
Family-friendly vacation rentals in Esperanza
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Top-rated family-friendly rentals in Esperanza
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Popular amenities for Esperanza family-friendly rentals
Family-friendly home rentals with a hot tub

Rustica at Fairway Courts 830
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.

Oceanfront Luxury @ Wyndham Rio Mar Resort
Wonderful stay in Oscar's condo. The views from the balcony were great as was the sand beach just steps away. The beach never had more than 10 people on it which made it seem almost secluded even though it is a pretty large resort. The pool area was great, area restaurants were also equally as great. Very short drive to El Yunque which we spent a day at. Arrive early as road construction up the mountain drops down to one lane more than once and backs traffic up quite a bit as crowds increase. The condo itself was great. Large, spacious, plenty of room for two families to spread out. Highly recommend Oscar's place

Slice of Paradise at Aquatika
Alli’s place was just as expected. Lots of little things left for you to make the first day easy like trash bags, dish soap, hand soap, and toilet paper. It is a little bit of a walk to the beach. We had power outage issues (as did all of PR) but Alli and Derek were very responsive to help us navigate. They are very knowledgeable of the area. Our kids loved the experience. No issues with security. A short drive from the airport to give you the feeling of not being in “the city” but still close enough to everything you need.

Gorgeous Beach Front View at Ocean Villas, Rio Mar
We enjoyed the beautiful view, with the outside deck being where we spent almost all of our time. The place was spotless and well appointed. In addition to the amenities located right in front of the condo, we also enjoyed walking to dinner at the restaurants at the resort next door. It was so easy and perfect for our vacation. Geoff was super responsive with any questions that we had. I would definitely stay here again!

Breathtaking View | Private Getaway Mansion | 5 ☆
We loved our stay in Puerto Rico and this house was a big part of our enjoyment. It was beautiful, big enough for all 10 of us, and a peaceful place to relax after adventures all day. José was very friendly and responsive and quickly fixed issues. Highly recommend!

Private Beachfront Home - Weather Guarantee*
The Happy Yellow Beach House had every amenity a vacationer could want, from 2 fully stocked kitchens to all the beach gear and our favorites, a beautiful saltwater pool and bubbling hot tub. It was the perfect paradise for our family of 6. Our kids were content to just hang out at the house the whole stay. The beach behind the house was a great natural setting to explore (one should note it is covered in sea grass) and when we wanted to swim and play in the waves we just walked down the beach a way to clearer spot. Overall, a great place for us to relax together!

!!NEWLY UPDATED!! RIO MAR VILLA In Wyndham
We had an absolutely wonderful stay! The location was excellent.tThe beach was amazing, great for riding the waves and walking. The parking and access was so close to her place.The pool was spectacular and perfect for relaxing after a day in the sun. The home had everything we needed and was a perfect fit for our family of four. The host was excellent—responsive, thoughtful, and welcoming. We can’t wait to come back. Highly recommend!

Ocean View, Mountain Setting.
Loved our stay at Tom’s place! The location is fantastic with lots of great restaurants near by and it’s a great home base if you want to visit a wide range of places like San Juan and Fajardo. The home is up the mountain away from the main road which made it peaceful as well as beautiful. You can tell Tom takes pride in his villa and gave the extra care to make it feel homey and inviting. The villa was equipped with everything we needed and Tom was very responsive with any questions we had. This property is definitely a unique gem!
Family- and pet-friendly home rentals

Grand Views and Tropical Breezes Upper Level
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.

Santorini #10, Kitchen, Balcony, at Villaboheme
Great place, Great Views !!! Lots to do. Or just stay in and enjoy the surroundings.

Vivienda independiente en Vieques Puerto Rico
Bodde en uke i leiligheten som ligger i ett stille og rolig område med kjempehyggelige naboer. Gangavstand (ca 1,5 km) til sentrum. Vi hadde ikke leiebil, men brukte taxi når vi skulle på utflukter til andre siden av øya. Dette er ikke noe dyrere enn om en skulle leie bil. Dessuten så er taxisjåførene på øya hyggelige og veldig serviceorienterte, så du får masse informasjon om øya og steder en bør besøke. Mye av denne informasjonen hadde du ikke fått om du hadde kjørt rundt på egen hånd i leiebil. Leiligheten er godt utstyrt for strandliv og utflukter. Hvis jeg skulle reist tilbake til Vieques en gang i fremtiden, ville jeg absolutt prøvd å leie leiligheten til Janiela igjen. Kan virkelig anbefales.

Villa Bahia Vista - great view and fresh breezes
This is a great place to explore Culebra. Conveniently located, very clean with everything you need. Beach chairs and cooler were very nice to have. Thanks!

CasaOrquidea -1 block 2 beach- cool 3BR/2BA Wi-Fi
Great residence, lovely area, bedrooms, A/C was perfect when we needed it. Awesome backyard, patio (we grilled every night), cool outdoor shower, just a very cozy beach home. John and Karen sent us a heads up about renting a car and so glad we did--strong recommend on that. It was helpful to have a car in order to visit several different beach areas. And if we wanted, we could walk down to several nearby restaurants and bars. Perfect location.

