Roosevelt Roads Villas

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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

Ceiba

Duane

HK$1,758 total

includes taxes & fees

24 Sept - 25 Sept

A covered outdoor area with a view of hills, a wooden bench, and a table.

2. The Ceiba Villa by Otium

Río Abajo

Chidera

HK$1,291 total

includes taxes & fees

23 Sept - 24 Sept

An outdoor patio with a sofa, two chairs, a small table, and a colorful exercise mat.

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

Ceiba

Jeremiah H.

HK$2,108 total

includes taxes & fees

23 Sept - 24 Sept

A modern two-story house with a swimming pool, surrounded by lush greenery.

4. WALD HAUS by DW

Naguabo

Andres

HK$5,373 total

includes taxes & fees

23 Sept - 24 Sept

A wooden deck with a pool, lounge chairs, and a view of the ocean.

5. Picuas Village

Zarzal

Alexander

HK$1,957 total

includes taxes & fees

21 Oct - 22 Oct

A modern building with a blue and white facade, a gated entrance, and a well-maintained lawn.

6. Villa Blu Fajardo Relax, Unwind & Enjoy

Fajardo

M J.

HK$1,861 total

includes taxes & fees

23 Sept - 24 Sept

A private infinity pool with a wooden deck and metal railings, surrounded by lush greenery and a scenic view of distant hills.

7. SELVA by DW

Pitahaya

"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...

Jamie leigh

HK$5,625 total

includes taxes & fees

28 Sept - 29 Sept

An aerial view of a hotel with multiple buildings, a swimming pool, and a parking area.

8. 3-Bedroom Villa at Fajardo, P.R.- Close to Beaches and Attractions

Fajardo

chelsea

HK$2,658 total

includes taxes & fees

23 Sept - 24 Sept

A balcony with a table and chairs, a view of a beach and resort buildings.

9. Crescent Beach Apt | Ocean View

Palmas del Mar

Edwin G.

HK$2,736 total

includes taxes & fees

7 Oct - 8 Oct

A hotel with multiple buildings, a well-maintained lawn, and palm trees.

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

Palmas del Mar

Guillermo

HK$1,541 total

includes taxes & fees

24 Sept - 25 Sept

A residential building with a red-tiled roof, multiple balconies, and a well-maintained lawn with palm trees.

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

Palmas del Mar

Freda k.

HK$1,583 total

includes taxes & fees

28 Sept - 29 Sept

A modern two-story house with a paved driveway, a small lawn, and a palm tree.

12. Villa Gaviota with private pool by Otium

Zarzal

HK$5,238 total

includes taxes & fees

30 Sept - 1 Oct

A beachfront property with a wooden deck leading to a house, surrounded by lush greenery and a clear blue sky.

13. Villa 7 Flamenco Beachfront Villas

Flamenco

"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."

Jim H.

HK$1,977 total

includes taxes & fees

24 Sept - 25 Sept

A view of a swimming pool with a wooden deck and lounge chairs, overlooking a clear blue ocean.

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

Flamenco

Mary M.

HK$5,911 total

includes taxes & fees

23 Sept - 24 Sept

A deck with a hot tub overlooking a clear blue sea and distant mountains.

15. Villa Picuas M in Rio Grande Magical place

Zarzal

MARIA N.

HK$2,742 total

includes taxes & fees

4 Oct - 5 Oct

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

Zarzal

HK$3,355 total

includes taxes & fees

23 Sept - 24 Sept

A resort with a swimming pool, palm trees, and a beach view.

17. Beautifully Villa | Gardenfront Luxury 3 Bedrooms

Herreras

Joshua G.

HK$7,727 total

includes taxes & fees

23 Sept - 24 Sept

A large, two-story building with a red-tiled roof and a blue exterior, surrounded by lush greenery and a swimming pool.

18. Your Private Slice of Paradise!

Mata de Plátano

John S.

HK$11,619 total

includes taxes & fees

24 Sept - 25 Sept

A couple sitting on wicker lounge chairs with a palm tree and lush greenery in the background.

19. Faro Escondido Pool&Jacuzzi OceanView in Fajardo

Cabezas

HK$9,956 total

includes taxes & fees

23 Sept - 24 Sept

A balcony with a hammock, white balustrade, and a view of a tropical landscape with palm trees and a body of water.

20. Spacious 7-BR villa in Rio Grande w/ pool, hot tub, OCEAN VIEW, 5 mins to beach!

Zarzal

Tabitha M.

HK$7,698 total

includes taxes & fees

23 Sept - 24 Sept

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Top Roosevelt Roads Hotel Reviews

Hyatt Regency Grand Reserve Puerto Rico

10/10 Excellent

"Swim up bar"

El Conquistador Resort

8/10 Good

"This hotel has so much potential! The location and views are fabulous. The staff at the main pool and mexican restaurant are excellent. The ferry to Palominos, however, is a challenge because the big one is often out of service. The water park restaurant is terrible in regards to wait times and service. Hopefully customer service in general is improved!"

CALIZO VIP GUEST HOUSE

10/10 Excellent

"We love, love, LOVED our room and the whole place! You enter into a super cute court yard, the room was spacious, really clean and super cute. Staff was super helpful and accommodating. We had a great stay. The pool area was nice and also super clean. Would highly recommend. There is a little Cafe next door that was great too!"

Mata e' Platano Guesthouse

10/10 Excellent

"Without a doubt, our stay at Mata ‘e Platano was amazing! The photos don’t do this property justice—it is even more breathtaking in person. The landscaping and outdoor spaces are beautiful, tranquil, and exceptionally well maintained. The lo-fi music playing throughout the property created the perfect zen atmosphere. The location was ideal: close to El Yunque, beaches, restaurants, and everything we wanted to explore, yet secluded enough to feel peaceful and private. We loved spending our time by the pool, reading, and simply enjoying the serenity. It’s truly perfect for adults looking to relax and disconnect. The kitchen was fully equipped with everything we needed, and the recommendations provided by the property were a wonderful touch. We followed their beach recommendation and visited San Miguel Beach, a remote and absolutely fantastic beach that became one of the highlights of our trip. We were lucky enough to have the entire property to ourselves. Check-in was easy with the access code, and having the gate key made coming and going convenient. And the sweetest surprise? Meeting the neighbors’ two adorable Schnauzers! 🐶 They definitely made our stay even more memorable. Mata ‘e Platano truly feels like a little piece of heaven. If you’re visiting Fajardo and want a beautiful, serene escape close to everything but away from the crowds, don’t miss this place! We absolutely loved our stay and will definitely be back!"

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