Family-friendly holiday rentals in Guaynabo

5.0 out of 5 average rating, 173 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

Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

A cozy bedroom features a spacious bed covered with a light quilt and decorative pillows. A small desk is positioned beside a television mounted on the wall. Natural light enters through a partially opened window, while a ceiling fan provides additional comfort.

4.87 out of 5 average rating, 318 reviews

Ive Apartment in San Juan

Private apartment with one bedroom, a/c, WIFI, bathroom, living room, equipped kitchen and a patio. We offer free street parking to guests. The apt it’s located close to main attractions: 10 min drive from Condado Beach, 15min from Isla verde, 16 min from Old San Juan, 7 min from mall centre Plaza las Americas, 6 min from Coliseo Roberto Clemente, 13 min from Luis Muñoz Marin airport. There is a variety of places to eat and buy things minutes walk.

4.92 out of 5 average rating, 117 reviews

The exterior of the house is shown, featuring a light blue facade and a red-tiled roof. A circular driveway leads to the front, surrounded by greenery. Large windows provide natural light, while a peaceful landscape and cloudy sky complete the tranquil setting.

Home in Caguas

Relax and Enjoy. Puerto Rico Paradise

Located in Caguas, 25 minutes from San Juan. 4 bedrooms with AC/ 2.5 bathrooms. One outdoor shower. Located in a very quiet community in the middle of the mountains (Sierra de Caguas). Restaurants, beaches, rives, falls, and national forest (El Yunque), and a lot of more than only Puerto Rico can offer you in less than an hour of distance. . Airport about 35 min, Condado Beach about 30 minutes, Palmas del Mar beach about 45 minutes.

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

Escape to a serene 3-bedroom mountaintop villa in Puerto Rico with stunning views, just 20 mins from San Juan. Perfect for 6 guests, this sanctuary features a private courtyard pool with a waterfall. Enjoy the blend of peaceful seclusion and city convenience. Bedrooms have AC, dedicated workspaces, and reliable Wi-Fi. A unique retreat for families or facilitators seeking rest and reconnection.

A well-lit bedroom features a spacious bed covered with a crisp white bedspread. A decorative pillow rests at the center. A small bedside table and a folding chair are positioned nearby. Bright natural light filters through the window with blinds, enhancing the minimalist decor.

4.83 out of 5 average rating, 209 reviews

Amazing White House Two w/parking

Modern and cozy 2BR/1BA apartment in a corner house next to a main road. Fully equipped for a worry-free stay. Includes parking and electric generator. Just 7 minutes from San Juan’s main highway and 15 minutes from the airport. Close to restaurants, shopping centers, a kids’ park, and a walking trail. Located in a quiet residential area with excellent access to everything.

4.93 out of 5 average rating, 128 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.

4.94 out of 5 average rating, 323 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.

5.0 out of 5 average rating, 39 reviews

Home in Guaynabo

Water Tank & Generator- Modern Guaynabo Home w/ Y

Discover a stylish 3BR getaway in gated Guaynabo with a bright open living room, chef’s kitchen, large private yard, and your own wellness room with sauna and rowing machine. Two ensuite bedrooms plus blackout shades in every room. Enjoy full backup utilities—22,000KW generator, 600-gal cistern, water softener—and blazing 1GB fiber internet.

4.99 out of 5 average rating, 168 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)

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, 234 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.

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.

4.91 out of 5 average rating, 149 reviews

Casa Va-Le: Luxury Retreat with Private Pool

Casa Va-Le Downtown house in a residential development with access control, quiet, with a private pool, electric generator, billiards, among other amenities for your comfort and fun. Located two minutes from the highway and 15 minutes from the airport. Close to tourist areas and shopping malls.

A spacious sleeping area features a comfortable bed with crisp white linens and decorative pillows. A pendant light hangs above, illuminating the room. A compact chair and small nightstand are positioned beside the bed. Natural light filters through a window covered by a light shade.

4.94 out of 5 average rating, 770 reviews

Olga's House: very central and cozy.

Studio apartment located steps from the Express and Plaza las Americas, behind the Mexican restaurant Aurorita. There are bakeries, a pizzeria, gas stations, ATMs, public transport stops. 15 min from Choliseo (by car). Newly remodeled. Separate entrance and parking in front of the property.

Popular amenities for Guaynabo family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.84 out of 5 average rating, 186 reviews

Apartment in Cataño

Studio A Few Steps from San Juan Bay

4.96 out of 5 average rating, 194 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

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, 130 reviews

Luxury home

4.97 out of 5 average rating, 495 reviews

Cabin in San Juan

Hidden Paradise Cabin | Romantic Forest Retreat

4.97 out of 5 average rating, 105 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

4.81 out of 5 average rating, 133 reviews

A clean, minimalist living area is shown, featuring a small white table with two foldable chairs and a potted plant. A flat-screen TV is mounted on the wall, complemented by beach-themed wall art. Warm tile flooring adds a cozy touch to the space.

Apartment in Levittown

Ocean Couple

4.97 out of 5 average rating, 175 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

4.79 out of 5 average rating, 165 reviews

Home in Levittown

CASA ESPECIAL@10min from Dorado, 20 min from SJ.

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 155 reviews

Home in Bayamón

S21-B Private Home | Self Check-in | Bayamón

4.85 out of 5 average rating, 139 reviews

A modern two-story apartment building is set against a bright blue sky, framed by lush palm trees. The exterior features a mix of light-colored walls and large windows, complemented by a well-maintained garden with colorful flora along the pathway.

Apartment in Bayamón

3BR Home in Bayamon, min. to San Juan & Airport

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, 284 reviews

New and central house Free WiFi & Netflix

4.94 out of 5 average rating, 161 reviews

A modern one-story house features a warm beige exterior with a bright orange accent wall. The entryway is marked by a sleek front door and a set of steps leading up to it. Lush green grass surrounds the front yard, enhancing the inviting facade.

Home in Bayamón

Beautiful Accessible Home

4.8 out of 5 average rating, 169 reviews

Lush banana trees grow outside the apartment, providing a vibrant green backdrop. A clothesline can be seen stretched between the trees, while the natural landscape features leafy foliage and neighboring plants. The area appears peaceful and well-maintained, offering a connection to the rural surroundings.

Guest suite

Total Tranquility Patio / Casa de Latorre

4.91 out of 5 average rating, 207 reviews

Cozy Private Water Backup 15 Min Airport & Beaches

The private balcony is adorned with colorful canopies providing shade. A hammock is suspended for relaxation, complemented by seating options and potted plants. Vibrant rugs add texture to the space, offering a serene atmosphere with views of the surrounding greenery and clear sky.

4.9 out of 5 average rating, 163 reviews

Spotless Private Retreat: AC, Balcony & Parking

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, 145 reviews

Rustic Modern Home |Walk 2 Beach| Close 2 Airport

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 159 reviews

Apartment in Levittown

Unit #1 | Modern Pool Apartment Near San Juan

4.86 out of 5 average rating, 305 reviews

Tent in Guaynabo

"Stellita Glamping"

4.88 out of 5 average rating, 166 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

4.89 out of 5 average rating, 101 reviews

Apartment in Toa Baja

Villa Piscina Jill in Levittown, Toa Baja

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.

4.89 out of 5 average rating, 148 reviews

ATELIER 277 San Juan, Puerto Rico.

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

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