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House holiday rentals in Roosevelt Roads

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Popular amenities for house rentals in Roosevelt Roads

House rentals with a pool

Guest favourite
Home in Vieques
4.94 out of 5 average rating, 115 reviews

Casa Blanca with pool, tropical garden and rooftop

GavrielRating, 5 stars6 days ago
Súper cozy, the space was very clean. Has everything you need for a beach day. The pool is clean and just the perfect set up. Avis car rental is walking distance and hooked it up with a jeep. I highly recommend staying at Casa Blanca.
Guest favourite
Home in Florida
4.94 out of 5 average rating, 113 reviews

Home for 9 with Pool and Solar Panels in Vieques!

YineidaRating, 5 stars3 weeks ago
Sugar Paradise met our expectations. The house was spotless, comfortable beds, fully stocked kitchen and the pool was the cherry on top to enjoy after a day exploring the island. Location is only 15 to 20 minutes from Esperanza and the port. We will definitely consider this place if we visit vieques again in the future.
Top guest favourite
Home in Cangrejo Arriba
4.98 out of 5 average rating, 104 reviews

Villa Estrella PR (near Airport & Beach)

AngelaRating, 5 stars5 days ago
We had a terrific stay in this beautiful home. Everything was so convenient and the pool was very relaxing! We would definitely recommend this home to anyone and would love to come back and visit again sometime!
Guest favourite
Home in Cabezas
4.89 out of 5 average rating, 116 reviews

Fajardo, Las Croabas

LuzRating, 5 stars2 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.
Top guest favourite
Home in Yabucoa
4.97 out of 5 average rating, 105 reviews

Daddy’s Place Airbnb

AlexisRating, 5 stars1 week ago
Great stay! The place was clean and just as described. The host was always in great communication and made everything smooth and easy. Would definitely stay again!
Guest favourite
Home in Luquillo
4.92 out of 5 average rating, 132 reviews

Renovated Beach House on BEST beach in Puerto Rico

AshleyRating, 5 stars5 days ago
We had an amazing stay! The property was exceptional—spotlessly clean, beautifully maintained, and very kid-friendly. One of the highlights was the thoughtful inclusion of beach essentials like coolers, chairs, beach toys, and balls, which made it so easy to enjoy beautiful beach days. The manager was also incredibly kind and helpful, which made the experience even better. You can tell a lot of care goes into this place. I would absolutely recommend it to anyone and would definitely stay here again!
Guest favourite
Home in Fajardo
4.92 out of 5 average rating, 371 reviews

❤️PRIVATE POOL,Beach home,BioBay Tour walk distance

TomRating, 5 stars3 weeks ago
Al’s place was great in a great area close to local attractions. The pool made it nice to relax on days that you would like to relax. Plenty of restaurants with in walking distance of the house. Quiet neighborhood that we felt safe walking through.
Top guest favourite
Home in Luquillo
4.97 out of 5 average rating, 121 reviews

Fabulous Ocean Views /Private Infinity Pool /4 BR

CourtneyRating, 5 stars1 week ago
I can’t say enough about this property! It’s a little slice of paradise. Even though it’s in a neighborhood it’s extremely private. The porches and pool area make you feel like you are at your own resort. The location is close to anything you might want to do in the east side of the island and Kevin provides a manual with excellent recommendations for restaurants, beaches, activities etc. We took advantage of so many but also used the well equipped kitchen and grills to eat in. The beach gear and towels were appreciated as were the washer/dryer. We had a couple of questions during our stay and Kevin was extremely responsive. Our family of 6 travelers, ages 13-74, had an awesome week!

Weekly house rentals

Guest favourite
Home in Ceiba
4.95 out of 5 average rating, 22 reviews

Tropical Bliss * 10 min to Ferry~Pool~Beach~BBQ

LisbethRating, 5 stars1 week ago
Accessible place, very clean and organized, comfortable, nice and the host was very good, always pending and answered quickly. I recommend it 100%.
Guest favourite
Home in Ceiba
4.94 out of 5 average rating, 16 reviews

Summer specials/Private pool/Large yard/Ferry

BelindaRating, 5 stars2 weeks ago
Our stay at Dave and Tracy's house was perfect. Its fast communication. Absolutely everything very clean and organized. The house is very comfortable. The pool is super rich. We had a wonderful few days. They have EVERYTHING to make the stay a success. Thank you! We recommend them 100%
Top guest favourite
Home in Yabucoa
4.93 out of 5 average rating, 81 reviews

Private 2BR/2.5 BA W. Ocean View & Heated Infinity Pool

AlanRating, 5 stars2 weeks ago
Bella Vista had breathtaking views! The house was clean and very nice! We loved the pool and the view outside the window. It was private and quiet. Great restaurants nearby!
Guest favourite
Home in Ceiba
4.92 out of 5 average rating, 38 reviews

Stylish 3 Bed/2Bath with Pool & Solar Panels

SeleneRating, 5 stars2 weeks ago
This place is perfect. Has every amenity you could think of, and the salt water pool is amazing. If I could give them 20 stars, I would. Thank you Nathan for being flexible allowing us to stay in your beautiful home. We will definitely be back.
Top guest favourite
Home in Fajardo
4.97 out of 5 average rating, 36 reviews

Villa D’Leon

NicoleRating, 5 stars1 week ago
Everything is very nice, clean, organized and the place is downtown. We loved it! We'll definitely be back. Thank you Xiomara!
Guest favourite
Home in Ceiba
4.96 out of 5 average rating, 71 reviews

