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Family-friendly holiday rentals in Roosevelt Roads

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Roosevelt Roads family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Villa in Humacao
4.89 out of 5 average rating, 149 reviews

Rustica at Fairway Courts 830

CynthiaRating, 5 stars3 months ago
Great place to stay: modern, comfortable and close to the beach. Super clean and had everything we needed. Carlos is a wonderful host answering all my questions within minutes. It’s conveniently located to places to eat and stores. Checkin/checkouts are super easy.
Superhost
Apartment in Río Grande
4.93 out of 5 average rating, 176 reviews

Oceanfront Luxury @ Wyndham Rio Mar Resort

JoseRating, 5 stars2 months ago
Our family of 4 had a great time at the apartment and enjoyed the pool and beach. Having a kitchen was so convenient. We visited the kioskos de Luquillo and El yunque during our stay. Included parking was also a plus.
Guest favourite
Apartment in Río Grande
4.93 out of 5 average rating, 164 reviews

Gorgeous Beach Front View at Ocean Villas, Rio Mar

StephanieRating, 5 stars4 weeks ago
We had a wonderful stay! Vanessa was especially helpful with getting us checked in and oriented to the condo/building. She also went really above and beyond to check in on us and make sure we had all we needed. Location is fantastic. Pool and beach never crowded. Short walk to the neighboring resort, if you want to use their amenities. Parking on site. Close to El Yunque. Short drive to San Juan, Luquillo, and Fajardo. Highly recommended!
Guest favourite
Apartment in Río Grande
4.92 out of 5 average rating, 101 reviews

Rio Mar Cluster I-Golf Course View & Golf Cart

AngieRating, 5 stars3 months ago
We had a great time at Lydia’s place. We had plenty of space, it was very clean, golf cart was great addition, and great views! The king bed was very comfortable. We would definitely come back !
Superhost
Home in Fajardo
4.94 out of 5 average rating, 146 reviews

Breathtaking View | Private Getaway Mansion | 5 ☆

MaggieRating, 5 stars2 months ago
Quiet neighborhood that felt safe. Jose’s home was really spacious and the patio was beautiful out back with great views of lush greenery. Places to walk out back. Sleeping was comfortable for the 10 of us that were there. What a great big TV room upstairs and when you open the shutters it was just beautiful. All in all we found the home very nice and relaxing and the location was convenient to San Juan. Some in our group made the trip to the city a couple of times. It rained off and on during our stay, as it often does in the rainforest, but even that looked beautiful under cover of the patio. The community pool is close by, and is nice and large, but I do have to say that it wasn’t that clean on the day we went. Jose was a very responsive and communicative host from time of booking till we left. We had some questions while we were there and he answered almost instantly every time. Thank you Jose for providing a good place for our family to have time together.
Guest favourite
Apartment in Humacao
4.91 out of 5 average rating, 96 reviews

Luxury 2BR Ground Floor Walk to Beach 752

CarolRating, 5 stars1 week ago
Our stay was great. We felt comfortable. Everything was clean. The beds were comfortable. There were extras such as a cooler and beach towels. There were all kinds of appliances but we only used the coffee maker and toaster. The location was nice and quiet.
Guest favourite
Apartment in Río Grande
4.9 out of 5 average rating, 112 reviews

Beach Front/2 bedroom inside Wyndham Resort

NathanRating, 5 stars2 months ago
We just got back from a week long stay with our family of 5 and had a wonderful time at Diana's place. The location is awesome and the views of the water from the unit were outstanding....just what our family needed. Diana was extremely responsive and helpful throughout the trip. The entire island of PR experienced a brief blackout during our stay and Diana went above and beyond to make us comfortable and accommodate our family above and beyond what other Airbnb hosts would typically do (we travel a lot and use Airbnb frequently). We have 3 young children ages 5 and under and they had a blast. We would not hesitate to recommend Diana and will keep her in mind for future stays beyond just this location. We will be returning!
Superhost
Home in Río Grande
4.91 out of 5 average rating, 151 reviews

Private Beachfront Home - Weather Guarantee*

DanRating, 5 stars1 week ago
The Happy Yellow Beach house was everything we needed! It was a great location for us to explore Puerto Rico! The home provided all the amenities and space we needed for 6 adults. The pool, hot tub and outdoor spaces were great! We would definitely come back!

