Family-friendly holiday rentals in San Juan

4.92 out of 5 average rating, 172 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 spacesCleanliness

4.84 out of 5 average rating, 190 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! ✨🌴🏖️

Indoor spacesKitchenValue

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.

KitchenIndoor spacesGetting around

4.99 out of 5 average rating, 147 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.

KitchenIndoor spacesPool

4.99 out of 5 average rating, 99 reviews

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.

Home in San Juan

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.

Indoor spacesFamilyCondition

5.0 out of 5 average rating, 173 reviews

A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.

Villa in Carolina

Luxury waterfront villa with dock and heated pool

Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

FamilyKitchenBeach

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.

4.98 out of 5 average rating, 137 reviews

Villa Celestial Luxury Home

Discover comfort and style at Celestial, our newly renovated 3-bedroom, 3-bathroom retreat in Urb. Los Angeles, Carolina, Puerto Rico. Just 5 minutes from the airport and a short drive to Isla Verde's beaches, this stylish home is ideal for up to 10 guests. Enjoy the remodeled interior, private pool, BBQ area with a full outdoor kitchen, ample parking, and security cameras. Experience luxury and convenience at Celestial – your gateway to the best of Puerto Rico.

KitchenFamilyCheckout

4.9 out of 5 average rating, 162 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

Come vacay at 105 Beach House, enjoy the most amazing sunsets, beaches and full moons, with the most diverse variety of restaurants nearby. A fully equipped ocean view beachfront one room apartment, with BBQ's, direct access to the most beautiful beach, pool and playground that will make you want to stay a little longer. Just steps away from sand and salt water. Created with love for you guest. Enjoy Puerto Rico from a different point of view at your home.

KitchenFamilyGetting around

4.99 out of 5 average rating, 293 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.

FamilyIndoor spacesHeating

A refreshing pool area is surrounded by natural greenery, with stone accents and a sunlit patio. The pool features clear water and a small seating area, creating an inviting outdoor space. Lush foliage frames the scene, enhancing the serene atmosphere.

4.98 out of 5 average rating, 234 reviews

Villa Estrella PR (near Airport & Beach)

Have fun with the whole family at this stylish place. It's close to all the essentials such as the Airport and Beaches (5 minutes), Old San Juan, Plaza Las Américas (15 minutes). Located near several prestigious restaurants such as Bebo's BBQ, Metropol, and the Piñones tourist area where you can find typical food from our island.

Indoor spacesFamilyCheckout

4.85 out of 5 average rating, 162 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

Unit 512, a stone's throw from Caribe Hilton and Old San Juan's entrance, offers a fusion of history and luxury. This king suite features a full bath, kitchenette, and laundry. Enjoy DirectTV on the Smart TV or work remotely at our desk. Explore Puerto Rico and relax in comfort at our perfectly situated condo.

Indoor spacesKitchenHot tub

4.91 out of 5 average rating, 149 reviews

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.

Home in San Juan

Casa Va-Le: Luxury Retreat with Private Pool

Casa Va-Le Downtown house in a residential development with access control, quiet, with a private pool, electric generator, billiards, among other amenities for your comfort and fun. Located two minutes from the highway and 15 minutes from the airport. Close to tourist areas and shopping malls.

KitchenIndoor spacesAccuracy

Popular amenities for San Juan family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 121 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

FamilyIndoor spacesBathroom

5.0 out of 5 average rating, 138 reviews

A spacious bed is centered against a softly lit, curved wall. Woven pendant lights cast a warm glow above the bed, accompanied by decorative pillows. A cozy bench sits at the foot of the bed, while natural textures are visible in the surrounding furnishings.

