Title: Roosevelt Roads Beach 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 Beach Holidays ## Book a Beach 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 + Beach hotel deals in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Condado Ocean Club - Adults Only](https://images.trvl-media.com/lodging/19000000/18570000/18567200/18567124/a244f1e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Condado Ocean Club - Adults Only Condado £1,222 per person 15 Nov - 22 Nov found 1 day ago Return direct flight included London (LHR) to San Juan (SJU) 8.8/10 Excellent! (1,406 reviews) This is an amazing hotel, very clean the rooms are beautiful and right on the beach with an Amazing view of the water. The staff is very friendly and helpful and the pool area is amazing. 10/10 would recommend to anyone. Reviewed on 22 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18567124&paandie=true&HotelClass=40&dealMarker=mzkr2szeuRAW1yxdQbT_VS_KUSuV5gLFQVpBgR3K2ciJZ-hCts12_wM-sYWG7651) ![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 £1,350 per person 15 Nov - 22 Nov found 1 day ago Return direct flight included London (LHR) to San Juan (SJU) 8.8/10 Excellent! (545 reviews) This place was beautiful. The decor and the attention to detail really was impressive. The pool is amazing! The shower! The shower! The staff went above and beyond to exceed expectations. I highly recommend this hotel. Reviewed on 22 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23155605&paandie=true&HotelClass=40&dealMarker=Ji6uknwqbCiKrcaWyzaWmcY0C2DQL0u5ZMpz0H-FCCY6lBC5CcDEQ7RLMUl8h_Aw) ![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 £1,281 per person 15 Nov - 22 Nov found 1 day ago Return direct flight included London (LHR) to San Juan (SJU) 9/10 Wonderful! (266 reviews) Beach View. Clean and friendly. Lovedddd Reviewed on 21 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&HotelClass=40&dealMarker=QZL1MVCZW3hbQCEfQ_CM3ZXzDGQIRU4qUbmlGalU8Y1RGVe3kNxGomUZaVXtsa1y) ![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 £1,542 per person 15 Nov - 22 Nov found 1 day ago Return direct flight included London (LHR) to San Juan (SJU) 8.4/10 Very Good! (1,958 reviews) Outdoor pool beach rooms very clean. Could have better music Reviewed on 22 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1592&paandie=true&HotelClass=40&dealMarker=QZL1MVCZW3hbQCEfQ_CM3VCq7mCHNl67iSQEpH3G8mVZ8IXJJabYv7R5hhXvc-kj) ![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 £1,474 per person 15 Nov - 22 Nov found 1 day ago Return direct flight included London (LHR) to San Juan (SJU) 9.2/10 Wonderful! (1,584 reviews) Everything was perfect! Definitely coming back! Reviewed on 22 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9105241&paandie=true&HotelClass=40&dealMarker=mzkr2szeuRAW1yxdQbT_VSrL_WwMj-dSaGlAEoYieYbzTWsamQjnqXcNdv_v6FJ-) 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/2025-10-23/2025-10-30/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Beach holidays in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![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 £1,347 per person 15 Nov - 22 Nov found 1 day ago Return direct flight included London (LHR) to San Juan (SJU) 8.6/10 Excellent! (2,170 reviews) The property was under construction and very noisy. Some of the staff were rude. The bars all closed by 11pm on Saturday night. No nightly entertainment. Food was very expensive and mediocre. Reviewed on 22 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=41642&paandie=true&HotelClass=50&dealMarker=mzkr2szeuRAW1yxdQbT_VSEowP5ZcHrufiPtXA8RxrixIDa3XG9g_ZaJO6OQS-x-) ![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 £1,542 per person 15 Nov - 22 Nov found 1 day ago Return direct flight included London (LHR) to San Juan (SJU) 8.4/10 Very Good! (1,958 reviews) Outdoor pool beach rooms very clean. Could have better music Reviewed on 22 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1592&paandie=true&HotelClass=50&dealMarker=QZL1MVCZW3hbQCEfQ_CM3VCq7mCHNl67iSQEpH3G8mVZ8IXJJabYv7R5hhXvc-kj) ![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 £1,474 per person 15 Nov - 22 Nov found 1 day ago Return direct flight included London (LHR) to San Juan (SJU) 9.2/10 Wonderful! (1,584 reviews) Everything was perfect! Definitely coming back! Reviewed on 22 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9105241&paandie=true&HotelClass=50&dealMarker=mzkr2szeuRAW1yxdQbT_VSrL_WwMj-dSaGlAEoYieYbzTWsamQjnqXcNdv_v6FJ-) 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/2025-10-23/2025-10-30/?FromAirport=LHR&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find your perfect Roosevelt Roads beach holiday #### How can I book the best beach holidays in Roosevelt Roads? Sometimes all you want is to kick back with the sun on your face and your toes in the sand. Plus-size the blissful on your Roosevelt Roads beach holiday by checking out the best bays and using our neighbourhood filter to find accommodation nearby – or even with serene sea views. Use the reviews and our guest-rating filter to find the loveliest options. #### Can I book cheap beach holidays in Roosevelt Roads? For a budget beach break, consider staying a little further away from the sea, or choose self-catering rather than a hotel. You can use our amenities filter and map view to find the best cheap deals for you. Sunbathe for less with our affordable Roosevelt Roads beach holidays, which start from £1,222. Prices and availability are subject to change. Additional terms may apply. #### When can I go on a quiet beach holiday in Roosevelt Roads? Enjoy out-of-season seclusion on a beach holiday to Roosevelt Roads during the quieter months. With fewer crowds competing for accommodation, you could bag a great deal, too. #### Why should I book family holidays in Roosevelt Roads with beach access? If you have kids, beach holidays are more buckets and spades, lilos and sun cream than they are spa, cocktails and long reads – unless you book a holiday with beach access. It’s a family win. Even better, once the kids are in bed, you can sit on your bedroom balcony, listen to the waves and share a local tipple and stay in earshot of your sleeping beauties. #### How can I find a Roosevelt Roads beachfront holiday? For the ultimate beach holiday, use our beachfront and sea view filters to whittle down your search results to find the perfect property, right on the water. #### How can I book last-minute Roosevelt Roads beach holidays? Add a little spontaneity to your beach holiday by looking for a last-minute deal in Roosevelt Roads. If you have set dates, pop them into the search and see what heaven awaits in just a few days. #### Can I find Roosevelt Roads beach holidays which are all inclusive? A beach holiday to Roosevelt Roads is one of the best occasions to treat yourself to an all-inclusive holiday package. Savour every sip of cocktail, every moment of sunshine, every blissful meal you didn’t have to cook yourself. And all included in the price. Just use our all-inclusive filter to see what’s available. #### Can I book a Roosevelt Roads beach trip with free cancellation and/or flexible dates? Even if plans change, you don’t have to lose out. Use our filters to find accommodation with free cancellation, or even filter for buy now, pay later options. Once you’ve booked, log into your account to see all the details. #### Why should I book a Roosevelt Roads beach holiday with Expedia? Our huge range of accommodation and flights mean you’ll find the best beach holidays in Roosevelt Roads on Expedia in just a few clicks. It’s as easy as falling asleep to the sounds of the sea. ## 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) ### Top Beach Holiday Destinations > - [Beach Holidays in Barcelona](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/179992/Barcelona) > - [Beach Holidays in Croatia](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/43/Croatia) > - [Beach Holidays in Dunster](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/4363/Dunster) > - [Beach Holidays in England](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/11218/England) > - [Beach Holidays in Florida](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/211/Florida) > - [Beach Holidays in France](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/59/France) > - [Beach Holidays in Greece](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/67/Greece) > - [Beach Holidays in India](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/80/India) > - [Beach Holidays in Italy](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/86/Italy) > - [Beach Holidays in Morocco](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/122/Morocco) > - [Beach Holidays in Portugal](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/147/Portugal) > - [Beach Holidays in Sardinia](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/6048528/Sardinia) > - [Beach Holidays in Scotland](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/11219/Scotland) > - [Beach Holidays in South Africa](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/165/South-Africa) > - [Beach Holidays in Spain](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/166/Spain) > - [Beach Holidays in Turkey](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/183/Turkey) > - [Beach Holidays in UK](https://www.expedia.co.uk/lp/theme-holidays/beach-holidays/190/United-Kingdom) ## 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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)