Lodging Image

Search Villas in Roosevelt Roads

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Roosevelt Roads villas

A balcony with a view of a beach and palm trees.

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)
"Very nice home with beautiful floors and very very clean!"
United States
Duane
The price is €201
includes taxes & fees
18 Oct - 19 Oct
Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location
A covered outdoor area with a view of hills, a wooden bench, and a table.

2. The Ceiba Villa by Otium

The Ceiba Villa by Otium
2.0 star property
Río Abajo
10.0 out of 10, Exceptional, (5 reviews)
"Verification has to be better. I had to rent another place for a night because I couldn't verify my identity."
United States
Thomas Navarro
The price is €145
includes taxes & fees
18 Oct - 19 Oct
The Ceiba Villa by Otium
A wooden deck with a pool, lounge chairs, and a view of the ocean.

3. Picuas Village

Picuas Village
3.0 star property
Zarzal
7.8 out of 10, Good, (86 reviews)
"Beach view"
United States
Alexander
The price is €243
includes taxes & fees
19 Oct - 20 Oct
Picuas Village
A modern building with a blue and white facade, a gated entrance, and a well-maintained lawn.

4. Villa Blu Fajardo Relax, Unwind & Enjoy

Villa Blu Fajardo Relax, Unwind & Enjoy
Fajardo
9.0 out of 10, Wonderful, (6 reviews)
"Great quiet location in Fajardo; clean unit; hot water; tennis and convenient. Will definitely try to stay here again, as the host was responsive, and the experience was comfortable!"
United States
M J.
The price is €219
includes taxes & fees
18 Oct - 19 Oct
Villa Blu Fajardo Relax, Unwind & Enjoy
An outdoor patio with a sofa, two chairs, a small table, and a colorful exercise mat.

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

Sea Breeze Escape | Sleeps 7 + Pool in Ceiba
Ceiba
8.8 out of 10, Excellent, (6 reviews)
"Great place for our family to stay before taking the ferry to Vieques."
United States
Michael H.
The price is €238
includes taxes & fees
25 Oct - 26 Oct
Sea Breeze Escape | Sleeps 7 + Pool in Ceiba
A residential building with a red-tiled roof, multiple balconies, and a well-maintained lawn with palm trees.

6. Cozy Beach Front Apt @ Palmas del Mar w/ 2 Pools

Cozy Beach Front Apt @ Palmas del Mar w/ 2 Pools
Palmas del Mar
8.8 out of 10, Excellent, (20 reviews)
"The unit was lovely, lots of light, in a great location, on the golf course, steps to the beach and pool. "
United States
Freda k.
The price is €191
includes taxes & fees
18 Oct - 19 Oct
Cozy Beach Front Apt @ Palmas del Mar w/ 2 Pools
A hotel with multiple buildings, a well-maintained lawn, and palm trees.

7. Oasis Beach Apt in Palmas del Mar w/ Pool & Views

Oasis Beach Apt in Palmas del Mar w/ Pool & Views
Palmas del Mar
8.6 out of 10, Excellent, (8 reviews)
"Very nice view"
United States
Guillermo
The price is €181
includes taxes & fees
18 Oct - 19 Oct
Oasis Beach Apt in Palmas del Mar w/ Pool & Views
A modern two-story house with a swimming pool, surrounded by lush greenery.

8. WALD HAUS by DW

WALD HAUS by DW
4.0 star property
Naguabo
9.2 out of 10, Wonderful, (11 reviews)
"The property was very clean and beautifully decorated!"
United States
Andres
The price is €631
includes taxes & fees
19 Oct - 20 Oct
WALD HAUS by DW
A private infinity pool with a wooden deck and metal railings, surrounded by lush greenery and a scenic view of distant hills.

9. SELVA by DW

SELVA by DW
4.0 star property
Pitahaya
10.0 out of 10, Exceptional, (3 reviews)
"This was our 1st experience in PR. This house was AMAZINGLY beautiful and really show cased the outdoor space!! It was VERY clean, high quality linens. Had a nice cook space. The space it self was STUNNING!! The outdoor space was PERFECTION!!!! We actually booked for the lounge net area, and it did not disappoint!! **Downfalls [we understand that somethings are out of anyones control so more of a FYI] -There was nothing "comfy" about the house. It is all cement: bed frame, entire bathroom so...
United States
Jamie leigh
The price is €652
includes taxes & fees
21 Oct - 22 Oct
SELVA by DW
An aerial view of a hotel with multiple buildings, a swimming pool, and a parking area.

10. 3-Bedroom Villa at Fajardo, P.R.- Close to Beaches and Attractions

3-Bedroom Villa at Fajardo, P.R.- Close to Beaches and Attractions
Fajardo
9.4 out of 10, Exceptional, (3 reviews)
"This property and host are top tier !!! Red carpet worthy and most importantly a hidden gem in this community. I even extended my stay here since my family and I were so impressed and comfortable here! I look forward to booking again on my next trip to this majestic island!!!!!!"
United States
chelsea
The price is €302
includes taxes & fees
18 Oct - 19 Oct
3-Bedroom Villa at Fajardo, P.R.- Close to Beaches and Attractions
A modern two-story house with a paved driveway, a small lawn, and a palm tree.

11. Villa Gaviota with private pool by Otium

Villa Gaviota with private pool by Otium
3.0 star property
Zarzal
The price is €639
includes taxes & fees
18 Oct - 19 Oct
Villa Gaviota with private pool by Otium
A modern house with a flat roof, surrounded by lush greenery and hills.

12. Villa Marisol Full Vieques Home Privacy & Beaches

Villa Marisol Full Vieques Home Privacy & Beaches
Vieques
Villa Marisol Full Vieques Home Privacy & Beaches
An aerial view of a resort with a central pool, beachfront villas, and a view of the ocean.

13. Rooftop Views, Private Beach Path & Resort Living in Palmas Del Mar

Rooftop Views, Private Beach Path & Resort Living in Palmas Del Mar
Humacao
9.8 out of 10, Exceptional, (16 reviews)
"We had a great time "
United States
Paulo
The price is €424
includes taxes & fees
4 Nov - 5 Nov
Rooftop Views, Private Beach Path & Resort Living in Palmas Del Mar
A deck with a hot tub overlooking a clear blue sea and distant mountains.

14. Villa Picuas M in Rio Grande Magical place

Villa Picuas M in Rio Grande Magical place
Zarzal
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property Awsome for couples, it’s an open concept so it gets wet(slippery) in the living quarters, it is not disabled friendly the rooms are all second floor The sunrise is spectacular. I will return"
United States
MARIA N.
The price is €312
includes taxes & fees
19 Oct - 20 Oct
Villa Picuas M in Rio Grande Magical place
A covered balcony with a white railing, a wicker chair, and a view of palm trees.

15. Rainforest Villa w/ Private Pool, Solar + Starlink, Sleeps 11

Rainforest Villa w/ Private Pool, Solar + Starlink, Sleeps 11
Cienaga Alta
9.0 out of 10, Wonderful, (2 reviews)
"Great stay! The home is very comfortable and spacious— perfect for family gatherings.The rooms are large, very clean, and well maintained. The closest beach is about 20 minutes away, which was convenient for us. The property manager was extremely attentive and responsive, making the stay even better. We would definitely stay here again."
United States
Elizabeth C.
The price is €870
includes taxes & fees
18 Oct - 19 Oct
Rainforest Villa w/ Private Pool, Solar + Starlink, Sleeps 11
An outdoor patio with a view of the sea, a table with chairs, and two potted plants.

