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Family-friendly vacation 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

Guest favorite

Villa in Humacao

4.9 out of 5 average rating, 144 reviews

Rustica at Fairway Courts 830

Nina-MarieRating, 5 stars1 month ago
We enjoyed a great stay! We felt at home, and were very confortable. Great and responsive hosts!
Guest favorite

Condo in Rio Grande

4.93 out of 5 average rating, 147 reviews

Gorgeous Beach Front View at Ocean Villas, Rio Mar

CiscoRating, 5 stars4 weeks ago
The view from the balcony alone is worth it. The unit is very clean, nicely decorated, has a comfortable king bed, very nice bath and kitchen is great for breakfast in the morning and snacks at night. Geoff, the host, is very responsive and friendly. The pool was also well maintained and there was a beach bar a short walk away. It was perfect for the week.
Superhost

Apartment in Río Grande

4.8 out of 5 average rating, 102 reviews

Villa Carpe Diem at Rio Mar Resort - Beach/Golf

RobertRating, 5 stars1 month ago
We thoroughly enjoyed this stay so close to the rainforest! Great recommendations of dining! Nice to wake up to a beautiful view of the golf course!! All appliances were great, house was comfortable and was well designed with season decorations!! Nice touch!!
Superhost

Home in Fajardo

4.93 out of 5 average rating, 137 reviews

Breathtaking View | Private Getaway Mansion | 5 ☆

VivekRating, 5 stars1 month ago
We had an amazing stay at this Airbnb in Fajardo, PR! The house was even better than the pictures – clean, comfortable, very spacious and equipped with everything we needed for a relaxing stay. The views were stunning specially being surrounded by Rain forest and being so close to the beach and local attractions made our trip truly memorable. Our host was incredibly accommodating, providing local tips and quick responses to any questions. We loved the peaceful neighborhood and would absolutely recommend this place to anyone visiting Puerto Rico. Can’t wait to come back!
Superhost

Home in Río Grande

4.9 out of 5 average rating, 140 reviews

Private Beachfront Home - Weather Guarantee*

MargaretRating, 5 stars3 months ago
Absolutely amazing is what i can say plenty of room and it's like having your own resort. Miguel was great at check in and helped us out with whatever we needed this will definitely be my new spot when traveling with friends or family lots of memories were made on this trip. Pictures don't do justice for this listing if your thinking about booking it just book it you will not regret it.
Superhost

Apartment in Fajardo

4.95 out of 5 average rating, 148 reviews

Romantic Beachfront Getaway Penthouse with Hot Tub

GarrisonRating, 5 stars5 months ago
Great condo- just as described. Short walk to beach, small lovely community pool. Owner Provided beach towels and beach chairs/toys- so thoughtful. Owner provided shampoo/conditioner/bodywash in showers. Upstairs deck is a great place to relax in evening-comfortable chairs and lovely sunset. Cold AC after hot days on the beach or snorkeling trips or bioluminescent trips. 3rd floor condo so lots of stairs, but great views. Walter communicates well. Would definitely recommend.
Guest favorite

Villa in Río Grande

4.88 out of 5 average rating, 252 reviews

!!NEWLY UPDATED!! RIO MAR VILLA In Wyndham

JavierRating, 5 stars1 week ago
Mrs. Renee is a great host and has a lot of knowledge about the area. She is very responsive and makes sure you are informed and comfortable during your stay. I am for sure coming back to her property soon which by the way is in a very desired area.
Guest favorite

Villa in Rio Grande

4.95 out of 5 average rating, 487 reviews

Ocean View, Mountain Setting.

SamuelRating, 5 stars2 days ago
Everything has already been said about this place that there is to say. Excellent place. Great value. Great location. Bring bug spray.

Family- and pet-friendly home rentals

Superhost

Home in Ceiba

4.88 out of 5 average rating, 91 reviews

HIDDEN PARADISE, SPECTACULAR OCEAN VIEW, GETAWAY!

InerisRating, 5 stars5 months ago
We had an incredible stay at this Airbnb! The surroundings were absolutely beautiful, offering stunning views that took our breath away. It was incredibly peaceful, making it the perfect getaway from the hustle and bustle of daily life. The highlight was definitely the amazing pool, where we spent hours relaxing and enjoying the serene atmosphere. Highly recommend this place for anyone looking to unwind and enjoy nature at its finest!
Superhost

Condo in Loíza

4.91 out of 5 average rating, 47 reviews

Slice of Paradise at Aquatika

SierraRating, 5 stars4 months ago
The place was nice and clean! The resort was very nice and was great that they had 5 pools! Alli was very good with communicating and really easy to talk to. We had some issues with the electricity going out due to a storm and she was very easy to work with and super accommodating !
Guest favorite

Apartment in Fajardo

4.83 out of 5 average rating, 252 reviews

An Enchantment of Nature and Romance, Apt 2

MartaRating, 5 stars3 months ago
We loved the view! The apartment was spacious and clean. It was exactly what we needed for our getaway. We will be back!
Superhost

Home in Vieques

4.94 out of 5 average rating, 49 reviews

La Joya del Mar - Vieques (direct beach access!)

