Family-friendly holiday rentals in Guaynabo

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!

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.

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.

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.

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.

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.

★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.

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.

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.

Casa Caliad • Pool House • San Juan

Casa de 4 habitaciones con piscina privada, terraza y billar, perfecta para compartir en familia o con amigos. Cuenta con cisterna de agua y generador eléctrico, brindándote mayor comodidad y tranquilidad durante toda tu estadía. A solo minutos de lugares turísticos, playas, centros comerciales y aeropuerto Internacional Luis Muñoz Marin.

Standard & Cozy Studio: El Rincón de Katy

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)

Olga’s House: muy céntrico y acogedor.

Apartamento estudio ubicado a pasos del expreso, plaza las Americas, detrás del restaurante Mexicano Aurorita, panaderías, pizzeria, gasolineras, cajeros atm, paradas de transporte público, 15 min del Choliseo (en auto). Recién remodelado. Entrada independiente y estacionamiento en el frente de la propiedad.