Family-friendly holiday rentals in Guaynabo

4.97 out of 5 average rating, 493 reviews

Cabin in San Juan

Hidden Paradise Cabin | Romantic Forest Retreat

🌿 Hidden Paradise Cabin is a secluded mountain retreat in Charco Prieto, Bayamón, just 40 minutes from San Juan. Surrounded by pristine tropical forest, rivers, and natural pools, it offers a refined escape into nature. Close to the breathtaking Charco Prieto Waterfall, this is where comfort meets untouched wilderness. A private sanctuary to relax, reset, and recharge. ✨ Perfect for couples, nature lovers, and weekend escapes seeking total privacy and relaxation in Puerto Rico, Caribbean. 🌿✨

FamilyIndoor spacesHospitality

4.97 out of 5 average rating, 104 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

Amazing views from our two bedroom lake house in Toa Alta, Puerto Rico. The house is on a hill overlooking Lake La Plata and surrounded by 12 acres of private rain forest. It is a quiet place perfect for nature lovers, bird watchers and photographers. There are about two miles of hiking trails as well as lookout points where you can enjoy sunsets and sunrises. If you use a 4x4 vehicle you can drive down to the floating dock to drop in your kayak or use ours. Please enjoy the trails and hikes.

KitchenIndoor spacesHospitality

4.99 out of 5 average rating, 184 reviews

Home in Carolina

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport

✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

Indoor spacesKitchenBeach

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, 236 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.

FamilyKitchenNearby

4.99 out of 5 average rating, 439 reviews

A geodesic dome with a sleek black exterior is surrounded by lush greenery and rolling hills in the background. Nearby, a wooden structure with seating is partially visible, contributing to a natural setting. The atmosphere is tranquil, enhanced by a misty environment.

Dome in Corozal

Luna Escondida

We are the first independent concept experience hostel in Puerto Rico located in Barranquitas. We've designed a space that makes you feel like you're on the moon. We have a furnished black dome over 20 feet, an Infinity pool with heater, a fire pit, a relaxation waterfall, Wi-Fi, TV, movie apps, board games, and more. The experiences are fully controlled with Alexa. Every person who arrives becomes a tourist astronaut on the island.

KitchenIndoor spacesQuiet

A bright bedroom features a spacious bed with neutral-toned bedding and decorative pillows. Large windows with horizontal shades allow natural light to filter in, while a minimalist cabinet and a patterned rug add to the cozy decor. A comfortable chair is positioned nearby.

4.84 out of 5 average rating, 230 reviews

Amazing White House One w/parking

Stylish 2BR/1BA apartment blending modern and rustic charm, located in a corner house on a main road. Enjoy a cozy, fully equipped space with 2 parking spots—perfect for a worry-free stay. Conveniently close to restaurants, shopping malls, and just 7 minutes from San Juan’s main highway. Only 15 minutes from the airport. Family-friendly park and walking trail nearby. Nestled in a residential area with easy access to everything.

Indoor spacesKitchenCleanliness

4.98 out of 5 average rating, 173 reviews

Home in Bayamón

Guests love us for a reason, come see why.

Welcome to Casita La Palma, undoubtedly the best space to spend your stay peacefully while vacationing or simply if you need a place with easy access to all the main attractions of the area and just minutes away from the airport, beaches, restaurants, and hospitals. Casita La Palma, new, fully equipped, and featuring a reliable power generator to ensure your comfort during any power outages, is your home away from home.

KitchenFamilyCleanliness

4.93 out of 5 average rating, 126 reviews

A modern living area features a round glass dining table surrounded by four comfortable chairs. A gray sofa with decorative pillows sits against a white wall, while a small artwork adds a touch of decor. Natural light enters through a nearby door with panel windows.

Guesthouse in San Juan

El Kallejon Guest house

BRAND NEW!!! Enjoy a unique stay at El Kallejon Guesthouse. With 10 minute drive to the Bad Bunny concert. Located within a 10-15 minute radius to the Isla Verde-Condado Beaches, Plaza las Americas & San Patricio Plaza Malls, & the Luis Munoz Marin Airport✈️ Walking distance to restaurants, discotheques, pharmaceuticals, gas station, grocery stores & laundromat.

