Family-friendly holiday rentals in Puerto Rico

Playa Tropical House, Terrace and Pool Together

Come and enjoy the whole family in this spacious home, TROPICAL BEACH HOUSE - TROPICAL BEACH HOUSE. House in front of the beach, Only concept with pool bar attached to the terrace for a better delight to the guests. Three fully equipped rooms, one with a king size bed and its own private bathroom, another with a double bed, a bunk bed and another bathroom, and another with another double bed and another bunk bed. We always have drinking water on our property. There is a security box and key to get in.

Kitchen · Family · Cleanliness

Casa Lola PR

In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your couple…. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come again…..just enjoy.

Kitchen · Indoor spaces · Decor

Hidden Paradise Cabin | Romantic Forest Retreat

🌿 Hidden Paradise Cabin is a secluded mountain retreat in Charco Prieto, Bayamón, just 40 minutes from San Juan. Surrounded by pristine tropical forest, rivers, and natural pools, it offers a refined escape into nature. Close to the breathtaking Charco Prieto Waterfall, this is where comfort meets untouched wilderness. A private sanctuary to relax, reset, and recharge. ✨ Perfect for couples, nature lovers, and weekend escapes seeking total privacy and relaxation in Puerto Rico, Caribbean. 🌿✨

Family · Indoor spaces · Outdoor spaces

Secluded Coffee Farmhouse w/ Heated Pool & Chimney

Owned 100% by a local family from Adjuntas, PR—two women veterans and a former firefighter—Hacienda del Holandés is a mountain escape on a working coffee farm. Fall asleep to the Coquí, wake to birdsong, sip coffee with stunning views, relax in the heated pool, and end your day by the fire pit or chimney. Perfect for unwinding, exploring, and reconnecting. BOOK NOW! ❄️ No A/C: Due to our mountain location, our home does NOT have air conditioning in any rooms or areas. Night temps: 68-70°F.

Family · Indoor spaces · Shared spaces

Loma Del Sol House

Now with Pool Heater Escape to the charming countryside of San Sebastián and discover a retreat where tranquility and natural beauty blend perfectly. This cozy getaway offers breathtaking views and golden sunsets that paint the sky. Relax in three comfortable bedrooms that accommodate up to ten guests. Enjoy a splendid pool and a charming gazebo, perfect for gathering with friends and family. Grill your favorite meats on the BBQ, creating unforgettable memories under the starry sky.

Indoor spaces · Family · Laundry

Private Beachfront, 4 bedroom, No water issues

Beachfront two-story modern home with private ocean frontage. This fully air-conditioned single-family home has 4 bedrooms, 2 baths with outdoor shower and outdoor bathtub. Soaking tub with ocean views and tropical gardens. Fastest WIFI Fiber available. Outdoor living with large upper and lower decks. Uncrowded family friendly beaches with restaurants within walking distance. Private beachside home with views, safe neighborhood, parking, backup electric power generator, water tanks.

Indoor spaces · Kitchen · TV

“CASA ROARK” is a one-of-a-kind oceanfront chalet.

“CASA ROARK” IS A ONE-OF-A-KIND OCEANFRONT CHALET WITH VIEWS THAT CAN EASILY BE AMONG THE MOST BEAUTIFUL WORLDWIDE. IT IS ONLY A FEW STEPS FROM THE BEACH. THE RECENTLY REMODELED CHALET HAS 4 BEDROOMS, ALL WITH A/C AND 65"TVS; THE 1st MASTER ROOM HAS A KING-SIZE BED AND A TWIN SOFA BED, THE 2nd MASTER BEDROOM HAS A QUEEN SIZE BED, THE 3rd HAS 2 BUNK BEDS AND THE 4th ROOM HAS TWO TWIN SIZE BEDS. YOU HAVE A BEAUTIFUL HEATED POOL OVERLOOKING THE OCEAN. POOL USE IS ONLY FOR OUR GUESTS.

Kitchen · Indoor spaces · Check-in

Hacienda Los Custodio "House on the Clouds"

🇵🇷 We are proud to offer you our EQUIPPED and cozy COUNTRY HOUSE with a "Diesel Generator" and "2 Water Tanks". Enjoying Quality of Life like this: Utuadeña 🌺 area is very quiet so that the Guest feels happy, just like at home. 🌼 Centrally located (13 minutes) from "Down Town" with a variety of cuisine and mountain adventures; a true tropical paradise. You ☘ will rest on "Las Nubes" contemplating a dreamy Panoramic View; which only "the wonders of the countryside" offer.

Indoor spaces · Family · Barbecue

Beautiful House, 24/7 Security, Gated Community

Sanitized! Beautiful and comfortable residence with Private Pool, Jacuzzi and Grill. 12min from Palmas del Mar that has beach, bars, night life and sea food restaurant. Minutes from Palma Real Mall, Walmart, restaurants, fast food & much more. 45 min to the airport, 50 min to Old San Juan. 20 min from El Malecon de Naguabo which has many Seafood Restaurants, and beach. 30min to the boat terminal to go to Vieques and Culebra, 40 min from Luquillo Kiosk, 35 min from the Croabas.

Indoor spaces · Family · Barbecue

Casita Retreat River Pool Oasis

Relax and disconnect at this truly unique and tranquil getaway. This beautiful private cottage for couples located in the town of Adjuntas has a stunning natural pool, private waterfall, green roofs, relaxing hot water tub (wood fire heated), and exclusive access to the Tanama River. With more than a mile of trails to clear your mind, it promises to be excellent for your hiking, swimming, and exploration and enjoyment of nature!

Kitchen · Indoor spaces · River

Hadrian's Villa

Incredible beachfront property! A perfect getaway sits on above the Caribbean Sea offering spectacular views that can't be beat! Direct access to a secluded beach. Fall asleep listening to the waves crashing on the rocks below. A private patio with private pool. Two bedrooms each with a queen and bunk bed, two bathrooms. Direct view of the Maunabo Lighthouse. Neighboring villas available for rent.

Indoor spaces · Kitchen · Wi-Fi

Rocky Road Cabin / Piscina Climatizada

Take it easy at this unique and tranquil getaway. Luxurious cabin with cozy private facilities, surrounded by nature and mountains in the village of Lares. Rocky Road Cabin provides a cozy and serene environment, ideal for enjoying as a couple, offering rest and tranquility. This cabin is equipped with all the essential amenities to ensure a pleasant stay.

Indoor spaces · Air conditioning · Location