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

Roosevelt Roads Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Roosevelt Roads vacation rentals

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

￥38,315 total

includes taxes & fees

Nov 15 - Nov 16

A bedroom with a bed, two armchairs, a bedside table, a decorative wall piece, and a small potted plant.

2. Playa Colorá

Cabezas

Felix

￥20,263 total

includes taxes & fees

Nov 10 - Nov 11

A covered outdoor seating area with chairs and tables, potted plants, and a wall with a door and window.

3. Playa Escondida

Cabezas

Giovanni

￥20,349 total

includes taxes & fees

Nov 10 - Nov 11

A building with a blue roof and white walls, surrounded by potted plants and a yellow curb.

4. Playa palomino

Cabezas

Diamond

￥26,603 total

includes taxes & fees

Nov 11 - Nov 12

A bedroom with a bed, a wardrobe, a radiator, and a window with blinds.

5. Colmado by Otium

Zarzal

Elvin

￥21,426 total

includes taxes & fees

Nov 11 - Nov 12

A bedroom with a bed, two bedside tables, a wall-mounted macrame piece, a mirror, and a potted plant.

6. RainForest House

Ceiba

Carmen

￥31,991 total

includes taxes & fees

Nov 12 - Nov 13

A person standing on a wooden deck overlooking a waterfall and lush greenery.

7. Casa Parcha

Naguabo

Carmen

￥31,732 total

includes taxes & fees

Nov 11 - Nov 12

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

8. Picuas Village

Zarzal

Alexander

￥42,030 total

includes taxes & fees

Dec 9 - Dec 10

A living room with a dark wooden cabinet, a black leather sofa, a television mounted on the wall, and a ceiling fan.

9. Beautiful apartment in Fajardo

Fajardo

keila

￥22,251 total

includes taxes & fees

Nov 10 - Nov 11

A modern living room with two wicker chairs, a dark coffee table, and a potted plant.

10. Playa icacos

Cabezas

Gladys

￥20,349 total

includes taxes & fees

Nov 10 - Nov 11

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

11. The Ceiba Villa by Otium

Río Abajo

Thomas Navarro

￥30,515 total

includes taxes & fees

Nov 11 - Nov 12

A modern living room with a sofa, two coffee tables, a flat-screen TV mounted on a wall, and a window with blinds.

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

Ceiba

Sherrie

￥24,436 total

includes taxes & fees

Nov 12 - Nov 13

A modern living room with a balcony, a ceiling fan, and a view of the cityscape.

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

Ceiba

A R.

￥46,190 total

includes taxes & fees

Nov 15 - Nov 16

A terrace with a table and chairs, surrounded by lush greenery and palm trees, overlooking a hilly landscape.

14. Piscina Vista Guest House w/ Solar & Pool

Ceiba

Alyssia

￥35,360 total

includes taxes & fees

Nov 15 - Nov 16

15. El Yunque Rainforest

Naguabo

Leslie

￥42,138 total

includes taxes & fees

Nov 28 - Nov 29

A hotel room with a bed featuring blue and white striped bedding, a nightstand with a lamp, a dresser with drawers, and a mirror on the wall.

16. Casa San Juan entire apartment in downtown Vieques

Isabel II

Jason

￥26,490 total

includes taxes & fees

Nov 11 - Nov 12

A covered patio with wicker furniture, a stone barbecue area, and a small Christmas tree.

17. "Garden" Suite near the beach and restaurants!

Ucares

Gladys

￥27,338 total

includes taxes & fees

Nov 10 - Nov 11

A balcony with a hammock, a potted plant, and a wooden table.

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

Fajardo

Suzanne

￥72,467 total

includes taxes & fees

Nov 15 - Nov 16

A balcony with two chairs and a table, overlooking a cityscape with palm trees and buildings.

19. Paradise Studio, Luxury Apartment at Luquillo PR.

Mata de Plátano

Anthony

￥33,314 total

includes taxes & fees

Nov 11 - Nov 12

A hotel with a swimming pool, palm trees, and a view of other buildings in the background.

20. Marina villa 3 bed 2-bathroom full kitchen equipped: electric generator

Fajardo

Yey

￥48,401 total

includes taxes & fees

Nov 18 - Nov 19

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Find vacation rentals that suit your style

Top Roosevelt Roads Hotel Reviews

A balcony with two chairs and a table, overlooking a coastal view with buildings and a clear sky.

Sea Gate Hotel

Isabel II

10/10 Excellent

anup

A modern bedroom with a large bed, a TV mounted on the wall, and a view of greenery outside.

Anchors Hotel

Fajardo

10/10 Excellent

Awildalys

A resort with a water slide, a pool, and lush greenery.

