Photo by Shannon Willitts

Roosevelt Roads Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

Vacation Rentals in Roosevelt Roads

Playa icacos

2.0 star property
Cabezas
9.2 out of 10, Wonderful, (76)
"Nice, cozy, clean ... Very close to the beach "
United States
Carlos
$130 nightly
The price is $139
Nov 23 - Nov 24
Total with taxes and fees
Playa icacos

RainForest House by Otium

2.5 star property
Ceiba
6.8 out of 10, (6)
"Very clean and very close to the ferry terminal which we took advantage to go to culebra island"
United States
mairelly
$93 nightly
The price is $99
Dec 1 - Dec 2
Total with taxes and fees
RainForest House by Otium

Playa Escondida

3.5 star property
Cabezas
9.4 out of 10, Exceptional, (103)
"My stay at Playa Escondida was very nice & the property was very clean and well maintained. "
United States
Aleyna
$130 nightly
The price is $139
Nov 26 - Nov 27
Total with taxes and fees
Playa Escondida

Playa Colorá

3.0 star property
Cabezas
9.2 out of 10, Wonderful, (206)
"It was close to the beach"
United States
Ian
$130 nightly
The price is $139
Nov 23 - Nov 24
Total with taxes and fees
Playa Colorá

Casa Parcha

3.5 star property
Naguabo
10.0 out of 10, Exceptional, (32)
"Loved the scenery and the bed was ver comfortable. Quick response was awesome as well. Will definitely come back. "
United States
Aurora
$168 nightly
The price is $179
Nov 23 - Nov 24
Total with taxes and fees
Casa Parcha

Beachfront Studios

3.0 star property
Cabezas
9.8 out of 10, Exceptional, (82)
"Location Location Location! Very clean, ample space, gated property. Great communication! "
United States
VITA
$218 nightly
The price is $230
Dec 1 - Dec 2
Total with taxes and fees
Beachfront Studios

Palmas by PMI Puerto Rico

3.5 star property
Humacao
6.8 out of 10, (17)
"Really quite and safe place to stay"
United States
Emmelin
Palmas by PMI Puerto Rico

Aquatika Paraiso Tropical

3.0 star property
Medianía Alta
8.6 out of 10, Excellent, (175)
"That place is the paradise, the swimming pool is excellent. "
United States
Genaro
Aquatika Paraiso Tropical

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

Playa Fortuna
10.0 out of 10, Exceptional, (41)
"This is an absolutely beautiful property. The place was very clean and true to the listing. Extremely easy to communicate with and went an extra mile to help our celebration go smoothly. Just all around great experience definitely will return! "
United States
Rashawn A.
"True Oceanfront" Beauty, located in Luquillo! #KIOKOS#EL YUNQUE#GETAWAY#LIFE!!!

Picuas Village

3.0 star property
Zarzal
7.4 out of 10, Good, (58)
"Tranquil"
United States
Edia
$247 nightly
The price is $259
Dec 2 - Dec 3
Total with taxes and fees
Picuas Village

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

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.
$233 nightly
The price is $247
Nov 23 - Nov 24
Total with taxes and fees
Ocean Front-Great Location

Costa Bella at Playa Azul Beachfront condo

Mata de Plátano
9.8 out of 10, Exceptional, (39)
"Great location and super affordable, Thanks!"
United States
William M.
Costa Bella at Playa Azul Beachfront condo

El Yunque Rainforest

3.5 star property
Naguabo
10.0 out of 10, Exceptional, (41)
"It was great!"
United States
Stacy
$282 nightly
The price is $305
Nov 24 - Nov 25
Total with taxes and fees
El Yunque Rainforest

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

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

Yabucoa
10.0 out of 10, Exceptional, (145)
"Nice property, great location"
United States
todd l.
OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

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

Yabucoa
10.0 out of 10, Exceptional, (149)
"The house was clean and cozy just steps from the beach. We enjoyed our stay!"
United States
Christa S.
OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

Amazing Location Beach House

Cabezas
10.0 out of 10, Exceptional, (28)
"Beautiful condo, very quiet, comfortable beds, great WiFi, excellent location, awesome communication with property owner, fully equipped. (Reminder no dish washer) we had an awesome vacation ages 16-85"
United States
David I.
Amazing Location Beach House

BEACHFRONT > 5 STAR > 2 LEVEL PENTHOUSE VILLA > MAGNIFICENT PANORAMIC VIEWS

Cabezas
9.8 out of 10, Exceptional, (207)
"Great place. Great space. Close to beach but not oceanfront. You have to cross a thoroughfare to gain access to a public beach/campground. Great pool. Very clean. "
United States
Robert V.
BEACHFRONT > 5 STAR > 2 LEVEL PENTHOUSE VILLA > MAGNIFICENT PANORAMIC VIEWS

Luxurious Penthouse Villa + Rooftop Terrace

Cabezas
10.0 out of 10, Exceptional, (139)
"Couldn’t ask for a better stay. Close proximity to the beach, boating, shopping and great restaurants. "
United States
Steven M.
Luxurious Penthouse Villa + Rooftop Terrace
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Roosevelt Roads vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Roosevelt Roads vacation 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 low season months. For more hustle and bustle, you may prefer to visit Roosevelt Roads in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Roosevelt Roads rentals

At Expedia, we put the best Roosevelt Roads vacation 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 vacation.

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.