Family-friendly holiday rentals in Guaynabo

4.96 out of 5 average rating, 313 reviews

#2-Full Apartment-1BRoom, Kitchen, A/C, TV, Wifi

Welcome to: 🏡Roosevelt Guest House 🏝️🇵🇷 Tourism Department of PR 🇵🇷 Licence# 06/79/23-7781 🌳 Keep it simple at this peaceful and centrally-located 1-Bedroom apartment Very quiet lovely and peaceful place😴 ♦️APARTMENTS ARE ALL INDEPENDENT, NOTHING SHARE♦️ 10 minutes from SJU Airport 🛩✈️, 5 minutes to El Coliseo de PR, 2-3 minutes Car driving to Plaza las Americas, 8-10 minutes to Beaches is SJ, 🏖12-15 minutes to Old San Juan, walking distance fasts foods restaurants , Bar’s and more.

4.87 out of 5 average rating, 207 reviews

A compact dining area is depicted, featuring a white table with two black chairs. Above the table, a collection of colorful wall art adds visual interest, including inspirational quotes and vibrant images. A small potted plant offers a touch of greenery to the space.

Apartment in Guaynabo

Urban Cozy Studio @ Guaynabo City

Cozy studio in the heart of the city! Closed to shopping malls, restaurants & night life! Walking distance to San Patricio Plaza, 20 minute drive to International Airport, 15 minute drive to Old San Juan, 10 minute drive to Plaza Las Americas... Property is located in a gated community. The studio has a private parking and entrance thru a tropical terrace. Fully equipped kitchenette with fridge, micro, two burner stove, and expresso machine. Dining table for two and queen bed. Full bath.

4.79 out of 5 average rating, 170 reviews

A spacious living area features two comfortable sofas in blue and rust colors, arranged around a glass coffee table. Neutral curtains frame the windows, which allow natural light to fill the space. A piece of artwork and a decorative vase enhance the ambiance.

Home in Guaynabo

Super comfortable Family Home w/ private pool

Welcome to our exclusive property located in a private community with 24/7 security, just 15 min from Old San Juan, Condado, touristic places. Only 20 min from SJU Airport. Furnitures, decoration and equipment were chosen to be of the outmost comfort and everything in the house is new. There are TVs with cable TV in all rooms and WiFi available. Patio is nice with large pool & BBQ area to enjoy. Ideal for families and group of friends. This is NOT a young people's party home!

4.97 out of 5 average rating, 488 reviews

Cabin in San Juan

Hidden Paradise Cabin | Romantic Forest Retreat

Descubre la serenidad de la naturaleza en nuestra acogedora cabaña a pasos de la impresionante cascada “El Salto en Charco Prieto”. Disfruta de noches bajo las estrellas, fogatas, privacidad, mañanas con café y el relajante sonido del bosque tropical. Perfecta para escapadas románticas, senderismo, desconectarse de la rutina y vivir una experiencia única rodeada de montañas, naturaleza y tranquilidad en el corazón de Puerto Rico.

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, 226 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.

4.99 out of 5 average rating, 174 reviews

A charming A-frame chalet features large glass windows that invite natural light, surrounded by greenery. A spacious wooden deck with seating areas is visible, and vibrant plants are arranged around a well-maintained lawn, creating a serene outdoor setting.

Cabin in Naranjito

Romantic Chalet Arcadia

Relax in this completely private, 1 bedroom, 1.5 baths. Great for a romantic getaway. This beautiful home is quiet and elegant cabin-style Chalet complete with a beautiful view of the mountains of Naranjito, PR. Perfect for couples. We are located 45 mins from the San Juan airport. Book your stay today and start counting the days to a spectacular vacation that you will always remember.

4.93 out of 5 average rating, 107 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.

4.87 out of 5 average rating, 286 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.

4.98 out of 5 average rating, 217 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)

Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.

4.91 out of 5 average rating, 270 reviews

Apartment in Bayamón

S21-A Private Studio | Self Check-in | Bayamón

Enjoy a peaceful and centrally located stay in Bayamón 🌿 Located just minutes from restaurants, cafés, bars, and local breweries, this space is ideal for those looking for comfort, convenience, and an accessible location. Perfect for a weekend getaway, work trip, medical stay, or simply a pleasant place to relax and feel at home.

