Roosevelt Roads Holiday Rentals from €114: Search Short-Term Rentals

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Our top choices for Roosevelt Roads holiday rentals

A beach with a palm tree, sandy shore, and calm water.

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

Ceiba

Duane

includes taxes & fees

14 Oct - 15 Oct

A bedroom with a bed, two armchairs, a bedside table, a decorative wall piece, and a small potted plant.

2. Playa Colorá

Cabezas

carlos

includes taxes & fees

11 Oct - 12 Oct

A modern living room with two wicker chairs, a dark coffee table, and a potted plant.

3. Playa icacos

Cabezas

Gladys

includes taxes & fees

11 Oct - 12 Oct

A person standing on a wooden deck overlooking a waterfall and lush greenery.

4. El Yunque Rainforest

Naguabo

Leslie

includes taxes & fees

14 Oct - 15 Oct

A building with a blue roof and white walls, surrounded by potted plants and a yellow curb.

5. Playa palomino

Cabezas

Diamond

includes taxes & fees

11 Oct - 12 Oct

6. Casa Parcha

Naguabo

Gabriel

includes taxes & fees

12 Oct - 13 Oct

A bedroom with a bed, two bedside tables, a wall-mounted macrame piece, a mirror, and a potted plant.

7. RainForest House

Ceiba

James Carlos

includes taxes & fees

14 Oct - 15 Oct

A wooden deck with a pool, lounge chairs, and a view of the ocean.

8. Picuas Village

Zarzal

Alexander

includes taxes & fees

9 Nov - 10 Nov

A pool with a view of lush greenery and mountains.

9. Villa Mango

Fajardo

Milagros

includes taxes & fees

14 Oct - 15 Oct

A rustic outdoor dining area with wooden structures and thatched roofs, surrounded by trees.

10. Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.

Ceiba

brian g.

includes taxes & fees

11 Oct - 12 Oct

A balcony with potted plants, a view of a street with houses and greenery, and a clear sky.

11. Sunny 1 bedroom in Esperanza close to everything

Esperanza

Erik

includes taxes & fees

23 Oct - 24 Oct

A hotel room with a bed featuring blue and white striped bedding, a nightstand with a lamp, a dresser with drawers, and a mirror on the wall.

12. Casa San Juan entire apartment in downtown Vieques

Isabel II

Jason

includes taxes & fees

22 Oct - 23 Oct

A modern living room with a dining area, a grey sofa, a coffee table, and a potted plant.

13. Costa Brava Condo by Otium

Ceiba

"This location was really nice but regrettably the hosts ruin the home rental experience. There was no blanket in one of the rooms and rather than handling it that same night, they told me they understood my frustration but did not want to pay the extra it would cost them to have it delivered from San Juan. They had the audacity to ask me as the guest to go buy one and be reimbursed. I had to do so just to be able to sleep comfortably the second night. Speaking of the second night, we woke up to...

April

includes taxes & fees

8 Nov - 9 Nov

A beach with a palm tree leaning towards the ocean, sandy shore, and a cloudy sky.

14. Beautiful apartment in Fajardo

Fajardo

Jacob M.

includes taxes & fees

12 Oct - 13 Oct

A covered outdoor area with a view of hills, a wooden bench, and a table.

15. The Ceiba Villa by Otium

Río Abajo

Thomas Navarro

includes taxes & fees

18 Oct - 19 Oct

A covered outdoor seating area with chairs and tables, potted plants, and a wall with a door and window.

16. Playa Escondida

Cabezas

Giovanni

includes taxes & fees

11 Oct - 12 Oct

A modern living room with a balcony, a ceiling fan, and a view of the cityscape.

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

Ceiba

Melissa

includes taxes & fees

13 Oct - 14 Oct

A balcony with a hanging chair, a small table with a potted plant, and a view of the beach.

18. Gorgeous views studio across from the beach.

Mata de Plátano

Ines C.

A view of a beach with palm trees, a clear blue sky, and a building with a red roof.

