Roosevelt Roads Vacation Rentals from ￥20,126: Search Short-Term Rentals

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Our top choices for Roosevelt Roads vacation rentals

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

1. Playa Colorá

Cabezas

carlos

￥20,126 total

includes taxes & fees

Sep 30 - Oct 1

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

2. Playa icacos

Cabezas

Gladys

￥20,193 total

includes taxes & fees

Oct 1 - Oct 2

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

3. The Ceiba Villa by Otium

Río Abajo

Chidera

￥27,582 total

includes taxes & fees

Oct 12 - Oct 13

A pool with a view of lush greenery and mountains.

4. Villa Mango

Fajardo

Milagros

￥26,225 total

includes taxes & fees

Oct 1 - Oct 2

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

5. Playa Escondida

Cabezas

Giovanni

￥20,193 total

includes taxes & fees

Sep 30 - Oct 1

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

6. Casa Parcha

Naguabo

Marian

￥30,969 total

includes taxes & fees

Sep 30 - Oct 1

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

7. Playa palomino

Cabezas

Diamond

￥26,400 total

includes taxes & fees

Oct 2 - Oct 3

A modern living room with a dining area, a grey sofa, a coffee table, and a potted plant.

8. Costa Brava Condo by Otium

Ceiba

Esmeralda

￥50,830 total

includes taxes & fees

Oct 26 - Oct 27

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

9. RainForest House

Ceiba

James Carlos

￥31,525 total

includes taxes & fees

Oct 1 - Oct 2

10. El Yunque Rainforest

Naguabo

Leslie

￥39,119 total

includes taxes & fees

Oct 2 - Oct 3

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

11. Picuas Village

Zarzal

Alexander

￥39,262 total

includes taxes & fees

Oct 28 - Oct 29

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

12. 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

￥118,719 total

includes taxes & fees

Sep 30 - Oct 1

A bedroom with a bed, a hanging coat rack, and three wall-mounted decorative panels.

13. Colmado by Otium

Zarzal

￥20,328 total

includes taxes & fees

Sep 30 - Oct 1

A living room with a grey sofa, a wooden TV stand, and a large window with blinds.

14. Marina Avenue by Otium

Fajardo

Guillermo J. Frank

￥42,035 total

includes taxes & fees

Sep 30 - Oct 1

A modern living room with a sofa, coffee table, and large windows offering a view of palm trees.

15. Beach Village 190 by Otium

Humacao

"I had a very pleasant stay at this property. The room was exceptionally clean, well-maintained, and comfortable, making it easy to relax after a long day. The staff were friendly, welcoming, and always ready to help with any questions or requests. The location was excellent, with convenient access to nearby attractions, restaurants, and transportation options. The bed was comfortable, and the overall atmosphere was quiet and relaxing, which contributed to a great night’s sleep. I would gladly...

Steven

￥66,572 total

includes taxes & fees

Oct 21 - Oct 22

A modern two-story house with three numbered doors, a paved driveway, and a well-maintained lawn.

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

Fajardo

Elaine De

￥21,792 total

includes taxes & fees

Oct 6 - Oct 7

A kitchen with a microwave, stove, oven, and a coffee maker.

17. Villa Gaviota with private pool by Otium

Zarzal

￥108,177 total

includes taxes & fees

Sep 30 - Oct 1

A room with a sofa, a ceiling fan, a large window with a view of palm trees, and a balcony with a hammock.

18. Playa Azul by Otium

Mata de Plátano

Ismael

￥46,254 total

includes taxes & fees

Oct 2 - Oct 3

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

19. Signature Collection at Rio Mar

Mameyes II

Bogdan

￥279,329 total

includes taxes & fees

Sep 30 - Oct 1

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Top Roosevelt Roads Hotel Reviews

CALIZO VIP GUEST HOUSE

10/10 Excellent

"I had a great stay at Calizo VIP House! The room was clean, the area was nice and quiet, and it was really close to the beach, which was a huge plus. Overall, everything was comfortable. I did have a small issue during my stay, but the owners responded quickly and took care of it right away. I really appreciated that. Overall, I had a great stay and definitely recommend this place!"

Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only

10/10 Excellent

"My stay at Selva was absolutely beautiful. From the moment I arrived, the place felt like home. The breathtaking ocean views from my room were amazing and made the experience even more special. The owner was incredibly down-to-earth, welcoming, and genuinely cool. There’s also a bar on the property with beautiful ocean views, which was the perfect spot to relax, take in the ocean vibes, and enjoy their signature sangria—it was delicious! I also loved how pet-friendly the property is. The cat and dog were such a sweet addition and made the place feel even more welcoming. Overall, my experience was exactly what I had hoped for and more. I’m so grateful I gave this place a chance. I truly enjoyed my stay and would definitely reserve here again. Highly recommended!"

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!"

Find out more about Roosevelt Roads

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Check prices for these dates

Our top choices for Roosevelt Roads vacation rentals

1. Playa Colorá

2. Playa icacos

3. The Ceiba Villa by Otium

4. Villa Mango

5. Playa Escondida

6. Casa Parcha

7. Playa palomino

8. Costa Brava Condo by Otium

9. RainForest House

10. El Yunque Rainforest

11. Picuas Village

12. SELVA by DW

13. Colmado by Otium

14. Marina Avenue by Otium

15. Beach Village 190 by Otium

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

17. Villa Gaviota with private pool by Otium

18. Playa Azul by Otium

19. Signature Collection at Rio Mar

Find vacation rentals that suit your style

Top Roosevelt Roads Hotel Reviews

CALIZO VIP GUEST HOUSE

Luquillo Sunrise beach Inn

Villa Mango

Las Casitas Village at El Conquistador

Park Royal Club Cala managed by Accor

Mamacita's Guest House

Four Seasons Resort and Residences Puerto Rico

Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only

Mata e' Platano Guesthouse

Find out more about Roosevelt Roads

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