Family-friendly holiday 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.

4.76 out of 5 average rating, 79 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. ✨

KitchenFamilyAccess

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.

FamilyIndoor spacesAmenities

5.0 out of 5 average rating, 7 reviews

A two-story blue home with white accents is depicted, featuring large windows and secured balcony railings. Lush green plants and a palm tree are seen in the front yard, with a paved pathway leading to the entrance. The gated area includes decorative grilles.

Flat in Guaynabo

2BR/1 Bath, Solar Powered with Cistern-Metro Area

Experience Puerto Rico from a cozy, solar-powered home with a cistern in Guaynabo, just 20 minutes from San Juan. Walk to restaurants, supermarkets, pharmacies, and gas stations within 1–3 blocks. The fully air-conditioned apartment sleeps 4 adults; up to 6 guests are welcome for an additional fee. Enjoy a 65” Smart TV, free Wi-Fi, fully equipped kitchen, fanned balcony/terrace, and board games. The terrace can also serve as a convenient carport. We look forward to hosting you!

Indoor spacesKitchenCleanliness

4.84 out of 5 average rating, 315 reviews

Loft in San juan

Lovely apartment in the center of San Juan

Private apartment with one bedroom, a/c, WIFI, bathroom, equipped kitchen and a balcony. 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 and 13 min from Luis Muñoz Marin airport. There is a variety of places to eat and buy things minutes walk.

KitchenIndoor spacesNearby

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 spacesKitchenAmenities

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 spacesKitchenTV

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, 212 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.

FamilyKitchenBathroom

4.92 out of 5 average rating, 132 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.

Guest house 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 spacesKitchenValue

4.84 out of 5 average rating, 182 reviews

Near Airport & Beach Spacious Outdoors Free Prkg

🌴 Casa Linda – Spacious Villa Near Airport & Beaches w/ Outdoor Oasis + Free Parking Just 15 min from the airport and 10 min from the beach, Casa Linda offers the perfect blend of comfort, location, and relaxation. Enjoy your own private 4-bed, 2-bath home with amazing outdoor space, secure free parking, and easy access to Old San Juan, Condado, and local dining.

FamilyKitchenCheckout