ChristineRating, 5 stars1 month ago
Absolutely stunning views. Great location. Lots of room for everyone.
Guest favorite

Villa in Canóvanas

4.92 out of 5 average rating, 79 reviews

Magical rain forest tree house @ villa pitirre

HeatherRating, 5 stars5 months ago
Others have described this place as magical or enchanted. It's that and more. It's as if Hemingway had built a charming, rustic home with the spirit of Swiss Family Robinson treehouse. It feels homey and literary in all the right ways. The beds were all festooned with beautiful canopied mosquito netting and at night, fireflies would hover at the ceiling like blinking constellations of stars. The sounds of the birds and the frogs were otherworldly, somehow loud but peaceful at the sometime. We had family ranging from 6 months to in the 50s, and everyone found private spaces to sequester and comfortable places to gather. The creek with the little pools of water trickling in the back yard was refreshing and unexpectedly delightful. Get groceries, briquets and water before you make the drive up the mountain...I didn't and was sad to have to leave for the long errand. This is one of those places that would populate my heaven!
Superhost

Villa in Canóvanas

4.78 out of 5 average rating, 148 reviews

Yunque View

JasonRating, 5 stars5 months ago
It was a amazing place had a good time with my friends
Guest favorite

Home in Vieques

4.89 out of 5 average rating, 204 reviews

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

Jesse & JenRating, 5 stars1 week ago
We loved our Christmas vacation at Casa Orquidea! John and Karen are great hosts - super responsive and helpful. House is perfect - everything you need to be comfortable including very nice AC. I already miss the outdoor shower! Plenty of restaurants to walk to in Esperanza though glad we had a rental car for beaches and other restaurant options. Thanks again for the great recommendations and responsiveness , John and Karen!
Guest favorite

Home in Vieques

4.83 out of 5 average rating, 633 reviews

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

ChristinaRating, 5 stars2 weeks ago
What a great place to stay! Host was super responsive and the place was very clean & cozy. The rooms were spacious and the beds were really comfy. It is exactly as described and Vieques is such a beautiful island. We loved it!

Family-friendly home rentals with a pool

Guest favorite

Condo in Fajardo

4.78 out of 5 average rating, 372 reviews

Las Croabas Oceanfront Condo

MichelleRating, 5 stars1 week ago
We had an amazing weekend at this place!
Guest favorite

Condo in Loíza

4.72 out of 5 average rating, 104 reviews

Aquatika Breathtaking Beach Apartment

PoletteRating, 5 stars4 months ago
We came right at the end of the hurricane and our host was connecting with us starting days before we arrived making sure we still wanted to come We arrived to the place with no power due to the storm, light was restored for a few hours and then went back off for the next 2 days we also lost water at some point in our storm She was very accommodating with us canceling due to no power/water Very responsive at allllll times and extremely nice Over all a good place and host was amazing if we would of had power and consistent water it’s a great place Mother Nature was not on our side 😅 but our host was 😁
Guest favorite

Condo in Rio Grande

4.96 out of 5 average rating, 152 reviews

Modern + Breezy Beach Unit for families & couples

ShawnRating, 5 stars6 days ago
This condo is perfect for a family of five! It's in a fantastic location close to many attractions and restaurants. The beach is beautiful and offers private access, and our kids loved the pool. The unit is very clean, and the host was incredibly responsive, even offering us a late check-out to accommodate our evening flight. Highly recommend!
Superhost

Apartment in Mameyes II

4.83 out of 5 average rating, 89 reviews

Mediterranean style studio villa in Rio Mar!

AndrewRating, 5 stars1 month ago
I had a great time and love it there at cluster 2. Nice Villa . I had some reservations about the Murphy bed before I got there but it was nice and firm and very comfortable. This a beautiful part Puerto Rico . I will be happy to stay there on future visit . Bill was very attentive and made sure everything was going well also made sure to let me know that he was always available. ❤️🇵🇷☀️
Superhost

Villa in Luquillo

4.75 out of 5 average rating, 121 reviews

RAINFOREST AND LUQUILLO BEACH 16

JenniferRating, 5 stars1 month ago
A few minor hiccups but great host was a very responsive. Great location and felt very safe close to beach and kiosks.
Superhost

Apartment in Río Grande

4.79 out of 5 average rating, 66 reviews

Relaxing Beachfront Apartment at Bosque del Mar

MercedesRating, 5 stars9 months ago
My daughter and I really enjoyed staying at this hideaway in Rio Grande. We love El Yunque and we were just 15 minutes away from there. We also had fun exploring Fajardo and Luquillo. The apartment was quiet, had all the comforts we needed, the pool was awesome (my kid is a fish), and the nearby walk to the beach was also amazing. Felt like Iris was very helpful, responsive, and would definitely stay there again! Thanks so much for letting us stay at your place.
Guest favorite

Condo in Luquillo

4.95 out of 5 average rating, 204 reviews

Breathtaking Ocean View Apartment

LucieRating, 5 stars1 month ago
Our stay at Jairo’s property exceeded all expectations! The space was exactly as described (if not better)—clean, cozy, and well-maintained. The bed was incredibly comfortable, and the kitchen was fully stocked with everything we needed to cook our own meals. Jairo was so welcoming and provided excellent tips for local dining and activities. I can’t recommend this place enough and hope to return soon!
Guest favorite

Home in Fajardo

4.92 out of 5 average rating, 353 reviews

❤️PRIVATE POOL,Beach home,BioBay Tour walk distance

DanielleRating, 5 stars1 week ago
We loved Al’s place. We spent lots of time outside by the pool and in the hammock. Al was a great host, even left some goodies and treats for us! Very flexible with a late check out, as we had a late flight back home. Thanks Al for letting us enjoy your place for our Christmas Vacation from MN! Can’t wait to come back!!

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

  • Total rentals

    110 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    5.4K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    70 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore