Title: Roosevelt Roads Beach Holidays 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 - ## 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. ![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 £637 per person 1 Feb - 6 Feb found 16 hours ago Return direct flight included London (LON) to San Juan (SJU) 9.2/10 Wonderful! (589 reviews) From check-in to check out was flawless! The staff was more than accommodating. The location is perfect.Grocery store right across the street and ocean a block away. The owner and staff were attentive in every way. 12 out of 10!!!! We cannot wait to come back to Ola Boutique!!! They showed us all the good spots to go and even took us on a day with their family across the island we will never forget...!!!!! Reviewed on 22 Dec 2025 ![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 £1,078 per person 1 Feb - 6 Feb found 16 hours ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (328 reviews) Great property, convenient, everyone was really pleasant. Reviewed on 21 Dec 2025 ![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 £668 per person 1 Feb - 6 Feb found 16 hours ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (500 reviews) Nice and close to the Ports Reviewed on 22 Dec 2025 ![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 £656 per person 1 Feb - 6 Feb found 16 hours ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (121 reviews) Super convenient location, bar across the street, convenience store and liquor across the street The bar “5” across the street has pool table and Jenna games, super cool. All entrances with gate security codes, common area to work and leave suitcase before and after check in/out Very close to port and old San Juan. Isla verde and condado 10 minute drive ( if that far) We had an amazing time. We travel with family Reviewed on 6 Dec 2025 ![El Conquistador Resort](https://images.trvl-media.com/lodging/1000000/450000/447600/447559/926a31f3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### El Conquistador Resort Cabezas £895 per person 1 Feb - 6 Feb found 16 hours ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (3,205 reviews) Everything was perfect, Outstanding Customer Service Reviewed on 20 Dec 2025 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/2026-01-23/2026-01-30/?FromAirport=LON&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/1000000/50000/41700/41642/0558d37f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyndham Grand Rio Mar Rainforest Beach and Golf Resort Mameyes II £1,283 per person 1 Feb - 6 Feb found 16 hours ago Return direct flight included London (LON) to San Juan (SJU) 8.6/10 Excellent! (2,206 reviews) Perfect clean new room. Great view of the rainforest. Resort includes multiple pools and restaurants. Could not ask for anything better! Great experience! Reviewed on 21 Dec 2025 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/2026-01-23/2026-01-30/?FromAirport=LON&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 £637\. 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 > - 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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