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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 $191
CA $361 total
includes taxes & fees
Jul 1 - Jul 2
Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location

Playa Colorá

Playa Colorá
3.0 star property
Cabezas
9.2 out of 10, Wonderful, (242 reviews)
"Great place to stay, it was clean and host was very helpful 10/10"
United States
Heather
The price is CA $135
CA $182 total
includes taxes & fees
Jun 26 - Jun 27
Playa Colorá

Villa Mango

Villa Mango
3.0 star property
Fajardo
9.4 out of 10, Exceptional, (6 reviews)
"Great stay "
United States
Dayneris
The price is CA $179
CA $266 total
includes taxes & fees
Jun 28 - Jun 29
Villa Mango

Casa Parcha

Casa Parcha
1.0 star property
Naguabo
10.0 out of 10, Exceptional, (55 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 CA $242
CA $280 total
includes taxes & fees
Jun 27 - Jun 28
Casa Parcha

El Yunque Rainforest

El Yunque Rainforest
3.5 star property
Naguabo
10.0 out of 10, Exceptional, (55 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 $354
CA $426 total
includes taxes & fees
Jul 6 - Jul 7
El Yunque Rainforest

Picuas Village

Picuas Village
3.0 star property
Zarzal
7.6 out of 10, Good, (78 reviews)
"This place it’s amazing we enjoy everything clean room great staff perfect beach view"
United States
Natalie
The price is CA $260
CA $385 total
includes taxes & fees
Jun 29 - Jun 30
Picuas Village

Costa Brava Condo by Otium

Costa Brava Condo by Otium
2.0 star property
Ceiba
The price is CA $192
CA $488 total
includes taxes & fees
Jun 28 - Jun 29
Costa Brava Condo by Otium

Beautiful apartment in Fajardo

Beautiful apartment in Fajardo
Fajardo
8.8 out of 10, Excellent, (59 reviews)
"Great location, helpful neighbors, apartment was very clean and looked recently remodeled. Bring earplugs if dogs barking bothers you. "
United States
ally o.
The price is CA $128
CA $196 total
includes taxes & fees
Jun 28 - Jun 29
Beautiful apartment in Fajardo

Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
10.0 out of 10, Exceptional, (94 reviews)
"I liked the location of the place but feel the restroom needs more privacy. The kitchen light waa hard to turn off and it would help to hqve coffee for the mornings. The fridge was not cooling."
United States
Cynthia
The price is CA $171
CA $290 total
includes taxes & fees
Jul 24 - Jul 25
Garden Suite near the Beach and restaurants!

RainForest House by Otium

RainForest House by Otium
3.0 star property
Ceiba
8.4 out of 10, Very good, (62 reviews)
"We stayed in a one bedroom, clean very conveniently, quiet and definitely peaceful "
United States
Ivonne M
The price is CA $74
CA $178 total
includes taxes & fees
Jun 27 - Jun 28
RainForest House by Otium

Playa icacos

Playa icacos
2.0 star property
Cabezas
9.2 out of 10, Wonderful, (97 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 $128
CA $182 total
includes taxes & fees
Jul 6 - Jul 7
Playa icacos

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, (25 reviews)
"First off, the host was so helpful and nice. The house had a nice view, good space and very clean. We thoroughly enjoyed our stay. "
United States
Chad
The price is CA $141
CA $234 total
includes taxes & fees
Jun 28 - Jun 29
Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.

Playa palomino

Playa palomino
3.5 star property
Cabezas
9.4 out of 10, Exceptional, (17 reviews)
"great place!"
United States
Joserin
The price is CA $135
CA $209 total
includes taxes & fees
Jun 29 - Jun 30
Playa palomino

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 $256
CA $422 total
includes taxes & fees
Jul 8 - Jul 9
Palmas View Premium 7

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
9.6 out of 10, Exceptional, (17 reviews)
"Clean room, great location and the best host "
United States
Melissa
The price is CA $127
CA $232 total
includes taxes & fees
Jun 29 - Jun 30
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

Sunny 1 bedroom in Esperanza close to everything

Sunny 1 bedroom in Esperanza close to everything
Esperanza
9.6 out of 10, Exceptional, (40 reviews)
"Great place. "
United States
Erik
The price is CA $172
CA $248 total
includes taxes & fees
Jun 26 - Jun 27
Sunny 1 bedroom in Esperanza close to everything

Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.

Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.
Bravos de Boston
9.6 out of 10, Exceptional, (28 reviews)
"Was very clean and host was very responsive and respectful!!! Will definitely stay here again!!"
United States
Adilene Y.
The price is CA $270
CA $550 total
includes taxes & fees
Jul 9 - Jul 10
Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.

Marina Avenue by Otium

Marina Avenue by Otium
3.0 star property
Fajardo
9.0 out of 10, Wonderful, (6 reviews)
"Place even has washer and dryer, gated community, and easy access to the boats."
United States
Guillermo J. Frank
The price is CA $168
CA $418 total
includes taxes & fees
Jun 29 - Jun 30
Marina Avenue by Otium

Signature Collection at Rio Mar

Signature Collection at Rio Mar
5.0 star property
Mameyes II
The price is CA $2,274
CA $2,479 total
includes taxes & fees
Jul 3 - Jul 4
Signature Collection at Rio Mar

Coqui Beach Home, Beach View CULEBRA

Coqui Beach Home, Beach View CULEBRA
Culebra
9.0 out of 10, Wonderful, (26 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 $199
CA $354 total
includes taxes & fees
Jul 9 - Jul 10
Coqui Beach Home, Beach View CULEBRA
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.

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