Family-friendly holiday rentals in San Juan

4.91 out of 5 average rating, 175 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 spacesAmenities

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! ✨🌴🏖️

KitchenFamilyValue

4.99 out of 5 average rating, 101 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

FamilyKitchenLocation

4.92 out of 5 average rating, 279 reviews

A spacious living room is showcased with a comfortable sofa adorned with orange cushions. An indoor balcony is visible through open doors, allowing natural light to illuminate the area. A large mirror reflects the stylish decor, enhancing the cozy ambiance.

Apartment in San Juan

Historic Colonial Flat, Heart of Old San Juan

Experience the charm of Old San Juan in this colorful apartment, housed in a historic 17th-century building with characteristics that come with its age! To brighten the space, simply open the doors and windows to let the natural light flood in as the shutters do not open. Located just a block from the vibrant nightlife on “Calle San Sebastian” and a short stroll from the “Castillo El Morro”. Enjoy plazas, dining, and shopping all within walking distance in the heart of this famous walled city.

KitchenFamilyComfort

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, 471 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.

FamilyKitchenHospitality

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 spacesFamilyValue

4.99 out of 5 average rating, 148 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.

Indoor spacesKitchenDecor

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

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.

FamilyIndoor spacesHospitality

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.

KitchenFamilyTV

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

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.

KitchenIndoor spacesLocation

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 spacesFamilyAir conditioning

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.

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

4.92 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

Indoor spacesFamilyCheck-in

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

FamilyIndoor spacesGetting around

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 spacesKitchenBathroom

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!

KitchenFamilySolo travel

4.88 out of 5 average rating, 133 reviews

Large house with a private pool

Indoor spacesKitchenCheckout

4.97 out of 5 average rating, 500 reviews

Cabin in San Juan

Hidden Paradise Cabin | Romantic Forest Retreat

KitchenFamilyView

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

KitchenIndoor spacesDecor

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

KitchenFamilyCheck-in

Family- and pet-friendly home rentals

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

KitchenFamilyCheck-in

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.

4.85 out of 5 average rating, 144 reviews

Urban Paradise

Indoor spacesFamilyLaundry

Casa particular in Santurce

4.93 out of 5 average rating, 112 reviews

Blue lagoon

KitchenIndoor spacesLocation

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 spacesFamilyPool

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

KitchenIndoor spacesBeach

4.91 out of 5 average rating, 580 reviews

Apartment in Carolina

#1 IslaVerde Private-Cistern/Gnerator/Beach/Arport

Indoor spacesKitchenCleanliness

4.84 out of 5 average rating, 228 reviews

An inviting hallway features two comfortable chairs adorned with green cushions, positioned beside a woven rug and a round wooden coffee table. A stylish mirror reflects a chandelier that hangs above, while greenery from potted plants adds a touch of nature to the space.

Home in Santurce

Classic Miramar House, in the heart of San Juan

FamilyIndoor spacesComfort

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

KitchenFamilyView

Family-friendly home rentals with a pool

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

FamilyIndoor spacesAir conditioning

4.95 out of 5 average rating, 239 reviews

Villa in Carolina

Waterfront Luxury Villa with Amazing Pool and Dock

Indoor spacesKitchenCheck-in

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, 219 reviews

Casa Caliad • Pool House • San Juan

FamilyKitchenCheck-in

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, 118 reviews

Traveler’s cozy house | Private Pool Near Airport

KitchenFamilyPool

4.95 out of 5 average rating, 103 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

FamilyIndoor spacesLayout

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.

4.82 out of 5 average rating, 269 reviews

Case Del Sole Duplex w/ Solar-Powered Backup

Indoor spacesKitchenAir conditioning

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

FamilyIndoor spacesPool