3bed 2bath close to beach w/small pool
Gracias por permitirnos ocupar tu hogar. Agradecemos que fuera tan accesible a la hora de entrada.

Casa Esperanza-Minutes to the Beach
This place was very comfortable and we really liked the outdoor space. It took a day to get used to an outside bathroom, but once we did, it was fine. It was actually a nice sized bathroom. We understand why there was no hot water in the kitchen, but it did add an extra step or two to cleaning up. The location is great as it's easy to walk to the beach, store and restaurants. We would go back there.

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

Vieques Island - Recently Built Luxury Villa
We really enjoyed our stay at Villa Iguana. The check in was easy as Xavier sent a Google Pin for the location and then told us how to access the keys and gate opener. We were provided a remote to open the electronic gate and could park our rental car in the driveway. Inside was very nice with separate Mini-Split AC units for each bedroom as well as the living room. It had all the towels we needed and pots/pans/etc. in the kitchen. The decorating was very tasteful and nice, without being cluttered. The back yard and pool were awesome and the kids had a great time just lounging around when we weren't out enjoying the rest of the island. It was perfect for my wife and I, and our two teenage boys. We'll try to stay here again next time we visit. Thank you Patricia and Xavier.

Palm Cottages - Entire Compound - Lush Tropical
Wonderful house in a great location near town! Victor was very responsive and answered all questions relating to house and the car rental we did through the Bravos Boyz. Houses were very clean. My only complaint would be the outdoor showers needed a better wipe down prior to us checking in. But we also understand that things outside get dirty. We spent most of our time outside in the living area by the pool, it was such a great place to hang out! The pool had some sun, some shade, which was nice. They had a collection of beach chairs, a couple beach umbrellas, and coolers for use when headed to the beach. That was very convenient. Overall, it was a terrific setup for our group of nine adults. If I ever make it back to Vieques, I would love to stay here again!

Amazing Pool and Sea Views, Eco-Friendly Villa
Perfect paradise in Destino! From pool views, evening stargazing, short drives to pristine beaches… we could not have asked for a better week stay!! Situated between San Isabel and Esperanza, bumpy backroads made for fantastic adventures. Peacocks on the rooftop in the morning, lizards in the evening, and horses making their way to the gate to say hello :) we hope to be back soon and Villa Destino is the place to be!! 10 stars all around!!!

Relax at Fajardo in your own Private Pool
La casa muy limpia , equipada y en lugar tranquilo.

Quinta Jacaranda, Estate Villa with Sea Views
A truly 5 star Air BNB. A beautiful house with everything you need for a perfect island vacation. We had an amazing time hanging out by in pool, playing games and grilling. The view from the deck/pool is incredible and it continues into the night with the stars and milky way. There was plenty of space for our group of 6, and the couch pulls out into a bed. There is also air conditioning in the bedrooms, which made the 85 degree nights comfortable. The place also had beach chairs, towels and snorkeling gear for 6 people. Julie and Hannah were always responsive, and gave awesome local recommendations and advice. We will definitely be back in the future.

5Br -3Bth Infinity Pool & Ocean view &Walktobeach
Vieques is a very special place and this rental encompasses the spirit of the island. The house has beautiful views of the ocean and is a short walk down the hill to beach access. It is spacious for large groups to spread out and has all the necessities in the kitchen. We especially enjoyed the porch and pool/lounge area. We made good use of the beach chairs and towels while exploring the island. The house is located closer to Isabel Segunda so a very short distance to the ferry and other businesses. We really enjoyed our stay at this rental!

1BR/W - Spectacular Ocean View/Pool/Walk to Beach
We had a lovely time at this hilltop retreat. The warm breezes and spectacular views were a perfect vacation setting.

Oreanda - Entire Property
Absolutely stunning. The view was amazing. I wish I could have stayed there forever. The convenience of having each casita on one property was perfect for our family. Space to get together and spend time apart. I would 1000% recommend this property to anyone and am already looking to book again this year.
Quick stats about vacation rentals that are family-friendly in Esperanza
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ331 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
Destinations to explore
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- Limetree Beach
- Distrito T-Mobile
- Morningstar Beach
- Carabali Rainforest Park
- Punta Bandera Luquillo PR
- Hull Bay Beach
- Mandahl Bay Beach
- Turquoise Beach
- Playa Maunabo
- Playa Puerto Real
- Coco Beach Golf Club
- Sandy Point Beach
- Inches Beach
- Playa Media Luna
- Luis Pena Beach
- Coral World Ocean Park
- The Saint Regis Bahia Golf Course
- Playa Vacia Talega
- La Fortaleza
- Playa de los Cabes
- Sprat Hall Beach
- Frederiksted Beach
- Punta Guilarte Beach
- Playa Mala Pascua