KitchenFamilyCondition

4.86 out of 5 average rating, 301 reviews

Tent in Guaynabo

"Stellita Glamping"

Disconnect from the routine and enjoy the tranquility of the countryside in the city of Guaynabo, Puerto Rico, with a private pool and different decks where you can relax. The tent has a cozy queen bed, one air conditioners, books and board games. You'll also have your private bathroom and outdoor area with bbq, refrigerator, pool and a cozy seating area.

Indoor spacesKitchenAmenities

4.94 out of 5 average rating, 319 reviews

A bright and spacious room is depicted, featuring a queen bed with a patterned throw. A television is mounted on the wall opposite a desk with a chair. A kitchenette is visible, equipped with modern appliances, and natural light fills the space through large windows.

Guesthouse in Guaynabo

★Casa Laura: Perfect loft for one or two.

☆Imagine staying in a property where your well-being is extremely important. We put in place strict cleaning and hospitality measures for the benefit of our clients. ☆Experience a spacious, independent, and a private room perfect for one or two people with easy "self-check-in". ☆ PERFECT FOR DATE NIGHT. To celebrate birthdays or a special occasion.

FamilyIndoor spacesBathroom

4.99 out of 5 average rating, 161 reviews

A well-lit sleeping area features a spacious bed topped with a white quilt and decorative pillows. A nightstand with a lamp stands beside the bed, and a shelf holds various decorative items. Gray towels are neatly folded on the bed. Light-colored walls are complemented by a minimalist clock.

Guesthouse in San Juan

Standard & Cozy Studio: Katy's Corner

This is a studio inside the back of the house's garage. Air Conditioning Fast Wi-Fi Free parking outisde. Tesla Power Battery Backup (there will no be electricity outage) Close to Everything! Coliseo de Puerto Rico José Miguel Agrelot (9 min drive) Luis Muñoz Marin International Airport (15 min drive) Old San Juan (16 min drive)

FamilyKitchenParking

4.89 out of 5 average rating, 318 reviews

An outdoor space features a private pool surrounded by a wooden deck. A geodesic dome is visible, equipped with a shaded seating area and a lounge chair nearby. Lush green vegetation frames the area, creating a serene and tranquil environment.

Dome in Caguas

Secret Dome 2 with lake view

Reconnect with nature at this unforgettable escape. Secret Glamping was born from two 100% Puerto Rican people, entrepreneurs and lovers of the innovative. Our desire is to ensure that guests can connect with nature, peace and tranquility, as well as delight in the beautiful views and landscapes of our surroundings.

KitchenIndoor spacesNearby

Popular amenities for Guaynabo family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.82 out of 5 average rating, 106 reviews

A private patio features a jacuzzi surrounded by natural greenery. Nearby, a wooden deck with string lights provides a cozy seating area with two chairs and a small table, enhancing the outdoor relaxation space in a tranquil setting.

Cabin in Hato Puerco

Villa Samir in Hacienda Camila

Indoor spacesKitchenComfort

4.94 out of 5 average rating, 366 reviews

A geodesic dome structure is surrounded by lush greenery, elevated on a wooden deck. An adjoining open terrace features outdoor seating and a solar panel. The serene environment blends nature with a modern design, offering a peaceful space for relaxation.

Dome in Caguas

Romantic Dome Retreat | Jacuzzi, Nature & Intimacy

KitchenIndoor spacesHot tub

5 out of 5 average rating, 136 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

FamilyKitchenBeach

4.97 out of 5 average rating, 294 reviews

An outdoor area features a private heated pool surrounded by wooden decking. Colorful flowers and greenery enhance the landscape. The cozy home, with a brown exterior, includes a shaded porch with comfortable seating and a hammock, providing a welcoming atmosphere for relaxation.

Chalet in Naranjito

Beautiful View Chalet

KitchenFamilyAccess

4.84 out of 5 average rating, 186 reviews

Apartment in Cataño

Studio A Few Steps from San Juan Bay

FamilyIndoor spacesValue

A relaxing hammock is suspended in the foreground, featuring a delicate crochet design. In the background, a wooden patio with table and chairs is visible, softly illuminated by string lights, creating a cozy atmosphere for outdoor gatherings.

