Family-friendly holiday rentals in San Juan

Casa particular in Santurce

4.93 out of 5 average rating, 112 reviews

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.

FamilyIndoor spacesCheckout

4.93 out of 5 average rating, 137 reviews

Private Pool•Power/Water Backup•Near Airport•Gated

Leave your worries behind at this spacious and peaceful retreat, perfect for families and vacationers! Our home features a reliable SOLAR SYSTEM WITH BACK UP GENERATOR, SO YOU’LL NEVER LOSE POWER. Enjoy a refreshing pool, water tank, fast WiFi, washer/dryer, and A/C and TV’s in every room. Just 14 minutes from the airport, in a gated community with free private parking. You’re also a short drive from attractions, beaches, and dining. Safe, convenient, and fully equipped for a stress-free getaway

Indoor spacesKitchenAir conditioning

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! ✨🌴🏖️

KitchenFamilyBeach

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.

4.96 out of 5 average rating, 155 reviews

Fabulous Ocean Views /Private Infinity Pool /4 BR

Relax at this spacious home with a private heated infinity pool with swim-up bar! With fabulous ocean and rainforest views from two covered decks, this house is family-friendly in a safe gated community only 5 minutes from Luquillo Beach and 15 minutes from the Rainforest. Other nearby activities include world-class golf, bio-bay kayaking, jet skis, ATV, horseback riding, go-karts, snorkeling, scuba diving, ziplining, great restaurants & a casino. Community pool, basketball & tennis courts too!

KitchenFamilyLaundry

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.

FamilyKitchenView

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.

KitchenFamilyPool

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

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.

FamilyKitchenDecor

4.99 out of 5 average rating, 296 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.

Indoor spacesFamilyLong stay

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, 107 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.

Indoor spacesFamilyComfort

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

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.

FamilyKitchenComfort

4.86 out of 5 average rating, 482 reviews

Apartment in San Juan

Old San Juan, The Corner. Location!! Location!!

In the heart of old San Juan! Second floor apartment, one bedroom, kitchen, washer, bathroom, wifi, cable and a futon in the living room. Walking distance to el Morro, art places, monuments, amazing restaurants and great nightlife ambiance! Access to public transportation, taxis and uber. Discover the old San Juan in the best location!

Indoor spacesKitchenSolo travel

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, 238 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

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

4.92 out of 5 average rating, 124 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

KitchenIndoor spacesDecor

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

FamilyKitchenTV

4.88 out of 5 average rating, 133 reviews

Large house with a private pool

FamilyIndoor spacesDecor

4.97 out of 5 average rating, 502 reviews

Cabin in San Juan

Hidden Paradise Cabin | Romantic Forest Retreat

Indoor spacesFamilyLayout

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 spacesKitchenAmenities

Superhost

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

4.89 out of 5 average rating, 199 reviews

Oceanfront Luxury @ Wyndham Rio Mar Resort

Indoor spacesKitchenHot tub

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

FamilyKitchenHospitality

4.91 out of 5 average rating, 172 reviews

A private hot tub is surrounded by lush tropical foliage and palm trees. Water bubbles and splashes over smooth stone edges, reflecting bright blue skies above. The inviting atmosphere is enhanced by the greenery, offering a tranquil setting for relaxation.

Home in Río Grande

Private Beachfront Home - Weather Guarantee*

Indoor spacesFamilyValue

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.

4.83 out of 5 average rating, 145 reviews

Urban Paradise

KitchenIndoor spacesBeach

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 spacesGetting around

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, 148 reviews

Rustic Modern Home |Walk 2 Beach| Close 2 Airport

Indoor spacesKitchenHospitality

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.

4.91 out of 5 average rating, 176 reviews

Renovated Beach House on BEST beach in Puerto Rico

KitchenFamilyAccuracy

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, 276 reviews

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

FamilyKitchenCheckout

4.82 out of 5 average rating, 130 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

Indoor spacesKitchenLayout

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

Indoor spacesKitchenLong stay

4.9 out of 5 average rating, 289 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

KitchenFamilyWi-Fi

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 135 reviews

Condo in Carolina

BLUE DREAM Oceanfront W/ VIEW AT Isla VERDE 2BR

KitchenFamilyComfort

4.95 out of 5 average rating, 240 reviews

Villa in Carolina

Waterfront Luxury Villa with Amazing Pool and Dock

FamilyIndoor spacesValue

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

KitchenIndoor spacesAir conditioning

4.85 out of 5 average rating, 416 reviews

A spacious studio apartment is shown with a queen Murphy bed in the foreground, covered with a light comforter and arranged with two pillows. A twin Murphy bed is visible in a separate area, framed by light-filtering window shades. Decorative wall art complements the minimalist decor.

Condo in Santurce

Beautiful apartment in Condado with beach access!

KitchenFamilyView

4.93 out of 5 average rating, 228 reviews

Enchanted Pool Beach House

FamilyKitchenCheckout

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

FamilyKitchenWi-Fi

4.91 out of 5 average rating, 112 reviews

Condo in Luquillo

The Felix:Family friendly-pool-3minWalk2Beach-8ppl

Indoor spacesFamilyCleanliness

The exterior of the house is presented, featuring a two-story design with large windows and a balcony. A Puerto Rican flag is displayed, while a private pool sits in the foreground surrounded by tropical landscaping. Outdoor seating is arranged near the pool area.