Family-friendly holiday rentals in San Juan

Casa particular in Santurce

Blue lagoon

Have fun with the whole family at this stylish place to stay. Spacious and luxurious place. It has a swimming pool, BBQ and an electric generator for emergencies, a jetty for fishing and a view of Isla Verde. It also has a ramp to pull boats , TV in all the rooms , internet and bluetooth horns. There is a yacht at the dock that can accommodate 2 more guests at an extra cost. To add this service, please contact the host. For bookings of three nights or more, you get 1 hour of free use of a jet ski.

Indoor spacesFamilyParking

4.93 out of 5 average rating, 112 reviews

4.91 out of 5 average rating, 176 reviews

A wide view of Playa Azul showcases soft, sandy shores bordered by lush green palms. The calm turquoise waters gently meet the beach, with several figures visible enjoying the sun and water. A clear blue sky stretches overhead, contributing to the serene coastal scene.

Home in Luquillo

Renovated Beach House on BEST beach in Puerto Rico

You'll have a great time at this comfortable place to stay. Located in a gated community you can relax on the large patio, enjoy the community amenities or walk to one of the most beautiful beaches on the island - Playa Azul. The community has a relaxing vibe and we hope you love it as much as we do! Distances to key destinations Beach: 5 min walk El Yunque Rainforest: 15 min dr SJU Airport: 30 min dr Old San Juan & Forts: 45 min dr Ferry Terminal to outer Islands: 20 min dr Bio Bay: 20 min dr

KitchenIndoor spacesBarbecue

4.99 out of 5 average rating, 144 reviews

A bright outdoor area features a rectangular pool surrounded by light-colored tiles. White walls enhance the spacious feel, while an adjoining open-air space reveals a modern kitchen area with a shaded seating area. Lush greenery provides a natural accent, complemented by a clear blue sky.

Home in Santurce

Casa Reyes

Welcome to Casa Reyes! A spacious and relaxing family home fully renovated and redesigned to meet our guests’ vacation needs. Casa Reyes offers all the amenities for you and your family to relax on your stay. Located in one of San Juan’s most vibrant neighborhoods, Ocean Park, Casa Reyes is in between the tourist areas of Condado and Isla Verde. It’s walking distance to the beach, fine dining restaurants, clubs, nightlife, and many tourist attractions making it perfect for your vacation stay.

Indoor spacesFamilyBarbecue

4.84 out of 5 average rating, 192 reviews

Apartment in Santurce

Water & Generator Luxury Condado Beach Apt For 8

Welcome to Casa Luna, a luxury 3BR + office, 2BA beach condo in the best location in Condado, San Juan, just 5 minutes from Old San Juan and Isla Verde. This stunning 1st floor, no stairs retreat is just one block from the beach, top restaurants, bars, boutiques, casino and kayaking. Perfect for families and groups, it comfortably sleeps up to 8 guests. Enjoy a full kitchen, TV lounge/office w/ sofa bed, high speed WiFi, free onsite parking, washer and dryer, generator and water cistern! ✨🌴🏖️

KitchenFamilyNearby

4.96 out of 5 average rating, 217 reviews

Apartment in San Juan

Historic 2BR • Walk Everywhere • Quiet King Bed

Historic 2BR Spanish Colonial home in the heart of Old San Juan—walk everywhere, enjoy authentic architecture, and take in the city from balconies overlooking the street. ♦️ Just steps to restaurants, cafés, nightlife & historic sites • Walk Score 98 ♦️ Quiet King bedroom + Queen bedroom with balcony views ♦️ Soaring 18-ft ceilings, arches & authentic character ♦️ A/C & ceiling fans in every room, fast Wi-Fi, Smart TV ♦️ Great for families, couples & small groups who want to walk everywhere

FamilyKitchenNearby

4.95 out of 5 average rating, 197 reviews

The two-story property is surrounded by lush greenery, featuring a serene pond reflecting the building and sky. Lounge chairs are positioned on the grass, offering a relaxing spot to enjoy the natural surroundings.