Family- and pet-friendly home rentals

Superhost
Home in Luquillo
4.78 out of 5 average rating, 475 reviews

Ideally Located Cozy Cottage

ElisaRating, 5 stars1 month ago
For a one night impromptus stay it was pretty good.
Guest favourite
Home in Vieques
4.9 out of 5 average rating, 226 reviews

CasaOrquidea -1 block 2 beach- cool 3BR/2BA Wi-Fi

RoxanneRating, 5 stars5 days ago
The house and location was perfect for our family week stay! The house had everything for meals and walking distance to restaurants and beach. Enjoyed the back patio and the lovely natural landscape. Definitely recommend for you to rent a vehicle to visit the whole island. Thank you John and Karen for opening your home to the Airbnb world!
Superhost
Home in Vieques
4.83 out of 5 average rating, 694 reviews

Perla Del Mar-3 bdrm-WALK to Malecón & Beach/WIFI

KarmjeetRating, 5 stars2 weeks ago
Nice and clean. The backyard especially was nice and wish we stayed longer to use it more!
Superhost
Apartment in Loíza
4.84 out of 5 average rating, 155 reviews

Remodeled H402 Beach Access Ocean View Penthouse

SujelyRating, 5 stars1 week ago
Beautiful place the patio on the roof top was so beautiful we enjoyed dinner one night with the fresh breeze coming in. Most definitely stay again . One down fall the Google maps and Waze didn’t give me direct directions keep sending me a different way , but I contacted the host and they responded fast enough ,also the first night had an outage and the host did composited me for half of the night . I’m going to say that’s normal there but i didn’t know either way the place was beautiful .
Superhost
Apartment in Loíza
4.87 out of 5 average rating, 144 reviews

Aquatika Real Beach Front Gden Apt

LisaRating, 5 stars2 months ago
Excelente apartamento, súper especial. Lo que finalmente una familia busca lo tiene este apartamento.
Superhost
Apartment in Río Grande
4.9 out of 5 average rating, 84 reviews

Breathtaking Seashore Paradise

BridgetRating, 5 stars1 month ago
We had a great time on our first visit to Puerto Rico. Jorge is an amazing host. He greeted us upon arrival and was responsive and attentive to all communications. Beach had some debris but that may be expected. Water was beautiful.
Guest favourite
Flat in Loíza
4.96 out of 5 average rating, 101 reviews

Lovely 2 BR, APT w/AC & stunning ocean view.

LauraRating, 5 stars2 weeks ago
We had the best time at this rental! I think it was the best unit in a wonderful complex. Unit was right by the ocean and one of the complex’s pools. Sitting on the patio was lovely, watching the ocean and enjoying the breeze. The host was extremely helpful, providing recommendations and tips whenever we needed them. We will likely be staying here again!!
Superhost
Home in Esperanza
4.88 out of 5 average rating, 154 reviews

Esperanza Beach House

MandyRating, 5 stars3 weeks ago
The house was clean with good AC and hot water. The beds were comfortable and the beach accessories were wonderful to have. The windows were thin, which seems standard across the island. But when the music and chickens were going, they didn't do much to block the sound.

