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Family-friendly holiday rentals in Esperanza

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Esperanza family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Flat in Cangrejo Arriba
4.8 out of 5 average rating, 222 reviews

15th Floor Studio ON Beach w/Parking @ ESJ

BethannyRating, 5 stars1 week ago
Gorgeous spot, very easy beach access, beautiful view, night life next door walking distance, walking distance to many stores and restaurants! Overall a great experience and if I have the blessing to come back to PR, i will stay here. 100% recommending to my peers.
Superhost
Apartment in Río Grande
4.93 out of 5 average rating, 176 reviews

Oceanfront Luxury @ Wyndham Rio Mar Resort

JoseRating, 5 stars3 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.
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.
Guest favourite
Apartment in Río Grande
4.93 out of 5 average rating, 165 reviews

Gorgeous Beach Front View at Ocean Villas, Rio Mar

Austin And AimeeRating, 5 stars1 week ago
Geoff and Vanessa were wonderful hosts during our stay. They checked in a couple of times during the stay to make sure everything was going well. The made us aware of some local sea turtle hatchling activities on the beach which were so much fun for us and the kids. The condo was clean and spacious and perfecty located to utilize the pools and the beach. We couldn't ask for more gracious hosts and better home base for exploring the island. Definitely a five star experience. - Aimee and Austin
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 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 !
Guest favourite
Apartment in Río Grande
4.9 out of 5 average rating, 113 reviews

Beach Front/2 bedroom inside Wyndham Resort

DeliaRating, 5 stars3 days ago
Perfectly fit the 7 of us. Diana was very helpful when needed and her unit and the location were beautiful!
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 Vieques
4.88 out of 5 average rating, 43 reviews

Grand Views and Tropical Breezes Upper Level

FranciscoRating, 5 stars2 months ago
Our stay at Vickie's place was just magnificent. The serenity and peace of her house and where it's located is indescribable. You definitely need a car to get around Vieques, but you won't be driving more than 15 minutes to wherever you need to go. And Vickie's place is more than worth it: big, spacious apartment, STUNNING VIEWS of the ocean, ample kitchen, and more. Vickie herself is also very responsive, proactive and accommodating. We would 1,000,000% percent stay here again.
Superhost
Flat in Ceiba
4.81 out of 5 average rating, 107 reviews

Hacienda Torres Paradise of Nature - Coco Villa

IrisRating, 5 stars11 months ago
Ms. Marta is an excellent host. We (me, hubby & 2 cats), just moved here to Puerto Rico from Pennsylvania. We rented this Airbnb because we wanted to look for a place between here and San Juan. Ms. Marta found out that we were looking for a place to buy/rent in the area and offered us an extended stay to continue looking for a place. (Relieved)! The villa we rented was clean, cozy and private. The linen smelled so good. There is a washer/dryer right on the property for your use. The hospitality was amazing. You want for nothing. When we told Ms. Marta we didn't have any internet service, she immediately responded. She spoke to the owner Mr. Juan, and that same day we had internet service. (Loose cable) Chewy is the awesome grounds keeper. If anything is needed, ask him once, and it's done!! He even brought my husband and I fresh coconut water. Gigantic coconut with a hole drilled on top. Yum. Nature, horses, dogs, singing coqui's and a pool! It felt like home. A must stay!!
Superhost
Hotel room in Culebra
4.85 out of 5 average rating, 85 reviews

Santorini #10, Kitchen, Balcony, at Villaboheme

YairRating, 5 stars6 days ago
we loved this place, had a beautiful view to the bay and close to plenty of restaurants.
Superhost
Home in Vieques
4.8 out of 5 average rating, 20 reviews

Independent house in Vieques Puerto Rico

KiomarisRating, 5 stars3 weeks ago
I really enjoyed my stayed. The property was exactly as describe. It’s located in a central area, you definitely need a car to get around the island. The host was very quick to respond and was very accommodating.
Guest favourite
Home in Culebra
4.94 out of 5 average rating, 161 reviews

Villa Bahia Vista - great view and fresh breezes

JessicaRating, 5 stars1 week ago
Our family felt very comfortable here. The view and location cannot be beat. The house had everything we needed and more. It is in a residential area, so if you plan to party, go elsewhere.
Superhost
Bungalow in Vieques
4.58 out of 5 average rating, 225 reviews

3bed 2bath close to beach w/small pool

IvelisseRating, 5 stars2 weeks ago
It is an excellent location, quiet, accessible to incredible places on the island and to enjoy. The Airbnb is very nice, comfortable, clean and exceeded my expectations of the rental. I liked it a lot
Superhost
Home in Vieques
4.65 out of 5 average rating, 148 reviews

Casa Esperanza-Minutes to the Beach

PaulaRating, 5 stars2 months ago
House was very clean and had lots of amenities, including beach chairs. It is not a very big house but enough places to sleep for the 8 of us. Houses are close together but you do have lots of beautiful landscaping that keeps you kind of secluded. If you are a light sleeper you should where earplugs at night with all the roosters and other animal sounds at night. All the horses on the island were cool to watch. Close to restaurants, bars and most activities. Host was great and very responsive.
Superhost
Flat in Culebra
5 out of 5 average rating, 8 reviews

