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 $163
CA $320 total
includes taxes & fees
May 12 - May 13
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, (48 reviews)
"Excellent place and very calming and soothing environment. The staff was amazing and accommodating. "
United States
Ahmed
The price is CA $198
CA $232 total
includes taxes & fees
May 12 - May 13
Casa Parcha

Picuas Village

Picuas Village
3.0 star property
Zarzal
7.4 out of 10, Good, (67 reviews)
"Everything was amazing the view perfect recommend 100%"
United States
Liliana
The price is CA $297
CA $421 total
includes taxes & fees
May 13 - May 14
Picuas Village

Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
10.0 out of 10, Exceptional, (92 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 $148
CA $260 total
includes taxes & fees
May 12 - May 13
Garden Suite near the Beach and restaurants!

Costa Brava Condo by Otium

Costa Brava Condo by Otium
2.0 star property
Ceiba
The price is CA $212
CA $499 total
includes taxes & fees
May 13 - May 14
Costa Brava Condo by Otium

Playa Colorá

Playa Colorá
3.0 star property
Cabezas
9.2 out of 10, Wonderful, (237 reviews)
"Great place to stay, it was clean and host was very helpful 10/10"
United States
Heather
The price is CA $129
CA $175 total
includes taxes & fees
May 22 - May 23
Playa Colorá

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 $123
CA $188 total
includes taxes & fees
May 14 - May 15
Beautiful apartment in Fajardo

RainForest House by Otium

RainForest House by Otium
3.0 star property
Ceiba
8.0 out of 10, Very good, (48 reviews)
"We stayed in a one bedroom, clean very conveniently, quiet and definitely peaceful "
United States
Ivonne M
The price is CA $95
CA $197 total
includes taxes & fees
May 17 - May 18
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 $204
CA $291 total
includes taxes & fees
May 24 - May 25
Villa Mango

Playa palomino

Playa palomino
3.5 star property
Cabezas
9.6 out of 10, Exceptional, (11 reviews)
"Nice place, clean, comfortable and close to everything. Walking distance to the beach. I would definitely love to come back."
United States
John
The price is CA $98
CA $167 total
includes taxes & fees
May 19 - May 20
Playa palomino

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 $335
CA $404 total
includes taxes & fees
May 12 - May 13
El Yunque Rainforest

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 $123
CA $176 total
includes taxes & fees
May 13 - May 14
Playa icacos

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, (16 reviews)
"Clean room, great location and the best host "
United States
Melissa
The price is CA $122
CA $224 total
includes taxes & fees
May 16 - May 17
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

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 $135
CA $225 total
includes taxes & fees
May 12 - May 13
Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.

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 $231
CA $360 total
includes taxes & fees
Jun 8 - Jun 9
Tiny house on an acre with ocean view and private infinity pool.

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 $222
CA $376 total
includes taxes & fees
May 12 - May 13
Palmas View Premium 7

Tropical Naguabo Beach House | Pool & Beach

Tropical Naguabo Beach House | Pool & Beach
Naguabo
8.8 out of 10, Excellent, (3 reviews)
"Great place to stay. A/C was perfect. Location was great. All amenities in great condition."
United States
Jose M.
The price is CA $144
CA $331 total
includes taxes & fees
May 12 - May 13
Tropical Naguabo Beach House | Pool & Beach

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 $135
CA $303 total
includes taxes & fees
May 12 - May 13
Paradise Beach Apartment Vieques 3

Cozy Beach Front Apt @ Palmas del Mar w/ 2 Pools

Cozy Beach Front Apt @ Palmas del Mar w/ 2 Pools
Palmas del Mar
8.8 out of 10, Excellent, (20 reviews)
"We love the that peace place "
United States
Abdias
The price is CA $130
CA $289 total
includes taxes & fees
May 18 - May 19
Cozy Beach Front Apt @ Palmas del Mar w/ 2 Pools

The Rising Sun! - Private Island Getaway

The Rising Sun! - Private Island Getaway
Fajardo
10.0 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay at the property. The views from the unit were breathtaking. The islet is a short drive to Seven Seas and Luquillo beaches which were wonderful. "
United States
Joel S.
The price is CA $145
CA $282 total
includes taxes & fees
May 12 - May 13
The Rising Sun! - Private Island Getaway
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.