Roosevelt Roads Vacation Rentals

  • 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

Our top choices for Roosevelt Roads vacation rentals

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

Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location
Ceiba
6.0 out of 10, (2 reviews)
"This property was truly a beach house. It was exactly what we wanted. Close enough to areas with great restaurants and beaches to visit, but secluded enough to feel like you were on a private island. The hosts were always quick to respond to questions or concerns. We will definitely stay here again during future trips. "
United States
Lillian D.
The price is ¥20,940
¥39,622 total
includes taxes & fees
Feb 23 - Feb 24
Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location

Get 10 Discount Bio-Bay Tour 65 - 10 = 55 with House Loveseat Tent Rental #212A

Get 10 Discount Bio-Bay Tour 65 - 10 = 55 with House Loveseat Tent Rental #212A
Esperanza
10.0 out of 10, Exceptional, (7 reviews)
"Recommendation for a good stay with great hosts"
United States
olga F.
The price is ¥12,376
¥16,333 total
includes taxes & fees
Feb 17 - Feb 18
Get 10 Discount Bio-Bay Tour 65 - 10 = 55 with House Loveseat Tent Rental #212A

Camping Tent for 2 people: Hacienda Monte Rey

Camping Tent for 2 people: Hacienda Monte Rey
Sabana
10.0 out of 10, Exceptional, (1 review)
"This was a very nice spot right by the river. The tent and bedding were clean and insect-free, though also had a strong but not unpleasant floral detergent scent. The shower had hot water (though give it plenty of time to warm up) and the bathroom was clean. We were the only guests at the time which was either good or a bit spooky. Lots of cool coqui frogs which we were able to find with a flashlight singing right around camp! Also heard an owl at night!It's clear the owners are putting...
United States
Stephen R.
The price is ¥8,344
¥21,772 total
includes taxes & fees
Feb 25 - Feb 26
Camping Tent for 2 people: Hacienda Monte Rey

CampingTent2: Hacienda Monte Rey

CampingTent2: Hacienda Monte Rey
Sabana
The price is ¥9,039
¥23,467 total
includes taxes & fees
Feb 25 - Feb 26
CampingTent2: Hacienda Monte Rey

Playa Colorá

Playa Colorá
3.0 star property
Cabezas
9.2 out of 10, Wonderful, (219 reviews)
"Great place for a single person on a budget "
United States
Ryan
Playa Colorá

Playa icacos

Playa icacos
2.0 star property
Cabezas
9.2 out of 10, Wonderful, (82 reviews)
"Room was perfect. Location was great, nice , cozy and super clean."
United States
Mitchell J
Playa icacos

RainForest House by Otium

RainForest House by Otium
3.0 star property
Ceiba
8.4 out of 10, Very Good, (18 reviews)
"Clean and easy to find. Turn on the side road for parking in the rear. Had towels soap shampoo great stay.Would stay again"
United States
Regan
The price is ¥10,245
¥21,708 total
includes taxes & fees
Feb 12 - Feb 13
RainForest House by Otium

Casa Parcha

Casa Parcha
3.5 star property
Naguabo
10.0 out of 10, Exceptional, (35 reviews)
"Casa Parcha was amazing! Clean, comfortable and unforgettable. Do not pass this place up, and book more than one night! "
United States
Traci
The price is ¥26,267
¥30,423 total
includes taxes & fees
Feb 12 - Feb 13
Casa Parcha

Picuas Village

Picuas Village
3.0 star property
Zarzal
7.2 out of 10, Good, (60 reviews)
"Tranquil"
United States
Edia
The price is ¥38,913
¥53,224 total
includes taxes & fees
Mar 12 - Mar 13
Picuas Village

Sunny 1 bedroom in Esperanza close to everything

Sunny 1 bedroom in Esperanza close to everything
Esperanza
9.6 out of 10, Exceptional, (28 reviews)
"Recommended for the next time! "
United States
HaNa
The price is ¥20,495
¥23,618 total
includes taxes & fees
Feb 24 - Feb 25
Sunny 1 bedroom in Esperanza close to everything

Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
10.0 out of 10, Exceptional, (84 reviews)
"Upscale and awesome accommodation. Beautiful private garden backyard with nice relaxed seating and lounges. Host was very courteous and accommodated our late night check-in."
United States
Leonard
The price is ¥16,864
¥29,678 total
includes taxes & fees
Feb 15 - Feb 16
Garden Suite near the Beach and restaurants!

Beautiful apartment in Fajardo

Beautiful apartment in Fajardo
Fajardo
9.0 out of 10, Wonderful, (53 reviews)
"Clean rooms and good communication with the host. Great stay for the night! "
United States
Isabella S.
The price is ¥14,054
¥21,502 total
includes taxes & fees
Feb 17 - Feb 18
Beautiful apartment in Fajardo

Steps from the Beach & Bio Bay Tours in Esperanza

Steps from the Beach & Bio Bay Tours in Esperanza
Esperanza
9.8 out of 10, Exceptional, (71 reviews)
"Perfect location, spacious, very responsive hosts. Great to have beach chairs, boogie bards and towels there to use "
United States
Susan
The price is ¥29,028
¥51,351 total
includes taxes & fees
Feb 26 - Feb 27
Steps from the Beach & Bio Bay Tours in Esperanza

Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop
Culebra
8.6 out of 10, Excellent, (4 reviews)
"Nice place, good value, dont hope for lots of got water or water pressure, otherwise would stay again. "
United States
Joe B.
The price is ¥13,913
¥25,529 total
includes taxes & fees
Feb 14 - Feb 15
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

Playa Escondida

Playa Escondida
3.5 star property
Cabezas
9.4 out of 10, Exceptional, (110 reviews)
"Excelente "
United States
Zachely
Playa Escondida

Tiny house on an acre with ocean view and private infinity pool.

Tiny house on an acre with ocean view and private infinity pool.
Vieques
9.8 out of 10, Exceptional, (28 reviews)
"This was a perfect place for our night on the island."
United States
Marianne G.
The price is ¥26,389
¥41,587 total
includes taxes & fees
Mar 9 - Mar 10
Tiny house on an acre with ocean view and private infinity pool.

SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1

SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1
Culebra
9.0 out of 10, Wonderful, (64 reviews)
"Views were amazing and the pricing was not bad"
United States
Rushi P.
The price is ¥44,190
¥72,689 total
includes taxes & fees
Feb 27 - Feb 28
SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1

Boutique hotel Calizo VIP guest house #5

Boutique hotel Calizo VIP guest house #5
Cabezas
10.0 out of 10, Exceptional, (3 reviews)
"The room was very clean and cozy. Perfect for our stay in the area."
United States
Madeline A.
The price is ¥20,086
¥33,776 total
includes taxes & fees
Mar 13 - Mar 14
Boutique hotel Calizo VIP guest house #5

Casa San Juan entire apartment in downtown Vieques

Casa San Juan entire apartment in downtown Vieques
Isabel II
9.4 out of 10, Exceptional, (89 reviews)
"We loved our stay here and having an option for a car was wonderful! "
United States
Mandy
The price is ¥17,020
¥30,157 total
includes taxes & fees
Feb 21 - Feb 22
Casa San Juan entire apartment in downtown Vieques

SELVA by DW

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

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!