19. Oceanfront Luquillo Apartment with Stunning Sunrise Views & Beach Access

Mata de Plátano

Jodi W.

includes taxes & fees

11 Oct - 12 Oct

A coastal landscape with a sandy beach, clear turquoise waters, and a small island.

20. Paradise Beach House Vieques 2

Vieques

Yenis

includes taxes & fees

11 Oct - 12 Oct

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Top Roosevelt Roads Hotel Reviews

The Surfing Turtle

10/10 Excellent

"Wonderful cute little place! They were very accommodating as we were able to book and get in even though we did it an hour before we got there. The room is adorable and what you need (fridge, coffee maker, tv.). Bed was comfy and even though the coqui were screaming outside, we heard nothing once the door was closed. There’s also a great little coffee shop across the street and wonderful breakfast restaurant right around the corner in the square! Wonderful stay. Would book again!"

Hyatt Regency Grand Reserve Puerto Rico

8/10 Good

"Loved the resort. Grounds, amenities, staff were amazing. The hammock sanctuary was beautiful just what I needed for some R&R! The beach is swimmable. My only negative (which was why it wasn’t the 5 star experience$ of the stay was having no power for a day. It was very dark in the evening since it went past the time planned. Also the area"

Sea Gate Hotel

8/10 Good

"I stayed one night at the Seagate, the property gives the real feel of island living and being surrounded by nature. Penny and Kelly were very accommodating, allowing me to check in early and get my day started. Penny helped me with my map for activities and provided a good breakfast early on checkout day. The property sits high on a hill with a great view of the island from the balcony. It was easy to find from the ferry. The room was comfortable and cozy with a fridge, microwave, and coffee machine for convenience of making my own coffee to have on the balcony if I wanted. I recommend the Seagate Hotel and will definitely stay again if I return to Vieques."

Anchors Hotel

10/10 Excellent

"This place gives you sort of a Mediterranean hotel vibe. The view isn’t much but the place is fantastic! The rooms seemed very new and had all the amenities you’d expect! The two staff members at night were fantastic and we’re so helpful with every question that we had. Based off of where that’s located I would say this is a great place to stay and would definitely go back."

Wyndham Palmas Beach and Golf Boutique Resort

10/10 Excellent

"From the moment we arrived we felt welcome! Xavian and Xavier, (I believe that was their names), greeted us warmly. The resort was beautiful and the grounds were impressive. Breakfast at Trova was great! The host, and waitstaff were wonderful, especially Marisol and Carmen. Botica bar was a highlight. After exploring the island all day, it was nice to have some snacks and cocktails afterwards. We enjoyed our stay and look forward to visiting this resort again."

Find out more about Roosevelt Roads

Everything you need to know about Roosevelt Roads holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Roosevelt Roads holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Roosevelt Roads holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Roosevelt Roads holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Roosevelt Roads. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Roosevelt Roads holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Roosevelt Roads holiday rentals we have selected for you start as low as €114 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Roosevelt Roads rentals

At Expedia, we put the best Roosevelt Roads holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Roosevelt Roads rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Roosevelt Roads holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Roosevelt Roads. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Holiday Rentals in Roosevelt Roads

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Check prices for these dates

Our top choices for Roosevelt Roads holiday rentals

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

2. Playa Colorá

3. Playa icacos

4. El Yunque Rainforest

5. Playa palomino

6. Casa Parcha

7. RainForest House

8. Picuas Village

9. Villa Mango

10. Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.

11. Sunny 1 bedroom in Esperanza close to everything

12. Casa San Juan entire apartment in downtown Vieques

13. Costa Brava Condo by Otium

14. Beautiful apartment in Fajardo

15. The Ceiba Villa by Otium

16. Playa Escondida

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

18. Gorgeous views studio across from the beach.

19. Oceanfront Luquillo Apartment with Stunning Sunrise Views & Beach Access

20. Paradise Beach House Vieques 2

Find holiday rentals that suit your style

Top Roosevelt Roads Hotel Reviews

The Surfing Turtle

Find out more about Roosevelt Roads

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