Family-friendly holiday rentals in San Juan

4.92 out of 5 average rating, 173 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

4.99 out of 5 average rating, 143 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.

4.84 out of 5 average rating, 191 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! ✨🌴🏖️

4.99 out of 5 average rating, 100 reviews

Apartment in San Juan

Quiet 3BR: Walk Everywhere · 2000 sqft · King Beds

Huge 3BR Spanish Colonial home in the heart of Old San Juan—walk everywhere, enjoy historic charm, and sleep peacefully in quiet bedrooms away from the street. ♦️ Walk to restaurants, cafés, nightlife & historic sites • Walk Score 98 ♦️ Huge 2,000-sqft layout ideal for families & groups ♦️ Quiet bedrooms for restful sleep ♦️ 2 King beds + 1 Queen ♦️ 3 balconies with vibrant street views ♦️ 18-ft ceilings, arches, terracotta floors & original character ♦️ A/C, fast Wi-Fi, full kitchen & laundry

An open kitchen area is framed by arches, leading to a charming interior courtyard. Green plants and a small dining set are visible, providing a serene atmosphere. The kitchen features light cabinetry and stainless-steel appliances, contributing to a bright and inviting space.

4.91 out of 5 average rating, 470 reviews

Quaint Colonial Home Old San Juan

Beautiful Spanish colonial home in the north side of Old San Juan where locals live, you are just steps (one block) from the ocean. Unique opportunity to explore the city while staying in an exquisite setting and enjoying the colonial architecture of this space. Discover this UNESCO World Heritage Site through a mix of historic architecture and contemporary culture. Note: This home is registered with the PR Tourism Company and strictly adheres to all established Health and Safety protocols.

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.

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.

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.

A modern home exterior is displayed, featuring a clear glass window and a two-car garage door. The entrance is accentuated by a small staircase leading to a covered porch. A manicured lawn and a stone driveway add to the inviting appearance of the residence.

4.99 out of 5 average rating, 106 reviews

Lake View | King Beds | Cistern & Solar | Home Gym

Just 15 minutes from the airport and San Juan, Casa Laguna blends convenience with relaxation. Perfect for exploring Puerto Rico or unwinding, it features plush, air-conditioned spaces, multiple large smart TVs, and two luxurious king-size beds. For work or fitness, enjoy a quiet office and garage gym. With solar panels, the home provides uninterrupted comfort even during power outages. Casa Laguna is your ideal retreat for a memorable stay.

A vibrant yellow façade with classic Spanish colonial architecture is highlighted in the morning light. The entrance features an elegant archway, leading into a spacious interior. The street gently slopes down towards the water, surrounded by lush greenery and cobblestones.

4.95 out of 5 average rating, 238 reviews

Casita del Sol☀️couples’ HOUSE-rooftop, water views

Casita del Sol offers a rare opportunity to rent an entire house in Old San Juan. Classic Spanish colonial architecture with multiple water views and huge rooftop deck. With an entirely removed secondary suite, it can be spacious enough for two couples or cozy enough for one. On a quiet and peaceful residential block, it is still just a short walk from the liveliest restaurants, bars, and shops and offers the best of life in Old San Juan.

4.92 out of 5 average rating, 123 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.

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

Welcome to La Casa del Viajero! Cozy house with unique design, 2 bedrooms with direct access to the pool and outdoor area to relax. Located in a quiet neighborhood, less than 10 minutes from San Juan Airport (by car). Close to beaches, restaurants and tourist areas such as Old San Juan, Isla Verde, Condado and Piñones. Easy access to the PR-66 to Luquillo, Río Grande and the East Coast.

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

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, 100 reviews

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

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

4.88 out of 5 average rating, 132 reviews

Large house with a private pool

5.0 out of 5 average rating, 139 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

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

4.97 out of 5 average rating, 498 reviews

Cabin in San Juan

Hidden Paradise Cabin | Romantic Forest Retreat

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

4.85 out of 5 average rating, 163 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

Family- and pet-friendly home rentals

Superhost

Casa particular in Santurce

Blue lagoon

4.93 out of 5 average rating, 111 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.

4.9 out of 5 average rating, 152 reviews

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

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, 146 reviews

Rustic Modern Home |Walk 2 Beach| Close 2 Airport

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, 275 reviews

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

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

4.95 out of 5 average rating, 161 reviews

An open living and dining area features a circular glass table surrounded by four white chairs. A sectional sofa with light upholstery is positioned near a flat-screen TV, while a kitchenette is visible in the background. Large windows allow natural light and views of the outdoors.

Apartment in Loíza

2 Bedroom 2 Bathroom Penthouse

4.9 out of 5 average rating, 351 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

4.92 out of 5 average rating, 485 reviews

A spacious living area is highlighted by a large sectional sofa and a cozy armchair. A sleek dining table and four chairs sit adjacent to a flat-screen television mounted within a wooden cabinet. Natural light filters through large windows, enhancing the open design.

Condo in Santurce

Luxurious beach apt/ w to beach/ and FP generator

Family-friendly home rentals with a pool

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.

4.92 out of 5 average rating, 217 reviews

Casa Caliad • Pool House • San Juan

4.9 out of 5 average rating, 163 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

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

4.92 out of 5 average rating, 118 reviews

Home in Fajardo

Ana's place

4.98 out of 5 average rating, 112 reviews

Villa in Santurce

Beach Walk / Pool / Backup Power & Water

4.93 out of 5 average rating, 227 reviews

Home in Luquillo

Enchanted Pool Beach House

4.94 out of 5 average rating, 191 reviews

The image showcases a serene pool with crystal-clear water, reflecting the vibrant sunset sky. Palm trees frame the area, creating a relaxed atmosphere. Surrounding the pool, several lounge chairs are arranged, with a gazebo in the background offering shade for guests.

Condo in Río Grande

Modern + Breezy Beach Unit for families & couples