Photo by Shannon Willitts

Search Vacation Homes in Roosevelt Roads

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in Roosevelt Roads

Our top choices for Roosevelt Roads vacation homes

Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views

2.5 star property
8.8 out of 10, Excellent, (9)
"It was a great stay - we had 7 couples - everyone had privacy with their own entrances to their sleeping quarters - Jacob was so considerate - definitely would stay again!"
Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views

Hacienda Elena Paraiso Tropical

3.5 star property
8.6 out of 10, Excellent, (11)
"Amazing worth every penny"
Hacienda Elena Paraiso Tropical

Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.

10.0 out of 10, Exceptional, (77)
"Great location. Had a wonderful stay for our family of 5 "
Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.

Change your Latitude ~ Studio~ Only Steps from the beach/ocean

9.8 out of 10, Exceptional, (85)
"What a wonderful place to stay! It’s convenient, close to great restaurants, bakery, grocery store, laundromat and Beautiful Beaches! It had everything we needed for a comfortable vacation. Love this place. "
Change your Latitude ~ Studio~ Only Steps from the beach/ocean

Casa Parcha

3.5 star property
9.8 out of 10, Exceptional, (30)
"Very nice place to stay."
The price is ¥24,995
¥28,949 total
includes taxes & fees
Aug 31 - Sep 1
Casa Parcha

Ocean Front-Great Location

9.8 out of 10, Exceptional, (30)
"Maria is amazing and the home is beautiful and so close to great places!!!!"
The price is ¥16,467
¥36,535 total
includes taxes & fees
Sep 4 - Sep 5
Ocean Front-Great Location

True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun

10.0 out of 10, Exceptional, (1)
"What a beautiful property! We loved our stay and the hosts were very attentive to our needs! "
True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun

New listing! Spacious 4-bedroom, water-front house in Las Picuas, Río Grande.

10.0 out of 10, Exceptional, (6)
"This host was top notch creating an amazing home away from home thinking of everything we may need! The property was clean and beautiful and we had a wonderful time! We fit 12 of us comfortably (6 adults and 6 kids) and everyone had a blast! Highly recommend!"
New listing! Spacious 4-bedroom, water-front house in Las Picuas, Río Grande.

View of El Yunque, 3 bed/3 bath located inside Coco Beach Golf Resort

10.0 out of 10, Exceptional, (160)
"We had an absolutely amazing time. The house was extremely cozy and fully stocked with everything you need for the beach, as well as a fully stocked kitchen to cook a good meal. We loved the golf cart to get around the premises. It was a secure community. Princess was very responsive and communicative. Would definitely come and stay at this property again."
View of El Yunque, 3 bed/3 bath located inside Coco Beach Golf Resort

OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

10.0 out of 10, Exceptional, (149)
"The property was just as pictured and was located in a very quiet gated community. The views from the patio were breathtaking in the morning and evening!"
OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

Stunning And Spacious Beachfront Pool House Near Rio Mar Resort! See Video!

10.0 out of 10, Exceptional, (176)
"We had a beautiful visit at this villa. "
Stunning And Spacious Beachfront Pool House Near Rio Mar Resort! See Video!

Garden Suite near the Beach and restaurants!

10.0 out of 10, Exceptional, (73)
"Adam is a great host very attentive, the place is secure peaceful and clean. "
The price is ¥15,585
¥27,483 total
includes taxes & fees
Sep 1 - Sep 2
Garden Suite near the Beach and restaurants!

Breathtaking relaxing!! Easy Walk to the Beach,Very Private Pool Setting

9.8 out of 10, Exceptional, (38)
"We enjoyed our stay here we had a ton of fun in the pool and playing pool I highly recommend staying here!! "
Breathtaking relaxing!! Easy Walk to the Beach,Very Private Pool Setting

Casa Bella - El Yunque Rainforest Mansion with Panoramic Views + Rooftop Lounge

10.0 out of 10, Exceptional, (11)
"Just as pictured! Beautiful huge home! Loved the scenic view and all the agriculture surrounding it. Thank you Joe and Jeff for accommodating us for our event despite rain. Awesome Time! My husband will remember his special day forever!"
Casa Bella - El Yunque Rainforest Mansion with Panoramic Views + Rooftop Lounge

On the beach, a private pool, a house all to yourself.

9.8 out of 10, Exceptional, (189)
"The property was amazing! Our family of 4 had more than enough space to relax. The accessibility of the beach was so great for morning and evening strolls. The house had everything we needed to enjoy the island!"
On the beach, a private pool, a house all to yourself.

Cheerful Home with Gorgeous Ocean Views and Pool

9.6 out of 10, Exceptional, (19)
"This place is awesome! Everything was included! Towels, beach towels, detergent, new sponge, coolers, beach chairs and even snorkel equipment. It’s also in the middle of everything. Easy to get to town and all beaches. We had a couple of pool days and it was so relaxing! Definitely recommend renting a jeep! We had the best time and can’t wait to come back! We enjoyed our coffee and tea on the front deck every morning!"
Cheerful Home with Gorgeous Ocean Views and Pool

Best view of Culebra! perfect architectural design!

10.0 out of 10, Exceptional, (1)
"This is a truly stunning and unique home! The 2 bed/bathrooms are very well appointed and comfortable. I personally slept on the livingroom pullout as I did not want to miss that view or breeze! The kitchen had all utensils needed to cook meals for the 5 of us. I loved having my fresh brewed coffee on that amazing balcony everyday watching the sunrise. I can't wait to come back. The hostess was so helpful, responded quickly and was really sweet! I love this place. "
Best view of Culebra! perfect architectural design!

Private home close to BEACH, RAIN FOREST

9.0 out of 10, Wonderful, (115)
"We enjoyed our stay"
Private home close to BEACH, RAIN FOREST

Welcome to Coconut Cay *As Seen on HGTV

9.4 out of 10, Exceptional, (60)
"Family had an amazing time exploring the island. We loved the pool and view. Could have spent our whole vacation in the pool enjoying the view. AC was great and beds were comfortable. Would definitely stay here again."
Welcome to Coconut Cay *As Seen on HGTV

Private Pool*Full Solar*Secluded Rainforest Setting*1 Mile from PR3*20 From SJU

10.0 out of 10, Exceptional, (144)
"I stayed at La Lomita for the second year in a row because I enjoyed my stay there so much the first time. Clean, beautiful house with all the amenities you could want with a great view and atmosphere. Kim and Hector are great hosts with excellent communication. Would definitely stay there again."
Private Pool*Full Solar*Secluded Rainforest Setting*1 Mile from PR3*20 From SJU
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Roosevelt Roads Hotel Reviews

Find out more about Roosevelt Roads

Find out more about Roosevelt Roads

Roosevelt Roads Vacation Homes information

Number of reviews
145
Accommodation
481 Vacation Homes
Lowest Price
¥15,585
Highest Price
¥24,995

Explore a world of travel with Expedia

Explore a world of travel with Expedia