Casa Mami y Papi including private suite

EmilyRating, 5 stars1 week ago
Great view of Vieques!! We loved that we were within driving distance to the ferry to travel to Vieques and Culebra. Overall a great place to stay!
Guest favourite
Home in Ceiba
4.93 out of 5 average rating, 70 reviews

Ceiba Vacation Rental 3/2, 5 beds free parking

JoshuaRating, 5 stars2 days ago
Amazing to the fullest!! Rosita’s place was super homey and wonderful! Responsive host and willing to go above and beyond for her tenants. Love love love that any time i called she immediately picked up and helped us the most she could. Coming from the states she didn’t hesitate to make sure we felt right at home!! GRACIAS ROSITA!!
Guest favourite
Home in Ceiba
4.88 out of 5 average rating, 8 reviews

Casa Tres Luna

MichaelRating, 5 stars2 weeks ago
this property was great and my kids and i had a blast and the host was amazing!

Private house rentals

Guest favourite
Home in Vieques
4.95 out of 5 average rating, 82 reviews

Vieques ocean view eco villa+pool

JessicaRating, 5 stars1 month ago
A beautiful home for quiet serenity and restoration. Very responsive and accommodating hosts. Highly recommend this home to anyone looking to explore a gorgeous island and recenter.
Superhost
Home in Húcares
4.91 out of 5 average rating, 58 reviews

My Country Beach House

Felix RRating, 5 stars3 weeks ago
Excellent beach house, ideal for relaxing and enjoying with family Staying at Vanessa's house was a wonderful experience. It is an excellent beach house, where both you and your children can have an amazing time. Everything was impeccably clean, well cared for, and with a very welcoming energy that makes you feel at home from the first moment. The location is perfect: the beach is just 2 to 3 minutes away on foot, and everything you need is very close. It is a quiet, beautiful and peaceful place. The house was comfortable, well equipped and with a charming style that really invites you to relax. Vanessa was an exceptional host. Very kind, attentive and always ready to answer any questions quickly. His dedication to making everything perfect was evident. Honestly, I didn't want to leave. I loved everything: the house, the surroundings, the service... I give it a 10 out of 10 and I definitely hope to return soon to stay in that beautiful home. 💯
Guest favourite
Home in Fajardo
4.93 out of 5 average rating, 43 reviews

Friends & Family Getaway Villa- Pickle-ball Court

LeslieRating, 5 stars3 days ago
Had an amazing time at Javi’s place. Great location close to supermarkets and many restaurants. The pool & ping pong table were a hit with the family. It was also close to the ferry if you want to go to Culebra or Vieques. We grilled and made breakfast on days we were lounging by the pool and had enough space to hang out. Overall a great time!!! Thank you Kianna and Javi for your hospitality.
Top guest favourite
Home in Mata de Plátano
4.96 out of 5 average rating, 55 reviews

Respir@ Villa Activities

JudithRating, 5 stars3 weeks ago
The place is beyond beautiful, peaceful and quiet. You only here the sound of nature and the view is something else. In the morning seeing the rise of the sun was for me specular. Lovely getaway if you want to be out of the hussle of the city and town. Melvin was very responsive to my needs. Definitely would go back to stay, but for more time.
Top guest favourite
Home in Río Grande
5 out of 5 average rating, 22 reviews

Davide, Colinas del Yunque *Paraiso Escondido* NEW

KyraRating, 5 stars2 weeks ago
We had a fantastic stay at Daly’s place! The home was exactly as described clean, comfortable, and thoughtfully stocked with everything we needed. Communication with the host was smooth and responsive from booking to checkout. A peaceful getaway, we especially love the stunning view from the balcony.
Guest favourite
Home in Luquillo
4.94 out of 5 average rating, 47 reviews

Rainforest Retreat Jungle Estate

AislynRating, 5 starstoday
My family and I had such a great stay here! The place was beautiful and exactly as described. The weather was perfect the whole time, and the views were absolutely stunning—such a peaceful and relaxing spot. I would definitely love to stay here again on my next trip to Puerto Rico. Highly recommend!
Superhost
Home in Ceiba
4.5 out of 5 average rating, 4 reviews

Casita BlueBay/Pool/Hottub/Pool table

ZogbayRating, 5 stars5 days ago
I definitely would recommend this the newcomers that aren’t familiar with the area. It’s outside of San Juan about an hour from the city, but if your antisocial or just an introvert is perfect for outside city light, not too far from local restaurants within the city highly recommend to newcomers to go there and catch your vibe in Puerto Rico
Top guest favourite
Home in Ceiba
5 out of 5 average rating, 18 reviews

Remodeled! Gated Home Near Ocean!

NicholeRating, 5 stars3 weeks ago
We loved our stay here! We had a flight delay and Teresa was so accommodating in the chance we had to arrive the next day. We ended up making it late that night. So glad we did as it was so beautiful and peaceful to wake up on the property. The house has everything you need for a comfortable stay. The pool was perfect and the kids loved it. We got to eat fresh mangos and bananas from the trees. We also saw some wild pigs and an equanga! The caretakers were so friendly and helpful and the outdoor cat was definitely loved by our kids. We will definitely stay here again if we are ever to come back to Puerto Rico.

Quick stats about house rentals in Roosevelt Roads

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹5,206 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