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House vacation rentals in Roosevelt Roads

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Popular amenities for Roosevelt Roads house rentals

House rentals with a pool

Top guest favorite
Home in Buena Vista
4.98 out of 5 average rating, 101 reviews

Amazing Infinity pool @Coqui Tropical House

Mary KathleenRating, 5 stars3 weeks ago
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.
Guest favorite
An open-concept living area showcases modern design with a sleek kitchen and island bar. Natural light filters through large windows, illuminating the dark tiled flooring and white walls. A gray sofa with wooden accents complements the minimalist decor, inviting relaxation.
Home in Florida
4.94 out of 5 average rating, 109 reviews

Home for 9 with Pool and Solar Panels in Vieques!

GwynRating, 5 stars2 weeks ago
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!
Superhost
Home in San Juan
4.92 out of 5 average rating, 130 reviews

Luxury Casa CA-LI-AD

DanielleRating, 5 stars2 weeks ago
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!
Guest favorite
An entrance door opens to reveal a private pool area, surrounded by a colorful mural depicting tropical foliage. A lush green plant in a black pot adds a vibrant touch. The pool is visible against a backdrop of hills and partly cloudy skies.
Home in Ceiba
4.89 out of 5 average rating, 123 reviews

Coastal Getaway with Pool, Game Room & Ocean View

SharonRating, 5 stars1 month ago
Wonderful stay, beautiful place, can’t ask for anything more
Superhost
A private pool area is highlighted by a rectangular pool surrounded by stone tiles. Subtle lighting illuminates the pool's water. A shaded seating area with loungers overlooks the pool, creating a relaxing outdoor space enhanced by lush greenery.
Home in Carolina
4.83 out of 5 average rating, 253 reviews

Nena’s place, Carolina PR w electric generator

LeeanneRating, 5 stars2 weeks ago
Great place and super clean!
Superhost
A tranquil pool area features a clear blue swimming pool overlooking a lush landscape filled with greenery. Two orange lounge chairs are positioned on the tiled terrace, providing a scenic spot to relax and enjoy the surrounding natural beauty.
Home in Río Grande
4.94 out of 5 average rating, 125 reviews

Casa Blanca - Enchanting rainforest stay with pool

LindsayRating, 5 stars3 weeks ago
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!
Guest favorite
Home in San Juan
4.83 out of 5 average rating, 232 reviews

Awesome house/Families/pool/TESLA/gated community

IdalisRating, 5 stars3 weeks ago
Host was very nice and responded to our needs. The house was perfect for our family vacation!
Superhost
A modern dining area is set with a glass table surrounded by transparent chairs. A woven placemat is centered on the table. Bright lighting is provided by a crystal chandelier above. A red sofa is visible in the background, enhancing the open layout of the space.
Home in San Juan
4.81 out of 5 average rating, 151 reviews

Casa Ocean PR

KristenRating, 5 stars1 month ago
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

Top guest favorite
A well-lit living room is featured with a neutral sofa facing a mounted flat-screen TV. Potted plants are placed in the corners, enhancing the space. The bedroom shows a cozy bed with a patterned blanket, alongside air conditioning and a Tesla battery unit mounted on the wall.
Home in Guayama
4.85 out of 5 average rating, 116 reviews

Avi's House (Solar Energy/AC in all house)

ThomasRating, 5 stars1 week ago
Great location close to everything fast food, restaurants, mall etc. very quiet neighborhood 👌
Superhost
A spacious bedroom features a large upholstered bed with a geometric patterned duvet. Two bedside lamps provide soft illumination. A comfortable futon is positioned beside the bed. Natural light filters through sheer curtains, enhancing the airy atmosphere of the room.
Home in Cangrejo Arriba
4.86 out of 5 average rating, 235 reviews

3BR/2BTH House, Isla Verde Walk to the beach!

LeahRating, 5 stars2 months ago
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!
Guest favorite
An open kitchen area is framed by arches, leading to a charming interior courtyard. Green plants and a small dining set are visible, providing a serene atmosphere. The kitchen features light cabinetry and stainless-steel appliances, contributing to a bright and inviting space.
Home in San Juan
4.91 out of 5 average rating, 405 reviews

Quaint Colonial Home Old San Juan

MargaretRating, 5 stars2 weeks ago
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.
Guest favorite
A spacious living area features a dark leather sofa adorned with soft pillows, complemented by two chairs with warm cushions. A coffee table sits in the center, surrounded by natural light from high windows. A potted plant and modern wall art add subtle touches of decor.
Home in Carolina
4.81 out of 5 average rating, 105 reviews

Terrace Escape;9mins SJU airport &beach (sleeps 8)

VeronicaRating, 5 stars1 month ago
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.
Guest favorite
The spacious living room features a large sectional sofa and a ceiling fan, with large windows offering a view of the ocean. A wall-mounted TV and minimalist decor enhance the area, while the tiled floor reflects natural light.
Home in Vieques
4.75 out of 5 average rating, 118 reviews

5BR-4BTH Ocean View House & Beach @viequesrentals

HeidyRating, 5 stars3 weeks ago
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.
Guest favorite
The two-story property is surrounded by lush greenery, featuring a serene pond reflecting the building and sky. Lounge chairs are positioned on the grass, offering a relaxing spot to enjoy the natural surroundings.
Home in Río Grande
4.96 out of 5 average rating, 163 reviews

Hacienda Azucena, Rio Grande, El Yunque Rain Forest

JessicaRating, 5 stars1 month ago
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!
Superhost
A blue-colored exterior features a welcoming entrance with a decorative anchor and several potted plants. The smooth concrete pathway leads to the front door, and a grassy area complements the home. The structure's architectural design includes grid-patterned gates and a covered carport.
Home in Punta Santiago
4.87 out of 5 average rating, 144 reviews

B&C3 Cozy Cottage

JamesRating, 5 stars5 days ago
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
Guest favorite
A cozy living area features a sectional sofa, a unique circular chair, and two patterned poufs. A flat-screen TV is mounted on the wall, accompanied by a decorative shelf displaying plants and books. Natural light filters through the white window blinds.
Home in Punta Santiago
4.98 out of 5 average rating, 127 reviews

⭐️Lakeside & Beach House A/C, WI-FI, NETFLIX+HBO⭐️

AnnRating, 5 stars1 month ago
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

Guest favorite
A vibrant outdoor area is surrounded by lush greenery, featuring a sparkling pool, comfortable lounge chairs, and a thatched umbrella. A cozy hammock invites relaxation, while tropical plants enhance the tranquil atmosphere. The inviting space seamlessly integrates with the colorful Spanish-style architecture.
Home in Gurabo
4.97 out of 5 average rating, 244 reviews

Local charm, comfort, privacy.

AnnaleeRating, 5 stars2 weeks ago
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.
Guest favorite
A swimming pool is situated within a gated area, surrounded by palm trees and clear blue skies. The pool features a shallow ledge and steps for easy access. Sunlight reflects off the water, creating a bright and inviting atmosphere.
Home in San Juan
4.91 out of 5 average rating, 45 reviews

Pool/3BR 11 min SJU airprt/beach

LuisRating, 5 stars1 week ago
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.
Guest favorite
A spacious living area is presented with a textured stone wall and large flat-screen television. A uniquely designed coffee table made of natural materials sits on a plush rug. Comfortable seating options are arranged around the table, creating a welcoming environment for relaxation.
Home in Trujillo Alto
4.91 out of 5 average rating, 181 reviews

Unique luxury house-Private pool-Power generator

SoaniRating, 5 stars1 week ago
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!
Superhost
A bright living area features a white sectional sofa and a flat-screen television. Natural light enters through large windows, creating an airy atmosphere. The cool tile floor and ceiling fan contribute to a comfortable environment, while sliding glass doors provide access to the outdoor space.
Home in San Juan
4.86 out of 5 average rating, 69 reviews

Charming Large Home 15 min from Bch/Old SJ/Condado

MichaelRating, 5 stars2 months ago
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!
Superhost
A tranquil outdoor space features a private swimming pool surrounded by a stone patio and lush tropical plants. A white fence adds privacy, while tall palm trees create a serene atmosphere. The backdrop includes a view of nearby residential buildings against a clear blue sky.
Home in Luquillo
4.68 out of 5 average rating, 44 reviews

La Casa Verde Luquillo (Green House Luquillo)

EmmaliaRating, 5 stars1 month ago
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!
Guest favorite
A modern kitchen is visible, featuring stainless steel appliances and a spacious white countertop. Two bar stools are positioned at the island, while tiled flooring extends throughout the area. A glimpse of the living room is seen, showcasing a light-colored sectional sofa and window treatments.
Home in Ceiba
4.92 out of 5 average rating, 66 reviews

Ceiba Vacation Rental 3/2, 5 beds free parking

VanessaRating, 5 stars4 weeks ago
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!
Superhost
A spacious gray sectional sofa is situated in the living area, complemented by yellow accent pillows. Above the sofa, framed floral artwork is displayed, while a round glass coffee table rests on the textured flooring. Natural light enters through sheer curtains, enhancing the serene ambiance.
Home in Carolina
4.89 out of 5 average rating, 101 reviews

⭐️Country Club House⭐️

RafaelRating, 5 stars2 weeks ago
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.
Top guest favorite
The exterior of a single-story home is featured, showcasing a red-tiled roof and a white façade. A landscaped yard with grass is highlighted in front, alongside a driveway and a stop sign at the corner of the street. The sky is clear with minimal clouds.
Home in Cangrejo Arriba
4.92 out of 5 average rating, 173 reviews

Gaby's House near airport

GabrielaRating, 5 stars1 week ago
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

  1. Airbnb
  2. Puerto Rico
  3. Ceiba Region
  4. Machos
  5. Roosevelt Roads
  6. House rentals