Title: Beach Vacations in Roosevelt Roads 2026 | Expedia.ca

![](https://images.trvl-media.com/place/6360451/3441fe46-31f2-46bc-b307-613f9edf876d.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Roosevelt Roads Beach Vacations

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## Flight and Beach 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

CA $1,144

per person

Feb 28 - Mar 5

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to San Juan (SJU)

9/10 Wonderful! (121 reviews)

Cleaning service is very poor

Reviewed on Jan 13, 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

CA $1,710

per person

Mar 1 - Mar 7

found 1 day ago

Roundtrip flight included

Montreal (YUL) to San Juan (SJU)

9.2/10 Wonderful! (589 reviews)

Room was amazing ! Felt so safe staying there ! The workers were so nice !

Reviewed on Jan 21, 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

CA $2,007

per person

Feb 28 - Mar 5

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to San Juan (SJU)

9/10 Wonderful! (328 reviews)

Staff so couteous very clean food very good great beach service

Reviewed on Jan 24, 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

CA $1,722

per person

Feb 28 - Mar 5

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to San Juan (SJU)

8.6/10 Excellent! (577 reviews)

I truly enjoyed my stay. The staff is friendly and attentive.

Reviewed on Jan 19, 2026

![DUNA by DW](https://images.trvl-media.com/lodging/79000000/78740000/78739700/78739626/83641b59_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DUNA by DW

Santurce

CA $1,816

per person

Feb 24 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to San Juan (SJU)

9.6/10 Exceptional! (58 reviews)

Very clean and spacious.

Reviewed on Nov 26, 2025

Don't see what you're looking for?

See all available trips from Columbus to Roosevelt Roads

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-25/2026-03-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&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.

![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

CA $3,130

per person

Feb 24 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to San Juan (SJU)

9.2/10 Wonderful! (1,616 reviews)

This place is very nice, super clean, good restaurants attached and or close by. If I had one complaint it’s a little fancy LOL. We will be back for sure

Reviewed on Jan 22, 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

CA $3,510

per person

Mar 1 - Mar 7

found 1 day ago

Roundtrip flight included

Montreal (YUL) to San Juan (SJU)

7.6/10 Good! (128 reviews)

One of the best hotels in PR

Reviewed on Jan 2, 2026

![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

CA $3,613

per person

Feb 24 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to San Juan (SJU)

8.4/10 Very Good! (2,051 reviews)

It was a nice hotel..the rooms A/C’s we not keeping us cool. Too hot

Reviewed on Jan 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Roosevelt Roads

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-25/2026-03-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Beach holidays 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

CA $931

per person

Mar 2 - Mar 5

found 18 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Juan (SJU)

9.2/10 Wonderful! (589 reviews)

Room was amazing ! Felt so safe staying there ! The workers were so nice !

Reviewed on Jan 21, 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

CA $1,228

per person

Mar 2 - Mar 5

found 18 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Juan (SJU)

9/10 Wonderful! (328 reviews)

Staff so couteous very clean food very good great beach service

Reviewed on Jan 24, 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

CA $1,716

per person

Apr 9 - Apr 12

found 18 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Juan (SJU)

8.6/10 Excellent! (577 reviews)

I truly enjoyed my stay. The staff is friendly and attentive.

Reviewed on Jan 19, 2026

Don't see what you're looking for?

See all available trips from Columbus to Roosevelt Roads

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-25/2026-03-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Beach 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

CA $1,887

per person

Mar 5 - Mar 9

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to San Juan (SJU)

9/10 Wonderful! (328 reviews)

Staff so couteous very clean food very good great beach service

Reviewed on Jan 24, 2026

![Las Casitas Village at El Conquistador](https://images.trvl-media.com/lodging/92000000/91570000/91562100/91562080/7e550371_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Las Casitas Village at El Conquistador

Cabezas

CA $2,829

per person

Mar 16 - Mar 20

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Juan (SJU)

9.2/10 Wonderful! (126 reviews)

The room was gorgeous and staff went above and beyond their regular duties, at our beck and call. I will definitely return.

Reviewed on Jan 24, 2026

Don't see what you're looking for?

See all available trips from Columbus to Roosevelt Roads

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-25/2026-03-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Find the best beach vacations in Roosevelt Roads

####  What are some benefits when booking beach vacations in Roosevelt Roads? 

When you travel to the beach in Roosevelt Roads, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip. 
  
####  How can I book the best beach vacations in Roosevelt Roads? 

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Roosevelt Roads trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit. 

####  Can I book cheap beach vacations in Roosevelt Roads? 

There are quite a few things you can do to get cheap beach vacations in Roosevelt Roads. Prices range from CA $931, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out. 

####  Can I book beach packages? 

Yes, and you'll find quite a few beach packages available in Roosevelt Roads. These package deals let you save by booking your accommodation and your flight together with savings of up to 31\. 

####  Why should I book family beach vacations? 

When you're travelling with the family to Roosevelt Roads, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room. 

####  How can I find a beachfront vacation in Roosevelt Roads? 

It's easy to find a beachfront vacation accommodation in Roosevelt Roads using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

####  How can I book last-minute beach vacations? 

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Roosevelt Roads as your destination and see what's available. 

####  Can I find all-inclusive beach vacations ? 

Yes, all you have to do to find all-inclusive beach vacations in Roosevelt Roads is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance. 

####  Can I book a beach trip that's fully refundable? 

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Puerto Rico. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

####  Why should I book beach vacations with Expedia? 

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

## Beach Hotels in Roosevelt Roads

![Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225958/w905h683x59y0-5f02425f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location

 Ceiba Puerto rico

- 9 min drive from Ceiba Ferry Terminal

Book a stay at this beach villa in Ceiba. Enjoy a beach locale, an in-room coffeemaker, and air conditioning. Popular attractions Ceiba Ferry Terminal and El ...

2/10 (1 review)

To start you have to park a distance away and transport all your things across a makeshift bridge that is leaning to one side. You have to beal with roosters all over the place. The kitchen is in main level with minimal amenities and no ac.The upstairs was ok but the ac can only ho down to 70 and ...

Reviewed on Aug 4, 2025

[](https://expedia.ca/Ceiba-Hotels-Mami-Ana-Beach-House10min-Ferry-ViequesCulebra-Beautifull.h116225958.Hotel-Information)

[See all 2,203 properties in Roosevelt Roads](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&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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## More Vacations Ideas

[Flights to Roosevelt Roads

](https://expedia.ca/Cheap-Flights-To-Roosevelt-Roads.d6360451.Travel-Guide-Flights)[

Roosevelt Roads Hotels

](https://expedia.ca/Roosevelt-Roads-Hotels.d6360451.Travel-Guide-Hotels)[

Roosevelt Roads Vacation Rentals

](https://expedia.ca/Roosevelt-Roads-Vacation-Rentals.d6360451.Travel-Guide-VacationRentals)[

Roosevelt Roads Car Rentals

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Roosevelt Roads Vacations

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\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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