El Conquistador Resort

Cabezas

10/10 Excellent

El Conquistador was definitely a great choice for our 2-night getaway in the beautiful East coast of Puerto Rico, As a born and raised Puerto Rican, I remember going to this resort as a kid and visiting this time around definitely gave me a bit of nostalgia because the essence of this resort is so well kept. I recommend staying at El Conquistador for about 3-4 nights making sure to stay at Las Vistas, as this would give you the proper experience and the time you need to enjoy all of the...

Alan

A balcony with a blue wall, a wooden bench, a cushioned seating area with pillows, and a view of greenery and mountains.

The Vieques Guesthouse

Esperanza

10/10 Excellent

Lori

A modern two-story building with a flat roof, multiple balconies, and a surrounding landscape with palm trees and rocks.

Club Vieques - Adults Only Resort - LGBT Friendly

Vieques

10/10 Excellent

This is an adults-only property. I booked this in haste without learning this piece of information, which was entirely my fault. The owners were very gracious about handling my mistake and I'm grateful to them. It's a lovely location with great facilities. If you're looking for adults-only lodging you should definitely stay here. If that's NOT what you're looking for, please be smarter than me and stay someplace else.

Gerald

A modern living room with a fireplace, comfortable seating, and a kitchen area visible through an open door.

Fairfield by Marriott Luquillo Beach

Mata de Plátano

10/10 Excellent

Miguel

A resort with a large pool area, palm trees, and a view of the ocean.

Hyatt Regency Grand Reserve Puerto Rico

Zarzal

10/10 Excellent

The property was beautiful and the room staff was attentive But the restaurant staff some of them were terrible. I felt like they treated us poorly because we were black even though we were very professional. Celebrating Birthdays and graduations. We spent lots of money there and every restaurant treated us like crap. Two days straight we came into 2 of the restaurants and they actually seated two families before us and they didn't have reservations for.the restaurant. And they had more people...

Sherthonia

An open glass door leading to a cozy interior with a sofa, a ladder, and a dining area with a glass table and chairs.

Finca Victoria

Vieques

10/10 Excellent

Alicia

A balcony with a view of the ocean and palm trees.

Luquillo Sunrise beach Inn

Barrio Pueblo

10/10 Excellent

Jerry

A resort pool area with a view of the ocean, palm trees, and lounge chairs.

Blue Horizon Boutique Resort - Adults Only

Esperanza

10/10 Excellent

Anonymous traveler

A modern bedroom with a bed, a ceiling fan, a glass door leading to a balcony, and a view of palm trees.

El Blok

Esperanza

10/10 Excellent

The hotel is just off the main drag, a very short walk from the water. This is on the quieter side of the island so the main drag is not too noisy after the sun goes down. The place has a very European/German feel with very modern decor. The rooms are very elegant and the bed was very comfortable. They have a great complementary breakfast in the morning. They have a great view of the water from the public areas on the top of the building. This is a very memorable, modern place. It is a $3...

Rich

A wooden deck with a hammock and wicker chairs, overlooking a beach and ocean.

The Surfing Turtle

Barrio Pueblo

10/10 Excellent

Vivian

A modern outdoor dining area with a table, chairs, and a bowl of fruit.

Hix Island House

Vieques

10/10 Excellent

juan

A pool area with a bar and lounge chairs.

Park Royal Club Cala managed by Accor

Humacao

10/10 Excellent

Marc

A poolside area with lounge chairs and potted plants, overlooking the ocean.

Four Seasons Resort and Residences Puerto Rico

Herreras

10/10 Excellent

Dominique

El Yunque Rainforest

Naguabo

10/10 Excellent

Diana

A two-story house with a tiled roof, multiple balconies, and a well-maintained garden with various plants and flowers.

Villa Coral

Esperanza

10/10 Excellent

Anonymous traveler

Find out more about Roosevelt Roads

Vacation Apartments in Roosevelt Roads

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Look no further and take a look at our great range of rental properties in Roosevelt Roads!

Roosevelt Roads Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Roosevelt Roads vacation rentals

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

2. Playa Colorá

3. Playa Escondida

4. Playa palomino

5. Colmado by Otium

6. RainForest House

7. Casa Parcha

8. Picuas Village

9. Beautiful apartment in Fajardo

10. Playa icacos

11. The Ceiba Villa by Otium

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

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

14. Piscina Vista Guest House w/ Solar & Pool

15. El Yunque Rainforest

16. Casa San Juan entire apartment in downtown Vieques

17. "Garden" Suite near the beach and restaurants!

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

19. Paradise Studio, Luxury Apartment at Luquillo PR.

20. Marina villa 3 bed 2-bathroom full kitchen equipped: electric generator

Find vacation rentals that suit your style

Top Roosevelt Roads Hotel Reviews

Sea Gate Hotel

10/10 Excellent

Find out more about Roosevelt Roads

Vacation Apartments in Roosevelt Roads

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