Roosevelt Roads Vacation Rentals from $128: Search Short-Term Rentals

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Our top choices for Roosevelt Roads vacation 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

$244 nightly

Oct 14 - Oct 15

Total with taxes and fees

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

2. Playa Colorá

Cabezas

carlos

$130 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

3. Playa icacos

Cabezas

Gladys

$120 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

4. El Yunque Rainforest

Naguabo

Leslie

$235 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

5. Playa palomino

Cabezas

Diamond

$160 nightly

Oct 12 - Oct 13

Total with taxes and fees

6. Casa Parcha

Naguabo

Gabriel

$228 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

$193 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

8. Picuas Village

Zarzal

Alexander

$227 nightly

Nov 10 - Nov 11

Total with taxes and fees

A pool with a view of lush greenery and mountains.

9. Villa Mango

Fajardo

Milagros

$157 nightly

Oct 14 - Oct 15

Total with taxes and fees

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.

$154 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

$150 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

$165 nightly

Oct 14 - Oct 15

Total with taxes and fees

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

$304 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

14. Beautiful apartment in Fajardo

Fajardo

Jacob M.

$140 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

$180 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

16. Playa Escondida

Cabezas

Giovanni

$130 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

$288 nightly

Oct 12 - Oct 13

Total with taxes and fees

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.

$187 nightly

Oct 12 - Oct 13

Total with taxes and fees

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.

$356 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

20. Paradise Beach House Vieques 2

Vieques

Yenis

$191 nightly

Oct 15 - Oct 16

Total with taxes and fees

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Top Roosevelt Roads Hotel Reviews

Park Royal Club Cala managed by Accor

10/10 Excellent

"Mice and cozy place. A lot to see if you’re looking to have a good time. AC was too cold but they took care of it as sooner o ask to rise it . But I really enjoye it."

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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Roosevelt Roads vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Roosevelt Roads vacation 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 low season months. For more hustle and bustle, you may prefer to visit Roosevelt Roads in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Roosevelt Roads rentals

At Expedia, we put the best Roosevelt Roads vacation 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 vacation.

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.

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Check prices for these dates

Our top choices for Roosevelt Roads vacation 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 vacation rentals that suit your style

Top Roosevelt Roads Hotel Reviews

Park Royal Club Cala managed by Accor

The Surfing Turtle

Sea Gate Hotel

Anchors Hotel

Wyndham Palmas Beach and Golf Boutique Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only

Four Seasons Resort and Residences Puerto Rico

Find out more about Roosevelt Roads

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