
House vacation rentals in Roosevelt Roads
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Top-rated house rentals in Roosevelt Roads
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Roosevelt Roads house rentals
House rentals with a pool

Amazing Infinity pool @Coqui Tropical House
Our family loved our time at Luis & Ivette's place during our family vacation. Luis reached out to us on day one to ensure we had a smooth check-in, offer suggestions for local restaurants and activities and introduce us to the neighborhood. The home was lovely and well-equipped. The outdoor space is fantastic for relaxing, grilling, and playing with children. Our granddaughter swam in the pool every day and we really appreciated all the games and pool toys that were available for her use. A wonderful place to stay with plenty of room for families.

Home for 9 with Pool and Solar Panels in Vieques!
We stayed at sugar paradise with another family. It was perfect for us. We lost power for part of our stay so it was nice to have the energy provided by the solar power system. I would definitely return to this “paradise” again!

Luxury Casa CA-LI-AD
We stayed at Casa CA-LI-AD with two families (4 adults, 3 kids under 8) and had an amazing experience. The listing is accurate—everything was as described, clean, and very family-friendly. It’s close to the airport, attractions, and a supermarket, which made things super convenient. During our stay, there was a rare island-wide blackout, and the host went above and beyond to make sure we had what we needed. The property’s generator made a huge difference and gave us peace of mind. Pro tip: when using Uber, enter Casa CA-LI-AD with the dashes—otherwise it might not show up in the app. As a fellow Airbnb superhost, I can honestly say this place is exceptionally well cared for. Highly recommend for families!

Coastal Getaway with Pool, Game Room & Ocean View
Wonderful stay, beautiful place, can’t ask for anything more

Nena’s place, Carolina PR w electric generator
Great place and super clean!

Casa Blanca - Enchanting rainforest stay with pool
The house was just as the described, if not better. The photo of the view from the patio and pool doesn’t quite do it justice as you have a great view of the island, part of the rainforest and out onto the water. The house is a great location to sightseeing and visiting all the island has to offer. The house had all the amenities and more you could ask for. Olivia did a great job with communication and went out of her way to make sure we had everything we needed to enjoy our stay!

Awesome house/Families/pool/TESLA/gated community
Host was very nice and responded to our needs. The house was perfect for our family vacation!

Casa Ocean PR
Elvin was a great host. He was super accommodating about our stay and responsive whenever we had a question. The location is conveniently accessible to the beach and a short drive to the downtown area. There are also plenty of restaurants and cafes within walking distance. Our group had a great stay!
Weekly house rentals

Avi's House (Solar Energy/AC in all house)
Great location close to everything fast food, restaurants, mall etc. very quiet neighborhood 👌

3BR/2BTH House, Isla Verde Walk to the beach!
Really enjoyed staying at this place!! The location is great, so many places to eat and drink, short walk everywhere such as to beach and grocery. The place was very spacious and we had a large group and didn’t feel crowded ever! Definitely recommend this place if you enjoy activity and walking. We had a rental car and were very close to other beaches and areas and loved exploring all around San Juan! Uber is also extremely available and helps out a lot if you want to explore beyond Isla Verde!

Quaint Colonial Home Old San Juan
This place was beautiful and unique. Different than anyplace we have ever stayed. The location was great. Parking as stated is very limited I would say that is the only down side. Not a far walk to parking garages. We truly enjoyed our stay here. Our host was very responsive and sweet.

Terrace Escape;9mins SJU airport &beach (sleeps 8)
Sylvette’s place was beyond excellent. The house is beautiful, spacious, clean and has everything we could need. It’s very well located, just 10 minutes from the airport, in a very pleasant and quiet neighborhood. The house is very cozy; me and my family felt right at home. Highly recommended.

5BR-4BTH Ocean View House & Beach @viequesrentals
We really enjoyed our stay! The rooms were clean and fresh when we arrived. The views were beautiful. The kitchen was stocked with equipment for us to cook with. Our family enjoyed using the pool table, foosball table, and ping pong table. All ACs were in great working condition and we slept very comfortably. We lost a debit card during our stay and the owner made it sure it got back to us. They very communicative via text message before, during, and after our stay! They were there to check in personally and ensure we had what we needed and could access the property. There are stairs to get to the entrance of the sleeping areas that is covered. At the bottom of the hill, there is public access to a beach, which has a shallow tide pool. When we were there, the water was very clear and the beach was not crowded at all. It is walkable from the house, however, this very much depends on your fitness level as the house is on a hill. I would suggest a jeep or similar vehicle. 100% recommend.

Hacienda Azucena, Rio Grande, El Yunque Rain Forest
We highly recommend a stay at Hacienda we Azucena! From the moment we stepped onto the property we felt like we were transported into our own private, tropical paradise! It was like having a resort all to ourselves! The home was very well maintained, and the grounds absolutely pristine. We enjoyed countless hours in the pool and hot tub, as well as star gazing each night. As soon as the sun would go down, the rainforest came alive and we were immersed in all the wonderful sounds of nature. There were a couple hiccups during our stay, which is to be expected, since it is a home in the middle of the rainforest, but Carmen and Jamie were immediately responsive, and had the issues taken care of very quickly! I cannot recommend this property enough, and when my family returns to Puerto Rico, we will definitely be trying to stay here once again! If you’re heading to Puerto Rico, look no further because this is the place you want to stay!

