Lodging Image

Roosevelt Roads Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Roosevelt Roads holiday rentals

On the beach

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

Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location
Ceiba
8.0 out of 10, Very good, (6 reviews)
"Right on the water, comfortable beds, like a treasure hunt to get there, but we loved the adventure. Not for elderly as wooden staircase to sleeping quarters with same outdoor stairway to kitchen and second bath. Still, fun place to stay with excellent communication from host."
United States
Diane
The price is HK$774
HK$1,654 total
includes taxes & fees
24 Aug - 25 Aug
Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location
Terrace/patio

2. The Ceiba Villa by Otium

The Ceiba Villa by Otium
2.0 star property
Río Abajo
10.0 out of 10, Exceptional, (1 review)
"I loved that the owner was on site and he was extremely helpful and knowledgeable about the area. I loved the two dogs there, very nice and welcoming. I truly enjoyed the peaceful surroundings."
United States
Chidera
The price is HK$842
HK$1,558 total
includes taxes & fees
24 Aug - 25 Aug
The Ceiba Villa by Otium
Blackout curtains, iron/ironing board, free WiFi, bed sheets

3. Playa Colorá

Playa Colorá
3.0 star property
Cabezas
9.2 out of 10, Wonderful, (253 reviews)
"Just Amazing! Need a better location pin on Expedia. I loved it! Recommend, Im a local and its very nice."
United States
carlos
The price is HK$741
HK$1,002 total
includes taxes & fees
24 Aug - 25 Aug
Playa Colorá
Terrace/patio

4. El Yunque Rainforest

El Yunque Rainforest
3.5 star property
Naguabo
10.0 out of 10, Exceptional, (58 reviews)
"What a beautiful place, clean, private, and well equipped with everything you would need to enjoy a relaxing stay."
United States
Kelly
The price is HK$1,588
HK$1,950 total
includes taxes & fees
25 Aug - 26 Aug
El Yunque Rainforest
Outdoor pool

5. Villa Mango

Villa Mango
3.0 star property
Fajardo
9.2 out of 10, Wonderful, (16 reviews)
"Perfect if you’re looking for a private escape away from the noise that comes with staying in a more tourist filled area but near enough if you"
United States
Yolanta
The price is HK$988
HK$1,469 total
includes taxes & fees
1 Sept - 2 Sept
Villa Mango
Living area

6. Playa icacos

Playa icacos
2.0 star property
Cabezas
9.2 out of 10, Wonderful, (103 reviews)
"Love it 100% recomendated!!!!"
United States
Diaris
The price is HK$706
HK$1,007 total
includes taxes & fees
24 Aug - 25 Aug
Playa icacos
Outdoor dining

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

Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.
Ceiba
9.8 out of 10, Exceptional, (38 reviews)
"Great place and accommodations with ocean view, wonderful host"
United States
brian g.
The price is HK$776
HK$1,292 total
includes taxes & fees
24 Aug - 25 Aug
Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.
Exterior

8. Playa palomino

Playa palomino
3.5 star property
Cabezas
9.6 out of 10, Exceptional, (25 reviews)
"Very cozy place! Love to go back."
United States
eddie
The price is HK$894
HK$1,316 total
includes taxes & fees
29 Aug - 30 Aug
Playa palomino
Beach nearby

9. Beautiful apartment in Fajardo

Beautiful apartment in Fajardo
Fajardo
8.8 out of 10, Excellent, (61 reviews)
"Great stay"
Canada
Jacob M.
The price is HK$784
HK$1,163 total
includes taxes & fees
24 Aug - 25 Aug
Beautiful apartment in Fajardo
Living area

10. Costa Brava Condo by Otium

Costa Brava Condo by Otium
2.0 star property
Ceiba
10.0 out of 10, Exceptional, (1 review)
"Loved it"
United States
Orelvis Hernandez
The price is HK$1,051
HK$2,727 total
includes taxes & fees
31 Aug - 1 Sept
Costa Brava Condo by Otium
Outdoor pool

11. Picuas Village

Picuas Village
3.0 star property
Zarzal
7.8 out of 10, Good, (81 reviews)
"This place it’s amazing we enjoy everything clean room great staff perfect beach view"
United States
Natalie
The price is HK$1,363
HK$2,047 total
includes taxes & fees
26 Aug - 27 Aug
Picuas Village
Property grounds

12. Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
9.8 out of 10, Exceptional, (96 reviews)
"Host was very accesible and communicative and worked proactively to fix inconvenience. The power was out in the vicinity upon arrival but property had solar panels so that was a plus."
United States
Gladys
The price is HK$941
HK$1,622 total
includes taxes & fees
24 Aug - 25 Aug
Garden Suite near the Beach and restaurants!
Balcony

