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Roosevelt Roads Vacation Rentals

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Our top choices for Roosevelt Roads vacation rentals

1. 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 $199
CA $369 total
includes taxes & fees
Aug 10 - Aug 11
Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location

2. RainForest House

RainForest House
3.0 star property
Ceiba
8.0 out of 10, Very good, (72 reviews)
"Great place"
United States
James Carlos
The price is CA $81
CA $296 total
includes taxes & fees
Aug 6 - Aug 7
RainForest House

3. Villa Mango

Villa Mango
3.0 star property
Fajardo
9.4 out of 10, Exceptional, (13 reviews)
"Great stay "
United States
Dayneris
The price is CA $211
CA $300 total
includes taxes & fees
Aug 1 - Aug 2
Villa Mango

4. 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
9.8 out of 10, Exceptional, (33 reviews)
"We had an amazing stay at Andy's place! The space was comfortable, and exactly as described in the listing. The location was perfect for exploring the area, and we loved the place very much. Andy and Jose were highly responsive and went above and beyond to make us feel welcome. I would highly recommend this place to anyone and would definitely stay here again!"
United States
Dheepak
The price is CA $139
CA $231 total
includes taxes & fees
Aug 6 - Aug 7
Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.

5. Playa Colorá

Playa Colorá
3.0 star property
Cabezas
9.2 out of 10, Wonderful, (249 reviews)
"Just Amazing! Need a better location pin on Expedia. I loved it! Recommend, Im a local and its very nice."
United States
carlos
The price is CA $132
CA $179 total
includes taxes & fees
Aug 5 - Aug 6
Playa Colorá

6. Family friendly place for those looking for adventure, beach, and great food!

Family friendly place for those looking for adventure, beach, and great food!
Ceiba
9.8 out of 10, Exceptional, (48 reviews)
"From check in to check out everything was flawless. Clean and amenities were as described. Would absolutely recommend this place and will be booking again in the future."
United States
Melissa
The price is CA $180
CA $426 total
includes taxes & fees
Aug 11 - Aug 12
Family friendly place for those looking for adventure, beach, and great food!

7. Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
10.0 out of 10, Exceptional, (95 reviews)
"Great thanks to Adam and his wife for everything thank again had an amazing time and the dogs "
United States
Sabrina S.
The price is CA $168
CA $287 total
includes taxes & fees
Aug 11 - Aug 12
Garden Suite near the Beach and restaurants!

8. El Yunque Rainforest

El Yunque Rainforest
3.5 star property
Naguabo
10.0 out of 10, Exceptional, (56 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 $287
CA $352 total
includes taxes & fees
Aug 31 - Sep 1
El Yunque Rainforest

9. Playa icacos

Playa icacos
2.0 star property
Cabezas
9.2 out of 10, Wonderful, (102 reviews)
"Love it 100% recomendated!!!!"
United States
Diaris
The price is CA $126
CA $180 total
includes taxes & fees
Aug 7 - Aug 8
Playa icacos

10. Playa palomino

Playa palomino
3.5 star property
Cabezas
9.4 out of 10, Exceptional, (20 reviews)
"great place!"
United States
Joserin
The price is CA $160
CA $235 total
includes taxes & fees
Aug 11 - Aug 12
Playa palomino

11. Signature Collection at Rio Mar

Signature Collection at Rio Mar
5.0 star property
Mameyes II
The price is CA $2,801
CA $3,109 total
includes taxes & fees
Aug 3 - Aug 4
Signature Collection at Rio Mar

12. Casa Parcha

Casa Parcha
1.0 star property
Naguabo
9.8 out of 10, Exceptional, (59 reviews)
"Casa Parcha is something else! Sleeping in the middle of the forest to the sounds of hummingbirds, a river, and a waterfall in the background is just unbelievable. Waking up to that morning felt surreal. Felt completely safe the entire time and our host was super responsive — any question we had, they were right there. Never felt stranded or unsure about anything."
United States
Mounica
The price is CA $238
CA $276 total
includes taxes & fees
Aug 14 - Aug 15
Casa Parcha

13. The Ceiba Villa by Otium

The Ceiba Villa by Otium
2.0 star property
Río Abajo
The price is CA $155
CA $276 total
includes taxes & fees
Aug 4 - Aug 5
The Ceiba Villa by Otium

14. Beautiful apartment in Fajardo

Beautiful apartment in Fajardo
Fajardo
8.8 out of 10, Excellent, (61 reviews)
"Great stay"
Canada
Jacob M.
The price is CA $126
CA $193 total
includes taxes & fees
Aug 14 - Aug 15
Beautiful apartment in Fajardo

15. Costa Brava Condo by Otium

Costa Brava Condo by Otium
2.0 star property
Ceiba
The price is CA $154
CA $443 total
includes taxes & fees
Aug 20 - Aug 21
Costa Brava Condo by Otium

16. Spacious 3 bedroom apartment with sea view short drive to ferry station.

Spacious 3 bedroom apartment with sea view short drive to ferry station.
Ceiba
9.8 out of 10, Exceptional, (19 reviews)
"Clean, quiet, an the perfect place to stay for our family. We didn’t get a chance to use the pool but having this apartment as our home base for trips into and out of Culebra was perfect!"
United States
Anonymous traveller
The price is CA $193
CA $447 total
includes taxes & fees
Aug 31 - Sep 1
Spacious 3 bedroom apartment with sea view short drive to ferry station.

17. A complete charming 2-bedroom apartment with WiFi, with pool in beautiful Ceiba.

A complete charming 2-bedroom apartment with WiFi, with pool in beautiful Ceiba.
Ceiba
8.8 out of 10, Excellent, (6 reviews)
"The place was great, good location to ferry,places to eat and expressway. "
United States
Victor C.
The price is CA $227
CA $483 total
includes taxes & fees
Aug 3 - Aug 4
A complete charming 2-bedroom apartment with WiFi, with pool in beautiful Ceiba.

18. Apartment with ocean view near Ceiba FerryTerminal

Apartment with ocean view near Ceiba FerryTerminal
Ceiba
9.6 out of 10, Exceptional, (5 reviews)
"Loved it, so pretty, close to ferry terminal, would definitely stay again!"
United States
Dylan H.
The price is CA $168
CA $305 total
includes taxes & fees
Aug 4 - Aug 5
Apartment with ocean view near Ceiba FerryTerminal

19. Charming and Private Stay in Fajardo - Near Ferry - Beaches - EL Yunque - Biobay

Charming and Private Stay in Fajardo - Near Ferry - Beaches - EL Yunque - Biobay
2.0 star property
Fajardo
The price is CA $145
CA $200 total
includes taxes & fees
Aug 3 - Aug 4
Charming and Private Stay in Fajardo - Near Ferry - Beaches - EL Yunque - Biobay

20. El Encanto de Naturaleza y Romantic! Apartment 2

El Encanto de Naturaleza y Romantic! Apartment 2
Fajardo
9.2 out of 10, Wonderful, (36 reviews)
"This was the perfect stay for our family of four. Kimberly, the property manager was very helpful at all times. We would definitely recommend this place to anybody visiting Fajardo, PR."
United States
Raul
The price is CA $139
CA $244 total
includes taxes & fees
Aug 6 - Aug 7
El Encanto de Naturaleza y Romantic! Apartment 2
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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