Title: Roosevelt Roads Holidays 2026 from £1,055 | Expedia.co.uk

[Roosevelt Roads Travel Guide](https://expedia.co.uk/Roosevelt-Roads.dx6360451)[Hotels in Roosevelt Roads](https://expedia.co.uk/Roosevelt-Roads-Hotels.d6360451.Travel-Guide-Hotels)[Holiday Rentals in Roosevelt Roads](https://expedia.co.uk/Roosevelt-Roads-Holiday-Rentals.d6360451.Travel-Guide-HolidayRentals)[Flights to Roosevelt Roads](https://expedia.co.uk/Cheap-Flights-To-Roosevelt-Roads.d6360451.Travel-Guide-Flights)[Roosevelt Roads Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Roosevelt-Roads.d6360451.Car-Hire-Guide)

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# Roosevelt Roads Holidays from £1,055

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## Top Roosevelt Roads Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.

![The Oliver Hotel](https://images.trvl-media.com/lodging/108000000/107090000/107083400/107083384/2b5683ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Oliver Hotel

San Juan Antiguo

£1,055

per person

10 Apr - 17 Apr

found 1 day ago

Return direct flight included

London (LHR) to San Juan (SJU)

9/10 Wonderful! (50 reviews)

Great location to San Juan Old town. Hotel staff very helpful and room a nice size and clean. Had 2 night here before a cruise and would certainly recommend it.

Reviewed on 2 Feb 2026

![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

£1,727

per person

10 Apr - 17 Apr

found 1 day ago

Return direct flight included

London (LHR) to San Juan (SJU)

9.2/10 Wonderful! (589 reviews)

Loved our room. Hotel was very close to great places. Don Francisco was amazing. We loved him and all the staff. Can’t wait to visit again

Reviewed on 3 Feb 2026

![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

£1,573

per person

10 Apr - 17 Apr

found 1 day ago

Return direct flight included

London (LHR) to San Juan (SJU)

8.6/10 Excellent! (577 reviews)

The staff and the room stood out to me the most. Most of the staff that i came in contact with were AMAZING!!! I was on a solo trip for my birthday celebration and they made sure i was completely taken care of! I really appreciate them showing interest in me and my life. It was very special! I also really liked my upgrade room! It looked so luxurious and perfect to fit this birthday queen (like myself).

Reviewed on 2 Feb 2026

![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

£1,525

per person

10 Apr - 17 Apr

found 1 day ago

Return direct flight included

London (LHR) to San Juan (SJU)

9/10 Wonderful! (328 reviews)

The room was nice. I had a partial view and although the abandoned house was directly below, the view of the ocean made up for th

Reviewed on 3 Feb 2026

![Mata e' Platano Guesthouse](https://images.trvl-media.com/lodging/107000000/106070000/106061900/106061892/a720b844_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mata e' Platano Guesthouse

Mata de Plátano

£1,077

per person

10 Apr - 17 Apr

found 1 day ago

Return direct flight included

London (LHR) to San Juan (SJU)

8.8/10 Excellent! (103 reviews)

I love this stay overall !! The place was very peaceful and private

Reviewed on 26 Jan 2026

## Roosevelt Roads Essential Information

| Language        | Spanish                              |
| --------------- | ------------------------------------ |
| Currency        | U.S dollars                          |
| Local Welcome   | ¡Hola!                               |
| Local Goodbye   | Adiós                                |
| Closest Airport | Luis Munoz Marin Intl. Airport (SJU) |

## Top hotels in Roosevelt Roads

![El Conquistador Resort](https://images.trvl-media.com/lodging/1000000/450000/447600/447559/926a31f3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

El Conquistador Resort

1000 Conquistador Avenue Fajardo 

9/10 Wonderful! (3,207 reviews)

The rooms were spotless and staff was wonderful. We had issues with our doors and maintenance promptly fixed our front doors.

Reviewed on 28 Jan 2026

[Get rates](https://expedia.co.uk/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=447559&PinnedHotelID=447559&HadPinnedHotel=true&regionId=6360451)

[](https://expedia.co.uk/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=447559&PinnedHotelID=447559&HadPinnedHotel=true&regionId=6360451)

![Hyatt Regency Grand Reserve Puerto Rico](https://images.trvl-media.com/lodging/1000000/980000/979700/979694/08d6d09c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Regency Grand Reserve Puerto Rico

200 Coco Beach Blvd. Highway 955-I Río Grande 

Fully refundableReserve now, pay when you stay

£436

8 Feb - 9 Feb

includes taxes & fees

9/10 Wonderful! (2,897 reviews)

Everything was wonderful.

Reviewed on 29 Jan 2026

[](https://expedia.co.uk/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=979694&PinnedHotelID=979694&HadPinnedHotel=true&regionId=6360451)

![Wyndham Grand Rio Mar Rainforest Beach and Golf Resort](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/0558d37f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

6000 Rio Mar Boulevard Río Grande 

£554

5 Feb - 6 Feb

includes taxes & fees

8.4/10 Very Good! (2,240 reviews)

The staff was amazing! Room was very clean.

Reviewed on 31 Jan 2026

[](https://expedia.co.uk/Hotel-Search?startDate=05%2F02%2F2026&endDate=06%2F02%2F2026&selected=41642&PinnedHotelID=41642&HadPinnedHotel=true&regionId=6360451)

[See all 2,218 properties in Roosevelt Roads](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F02%2F2026&endDate=06%2F02%2F2026&regionId=6360451)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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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 holidays](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)

![Holiday in Month](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)

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- [Things to do in Las Piedras ](https://www.expedia.co.uk/Things-To-Do-In-Las-Piedras.d6231920.Travel-Guide-Activities)
- [Things to do in Puerto Real ](https://www.expedia.co.uk/Things-To-Do-In-Puerto-Real.d6220310.Travel-Guide-Activities)
- [Things to do in Vieques Island ](https://www.expedia.co.uk/Things-To-Do-In-Vieques-Island.d3734.Travel-Guide-Activities)

\* 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.

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