Loft in Santurce

*NEW* Relax Outdoor Bathtub, Walk To Beach

Indoor spacesFamilyCheckout

4.96 out of 5 average rating, 154 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

FamilyKitchenTV

4.96 out of 5 average rating, 194 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

FamilyKitchenBathroom

4.88 out of 5 average rating, 131 reviews

Large house with a private pool

Indoor spacesFamilyCheckout

4.97 out of 5 average rating, 105 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

FamilyIndoor spacesLaundry

4.97 out of 5 average rating, 496 reviews

Cabin in San Juan

Hidden Paradise Cabin | Romantic Forest Retreat

KitchenFamilyWalkability

4.89 out of 5 average rating, 199 reviews

A spacious balcony is furnished with a comfortable seating area and a glass-top coffee table. Lush greenery and swaying palm trees frame a stunning view of the beach and ocean waves, creating a serene outdoor space for relaxation.

Condo in Río Grande

Oceanfront Luxury @ Wyndham Rio Mar Resort

FamilyIndoor spacesDecor

Family- and pet-friendly home rentals

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, 145 reviews

Rustic Modern Home |Walk 2 Beach| Close 2 Airport

FamilyKitchenOutdoor spaces

Casa particular in Santurce

4.93 out of 5 average rating, 110 reviews

Blue lagoon

KitchenIndoor spacesWi-Fi

4.95 out of 5 average rating, 293 reviews

Apartment in San Juan

Ocean View Loft Penthouse in Old San Juan

FamilyKitchenSleep quality

4.98 out of 5 average rating, 152 reviews

A vibrant outdoor space features a blend of blue and orange walls adorned with decorative elements. Green plants and hanging decorations create a lush ambiance, while a small table with chairs provides a cozy seating area. The ground is painted in a warm red tone.

Guest suite in Santurce

Cozy apartment with patio

Indoor spacesFamilyAccuracy

4.87 out of 5 average rating, 134 reviews

A custom soaking tub is set in a sunlit corner, surrounded by greenery and textured walls. A tall plant stands nearby, accompanied by a terracotta pot. Natural light filters through the overhead skylight, casting soft shadows across the space.

Hotel room in Santurce

Design Suite「 POOL」Walk to Beach | DUNA by DW

KitchenFamilyAir conditioning

4.89 out of 5 average rating, 160 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 spacesPool

4.94 out of 5 average rating, 424 reviews

A cozy sleeping area features a wooden bed frame, adorned with green pillows and a decorative blanket. Two round mirrors are mounted on either side, with plants cascading from a shelf above. Artwork with palm trees is displayed on the wall, complementing the serene setting.

Apartment in Carolina

#3 Boho Chic: Walk to Beach/Close to Airport

FamilyKitchenParks

4.92 out of 5 average rating, 148 reviews

Pleasure At Ease| Pool | Near Airport SJU |

FamilyKitchenLocation

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 142 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

FamilyIndoor spacesNearby

4.95 out of 5 average rating, 102 reviews

A spacious living area features large glass doors that invite natural light and provide views of palm trees outside. A sectional sofa is paired with accent chairs and a geometric coffee table, while a wall art piece adds subtle visual interest.

Condo in Río Grande

Pristine 4 bdrm (all private) steps to beach/golf

Indoor spacesKitchenBathroom

4.92 out of 5 average rating, 217 reviews

An outdoor area features a private pool adjacent to a covered terrace. A billiard table and comfortable seating are visible, with ceiling fans providing airflow. The space is surrounded by greenery and offers easy access to the kitchen through large glass doors.

Home in San Juan

Casa Caliad • Pool House • San Juan

KitchenIndoor spacesTV

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, 117 reviews

Traveler’s cozy house | Private Pool Near Airport

Indoor spacesKitchenAccuracy

A rectangular pool is surrounded by green grass and white walls, creating an inviting atmosphere. A large umbrella provides shade over the seating area, and colorful floats can be seen in the water. A small barbecue grill and outdoor decor enhance the space.

4.95 out of 5 average rating, 101 reviews

Beautiful Pool house, 4 Bedroom,game room,A/C,WF

FamilyIndoor spacesAmenities

4.91 out of 5 average rating, 116 reviews

Home in Fajardo

Ana's place

Indoor spacesKitchenBarbecue

4.98 out of 5 average rating, 112 reviews

Villa in Santurce

Beach Walk / Pool / Backup Power & Water

FamilyKitchenLocation