An aerial view of a tropical island with clear turquoise waters and a sandy beach.

Search Holiday Rentals in Roosevelt Roads

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Roosevelt Roads holiday rentals

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

Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location
Ceiba
8.0 out of 10, Very good, (6 reviews)
"Right on the water, comfortable beds, like a treasure hunt to get there, but we loved the adventure. Not for elderly as wooden staircase to sleeping quarters with same outdoor stairway to kitchen and second bath. Still, fun place to stay with excellent communication from host."
United States
Diane
The price is £158
includes taxes & fees
1 Sept - 2 Sept
Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location

2. The Ceiba Villa by Otium

The Ceiba Villa by Otium
2.0 star property
Río Abajo
10.0 out of 10, Exceptional, (3 reviews)
"I loved that the owner was on site and he was extremely helpful and knowledgeable about the area. I loved the two dogs there, very nice and welcoming. I truly enjoyed the peaceful surroundings."
United States
Chidera
The price is £149
includes taxes & fees
30 Aug - 31 Aug
The Ceiba Villa by Otium

3. Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.

Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.
Ceiba
9.8 out of 10, Exceptional, (38 reviews)
"Great place and accommodations with ocean view, wonderful host"
United States
brian g.
The price is £121
includes taxes & fees
30 Aug - 31 Aug
Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.

4. Playa Colorá

Playa Colorá
3.0 star property
Cabezas
9.2 out of 10, Wonderful, (253 reviews)
"Just Amazing! Need a better location pin on Expedia. I loved it! Recommend, Im a local and its very nice."
United States
carlos
The price is £94
includes taxes & fees
30 Aug - 31 Aug
Playa Colorá

5. Playa icacos

Playa icacos
2.0 star property
Cabezas
9.2 out of 10, Wonderful, (103 reviews)
"Love it 100% recomendated!!!!"
United States
Diaris
The price is £94
includes taxes & fees
19 Sept - 20 Sept
Playa icacos

6. Costa Brava Condo by Otium

Costa Brava Condo by Otium
2.0 star property
Ceiba
10.0 out of 10, Exceptional, (1 review)
"Loved it"
United States
Orelvis Hernandez
The price is £253
includes taxes & fees
31 Aug - 1 Sept
Costa Brava Condo by Otium

7. Villa Mango

Villa Mango
3.0 star property
Fajardo
9.2 out of 10, Wonderful, (16 reviews)
"Perfect if you’re looking for a private escape away from the noise that comes with staying in a more tourist filled area but near enough if you"
United States
Yolanta
The price is £138
includes taxes & fees
2 Sept - 3 Sept
Villa Mango

8. El Yunque Rainforest

El Yunque Rainforest
3.5 star property
Naguabo
10.0 out of 10, Exceptional, (58 reviews)
"What a beautiful place, clean, private, and well equipped with everything you would need to enjoy a relaxing stay."
United States
Kelly
The price is £183
includes taxes & fees
31 Aug - 1 Sept
El Yunque Rainforest

9. Playa palomino

Playa palomino
3.5 star property
Cabezas
9.6 out of 10, Exceptional, (26 reviews)
"great place!"
United States
Joserin
The price is £123
includes taxes & fees
30 Aug - 31 Aug
Playa palomino

10. Family friendly place for those looking for adventure, beach, and great food!

Family friendly place for those looking for adventure, beach, and great food!
Ceiba
9.8 out of 10, Exceptional, (49 reviews)
"From check in to check out everything was flawless. Clean and amenities were as described. Would absolutely recommend this place and will be booking again in the future."
United States
Melissa
The price is £226
includes taxes & fees
30 Aug - 31 Aug
Family friendly place for those looking for adventure, beach, and great food!

11. Charming and Private Stay in Fajardo - Near Ferry - Beaches - EL Yunque - Biobay

Charming and Private Stay in Fajardo - Near Ferry - Beaches - EL Yunque - Biobay
2.0 star property
Fajardo
10.0 out of 10, Exceptional, (1 review)
"The place was very clean, the communication was great, it was comfortable, and it was in a good location."
United States
Elaine De
The price is £101
includes taxes & fees
21 Sept - 22 Sept
Charming and Private Stay in Fajardo - Near Ferry - Beaches - EL Yunque - Biobay

12. Casa Parcha

Casa Parcha
1.0 star property
Naguabo
9.8 out of 10, Exceptional, (61 reviews)
"Best place to stay if you like outdoors, tropical forest views, and nature sounds. Place has direct river access without the need for a long hike. Straight forward check in Attentive host Would definitely choose it again. Thanks Casa Parcha"
United States
Marian
The price is £178
includes taxes & fees
30 Aug - 31 Aug
Casa Parcha

13. Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
9.8 out of 10, Exceptional, (96 reviews)
"Host was very accesible and communicative and worked proactively to fix inconvenience. The power was out in the vicinity upon arrival but property had solar panels so that was a plus."
United States
Gladys
The price is £155
includes taxes & fees
8 Sept - 9 Sept
Garden Suite near the Beach and restaurants!

14. Picuas Village

Picuas Village
3.0 star property
Zarzal
7.8 out of 10, Good, (81 reviews)
"This place it’s amazing we enjoy everything clean room great staff perfect beach view"
United States
Natalie
The price is £192
includes taxes & fees
2 Sept - 3 Sept
Picuas Village

15. Beautiful apartment in Fajardo

Beautiful apartment in Fajardo
Fajardo
8.8 out of 10, Excellent, (61 reviews)
"Great stay"
Canada
Jacob M.
The price is £105
includes taxes & fees
12 Sept - 13 Sept
Beautiful apartment in Fajardo

16. La Casita del Este

La Casita del Este
Fajardo
10.0 out of 10, Exceptional, (11 reviews)
"Excellent place but location is a bit out of the way."
United States
Kristina M.
The price is £149
includes taxes & fees
8 Sept - 9 Sept
La Casita del Este

17. Apartment with ocean view near Ceiba FerryTerminal

Apartment with ocean view near Ceiba FerryTerminal
Ceiba
9.6 out of 10, Exceptional, (5 reviews)
"Loved it, so pretty, close to ferry terminal, would definitely stay again!"
United States
Dylan H.
The price is £164
includes taxes & fees
8 Sept - 9 Sept
Apartment with ocean view near Ceiba FerryTerminal

18. Sea Breeze Escape | Sleeps 7 + Pool in Ceiba

Sea Breeze Escape | Sleeps 7 + Pool in Ceiba
Ceiba
9.0 out of 10, Wonderful, (4 reviews)
"The location is great for the East side of the main island. There are several great beaches close by, the rainforest was easy to get to and we were not far from the Ferry.It is a great condo with lots of space. The outdoor area was very nice and had a view of the ocean down to the marina.We would definitely stay again if our travels bring us back to Puerto Rico!"
United States
Jeremiah H.
The price is £199
includes taxes & fees
8 Sept - 9 Sept
Sea Breeze Escape | Sleeps 7 + Pool in Ceiba

19. Spacious 3 bedroom apartment with sea view short drive to ferry station.

Spacious 3 bedroom apartment with sea view short drive to ferry station.
Ceiba
9.8 out of 10, Exceptional, (19 reviews)
"Clean, quiet, an the perfect place to stay for our family. We didn’t get a chance to use the pool but having this apartment as our home base for trips into and out of Culebra was perfect!"
United States
Anonymous traveller
The price is £241
includes taxes & fees
7 Sept - 8 Sept
Spacious 3 bedroom apartment with sea view short drive to ferry station.

20. Luxury Penthouse w/ Ocean & Marina Views • Pool

Luxury Penthouse w/ Ocean & Marina Views • Pool
Fajardo
9.6 out of 10, Exceptional, (15 reviews)
"The property was well decorated and the AC worked well. Everything you would need in the kitchen was supplied."
United States
Suzanne
The price is £335
includes taxes & fees
30 Aug - 31 Aug
Luxury Penthouse w/ Ocean & Marina Views • Pool
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Roosevelt Roads Hotel Reviews

Find out more about Roosevelt Roads

Everything you need to know about Roosevelt Roads holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Roosevelt Roads holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Roosevelt Roads holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Roosevelt Roads holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Roosevelt Roads. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Roosevelt Roads holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Roosevelt Roads holiday rentals we have selected for you start as low as £94 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Roosevelt Roads rentals

At Expedia, we put the best Roosevelt Roads holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Roosevelt Roads rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Roosevelt Roads holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Roosevelt Roads. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia