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Holiday rentals with a pool in Roosevelt Roads

Find and book unique homes with a pool on Airbnb

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Popular amenities for Roosevelt Roads rentals with a pool

House rentals with a pool

Top guest favourite
Home in Buena Vista
4.98 out of 5 average rating, 103 reviews

Amazing Infinity pool @Coqui Tropical House

VanessaRating, 5 stars1 month ago
Our 2025 Puerto Rico vacation was so enjoyable!!! The home was perfect just a describe and the pictures that are shown in the listing. The house is beautiful, private, and in a safe neighborhood. The backyard is perfect to relax, cook out and enjoy family time. The home truly came with everything you need for a beach vacation!! All you need to pack is your clothes. Already planning to book at the house again for our family 2026 Puerto Rico vacation. Luis is an amazing host!!
Guest favourite
Home in Cabezas
4.89 out of 5 average rating, 116 reviews

Fajardo, Las Croabas

LuzRating, 5 stars3 weeks ago
Place in a beautiful location. It does not have air conditioning in the common areas, which made the stay a bit warm. But overall, everything was fine.
Superhost
Home in Luquillo
4.91 out of 5 average rating, 143 reviews

Renald's Place

Ana LuisaRating, 5 stars3 weeks ago
We stayed for a week and this has been the most wonderful and amazing Airbnb we have ever booked! The local beaches and “kiosks” were amazing. Our kids enjoyed everything about our vacation. Renald’s place came equipped with life jackets, beach toys, beach umbrellas, and chairs. The home overall was clean and everything was as described. This was our first time visiting Puerto Rico and we hope to be back soon. Thank you Renald, Maria, and Nicole. - The Q Family
Guest favourite
Home in Humacao
4.91 out of 5 average rating, 274 reviews

Beautiful House, 24/7 Security, Gated Community

AstridRating, 5 stars2 weeks ago
The stay at Alexander's house was great. The large and spacious house with a beautiful decoration for our group of 8 people was perfect and excellent with all the necessary amenities. The house is as shown in the photos. The communication was excellent, very responsive and we were attended to very well, as well as answering all the questions asked quickly. The pool area and the jacuzzi in the courtyard are a refreshing and beautiful touch to enjoy as a group or as a family. A very charming place that invites you to stay there again in the future.
Top guest favourite
Home in Yabucoa
4.97 out of 5 average rating, 106 reviews

Daddy’s Place Airbnb

KatRating, 5 stars4 days ago
We had a wonderful stay! The place was clean, and the pool was beautiful with an amazing view. My boys loved spending time in the pool. I especially enjoyed listening to the animal sounds at night— it was so peaceful. We’ll definitely be back next year!
Top guest favourite
Home in Punta Santiago
4.97 out of 5 average rating, 154 reviews

Lake and Beach Village, Humacao

JoannaRating, 5 stars5 days ago
It was an amazing stay, my family and I enjoyed it. Nelson was a very great host, would definitely recommend him to my family and friends. I would also be going back for another stay. My mission for my husband to reunite him with his dad was a successful mission all thanks to Nelson.
Guest favourite
Home in Fajardo
4.89 out of 5 average rating, 123 reviews

Domirriqueña House

CarolineRating, 5 stars1 month ago
A relaxing experience, very clean, quiet place and the house contains everything you may need for your stay. I recommend it 100%. Hosts are very attentive and quick to respond. We were celebrating my son's birthday and Sandy decorated the room with balloons just as I requested. Exceeded my expectations. Thank you.
Guest favourite
Home in Río Grande
4.95 out of 5 average rating, 167 reviews

Hacienda Azucena, Rio Grande, El Yunque Rain Forest

HeidiRating, 5 stars1 week ago
Our experience at Carmen’s property was like no other. The home exceeded our expectations and provided the perfect setup for our family. Plenty of space to spread out so we never felt crowded, and the layout made it easy to walk outside each morning and take in the gorgeous views. We will miss sitting in the unique pool and gathering on the porches listening to the jungle sounds at night. Carmen is the very definition of a Superhost - thoughtful, responsive, and truly dedicated to making her guests' stay exceptional. She personally met with us when we arrived to show us all the amenities of the house and had local snacks ready to start us off. Her restaurant recommendations were also appreciated. We all agreed that we couldn’t have asked for a better experience, and absolutely recommend this property to anyone looking for a serene and spacious retreat.

