Photo by Shannon Willitts

Roosevelt Roads Vacation Rentals

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Our top choices for Roosevelt Roads vacation rentals

2.0 out of 10, (1)
"To start you have to park a distance away and transport all your things across a makeshift bridge that is leaning to one side. You have to beal with roosters all over the place. The kitchen is in main level with minimal amenities and no ac.The upstairs was ok but the ac can only ho down to 70 and if you need anything from the kitchen you have to go outside and down stairs to get to it. Now onto the visit.I was notified a day or 2 before check in that there is a very bad smell in the area due to...
United States
Michael P.
The price is ¥23,329
¥41,911 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location

Houseboat in Fajardo

Luxury Italian Megayacht
9.8 out of 10, Exceptional, (8)
"Amazing experience chartering a private yacht for our family vacation, highly recommend!"
United States
Jeff S.
The price is ¥252,947
¥286,205 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Luxury Italian Megayacht
10.0 out of 10, Exceptional, (6)
"Recommendation for a good stay with great hosts"
United States
olga F.
The price is ¥12,507
¥16,506 total
includes taxes & fees
Dec 28 - Dec 29
Get 10 Discount Bio-Bay Tour 65 - 10 = 55 with House Loveseat Tent Rental #212A

Apartment in Cabezas

Playa Colorá
3.0 star property
9.2 out of 10, Wonderful, (210)
"The room was perfect! Very cute and practical. The supplied coffee was a nice surprise and very good quality. "
United States
Faith
Playa Colorá
9.6 out of 10, Exceptional, (25)
"Perfect little apartment for our family. Easy to get to - great location in Esperanza. Minutes away from Bio Bay pick up and food (we really loved Duffy's)."
United States
Jeanette K.
The price is ¥20,550
¥23,681 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Sunny 1 bedroom in Esperanza close to everything

Apartment in Cabezas

Playa Escondida
3.5 star property
9.4 out of 10, Exceptional, (105)
"Room was ready and clean. No problem to find the place and parking was convenient "
United States
Joel
Playa Escondida
10.0 out of 10, Exceptional, (76)
"The bed is very comfortable "
United States
Wei g.
The price is ¥12,682
¥25,078 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Garden Suite near the Beach and restaurants!

Villa in Zarzal

Picuas Village
3.0 star property
7.4 out of 10, Good, (59)
"Tranquil"
United States
Edia
The price is ¥30,235
¥44,094 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Picuas Village

Apartment in Fajardo

Lovalier Luxury Studio
10.0 out of 10, Exceptional, (36)
"Is an excellent apartment. Easy to drive to Ceiba to take the Ferry. Thanks"
United States
Ruben
Lovalier Luxury Studio
9.8 out of 10, Exceptional, (28)
"We absolutely loved this stay! This cute little haven was absolutely perfect! The pool was a perfect refreshing spot for night when you come back from dinner but still need a refreshing dip. Iguanas chickens and a kitty hung out in the yard from time to time which we loved. And the view was beautiful. The host was super responsive and helpful. Vieques was our favorite part of our trip!!! "
United States
Kimberly P.
The price is ¥26,460
¥41,542 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Tiny house on an acre with ocean view and private infinity pool.
10.0 out of 10, Exceptional, (14)
"We enjoyed our stay at the property. The views from the unit were breathtaking. The islet is a short drive to Seven Seas and Luquillo beaches which were wonderful. "
United States
Joel S.
The price is ¥18,425
¥33,697 total
includes taxes & fees
Dec 28 - Dec 29
The Rising Sun! - Private Island Getaway

Vacation Home in Naguabo

Casa Parcha
3.5 star property
10.0 out of 10, Exceptional, (33)
"This retreat was exactly what I was looking for. It offered a quiet stay surrounded by nature. I gave me a chance to reconnect with myself and to enjoy the glorious sounds of the coqui. The communication was top notch. Everyone I encountered was extremely friendly and available to assists with all my needs. This is definitely a gem. "
United States
Ileana
The price is ¥26,544
¥30,744 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Casa Parcha

Villa in Pitahaya

SELVA by DW
4.0 star property
10.0 out of 10, Exceptional, (2)
"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
SELVA by DW

Apartment in Fajardo

Beautiful apartment in Fajardo
9.0 out of 10, Wonderful, (51)
"Clean rooms and good communication with the host. Great stay for the night! "
United States
Isabella S.
The price is ¥15,657
¥23,235 total
includes taxes & fees
Dec 28 - Dec 29
Beautiful apartment in Fajardo
9.0 out of 10, Wonderful, (64)
"Views were amazing and the pricing was not bad"
United States
Rushi P.
The price is ¥45,281
¥74,791 total
includes taxes & fees
Jan 14 - Jan 15, 2026
SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1
9.8 out of 10, Exceptional, (33)
"Location, Location excellent "
United States
Madeline
The price is ¥20,432
¥47,815 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Family friendly place for those looking for adventure, beach, and great food!

Vacation Home in Ciénaga Baja

Casa Dulce
2.0 star property
8.6 out of 10, Excellent, (4)
"We were pleased with our stay. Great value for the space. Easy access to El Yunque. Host provided coffee, but no other food or spices. Beds were comfortable. We would stay here again. "
United States
Bruce H.
The price is ¥11,138
¥25,101 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Casa Dulce
8.6 out of 10, Excellent, (71)
"Space was super clean when we got there, directions easy to follow. Linda was very accommodating with our stay. Luqillo is a great town a lot to do and easy drive to San Juan. "
United States
Alexis
The price is ¥12,369
¥28,931 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Beautiful Beachside Studio in Luquillo with WIFI
9.6 out of 10, Exceptional, (4)
"Me and my wife had an amazing stay, the room is exactly what it’s called, COZY! Amazing drive up curvy roads to what seems like the top of the area. Room was very well prepped and communication was amazing. I would definitely re book, thank you for having us!!"
United States
Andrew
The price is ¥11,586
¥20,027 total
includes taxes & fees
Dec 28 - Dec 29
Eco-Friendly Cozy Studio | Solar-Powered Retreat
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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Top Roosevelt Roads Hotel Reviews

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