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

Charming and Private Stay in Fajardo - Near Ferry - Beaches - EL Yunque - Biobay
2.0 star property
Fajardo
10.0 out of 10, Exceptional, (1 review)
"The place was very clean, the communication was great, it was comfortable, and it was in a good location."
United States
Elaine De
The price is HK$745
HK$1,086 total
includes taxes & fees
24 Aug - 25 Aug
Charming and Private Stay in Fajardo - Near Ferry - Beaches - EL Yunque - Biobay
Terrace/patio

14. Casa Parcha

Casa Parcha
1.0 star property
Naguabo
9.8 out of 10, Exceptional, (61 reviews)
"Best place to stay if you like outdoors, tropical forest views, and nature sounds. Place has direct river access without the need for a long hike. Straight forward check in Attentive host Would definitely choose it again. Thanks Casa Parcha"
United States
Marian
The price is HK$1,666
HK$1,900 total
includes taxes & fees
24 Aug - 25 Aug
Casa Parcha
Smart TV

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

Family friendly place for those looking for adventure, beach, and great food!
Ceiba
9.8 out of 10, Exceptional, (49 reviews)
"From check in to check out everything was flawless. Clean and amenities were as described. Would absolutely recommend this place and will be booking again in the future."
United States
Melissa
The price is HK$1,009
HK$2,410 total
includes taxes & fees
25 Aug - 26 Aug
Family friendly place for those looking for adventure, beach, and great food!
Coffee/tea maker, fridge, microwave, stovetop

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

Sea Breeze Escape | Sleeps 7 + Pool in Ceiba
Ceiba
9.0 out of 10, Wonderful, (4 reviews)
"The location is great for the East side of the main island. There are several great beaches close by, the rainforest was easy to get to and we were not far from the Ferry.It is a great condo with lots of space. The outdoor area was very nice and had a view of the ocean down to the marina.We would definitely stay again if our travels bring us back to Puerto Rico!"
United States
Jeremiah H.
The price is HK$855
HK$2,130 total
includes taxes & fees
1 Sept - 2 Sept
Sea Breeze Escape | Sleeps 7 + Pool in Ceiba
Living area

17. Marina Avenue by Otium

Marina Avenue by Otium
3.0 star property
Fajardo
7.6 out of 10, Good, (8 reviews)
"Place even has washer and dryer, gated community, and easy access to the boats."
United States
Guillermo J. Frank
The price is HK$1,027
HK$2,418 total
includes taxes & fees
26 Aug - 27 Aug
Marina Avenue by Otium
Dining

18. El Encanto de Naturaleza y Romantic! Apartment 2

El Encanto de Naturaleza y Romantic! Apartment 2
Fajardo
9.4 out of 10, Exceptional, (38 reviews)
"This was the perfect stay for our family of four. Kimberly, the property manager was very helpful at all times. We would definitely recommend this place to anybody visiting Fajardo, PR."
United States
Raul
The price is HK$776
HK$1,373 total
includes taxes & fees
26 Aug - 27 Aug
El Encanto de Naturaleza y Romantic! Apartment 2
Smart TV

19. Apartment with ocean view near Ceiba FerryTerminal

Apartment with ocean view near Ceiba FerryTerminal
Ceiba
9.6 out of 10, Exceptional, (5 reviews)
"Loved it, so pretty, close to ferry terminal, would definitely stay again!"
United States
Dylan H.
The price is HK$941
HK$1,706 total
includes taxes & fees
28 Aug - 29 Aug
Apartment with ocean view near Ceiba FerryTerminal
Dining

20. La Casita del Este

La Casita del Este
Fajardo
10.0 out of 10, Exceptional, (11 reviews)
"Excellent place but location is a bit out of the way."
United States
Kristina M.
The price is HK$651
HK$1,556 total
includes taxes & fees
17 Sept - 18 Sept
La Casita del Este
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Roosevelt Roads Hotel Reviews

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

8/10 Good
"Prepare to pay for everything and to be taxed for everything on top of the charges and tip"
Jesse 3-night trip
Posted 1 hour ago
Hyatt Regency Grand Reserve Puerto Rico

Find out more about Roosevelt Roads

Search for holiday rentals in Roosevelt Roads on Expedia! You can easily find your home rentals, villas, holiday apartments in Roosevelt Roads using one of the methods below:

  • View our selection of featured holiday rentals in Roosevelt Roads
  • Use the map to find apartments and other holiday homes in the Roosevelt Roads neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Roosevelt Roads while they last

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

Explore a world of travel with Expedia