Apartment rentals with a pool

Guest favourite
Apartment in Fajardo
4.83 out of 5 average rating, 294 reviews

Amazing ocean views & close to Bio Bay tours

WilRating, 5 stars3 months ago
Our stay at this studio apartment in Fajardo was nothing short of amazing! From the moment we arrived, we felt right at home. The apartment was extremely comfortable, well-equipped, and perfect for a relaxing getaway. The space was spotless, the bed was cozy, and all the amenities made our stay effortless and enjoyable. One of the absolute highlights was the breathtaking view. Waking up to the sight of the ocean and the stunning surroundings was an unforgettable experience. The location was also fantastic. We were just a short distance from several excellent restaurants, offering a variety of delicious local cuisine. Beyond the apartment itself, the atmosphere in Fajardo was incredible. The people were extremely friendly and welcoming. Overall, this was a perfect stay, and we would highly recommend this apartment to anyone looking for a relaxing, scenic, and convenient place to stay in Fajardo. We can’t wait to come back!
Superhost
Apartment in Luquillo
4.88 out of 5 average rating, 137 reviews

Brisa Fresca, Apartment Luquillo PR!

AlexRating, 5 stars2 days ago
We had a great stay at Omar’s. Perfect location in Luquillo, a short walk from the beach, a nice convenience store right across the street, and a couple places to eat right there as well. Plenty of food and grocery stores within 5-10 min drive. The place itself was clean and stocked with everything you need. Even had a cooler, beach chairs, and a couple pool noodles for fun. The big tv was nice to relax with at night and ac was cold. Omar was very easy to reach and quick to respond to any questions we had. Overall we had a great time and would definitely stay here again!
Superhost
Apartment in Luquillo
4.81 out of 5 average rating, 148 reviews

Oceanfront Studio

JazmyneRating, 5 stars4 weeks ago
Great location in the heart of town. Grateful for the beach essentials to elevate any experience. Would highly recommend and stay again.
Superhost
Apartment in Fajardo
4.89 out of 5 average rating, 122 reviews

New! Breath Taking View at Las Casitas Village

RebeccaRating, 5 stars1 month ago
we loved our stay here! the highlights: 2 big bedrooms, lots of living space, & a great view for coffee each morning on the balcony! We arrived very late, but the host made sure we knew exactly where to go & what to do. Thanks for a fantastic stay!
Guest favourite
Apartment in Fajardo
4.9 out of 5 average rating, 144 reviews

*Azul Marino* Golf & Ocean View Luxury Condo

CharlieRating, 5 stars1 week ago
Wonderful experience. Resort is amazing. Landscaping perfection and staff is very friends. Units was clean comfortable and as described. View is breath taking. Will come back !
Guest favourite
Apartment in Fajardo
4.93 out of 5 average rating, 345 reviews

Waterfront High-Rise Apt with Gorgeous Ocean View

NoryRating, 5 stars2 weeks ago
Amy made access incredibly easy, the condo was well guarded and we felt safe. The views are beautiful, just a great condo where you will fall asleep to the sounds of the waves and the coqui. Amy has a closet filled with things you may need for a beach day which was perfect and a well equippped kitchen.
Guest favourite
Apartment in Luquillo
4.94 out of 5 average rating, 215 reviews

Breathtaking Ocean View Apartment

EmmaRating, 5 stars1 month ago
This airbnb is exceptional. It has above and beyond amenities/stock like tin foil, sunscreen, beach towels, umbrella, beach game. Additionally- the views are wonderful, the ac works and the bed is comfy! Literally my only note for the whole place is that the pillows are intensely stuffed and for someone with neck problems this posed a difficulty for me- this is minor, but just wanted to note it. I hope to stay here again! I read reviews that said grocery store, etc was walkable and while this is true- I thought it would be helpful to know that the grocery and walgreens are across a pretty busy highway like road- so we drove even though it is right across the street. Luquillo which is walkable (by beach or street) or a short drive had restaurants, coffeeshops, breakfast, etc.
Superhost
Apartment in Luquillo
4.8 out of 5 average rating, 176 reviews

Beachfront Place at Condo Sandy Hills Luquillo, PR

CalistaRating, 5 stars2 weeks ago
Eric was very responsive and helpful. He was on top of sending me the check in instructions and check out instructions. The Airbnb itself is beautiful and perfect for a couple of days. The private beach access closes at 6pm which was inconvenient but that is my only complaint as we had to walk all the way around. It’s a good spot if you plan on visiting El Yunque and Fajardo. Safe area and people are really nice.

Quick stats about holiday rentals with a pool in Roosevelt Roads

  • Total rentals

    90 properties

  • Nightly prices starting at

    ₹3,455 before taxes and fees

  • Total number of reviews

    3.8K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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