Photo by Shannon Willitts

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Check prices for these dates

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Nov 20 - Nov 22
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Nov 27 - Nov 29
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Dec 11 - Dec 13
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Jan 8 - Jan 10

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 CA $178
CA $331 total
includes taxes & fees
Nov 30 - Dec 1
Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location
A pool area with lounge chairs and a hot tub overlooking the ocean.

2. Picuas Village

Picuas Village
3.0 star property
Zarzal
7.6 out of 10, Good, (89 reviews)
"Great view. Bug repellent a must."
United States
Esther
The price is CA $209
CA $331 total
includes taxes & fees
Dec 14 - Dec 15
Picuas Village
A covered outdoor area with a view of hills, a wooden bench, and a table.

3. The Ceiba Villa by Otium

The Ceiba Villa by Otium
2.0 star property
Río Abajo
10.0 out of 10, Exceptional, (7 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 CA $180
CA $313 total
includes taxes & fees
Nov 29 - Nov 30
The Ceiba Villa by Otium
An open door leading to a patio with a view of a pool, palm trees, and a building with a white facade.

4. Camino Monte Santo Playa

Camino Monte Santo Playa
2.5 star property
Florida
The price is CA $1,092
CA $1,547 total
includes taxes & fees
Nov 21 - Nov 22
Camino Monte Santo Playa
A balcony with white wicker furniture, a small table, and a view of a green landscape with trees and a golf course.

5. 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 CA $84
CA $270 total
includes taxes & fees
Nov 16 - Nov 17
Oasis Beach Apt in Palmas del Mar w/ Pool & Views
A modern building with a blue and white facade, a gated entrance, and a well-maintained lawn.

6. 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 CA $125
CA $354 total
includes taxes & fees
Nov 18 - Nov 19
Villa Blu Fajardo Relax, Unwind & Enjoy
A residential building with a red-tiled roof, multiple balconies, and a well-maintained lawn with palm trees.

7. 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)
"Very nice place, would return!"
United States
Albert
The price is CA $133
CA $286 total
includes taxes & fees
Nov 30 - Dec 1
Cozy Beach Front Apt @ Palmas del Mar w/ 2 Pools
An outdoor patio with a sofa, two chairs, a small table, and a colorful exercise mat.

8. 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 CA $101
CA $305 total
includes taxes & fees
Nov 18 - Nov 19
Sea Breeze Escape | Sleeps 7 + Pool in Ceiba
A modern white house with a pool, surrounded by lush greenery and mountains.

9. 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 CA $412
CA $441 total
includes taxes & fees
Nov 16 - Nov 17
WALD HAUS by DW
A beachfront hotel with multiple balconies, palm trees, and a sandy beach.

10. Villa 7 Flamenco Beachfront Villas

Villa 7 Flamenco Beachfront Villas
Flamenco
10.0 out of 10, Exceptional, (1 review)
"Our rental was amazing. It is hard to trust where your rental will be, but this is right on the most amazing Flamenco Beach. There are no other rentals (other than the other villas) in this location. The host was so available and easy to reach. The staff was so nice and accommodating. You can rent lounge chairs directly on the beach. A simple 10 minute taxi ride is so easy and inexpensive. My wife and I would totally recommend this rental. Have fun."
United States
Jim H.
The price is CA $160
CA $350 total
includes taxes & fees
Nov 16 - Nov 17
Villa 7 Flamenco Beachfront Villas
A swimming pool with a tiled edge, surrounded by a covered area with a metal roof, and a view of lush greenery in the background.

11. Intimate & Comfortable Studio in El Yunque, Zarzal | Couples' Retreat

Intimate & Comfortable Studio in El Yunque, Zarzal | Couples' Retreat
Zarzal
The price is CA $126
CA $333 total
includes taxes & fees
Nov 30 - Dec 1
Intimate & Comfortable Studio in El Yunque, Zarzal | Couples' Retreat
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 hotel with multiple buildings, a swimming pool, and a parking area.

13. 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 CA $271
CA $449 total
includes taxes & fees
Nov 16 - Nov 17
3-Bedroom Villa at Fajardo, P.R.- Close to Beaches and Attractions
A resort with a swimming pool, palm trees, and a view of the ocean.

14. 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 CA $335
CA $635 total
includes taxes & fees
Nov 16 - Nov 17
Rooftop Views, Private Beach Path & Resort Living in Palmas Del Mar
A private infinity pool with a wooden deck and metal railings, surrounded by lush greenery and a scenic view of distant hills.

15. 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 CA $1,077
CA $1,632 total
includes taxes & fees
Nov 22 - Nov 23
SELVA by DW
A modern two-story house with a paved driveway, a small lawn, and a palm tree.

16. Villa Gaviota with private pool by Otium

Villa Gaviota with private pool by Otium
3.0 star property
Zarzal
The price is CA $648
CA $1,227 total
includes taxes & fees
Nov 22 - Nov 23
Villa Gaviota with private pool by Otium
A wooden deck with a dining table, lounge chairs, and a pool area.

17. Oceanfront Lux Villa @ Punta Flamenco, Flamenco Beach, Culebra, Puerto Rico

Oceanfront Lux Villa @ Punta Flamenco, Flamenco Beach, Culebra, Puerto Rico
Flamenco
10.0 out of 10, Exceptional, (13 reviews)
"Great property great people nice job "
United States
Chad F.
The price is CA $1,159
CA $1,686 total
includes taxes & fees
Nov 24 - Nov 25
Oceanfront Lux Villa @ Punta Flamenco, Flamenco Beach, Culebra, Puerto Rico
A deck with a hot tub overlooking a clear blue sea and distant mountains.

18. 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 CA $310
CA $475 total
includes taxes & fees
Nov 20 - Nov 21
Villa Picuas M in Rio Grande Magical place
A covered balcony with a white railing, a wicker chair, and a view of palm trees.

19. 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 CA $383
CA $1,349 total
includes taxes & fees
Nov 16 - Nov 17
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.

20. Villa Picuas R in Rio Grande Magical place

Villa Picuas R in Rio Grande Magical place
Zarzal
The price is CA $425
CA $607 total
includes taxes & fees
Nov 19 - Nov 20
Villa Picuas R in Rio Grande Magical place
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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Learn more about Roosevelt Roads

Explore attractions like Ceiba Ferry Terminal and Playa Blanca as you discover things to see and do in Roosevelt Roads.

See all hotels in Roosevelt Roads
An aerial view of a tropical island with clear turquoise waters and a sandy beach.
Photo by Shannon Willitts
Open Photo by Shannon Willitts

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