B&C3 Cozy Cottage
Nice and cozy used the washer left my clothes on the line to dry and a huge storm came thru though forsure they were gonna be gone lmao but nope still there nice area

⭐️Lakeside & Beach House A/C, WI-FI, NETFLIX+HBO⭐️
We had such a wonderful stay. It was a little tricky to find, especially at 230am, but Isaac was very helpful. The best surprise was the beach. If you love secluded beaches then you will fall in love. It is pretty much across the street. It was very cool to check out the old water park. Made for some pretty cool pictures. Cute backyard, complete with some rogue pomegranates. Friendly neighbor dogs and a pond to walk around. We would highly recommend.
Private house rentals

Local charm, comfort, privacy.
We had such an amazing experience at Socorro’s Casa. There were wonderful little touches all over the house, everything was so clean and comfortable, and the pool was sooo beautiful and enjoyable. Best family vacation ever. This sums it up: our teenager was not into this spring break trip to Puerto Rico, but upon leaving Socorro’s home, he said, “can you please remember this place so we can come back someday?”…and he hasn’t been nearly as happy since we left.

Pool/3BR 11 min SJU airprt/beach
I have to say I would definitely stay again. Terrence was a great host, responds to message super quick and really helpful. The place was in excellent condition, very secure place very clean. The location is really close to a lot of things, 17 mins away to old San Juan, 9 mins to Walmart and other restaurants. Even though less than 24 hrs into our stay the island had a total blackout Terrence was really helpful. Checked on us throughout the day, making sure we were ok. Really did appreciate that. You may see the neighborhood to be a little sketchy but to be honest it is a very very quiet neighborhood. Thank you Terrence for opening your home.

Unique luxury house-Private pool-Power generator
I’ve been to Puerto Rico many times, and this Airbnb was by far the nicest, most secure place we have stayed at. Christie was so communicative and let us check in early since our flight was early which was so appreciated! The day we landed on the island, there was an island wide power outage, and it didn’t really affect us because of the generator at the Airbnb. The place was so clean, peaceful, and had everything we needed to make us feel right at home. The beds were all so comfortable. The house actually is even nicer in person than in pictures! I would stay here again in a heartbeat! Christie provided a guide that provided very thorough instructions for check in and for our entire stay. Their location was excellent with a lot around and only 15-20 mins to San Juan. The neighborhood felt very exclusive. We loved our stay here and would recommend to anyone looking for a nice stay in Puerto Rico!

Charming Large Home 15 min from Bch/Old SJ/Condado
JB was a great host: very responsive and helpful. The home is in a gated community which is easy to enter and exit any time. Plenty of space, staying in the entire second floor, three bedrooms, nice upper floor covered porch with string lights. Very happy with my stay!

La Casa Verde Luquillo (Green House Luquillo)
My friends and I stayed at this amazing Airbnb located right on Luquillo Beach. Seriously the most beautiful and quiet beach you will ever see. The pool was used basically everyday. It was nice to have a private area for us to use while we waited for other people to get ready for the day, or cool off after a long day of hiking and exploring the area. This air bnb is huge and honestly exceeded our expectations. The host was very responsive and friendly. There were even beach chairs and a beach cart for our use. He recommended lots of places and activites for us to do. CNote the Jazz bar is a must. Great location, we were able to either walk or drive everywhere. 25 minutes to the rain forest, 25 minutes to farajado. Highly recommend his place and location!

Ceiba Vacation Rental 3/2, 5 beds free parking
Absolutely loved staying at Rosita’s place! We were a group of 7 so the space worked perfectly for us. The balcony was such a nice area to hang out in. A pretty quiet neighborhood with some yummy restaurants and close by to the Ceiba to Vieques/Culebra ferry, which was the intention of our stay. Not a whole lot to do in the area, but it’s a short drive to Fajardo or Luquillo. Instructions & communication from Rosita were always clear and prompt. She also had things like coolers that we were able to use during our stay. a 10/10 overall!

⭐️Country Club House⭐️
Luis and Miguelina are amazing hosts! Our flight got in early and they allowed us to drop off our luggage. Plus the 7 min ride to the airport at 5:00am was nice! My family and I enjoyed our stay. We felt safe and loved that we could park our rental in the garage. Not to mention the sitting area inside the garage was a nice touch. Cold AC and enjoyed the fact that there was no clutter in the house. Beautiful kitchen with plenty of cookware.

Gaby's House near airport
Gabriel's place was amazing, it's even better than the pictures. It was a great stay would definitely come back.
Quick stats about house rentals in Roosevelt Roads
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Carolina Vacation rentals
- Culebra Vacation rentals
- Saint Thomas Vacation rentals
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- Tortola Vacation rentals
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- Luquillo Vacation rentals
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- Condo rentals Roosevelt Roads
- Rentals with beach access Roosevelt Roads
- Apartment rentals Roosevelt Roads
- Rentals with pools Roosevelt Roads
- Rentals with a washer and dryer Roosevelt Roads
- Kid-friendly rentals Roosevelt Roads
- Family-friendly rentals Roosevelt Roads
- Rentals with outdoor seating Roosevelt Roads
- Pet-friendly rentals Roosevelt Roads
- Rentals with a patio Roosevelt Roads
- Fitness-friendly rentals Roosevelt Roads
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- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Mosquito Bay Beach
- Praia de Luquillo
- Playa del Dorado
- Distrito T-Mobile
- Liquillo Beach
- Morningstar Beach
- Playa Sun Bay
- Playa el Convento
- Beach Planes
- Playa Maunabo
- Playa de los Cabes
- Carabali Rainforest Park
- Punta Bandera Luquillo PR
- Playa de Cerro Gordo
- Mandahl Bay Beach
- Hull Bay Beach
- Inches Beach
- Playa Media Luna
- Coco Beach Golf Club
- Playa Puerto Real