Photo by Shannon Willitts

Roosevelt Roads Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

Holiday Rentals in Roosevelt Roads

RainForest House by Otium

2.5 star property
Ceiba
6.4 out of 10, (5)
"Very clean and very close to the ferry terminal which we took advantage to go to culebra island"
United States
mairelly
The price is NZ$202
includes taxes & fees
15 Nov - 16 Nov
RainForest House by Otium

Playa icacos

2.0 star property
Cabezas
9.2 out of 10, Wonderful, (76)
"Enjoyed our stay will be back "
United States
Mason
Playa icacos

Palmas by PMI Puerto Rico

3.5 star property
Humacao
7.0 out of 10, Good, (16)
"Really quite and safe place to stay"
United States
Emmelin
Palmas by PMI Puerto Rico

Playa Escondida

3.5 star property
Cabezas
9.4 out of 10, Exceptional, (102)
"Property is quiet, cozy, nice and clean. Have local dining options and 7 Seas beach within close distance. Communication with property management is efficient & clear. Great place to stay!"
United States
Jonathan
The price is NZ$222
includes taxes & fees
15 Nov - 16 Nov
Playa Escondida

Playa Colorá

3.0 star property
Cabezas
9.2 out of 10, Wonderful, (206)
"Very happy."
United States
Ed
Playa Colorá

Casa Parcha

3.5 star property
Naguabo
10.0 out of 10, Exceptional, (32)
"Very nice place to stay."
United States
Alaska
The price is NZ$348
includes taxes & fees
17 Nov - 18 Nov
Casa Parcha

Beachfront Studios

3.0 star property
Cabezas
9.8 out of 10, Exceptional, (81)
"Location Location Location! Very clean, ample space, gated property. Great communication! "
United States
VITA
Beachfront Studios

Picuas Village

3.0 star property
Zarzal
7.4 out of 10, Good, (58)
"Good location, quite and ocean front"
United States
Choodamani
The price is NZ$432
includes taxes & fees
15 Nov - 16 Nov
Picuas Village

Aquatika Paraiso Tropical

3.0 star property
Medianía Alta
8.6 out of 10, Excellent, (175)
"We really enjoyed."
United States
Laurimar
Aquatika Paraiso Tropical

On the beach close to El Yunque

Mata de Plátano
9.6 out of 10, Exceptional, (47)
"Very pleased with the property mgr. Really enjoyed the location. Room description was accurate! "
United States
Jeff S.
On the beach close to El Yunque

El Yunque Rainforest

3.5 star property
Naguabo
10.0 out of 10, Exceptional, (41)
"It was great!"
United States
Stacy
The price is NZ$538
includes taxes & fees
25 Nov - 26 Nov
El Yunque Rainforest

"True Oceanfront" Beauty, located in Luquillo! #KIOKOS#EL YUNQUE#GETAWAY#LIFE!!!

Playa Fortuna
10.0 out of 10, Exceptional, (41)
"We really enjoyed our stay here. It was clean and well maintained. You could tell that the condo is well cared for by the owners. They are very communicative and the check in process was very smooth. We would definitely recommend and stay here again!"
United States
Karrie O.
"True Oceanfront" Beauty, located in Luquillo! #KIOKOS#EL YUNQUE#GETAWAY#LIFE!!!

AMAZNG BEACHFRNT APT IN LUQUILLO.BEST SUNRISE IN THE WORLD.DONT DREAM IT LIVE IT

Mata de Plátano
9.6 out of 10, Exceptional, (181)
"This was our first time in Puerto Rico and this apartment did not disappoint. We thoroughly enjoyed the access to the beach and the walk-ability of this apartment to restaurants.If we are even in Liquillo again we will book here again."
United States
Kyle D.
The price is NZ$591
includes taxes & fees
24 Nov - 25 Nov
AMAZNG BEACHFRNT APT IN LUQUILLO.BEST SUNRISE IN THE WORLD.DONT DREAM IT LIVE IT

Costa Bella at Playa Azul Beachfront condo

Mata de Plátano
9.8 out of 10, Exceptional, (39)
"The property was beautiful and the house was quick in responding to my questions. This was my family’s first time visiting Puerto Rico and we am amazing time. The location was within walking distance to beaches, restaurants and stores. Each day we found new things to see and try. My family had a wonderful stay and would recommend this property to anyone looking for a spacious, clean, safe place to stay. "
United States
Dominique M.
Costa Bella at Playa Azul Beachfront condo

Ocean Front-Great Location

Playa Fortuna
9.8 out of 10, Exceptional, (36)
"Maria is amazing and the home is beautiful and so close to great places!!!!"
United States
Sam S.
The price is NZ$439
includes taxes & fees
18 Nov - 19 Nov
Ocean Front-Great Location

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

Yabucoa
10.0 out of 10, Exceptional, (143)
"Everything about this house was just as described. It was light and airy and the views were breathtaking! The pool was great for the times we wanted to relax but the kids wanted to swim. The beach was amazing and we loved swimming and hunting for shells. "
United States
Stacey N.
OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

Ocean front condo, breathtaking view,3 bedrooms sleep 7

Barrio Pueblo
10.0 out of 10, Exceptional, (11)
"Close to food, the beach, and lots to do! We had a blast exploring and enjoying the sun!"
United States
Tabatha N.
Ocean front condo, breathtaking view,3 bedrooms sleep 7

Amazing Location Beach House

Cabezas
10.0 out of 10, Exceptional, (28)
"Thanks for a great trip! The property was great and right next to the beach!"
United States
Megan L.
Amazing Location Beach House

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

Ceiba
9.8 out of 10, Exceptional, (31)
"Nice first day stay before jumping on the ferry. "
United States
Robert L.
The price is NZ$513
includes taxes & fees
18 Nov - 19 Nov
Family friendly place for those looking for adventure, beach, and great food!

Jewel in the sky, joy on the beach: beachfront penthouse, views of El Yunque

Playa Fortuna
9.6 out of 10, Exceptional, (31)
"Couldn’t have asked for a better vacation spot"
United States
Ann K.
Jewel in the sky, joy on the beach: beachfront penthouse, views of El Yunque
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

Everything you need to know about Roosevelt Roads holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Roosevelt Roads holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Roosevelt Roads holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Roosevelt Roads holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Roosevelt Roads. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Roosevelt Roads holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Roosevelt Roads holiday rentals we have selected for you start as low as NZ$202 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Roosevelt Roads rentals

At Expedia, we put the best Roosevelt Roads holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Roosevelt Roads rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Roosevelt Roads holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Roosevelt Roads. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.