Roosevelt Roads Vacation Rentals

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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
8.0 out of 10, Very good, (5 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 CA $175
CA $336 total
includes taxes & fees
May 4 - May 5
Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location

Casa Parcha

Casa Parcha
1.0 star property
Naguabo
10.0 out of 10, Exceptional, (46 reviews)
"Excellent place and very calming and soothing environment. The staff was amazing and accommodating. "
United States
Ahmed
The price is CA $196
CA $230 total
includes taxes & fees
May 6 - May 7
Casa Parcha

Playa Colorá

Playa Colorá
3.0 star property
Cabezas
9.2 out of 10, Wonderful, (236 reviews)
"Great place to stay, it was clean and host was very helpful 10/10"
United States
Heather
The price is CA $128
CA $174 total
includes taxes & fees
May 3 - May 4
Playa Colorá

Dos Marinas by Otium

Dos Marinas by Otium
3.0 star property
Fajardo
The price is CA $120
CA $352 total
includes taxes & fees
May 28 - May 29
Dos Marinas by Otium

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
9.4 out of 10, Exceptional, (14 reviews)
"Clean room, great location and the best host "
United States
Melissa
The price is CA $121
CA $222 total
includes taxes & fees
May 6 - May 7
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
10.0 out of 10, Exceptional, (91 reviews)
" Adam was a great host. His place was cozy, clean, and very comfortable—the beds in particular were excellent. He was also very responsive, replying within minutes whenever we had questions. The property is located in a gated community, which made us feel safe at all times of the day. There are plenty of restaurants nearby; Daniel’s Pizza and the bakery across the street quickly became our go-to spots."
United States
AIDA
The price is CA $147
CA $258 total
includes taxes & fees
May 6 - May 7
Garden Suite near the Beach and restaurants!

RainForest House by Otium

RainForest House by Otium
3.0 star property
Ceiba
8.0 out of 10, Very good, (46 reviews)
"We stayed in a one bedroom, clean very conveniently, quiet and definitely peaceful "
United States
Ivonne M
The price is CA $82
CA $182 total
includes taxes & fees
May 3 - May 4
RainForest House by Otium

Villa Mango

Villa Mango
3.0 star property
Fajardo
9.0 out of 10, Wonderful, (4 reviews)
"Very nice property and just what we needed for accommodations."
United States
John
The price is CA $205
CA $291 total
includes taxes & fees
Jun 2 - Jun 3
Villa Mango

Playa icacos

Playa icacos
2.0 star property
Cabezas
9.2 out of 10, Wonderful, (96 reviews)
"This place was more than I expected! Almost felt like a mini-motel. Perfect for two people and in a great location if you're interested in exploring the Fajardo area. Thanks for having us!"
United States
Daniel
The price is CA $122
CA $174 total
includes taxes & fees
May 6 - May 7
Playa icacos

El Yunque Rainforest

El Yunque Rainforest
3.5 star property
Naguabo
10.0 out of 10, Exceptional, (54 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 CA $331
CA $399 total
includes taxes & fees
Jun 2 - Jun 3
El Yunque Rainforest

Picuas Village

Picuas Village
3.0 star property
Zarzal
7.4 out of 10, Good, (65 reviews)
"The whole master bathroom was flooded from the toilet with a very strong sewer smell. The bedrooms where in very bad conditions. The sliding doors almost impossible to open. The kitchen cabinets in very bad conditions, the jacuzzi wasn't working property. Beautiful location but; the building needs an update. We pay way too much for what we got. "
United States
Leonardo
The price is CA $286
CA $408 total
includes taxes & fees
May 31 - Jun 1
Picuas Village

Sunny 1 bedroom in Esperanza close to everything

Sunny 1 bedroom in Esperanza close to everything
Esperanza
9.4 out of 10, Exceptional, (39 reviews)
"Our family of 4 was spending 1 night on Vieques for the Bio Bay and this apt worked out perfectly for our needs. Communication with host was great. "
United States
katharine
The price is CA $178
CA $253 total
includes taxes & fees
May 3 - May 4
Sunny 1 bedroom in Esperanza close to everything

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, (33 reviews)
"We spent full week in Vieques, nice island to relax and enjoy the good weather and beaches ! our Tiny house was well located near Isabella II and the hosts really responsive with any question we had . "
United States
Ann V.
The price is CA $230
CA $359 total
includes taxes & fees
May 6 - May 7
Tiny house on an acre with ocean view and private infinity pool.

Beautiful apartment in Fajardo

Beautiful apartment in Fajardo
Fajardo
8.8 out of 10, Excellent, (58 reviews)
"Great apartment! the host is responsible and responsible. Had a great experience."
United States
Jainnette R.
The price is CA $122
CA $187 total
includes taxes & fees
May 6 - May 7
Beautiful apartment in Fajardo

Marina Avenue by Otium

Marina Avenue by Otium
3.0 star property
Fajardo
9.6 out of 10, Exceptional, (4 reviews)
"Place even has washer and dryer, gated community, and easy access to the boats."
United States
Guillermo J. Frank
The price is CA $181
CA $422 total
includes taxes & fees
May 3 - May 4
Marina Avenue by Otium

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
10.0 out of 10, Exceptional, (22 reviews)
"Perfect hospitality by owner. Perfect home for a family of four with 2 kids. Close to Ferry. Enjoyed our 3 day stay sooo much!"
United States
Hemambara
The price is CA $134
CA $224 total
includes taxes & fees
May 7 - May 8
Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.

Paradise Beach Apartment Vieques 3

Paradise Beach Apartment Vieques 3
Vieques
9.4 out of 10, Exceptional, (8 reviews)
"Rooms were good and spacious "
United States
Mithun
The price is CA $134
CA $301 total
includes taxes & fees
May 3 - May 4
Paradise Beach Apartment Vieques 3

Playa palomino

Playa palomino
3.5 star property
Cabezas
9.4 out of 10, Exceptional, (10 reviews)
"Yes, very nice, don’t think I ever saw the staff, but really cool!would definitely recommend this place."
United States
Phillip
The price is CA $98
CA $151 total
includes taxes & fees
May 5 - May 6
Playa palomino

Coqui Beach Home, Beach View CULEBRA

Coqui Beach Home, Beach View CULEBRA
Culebra
8.8 out of 10, Excellent, (25 reviews)
"Gia was great, the view was amazing and beaches and grocery is close by. Thanks for a great stay."
United States
Tim K.
The price is CA $151
CA $287 total
includes taxes & fees
May 15 - May 16
Coqui Beach Home, Beach View CULEBRA

Palmas View Premium 7

Palmas View Premium 7
Humacao
9.6 out of 10, Exceptional, (13 reviews)
"House was very clean. Owner was always responsive."
United States
Marilyn C.
The price is CA $220
CA $373 total
includes taxes & fees
May 4 - May 5
Palmas View Premium 7
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

Find out more about Roosevelt Roads

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Roosevelt Roads. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.