Home in Rio Grande

Hacienda Azucena, Río Grande, Yunque Rainforest

An Exquisite vacation home in El Yunque Tropical rainforest. Discover Puerto Rico's enchanting beauty at Hacienda Azucena. Enjoy a private getaway in this 4-bedroom, 2 full bathrooms and 3 half bathrooms villa. This spectacular property offers incredible green views just minutes from El Yunque National Forest, one of the finalists for the New 7 Wonders of Nature. Perfect for friends and family gatherings or peaceful getaways. Close to beaches, outlets mall, and horseback rides.

Indoor spacesKitchenPool

4.99 out of 5 average rating, 150 reviews

Townhouse in Santurce

Ocean Park Beachfront & Pool | Steps to the Sand

This Beach Front Townhouse is located in Ocean Park. One of Puerto Rico’s sought out locations! It is perfect for group trips as well as families looking for the perfect getaway! The Town House is in a gated community which means you will be guaranteed a safe trip. Private parking will be provided. The unit is a 10 minute drive from the airport as well as Old San Juan. You will have a private rooftop facing the ocean and a shared pool on the ground floor to use at your convenience.

KitchenFamilyComfort

A serene outdoor space presents a heated pool surrounded by lush greenery. Comfortable seating is located under an umbrella on a wooden deck, while a large planter with tropical plants adds a natural touch. The setting is enhanced by vibrant pink flowers climbing the walls.

4.99 out of 5 average rating, 101 reviews

Old San Juan Gem | Backup Power/Water, Pool + Pkg

Enjoy added peace of mind with solar power, battery backup, a private water cistern, and fiber internet, amenities rarely found in Old San Juan. Stay in a 200-year-old historic home in the heart of Old San Juan, complete with a heated private pool and dedicated parking just steps away. This spacious two-story retreat blends historic architecture, curated Puerto Rican art, and modern comfort, all within walking distance of the city’s best restaurants, shops, and landmarks.

KitchenIndoor spacesBathroom

A dining area is presented with a large wooden table surrounded by six chairs. Natural light fills the space through large windows, which are dressed with sheer curtains. Green plants add a touch of vibrancy, and a pendant light hangs overhead, softly illuminating the setting.

4.98 out of 5 average rating, 150 reviews

Rustic Modern Home |Walk 2 Beach| Close 2 Airport

Guests keep telling me the photos don't do it justice. A 4BR/2BA that actually breathes — room to spread out, plus common space where everyone lands at night. Big beds, AC throughout, 5 minutes from the airport, short walk to the beach. Calm, safe neighborhood, Old San Juan 10 minutes away. Whole-house generator and an 1,100-gallon water tank , so when the island's power goes, yours stays on. Message me and I'll send my restaurant list before you land.

KitchenFamilyLocation

4.99 out of 5 average rating, 297 reviews

A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.

Apartment in Santurce

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

FamilyKitchenBiking

A bright living area is equipped with a blue sectional sofa adorned with decorative pillows. A round coffee table sits on a soft area rug, while a wall-mounted television adds to the entertainment options. Natural light filters through sheer curtains on multiple windows.

4.91 out of 5 average rating, 277 reviews

Samoa's Boho (6 minutes from airport)+ Car Rentals

Bring the whole family to this great place with lots of room for fun. Samoa's Boho is a spacious, cosey home where you could enjoy all the amenities and more. Its also equipped with solar system and a 500 gallons water tank.Samoa's Boho is very centric, 10 minutes from the airport , 5 minutes from one of the most exclusive malls of Puertorico (The Mall of SanJuan) ,12 minutes from the beaches, 20 minutes from Old SanJuan, and 30 from El Yunque.

Indoor spacesKitchenOutdoor spaces

4.92 out of 5 average rating, 125 reviews

A serene view of the resort grounds is presented, featuring a winding waterway bordered by palm trees and manicured greenery. Colorful buildings are visible in the background, with pathways connecting the areas. The clear water reflects the blue sky, enhancing the tranquil ambiance.

Condo in Vieques

Aquatika Beach & Waterpark: Garden Condo Loiza, PR

Welcome to our charming garden apartment located within the Aquatika Beach Resort Like Complex in Loiza, Puerto Rico. Our comfortable and stylishly decorated apartment is ideal for travelers looking for a peaceful and relaxing vacation getaway. With easy access to the beautiful beaches, swimming pools, and other amenities within the resort complex, you'll have everything you need for a wonderful vacation.