4.99 out of 5 average rating, 136 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)

4.89 out of 5 average rating, 302 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.

Popular amenities for Guaynabo family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 168 reviews

The dining area is highlighted by a dark wooden table surrounded by four light-colored chairs. A spacious kitchen with modern appliances is visible in the background. Large sliding glass doors provide access to a balcony, with natural light enhancing the room's ambiance.

Apartment in Caguas

Sunset Delight

4.94 out of 5 average rating, 353 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

5 out of 5 average rating, 129 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

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, 124 reviews

Luxury home

4.86 out of 5 average rating, 262 reviews

The entrance features double doors framed by lush greenery, leading to a cozy living area with soft lighting. A circular woven rug adds texture to the floor, while the inviting seating area is visible beyond, creating a warm and welcoming atmosphere.

Farm stay in Gurabo

La Casita @ Hacienda El Infinito

4.83 out of 5 average rating, 386 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.

4.94 out of 5 average rating, 178 reviews

An outdoor space is presented with a structured wooden pergola and a circular hot tub at its center. The surrounding gravel floor is complemented by potted plants. A vibrant mural featuring the Puerto Rican flag decorates the wooden fence, creating a lively backdrop.

Apartment in Carolina

5 minutes from airport outdoor bathtub, sleep 3

5 out of 5 average rating, 161 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

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 116 reviews

A geodesic dome structure is visible, set against a backdrop of rolling hills and bright blue skies. A separate concrete structure stands adjacent, with a small outdoor dining area featuring a table and chairs. Lush green leaves frame the foreground, adding a touch of nature.

Dome in Naranjito

LanDome @ La Peña 'e Junior, Naranjito, Puerto Rico

4.83 out of 5 average rating, 180 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

4.95 out of 5 average rating, 192 reviews

Home in Dorado

Charming Beach Home Dorado Del Mar and Golf

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.

4.89 out of 5 average rating, 273 reviews

New and central house Free WiFi & Netflix

A two-story house is displayed, featuring a beige exterior and a red roof. A black wrought-iron fence encloses a green lawn with tropical plants. The upper balcony includes seating arrangements and large windows allow light to enter the home.

4.83 out of 5 average rating, 164 reviews

Casa Palma

A spacious bed with a tufted headboard is centered against a light-colored wall, flanked by modern lamps on either side. Soft, white bedding enhances the cozy feel, while sheer curtains allow for natural light to filter in.

4.87 out of 5 average rating, 110 reviews

City Stay | Solar Power + Garage Parking

4.94 out of 5 average rating, 547 reviews

Cabin in Cidra

Tiny Cozy Mountain Cabin Peaceful Retreat in Cayey

A spacious terrace is showcased, featuring a sectional sofa with colorful cushions and a coffee table. A large umbrella provides shade, with a view of the sky and ocean in the background. The patterned terracotta floor complements the outdoor seating area.

4.94 out of 5 average rating, 281 reviews

Old San Juan PH with Ocean View Private Terrace

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 287 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!

4.87 out of 5 average rating, 238 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

4.88 out of 5 average rating, 115 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

4.89 out of 5 average rating, 160 reviews

A tranquil pool area is highlighted by a stylish stone water feature, where water cascades gently into the pool. Lush, tropical plants are visible in the background, complementing the serene atmosphere of the space.

Home in Levittown

La Pompa Beach House Beautiful Residence with 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.

4.93 out of 5 average rating, 207 reviews

Luxury Casa Caliad

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, 145 reviews

ATELIER 277 San Juan, Puerto Rico.

4.97 out of 5 average rating, 119 reviews

A serene outdoor space features a private pool surrounded by palm trees and vibrant seating. The clear water reflects the blue sky, while a lush green lawn extends toward a calm body of water in the background, enhancing the tranquil setting.

Home in Toa Baja

Lake Villa House in Toa Baja, Puerto Rico