Title: Roosevelt Roads Cheap 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 Cheap Holidays ## Book a Cheap 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 + Cheap hotel deals in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Romeo Hotel](https://images.trvl-media.com/lodging/105000000/104580000/104571300/104571256/90a8479a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Romeo Hotel San Juan Antiguo £1,044 per person 28 Apr - 4 May found 1 day ago Return direct flight included London (LON) to San Juan (SJU) 8.8/10 Excellent! (182 reviews) Great experience, clean, well located and friendly Reviewed on 14 Mar 2026 ![Hotel Puerto Valdes](https://images.trvl-media.com/lodging/70000000/69380000/69371400/69371387/95ad4f15_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Puerto Valdes San Juan Antiguo Save 100% on your flight £1,344 per person 28 Apr - 4 May found 1 day ago Return direct flight included London (LON) to San Juan (SJU) 8.8/10 Excellent! (594 reviews) I absolutely loved my stay here and would definitely consider coming back. The staff was so nice and accommodating I even extended my stay. The beds are super comfortable and quiet peaceful sleep was greatly appreciated. Convenient front street parking was just icing on the cake.! Reviewed on 12 Mar 2026 ![OLV Fifty Five - Adults Only](https://images.trvl-media.com/lodging/24000000/23160000/23155700/23155605/4da8a2f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OLV Fifty Five - Adults Only Condado Save 100% on your flight £1,406 per person 28 Apr - 4 May found 4 hours ago Return direct flight included London (LON) to San Juan (SJU) 8.6/10 Excellent! (612 reviews) The pool and upstairs lounge area was great, but the rooms did not match the cost. They need to replace several fixtures in the bedroom but the balcony view was nice this felt like a 3-star but charged 4 star prices. Reviewed on 16 Mar 2026 ![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 Save 100% on your flight £1,470 per person 28 Apr - 4 May found 4 hours ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (662 reviews) The noise is unbearable. We were on the third floor and had small windows connected a metal stairway that is so loud and it was like they were having a party up on the roof all night. We had to be up at 1am to catch a flight and couldn’t sleep at all. Between the paper thin walls where we hear everything the other rooms in our hall were doing and the loud party, we couldn’t sleep. At $500 a night this was unacceptable. The place is clean and comfortable, but you can’t relax at night with all the noise. Reviewed on 9 Mar 2026 ![Hyatt Regency Grand Reserve Puerto Rico](https://images.trvl-media.com/lodging/1000000/980000/979700/979694/19acd880_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Grand Reserve Puerto Rico Zarzal Save 100% on your flight £2,368 per person 28 Apr - 4 May found 4 hours ago Return direct flight included London (LON) to San Juan (SJU) 9/10 Wonderful! (2,954 reviews) Clean room, friendly staff Reviewed on 14 Mar 2026 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/2026-04-16/2026-04-23/?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. ![Hugo's Rental](https://images.trvl-media.com/lodging/109000000/108770000/108768900/108768837/ee9f8bbb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hugo's Rental Old San Juan £1,015 per person 28 Apr - 4 May found 4 hours ago Return direct flight included London (LON) to San Juan (SJU) 9.2/10 Wonderful! (307 reviews) Very clean, perfect location in Old San Juan. Quiet. Never saw staff but not really necessary. Reviewed on 14 Mar 2026 ![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 £1,497 per person 28 Apr - 4 May found 4 hours ago Return direct flight included London (LON) to San Juan (SJU) 9.4/10 Exceptional! (1,698 reviews) Fantastic stay. Made all the better by the outstanding hospitality of the staff. Reviewed on 7 Mar 2026 ![Fairmont El San Juan Villa Experience](https://images.trvl-media.com/lodging/65000000/64580000/64577200/64577147/f326ce2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont El San Juan Villa Experience Isla Verde £1,563 per person 3 Jun - 7 Jun found 20 hours ago Return direct flight included London (LHR) to San Juan (SJU) 7.6/10 Good! (137 reviews) Room was good but dated, toilet wouldn't stop running.. asked front dest to sweep my patio and get rid of some ants as well as clean cat hair off my lounge chair on Saturday, never seen anyone and i left on Tuesday Reviewed on 26 Feb 2026 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/2026-04-16/2026-04-23/?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. ![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 £1,357 per person 3 Jun - 7 Jun found 20 hours ago Return direct flight included London (LHR) to San Juan (SJU) 9.2/10 Wonderful! (469 reviews) Hotel was perfect. You’re literally right on the beach and close to everything. Staff was amazing. Definitely will be back. Reviewed on 13 Mar 2026 ![OLV Fifty Five - Adults Only](https://images.trvl-media.com/lodging/24000000/23160000/23155700/23155605/4da8a2f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OLV Fifty Five - Adults Only Condado £1,398 per person 3 Jun - 7 Jun found 20 hours ago Return direct flight included London (LHR) to San Juan (SJU) 8.6/10 Excellent! (612 reviews) The pool and upstairs lounge area was great, but the rooms did not match the cost. They need to replace several fixtures in the bedroom but the balcony view was nice this felt like a 3-star but charged 4 star prices. Reviewed on 16 Mar 2026 ![Grand Reserve by Otium](https://images.trvl-media.com/lodging/126000000/125030000/125020300/125020226/0cb00e72_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Reserve by Otium Zarzal £1,762 per person 3 Jun - 7 Jun found 20 hours ago Return direct flight included London (LHR) to San Juan (SJU) No reviews 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/2026-04-16/2026-04-23/?FromAirport=LHR&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