FamilyIndoor spacesParking

Popular amenities for San Juan family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.88 out of 5 average rating, 134 reviews

Large house with a private pool

FamilyIndoor spacesOutdoor spaces

4.96 out of 5 average rating, 195 reviews

A two-story home sits gracefully on a gently sloping landscape, surrounded by lush greenery. The exterior features large windows that invite natural light, with vibrant flowering plants cascading along the walls. A spacious driveway leads up to the front of the house.

Home in Bayamón

Casalta: A Unique Villa Experience in Puerto Rico

Indoor spacesFamilyAir conditioning

4.89 out of 5 average rating, 241 reviews

A charming cottage is surrounded by lush greenery and tropical plants, with a stone path leading to its entrance. The blue sky above contrasts with the vibrant foliage, creating a serene outdoor environment, enhanced by the natural landscaping featuring various palm trees and flowering plants.

Cottage in Río Grande

Casita del Yunque, Private Heated Jacuzzi Pool!

Indoor spacesFamilySolo travel

4.97 out of 5 average rating, 504 reviews

Cabin in San Juan

Hidden Paradise Cabin | Romantic Forest Retreat

FamilyIndoor spacesPool

4.96 out of 5 average rating, 155 reviews

An infinity pool with illuminated edges provides a serene atmosphere during twilight. A swim-up bar is positioned at one side, while lounge chairs are visible nearby. A basketball hoop is set up next to the pool, and surrounding tropical foliage completes the tranquil outdoor space.

Home in Luquillo

Fabulous Ocean Views /Private Infinity Pool /4 BR

KitchenIndoor spacesBathroom

4.85 out of 5 average rating, 165 reviews

A view from the unit showcases the serene waters of Condado Bay, framed by large glass windows. The bright blue sky, dotted with fluffy clouds, enhances the calming atmosphere. The distant skyline of San Juan can be seen across the bay, adding a picturesque backdrop.

Apartment in San Juan

Pelican Suite | Ocean View | Pool | King Bed

KitchenIndoor spacesSleep quality

4.89 out of 5 average rating, 161 reviews

Apartment in Río Grande

Beachfront Luxury @ Wyndham Rio Mar Resort

Indoor spacesKitchenAccuracy

4.97 out of 5 average rating, 106 reviews

A spacious living area features large glass doors that provide views of the surrounding greenery. A comfortable gray sofa is positioned near a circular mirror, with a decorative pouf and a small plant nearby. Natural light brightens the open space.

Home in Toa Alta

Hacienda Lucero: Your Tropical Lakefront Escape

Indoor spacesFamilyComfort

Family- and pet-friendly home rentals

Superhost

A heated swimming pool is showcased in the foreground, reflecting clear blue skies. Surrounding greenery enhances the scene, with a white structure visible nearby featuring multiple windows. A gazebo is situated to the right, complementing the outdoor space.

4.84 out of 5 average rating, 146 reviews

Urban Paradise

FamilyKitchenCheck-in

A private swimming pool is framed by sleek gray tiles, with clear blue water reflecting the sky above. Nearby, a shaded patio area includes a seating arrangement, providing a space for relaxation. Lush greenery can be seen in the background, enhancing the tranquil setting.

4.9 out of 5 average rating, 152 reviews

Casa Va-Le | 4BR | Private Pool | 2 King Beds

FamilyIndoor spacesComfort

4.82 out of 5 average rating, 131 reviews

A panoramic view of the ocean is captured from a height, showcasing the rolling waves and sandy beach below. The coastline is lined with palm trees, and the clear blue sky complements the shimmering water.

Condo in Santurce

Ocean & City View Studio in Condado, San Juan

KitchenFamilyBeach

4.82 out of 5 average rating, 333 reviews

A cozy living area features a mix of seating, including a white sofa and a light brown chair. A dark coffee table sits centrally, while decorative cushions add a pop of color. A patterned tiled floor complements the walls adorned with artwork, enhancing the home’s character.

