8.6/10 Excellent! (563 reviews) I absolutely LOVED this hotel. My stay was relaxing. It was peaceful, clean, the staff (front desk, housekeeping and restaurant staff) were kind. Hotel was 20mins or less to different locations I visited. Reviewed on 18 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=hEFwXtNBggOokgAUtgYkFoKfwDseqbLE0gWioyWCz1xOsqnDFDntMOv0f65NXgqy) ![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 7 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/2026-01-07/2026-01-13/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&HotelClass=40&dealMarker=hEFwXtNBggOokgAUtgYkFoKfwDseqbLE0gWioyWCz1zbSS5jokNJJqxuS5SzkjZI) ![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 14 hours ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (489 reviews) Hotel was good staff amazing and steakhouse wonderful Reviewed on 24 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_KkLahY9keCqRhivtD1HkQsM4MVhnsrW6gWSMeaN5KYXg5iFH-PHSCPR7ib4d03) 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/2025-11-26/2025-12-03/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Cheap 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 14 hours ago Return direct flight included London (LON) to San Juan (SJU) 9.2/10 Wonderful! (1,602 reviews) Very friendly staff, clean room and great location. Reviewed on 23 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=GWs9uG1XPxIP7IwidpZ99-744oo8Iiv9x1uEVMXY1s3C_d63hd__sm2ByVAKFw9H) ![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 14 hours ago Return direct flight included London (LON) to San Juan (SJU) 8.4/10 Very Good! (2,018 reviews) Property was beautiful! However, front desk staff was very rude & not friendly at all when Checking-In & Checking-Out! Front desk personnel should be fired! They were not “people friendly” & should not be working in the hospitality industry!!! Reviewed on 25 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=GWs9uG1XPxIP7IwidpZ99-744oo8Iiv9x1uEVMXY1s3SFjN2LA54rLsz6yHj1MOI) ![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 7 hours ago Return direct flight included London (LON) to San Juan (SJU) 8.6/10 Excellent! (2,201 reviews) Overall good experience Reviewed on 22 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=N5cEW2ktUuyoWFGOQc7ZnMWGGAtx_PaZ41ZYcQ2Qh5C2olbmPG8ba-mkUogm3HQu) 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/2025-11-26/2025-12-03/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Cheap holidays in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![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 14 hours ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (489 reviews) Hotel was good staff amazing and steakhouse wonderful Reviewed on 24 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&dealMarker=A_KkLahY9keCqRhivtD1HkQsM4MVhnsrW6gWSMeaN5KYXg5iFH-PHSCPR7ib4d03) ![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 £1,034 per person 1 Dec - 5 Dec found 14 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/2025-12-01/2025-12-05/?FromAirport=LON&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&dealMarker=A_KkLahY9keCqRhivtD1Hod2gL7CKzPBCgEsj4E_v3wxUKgGJQtgQLnkeS7MxScS) ![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 14 hours ago Return direct flight included London (LON) to San Juan (SJU) 8.4/10 Very Good! (2,018 reviews) Property was beautiful! However, front desk staff was very rude & not friendly at all when Checking-In & Checking-Out! Front desk personnel should be fired! They were not “people friendly” & should not be working in the hospitality industry!!! Reviewed on 25 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&dealMarker=GWs9uG1XPxIP7IwidpZ99-744oo8Iiv9x1uEVMXY1s3SFjN2LA54rLsz6yHj1MOI) 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/2025-11-26/2025-12-03/?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,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)