Family-friendly vacation rentals in Guaynabo

The image displays a luxurious home surrounded by lush tropical greenery. A swimming pool is situated in front of the house, with a deck and patio space visible. The structure features a distinctive red-tiled roof and multiple outdoor areas for relaxation.

4.77 out of 5 average rating, 78 reviews

Green Nest at the Hills

Green Nest is a luxurious home with dreamy views, located in one of the most exclusive gated communities in Puerto Rico’s metro area. Surrounded by lush rainforest, it offers a peaceful escape from the city—without ever leaving it. With elegant European architecture, five bedrooms, a private pool, generator and spacious indoor-outdoor living areas, it’s perfect for families or groups seeking privacy, comfort, and an unforgettable island stay. Experience Green Nest where magic meets the island. ✨

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A spacious outdoor area features a pool surrounded by well-maintained landscaping. Multiple lounge chairs are positioned around the pool, with the house visible in the background. Clear blue skies overhead enhance the sunlit scene, promoting a relaxing environment.

5.0 out of 5 average rating, 28 reviews

Beautiful home in San Juan

Located just 15 minutes from the airport closed to all the amenities and major roads you need be at ease and enjoy the island. House is in a gated community with surveillance 24/7 The home features unobstructed views of the city from your huge back yard with a professional maintained landscaping for your enjoyment. The house is equipped with an automatic solar panels with a Tesla battery back up system as well as 1000 gallons water tank reserve so the property will function at 100% all the time.

Indoor spacesKitchenQuiet

Top guest favorite

4.9 out of 5 average rating, 165 reviews

Water & Power backup, AC, parking, private terrace

Travel with extra peace of mind. The Yellow Door Casita has a water cistern and backup generator to help keep you comfortable during utility outages. Enjoy AC throughout, fast Wi-Fi, a dedicated workspace, Smart TVs, a fully equipped kitchen, free parking and a large private terrace. Located in a residential San Juan neighborhood, we’re a short drive from Old San Juan, Condado, the beach and airport. Easy self check-in makes arrival simple and convenient.

KitchenFamilyTV

4.87 out of 5 average rating, 323 reviews

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.

Apartment in San Juan

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.

FamilyIndoor spacesAccuracy

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

Casa Gaia is a stylish luxury retreat in a quiet San Patricio neighborhood, close to San Juan’s restaurants and shopping. Enjoy a king primary suite, queen bedroom, dedicated office, fast Wi-Fi, fully equipped kitchen, washer/dryer, hot tub, gazebo and sun deck. An added comfort: our solar panels and battery backup system provide essential power for a few hours during unexpected grid outages an especially valuable feature in Puerto Rico.

Indoor spacesFamilyWifi

4.8 out of 5 average rating, 170 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

Tranquilidad Total Patio / Casa de Latorre

We offer comfort and tranquility. You will be in a rural area, but close to the Metropolitan area. You will be 20 minutes away from a night of clubing or fine dining and you will come back to a place where you can here the rain and the melodies of the night like the diferent varieties of Coquis and nightcreatures. You will be close to main roads and highways that will take you to wonderful places of our beautiful island.

Indoor spacesFamilyLong stay

4.83 out of 5 average rating, 110 reviews

Intimate Paradise- Private Pool, Terrace & Comfort

We have running water! Enjoy our spacious home with a large patio and private pool. With 2 king beds, 2 queen beds, and a bunk bed, each room includes a private bathroom for total comfort. The house features solar panels and a backup battery for a reliable stay. Located in a secure gated community, you’re just 15 minutes from the beach and airport, offering both privacy and convenience for your getaway.

Indoor spacesKitchenLong stay

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.

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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, 211 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.

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4.93 out of 5 average rating, 131 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 Guesthouse

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.

Indoor spacesKitchenWalkability