Home in Santurce

Coastal-Hip Family Friendly Home

KitchenIndoor spacesDecor

4.91 out of 5 average rating, 151 reviews

Pleasure At Ease| Pool | Near Airport SJU |

FamilyKitchenNearby

4.9 out of 5 average rating, 353 reviews

A two-story vacation home features a light-colored exterior with decorative balconies. The entrance is marked by a central door flanked by two smaller doors. Lush greenery surrounds the property, enhancing the welcoming appearance. A paved pathway leads to the home, with a well-maintained lawn visible.

Home in Fajardo

ONE STOP VACATION HOME, w private pool and jaquzzi

FamilyKitchenDecor

4.89 out of 5 average rating, 163 reviews

The open living-dining area features a spacious sofa and a dining table surrounded by four chairs. Large glass doors provide access to the balcony, where high-top chairs and a small table overlook the ocean. Modern pendant lights hang above the dining table.

Condo in Santurce

Palms & Ocean View 1br 1bth + Pool + Beach Access

FamilyIndoor spacesAccess

4.9 out of 5 average rating, 290 reviews

A private outdoor area features a turquoise pool surrounded by smooth stone flooring. Comfortable seating with tropical-patterned cushions is positioned nearby, alongside potted plants. Natural light filters in, enhancing the tranquility of the space.

Home in Santurce

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen

FamilyKitchenWalkability

Family-friendly home rentals with a pool

A serene outdoor space features a private pool with tranquil blue water, surrounded by lounge chairs and lush greenery. An inviting seating area is visible, alongside a bar with high stools. A well-lit space creates an atmosphere for relaxation and enjoyment.

4.99 out of 5 average rating, 136 reviews

Villa Celestial Luxury Home

KitchenFamilyWalkability

An aerial view captures a private pool surrounded by a tiled patio. The pool, featuring steps for easy access, is bordered by fencing for safety. Two reclining chairs are positioned nearby, with lush greenery visible beyond the pool area.

4.96 out of 5 average rating, 119 reviews

Traveler’s cozy house | Private Pool Near Airport

KitchenFamilyAccuracy

4.9 out of 5 average rating, 164 reviews

A serene outdoor seating area is seen through an open patio. A large hammock is suspended nearby, while palm trees sway gently in the breeze. In the background, the sparkling ocean is visible beyond a grassy area, creating a tranquil beachfront atmosphere.

Apartment in Carolina

Beach Front, Ocean View & Direct Access to D Beach

FamilyKitchenDecor

4.94 out of 5 average rating, 133 reviews

A private pool is set against a backdrop of lush greenery and a vibrant tree with red flowers. Several lounge chairs are positioned nearby, inviting relaxation. The tranquil water reflects the soft colors of the sunset, completing the serene outdoor space.

Apartment in San Juan

One of a Kind Villa w/ Private Pool & Views in SJ

FamilyKitchenPets

4.92 out of 5 average rating, 229 reviews

The image displays a private pool area featuring a circular jacuzzi and a larger swimming pool, surrounded by lush tropical vegetation. The exterior of the two-story house is visible, with multiple glass doors providing access to the outdoor space, enhancing natural light.

Home in Trujillo Alto

Luxury Villa: PrivatePool, Generator&Water Cistern

Indoor spacesKitchenBarbecue

4.97 out of 5 average rating, 126 reviews

A serene outdoor space features a private pool surrounded by palm trees and vibrant seating. The clear water reflects the blue sky, while a lush green lawn extends toward a calm body of water in the background, enhancing the tranquil setting.

Home in Toa Baja

Lake Villa House in Toa Baja, Puerto Rico

KitchenIndoor spacesSleep quality

Superhost

A sparkling swimming pool is illuminated by soft purple lights, creating a relaxing atmosphere in the evening. The pool is surrounded by smooth stone tiles and white walls, providing a sense of privacy and comfort.

4.86 out of 5 average rating, 175 reviews

The Leaves Apartments #2

Indoor spacesFamilyNearby

The modern two-story home features a clean, contemporary design with large windows and a welcoming entrance. Lush palm trees are planted in the front yard, complementing the well-maintained landscaping. A driveway and garage are visible, providing convenient parking options.