16. Villa Picuas R in Rio Grande Magical place

Villa Picuas R in Rio Grande Magical place
Zarzal
The price is €402
includes taxes & fees
22 Oct - 23 Oct
Villa Picuas R in Rio Grande Magical place
A covered outdoor area with a pool, lounge chairs, and a sofa with cushions.

17. Stunning Private Oasis with Pool and Ocean Views

Stunning Private Oasis with Pool and Ocean Views
Zarzal
10.0 out of 10, Exceptional, (4 reviews)
"Great time with 4 families. "
United States
Nicholas R.
The price is €1,158
includes taxes & fees
28 Oct - 29 Oct
Stunning Private Oasis with Pool and Ocean Views
A view of a swimming pool with a wooden deck and lounge chairs, overlooking a clear blue ocean.

18. Oceanview Glamping @ Punta Flamenco, Culebra, Puerto Rico

Oceanview Glamping @ Punta Flamenco, Culebra, Puerto Rico
Flamenco
10.0 out of 10, Exceptional, (12 reviews)
"Our host was amazing, surpassed only by the awe-inspiring view from the property. The interior decor was surprisingly sophisticated for a “camping” experience. Our one-week stay was worth more than worth the price."
United States
Mary M.
The price is €732
includes taxes & fees
18 Oct - 19 Oct
Oceanview Glamping @ Punta Flamenco, Culebra, Puerto Rico
A large, two-story building with a red-tiled roof and a blue exterior, surrounded by lush greenery and a swimming pool.

19. Your Private Slice of Paradise!

Your Private Slice of Paradise!
Mata de Plátano
9.6 out of 10, Exceptional, (25 reviews)
"We loved our stay. House was as advertised. Remote feel but close to all shopping,dining and the beach. Probably the best stocked VRBO we have rented and everything was good quality. Great for large family. "
United States
John S.
The price is €1,290
includes taxes & fees
23 Oct - 24 Oct
Your Private Slice of Paradise!
A covered outdoor seating area with wicker furniture, a view of the ocean, and palm trees.

20. Beachfront 7 Bedroom Villa Best Beach in PR!

Beachfront 7 Bedroom Villa Best Beach in PR!
Mata de Plátano
9.8 out of 10, Exceptional, (31 reviews)
"We stayed with a family of 16 and everyone from Charles our host and Emma was perfect. They both made sure we had everything we needed and wanted. We definitely would come back."
United States
Karen D.
The price is €1,132
includes taxes & fees
28 Oct - 29 Oct
Beachfront 7 Bedroom Villa Best Beach in PR!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Roosevelt Roads Hotel Reviews

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

10/10 Excellent
"The rooms were super clean along with everywhere else. You can kayak for free on the beach. The pools were nice and clean and open till 10:00am. On Saturday, there was calypso band playing near the lobby. Nectar is by far the best restaurant and the staff are super nice as well as the main lobby staff for the hotel. The Sand trap restaurant is horrendous, cheap tasting food (fries, burgers, tenders…) and the staff are super rude. Avoid it! I’ve been here multiples times and will continue to stay as it’s an amazing location."
Jabymael 2-night trip
Posted less than an hour ago
Hyatt Regency Grand Reserve Puerto Rico

Find out more about Roosevelt Roads

Roosevelt Roads Villas information

Number of reviews
127
Accommodation
158 Villas
Lowest Price
€145
Highest Price
€1,290

Frequently asked questions

Why book your villa in Roosevelt Roads with Expedia?
With Expedia, you'll have no trouble finding your dream villa in Roosevelt Roads. Getting away with the kids? Make the most of our filters to search for stays with amenities like a pool. If you're on a budget, click on how much you'd like to spend and the star rating of the property. We'll help you find the perfect place that matches your taste and style.
How can I find cheap villas in Roosevelt Roads?
Expedia can help you search for cheap villas in Roosevelt Roads. Use our convenient filter tool to choose budget, star rating and amenities to refine your search and find the perfect stay in a few quick clicks.

Explore a world of travel with Expedia