Hostal Casa Culebra Villa 1 (bay front/boat slip)

JomarieRating, 5 stars12 months ago
Best villa to stay in Culebra. Clean, with everything that you need. Rafa is an excellent host and took care of all our needs. Boat dock is a plus ♥️

Family-friendly home rentals with a pool

Apartment in Ceiba
4.85 out of 5 average rating, 190 reviews

The East Point P.R. (Ceiba -Fajardo)

FrancyRating, 5 stars4 days ago
Our stay at Alberto's place was very good! The condo was clean, cozy, and perfectly located. Alberto was super responsive and made sure we had everything we needed. We loved the amenities and local attractions recommendations. Highly recommend to anyone looking for a great place to stay. Would you like me to customize it?
Guest favourite
Flat in Fajardo
4.93 out of 5 average rating, 138 reviews

Vistamar- Stunning Caribbean views & private pool!

EmilyRating, 5 stars2 days ago
We had a wonderful visit! Jayanne is a friendly and knowledgeable host. She was easy to reach as she's right upstairs and responsive to phone. The condo was clean with good AC if needed. The pool was stunning and the view was like something out of a postcard. We had plenty of space for a family of 5. I would love to stay here again. Thank you, Jayanne!
Superhost
Home in Vieques
4.63 out of 5 average rating, 48 reviews

Vieques Island - Recently Built Luxury Villa

BenjaminRating, 5 stars2 months ago
Our family of five was happy to stay at Villa Iguana. The family was able to enjoy their well maintained property and it was convenient to town, while being private. Hosts Patricia and Melvin were responsive, as was their property manager on the island.
Guest favourite
Home in Vieques
4.98 out of 5 average rating, 53 reviews

Palm Cottages - Entire Compound - Lush Tropical

MiguelRating, 5 stars3 weeks ago
We had a fantastic stay with Bravos Boyz in Vieques! The setup of the house was incredibly well thought out—equipped with everything we needed for a comfortable and relaxing visit. Every detail made it feel like a true getaway. The experience overall was seamless and memorable. Highly recommend!
Guest favourite
Home in Vieques
5 out of 5 average rating, 36 reviews

Amazing Pool and Sea Views, Eco-Friendly Villa

ErickaRating, 5 stars4 days ago
The entire process of booking, all the way through departure, was seamless. The host and property manager always responded quickly. This property rental comes with a digital guidebook which we referenced many times during our trip. The guidebook will automatically link your location with Google maps and we found it to be essential in our navigation. The property is exactly as pictured in the photos. The way this property blends the outside with the inside is what completely sold me. My husband and I traveled with our two children, both in their late teens, and there was plenty of space to give everyone privacy yet the downstairs open space between the kitchen, living room and pool allowed us to completely mesh. The kitchen was well equipped, the sleeping spaces were quite comfortable, and the pool/grounds were immaculate. The location was perfect— only a 10-15 minute drive to Esperanza or Isabel. I would not hesitate to recommend and I hope that we are fortunate enough to return!
Guest favourite
Home in Vieques
5 out of 5 average rating, 26 reviews

Quinta Jacaranda, Estate Villa with Sea Views

CharlottaRating, 5 stars1 month ago
We have stayed on Vieques for over 15 years and this house is one of the best. There are so many thoughtful touches that I haven’t found elsewhere- such as small rugs next to the beds, charging cords on every bedside table and an extra rack in the bathroom to hang our wet bathing suits. The layout of the house is perfect and we enjoyed the pool, and outdoor dinners listening to nature, while watching the star. We are looking forward to staying here again!
Guest favourite
Home in Vieques
4.73 out of 5 average rating, 84 reviews

5Br -3Bth Infinity Pool & Ocean view &Walktobeach

CelinaRating, 5 stars3 weeks ago
Berto was very friendly and helpful. He showed us around and we could see that he was very proud of working there. We asked for restaurant recommendations and also for a chef to come cook for us traditional Puerto Rican food. Berto recommended Nanette and she was very pleasant and even taught us how to cook the dishes she made for our family. Everything was delicious and it made us feel like family. One of the days an iguana came into the swimming pool while the kids were swimming and ended up pooping inside the pool. We called Berto right away and he came and removed all of the “debris” and our family was able to continue enjoying the pool again. The view from the patio and infinity pool was espectacular. We could see Culebra Island and St. Thomas from outside. We recommend staying here.
Guest favourite
Guest suite in Vieques
4.98 out of 5 average rating, 122 reviews

1BR/E - Walk to Beach/Spectacular Ocean View/Pool

AriadnaRating, 5 stars1 week ago
My husband and I had a beautiful stay at Doug's apartment. The ocean view is stunning. The apartment is quiet and perfectly equipped with lots of cooking utensils and all one needs to prepare and have meals there. Also appreciated is the pool where one can swim while looking out over the ocean below. The hosts are super helpful and provide excellent instructions about the beaches and different activities that Vieques offers. The place combines top comfort and an idyllic landscape: I recommend it in the highest terms.

Quick stats about holiday rentals that are family-friendly in Esperanza

  • Total rentals

    60 properties

  • Nightly prices starting at

    ₹7,740 before taxes and fees

  • Total number of reviews

    5.9K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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