4.95 out of 5 average rating, 129 reviews

Luxury home

Indoor spacesFamilyGetting around

4.97 out of 5 average rating, 114 reviews

A private balcony features comfortable seating arrangements overlooking the serene bay. The spacious outdoor area is adorned with modern furniture and provides an unobstructed view of the water and surrounding greenery.

Apartment in Cataño

Bella Bahía1 Wonderful Sea View! 2Beth 2Bath

FamilyIndoor spacesHot tub

4.81 out of 5 average rating, 394 reviews

An inviting living space features dark walls, a comfortable sectional sofa, and a round rug. A projector screen is mounted on the wall, highlighting options for entertainment. Bright textures and finishes create an engaging atmosphere, ideal for relaxation and social gatherings.

Holiday home in Toa Alta

Welcome Breakfast, Spa, View, Balcony, Cinema.

FamilyKitchenAccuracy

Family- and pet-friendly home rentals

4.82 out of 5 average rating, 188 reviews

A modern living space features a gray sectional sofa and matching loveseat, complemented by a circular glass coffee table. Light-colored tile flooring is accented by a patterned area rug. A framed art piece hangs above the seating area, and two closed doors are visible in the background.

Apartment in Cataño

Close to San Juan ! 2Bedrooms We have Solar Panels

FamilyIndoor spacesTV

4.9 out of 5 average rating, 116 reviews

Apartment in Santurce

Retro 1BR w/ Disco Ball | MOOD HAUS by DW

KitchenIndoor spacesComfort

The exterior of the renovated house features a modern design with geometric metal fencing and large windows. Natural light enhances the facade, and the clean lines of the structure offer a contemporary look. A driveway is visible, providing convenient access.

4.88 out of 5 average rating, 282 reviews

New and central house Free WiFi & Netflix

Indoor spacesFamilyLocation

4.87 out of 5 average rating, 179 reviews

Bungalow in Carolina

DomenechBungalow+500GalWaterTank+PoolArea

KitchenFamilyNearby

4.94 out of 5 average rating, 289 reviews

Ocean View Loft Penthouse in Old San Juan

Indoor spacesFamilyOutdoor spaces

Shipping container in Aguas Buenas

A contemporary outdoor area features a wooden deck beside a heated pool. Two blue folding chairs are positioned near a white swinging chair. The backdrop showcases green foliage, and soft lighting bulbs are suspended overhead, adding to the relaxing atmosphere.

4.9 out of 5 average rating, 323 reviews

Casita Hygge

Indoor spacesFamilyGetting around

4.82 out of 5 average rating, 403 reviews

The Cathedral 🇵🇷 (Old San Juan)😍

KitchenIndoor spacesValue

4.95 out of 5 average rating, 390 reviews

Cozy Parking Water Backup 15 Min Airport & Beaches

Indoor spacesFamilyDecor

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 292 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!

Indoor spacesFamilyView

4.87 out of 5 average rating, 241 reviews

A private pool area is visible through an elegant gate, showcasing a well-maintained pool surrounded by lounge furniture and tropical plants. The setting features a shade sail overhead, providing a comfortable space for relaxation. A distant view of greenery complements the tranquil atmosphere.

Villa in Guaynabo

Villa w Pool/Mountain View Near Airport San Juan

FamilyKitchenLaundry

4.89 out of 5 average rating, 123 reviews

A swimming pool is illuminated with soft blue lights, surrounded by vibrant mural artwork featuring tropical plants and flowers. The pool area is partially enclosed, offering a sense of privacy, while a gentle water feature is visible, adding to the serene atmosphere.

Home in Carolina

Tropical Villa Private pool Wifi and Netflix

FamilyKitchenAccuracy

4.98 out of 5 average rating, 232 reviews

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.

Home in Carolina

Villa Estrella PR (near Airport & Beach)

FamilyIndoor spacesComfort

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, 216 reviews

Luxury Casa Caliad

FamilyIndoor spacesLayout

4.95 out of 5 average rating, 110 reviews

Home in Guaraguao Abajo

Black House

Indoor spacesKitchenGetting around

A modern two-story building is set behind a low concrete wall, with palm trees and lush greenery enhancing the entrance. The façade features clean lines and light-colored walls, while shaded areas provide a welcoming atmosphere. A separate gate leads into the property.

4.88 out of 5 average rating, 147 reviews

ATELIER 277 San Juan, Puerto Rico.

FamilyIndoor spacesAccess