Family-friendly home rentals with a pool

Top guest favourite
Guest suite in Río Grande
4.96 out of 5 average rating, 196 reviews

House with Private Pool, 1 Mile from PR3, Solar

AundreaRating, 5 stars4 days ago
I can't say enough about how absolutely beautiful this property is. Coming down the driveway feels like you're entering a private botanical garden. Just gorgeous. The house had everything our family of 6 needed. Beach chairs, coolers, plenty of space and lots of cute, friendly pets wandering around. The kids just loved petting the kitties and doggies. Hector and Kim are so friendly but still give you your privacy. The location is stellar. You really feel like you're super removed from the hustle and bustle but you're only 25 min from the airport, 15 min from El Yunque and 10 min from a great beach with beach bars and restaurants. Comfy beds, awesome kitchen space, great a/c! Book it now! We didn't want to leave.
Top guest favourite
Villa in Puerto Diablo
4.98 out of 5 average rating, 131 reviews

At The Waves - Oceanfront - Lower 2 beds/2 baths

KathleenRating, 5 stars1 month ago
The waves was close to ferry, car rental, town. Hosts were great really enjoyed the pool at night after a busy day of horseback riding and beaches. Really great beaches were less than 10 minutes away. Only down side for me was the property was right on the ocean but the ocean in front of the property was too rough to swim in so we had to travel a bit away for really nice beaches.
Superhost
Flat in Luquillo
4.81 out of 5 average rating, 305 reviews

Secret Garden Escape | Aguaviva Villa

SarahRating, 5 stars2 weeks ago
We enjoyed our one night stay. The apartment was clean and comfortable. The highlights were the refreshing pool, safe beautiful property, cool air conditioning, hot shower, comfort bed, and proximity to attractions. We look forward to returning one day.
Superhost
Loft in Río Grande
4.79 out of 5 average rating, 113 reviews

Beach front! 3 levels! Terrace next to Yunque

DankaRating, 5 stars4 weeks ago
Great! Loved the location— right on the beach, quiet, great for vacation. The common space got great use and the unit was very accommodating to our large group. Would recommend!
Superhost
Flat in Loíza
4.89 out of 5 average rating, 319 reviews

BEACH RESORT. Walk to beach+Pool+WiFi+AC+free PK

GinaRating, 5 stars1 week ago
Lesley was amazing, any questions I had, she responded quickly. The pool area was fun and the beach is literally a one minute walk from the second pool. We were out and about and their was a power outage one evening and Lesley reached out to us via text and through the Airbnb to inform us of what was going on and gave us instructions on how to use the generator. Awesome service through and through. The 2 local beaches next to the Airbnb in addition were great!. We look forward to coming back!!! Thank you Lesley for making us feel like were at home on our vacation. Puerto Rico 🇵🇷 was amazing!! Gina
Guest favourite
Flat in Vieques
4.84 out of 5 average rating, 287 reviews

SoliMar Guest Studios Verde Unit/POOL/Sea View

CeeJayRating, 5 stars1 month ago
Great place to stay for my first time spending the night at Vieques. Clean, peaceful and friendly hosts. They even offered 1/2 off for my night because of the construction going on early morning. Would stay here again.
Guest favourite
Home in Punta Santiago
4.94 out of 5 average rating, 141 reviews

Wake up to the ocean! True beachfront living!

DaniRating, 5 stars3 days ago
We had an awesome time staying here during our trip to Puerto Rico. The host was super friendly and stayed in touch the whole time, which really made things easy. The house was perfect—comfortable, clean, and the pool was a great bonus. It being in a gated community was perfect! The view was amazing, and there were plenty of great restaurants close by. Everything about the stay was smooth and enjoyable. We'd definitely come back again!
Guest favourite
Flat in Río Grande
4.95 out of 5 average rating, 436 reviews

Panoramic Ocean View

ScottRating, 5 stars2 weeks ago
I fell in love as soon as i saw it. I highly recommend staying at this beautiful apartment with the gorgeous panoramic views

Quick stats about holiday rentals that are family-friendly in Roosevelt Roads

  • Total rentals

    110 properties

  • Nightly prices starting at

    ₹5,193 before taxes and fees

  • Total number of reviews

    5.6K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    80 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore