Holiday rentals with a pool in Guaynabo

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. ✨

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 500 gallons water tank reserve so the property will function at 100% all the time.

Guaynabo, Private pool, billiard room.

Beautiful and modern house located in Guaynabo, one of the most popular cities of the metro area. Walking distance from the Torrimar train station, pharmacy, supermarket and gas station. Three minutes drive from Costco Los Filtros and the Bayamon Golf Course. Easy access to the Martinez Nadal highway; 15-20 minutes drive to Old San Juan, popular beaches, airport and 10 minutes drive to Plaza Las Americas Shopping mall. It includes full facility, Wi-Fi, 24-hour security in a gated neighborhood.

Perfect for BigGroups & BDay Trips (4:20) SanJuan

Looking for a unique space to stay and have fun with family or friends—without leaving the city? This property has been fully upgraded and is now one of our largest stays: it features 10 bedrooms, accommodates up to 25 guests, and is made up of two side-by-side homes that together create the perfect setup for big groups. Whether you’re planning a family trip, a friends getaway, or a special celebration, you’ll have plenty of room to relax, hang out, and make great memories—right in San Juan.

Stunning Spanish Hacienda

Welcome to the Hacienda, our paradise in the city. This 4000 sq foot two level home is situated on top of the mountain, providing amazing panoramic views of the city. Everything has been chosen to provide an unparalleled vacation experience. This is our home and we are excited to share it with you, every detail caters to providing a relaxing and fun space. The house is located in the prestigious town of Guaynabo, 15 to 20 minutes from the airport and attractions like old San Juan, and more.

Near SJU Airport, Old San Juan & Train to Choli!

Relax by the refreshing pool and enjoy prime access to San Juan’s highlights: explore Old San Juan, shop at Plaza Las Américas, grab essentials at 24/7 supermarkets, or ride the Urban Train with direct connection to the Choli. Your peace of mind is ensured with secure access control, three elevators, and private parking. Whether for business or leisure, you’ll love the comfort and quick connections to highways, nearby beaches, parks, and vibrant cities. Experience San Juan like a local!

⭐️Casa De Las Palmas 🌴🌴

Breathe, relax and enjoy Casa de las Palmas, surrounded by beautiful palm trees that characterize our island of Puerto Rico. Live life, and stay where locals do. Open, bright, and spacious 3-bedroom/2.5 bathroom property located in the city of Guaynabo, about 12-18 minutes from Old San Juan and Condado. Very safe and upscale neighborhood with restaurants, shops, gas stations, and supermarkets walking distance or 5 min by car. Easy access to main road leading directly to Old San Juan.

Metropolitan Stylish Retreat

Early check-in (3pm) available subject to bookings. Enjoy a stylish experience at this centrally-located place. Just 7 minutes from Old San Juan and 12 minutes from the airport makes this place your perfect place to relax and enjoy. Outdoor/Indoor space with Pool Table and Heated Pool that will amaze you. Next to shopping malls, restaurants and many other places to enjoy. Two parking spots available on weekdays. Uber/Taxi readily available and recommended. Power generator included.

Super comfortable Family Home w/ private pool

Welcome to our exclusive property located in a private community with 24/7 security, just 15 min from Old San Juan, Condado, touristic places. Only 20 min from SJU Airport. Furnitures, decoration and equipment were chosen to be of the outmost comfort and everything in the house is new. There are TVs with cable TV in all rooms and WiFi available. Patio is nice with large pool & BBQ area to enjoy. Ideal for families and group of friends. This is NOT a young people's party home!

Guaynabo Pool House • 3BR/2BA • BBQ • Family Stay

Relaxing and Cozy Oasis with a Private Pool and BBQ and perfect location. Enjoy a cool,relaxing oasis with a private pool, patio area and BBQ on your trip to PR. This tropical and cozy home will fit up to 7 guests. The patio area with trees views is perfect to enjoy a pool day. This beautiful designed house offers cozy details and the warmth that only a tropical house would. This is pet friendly house with 24 hours check in. You’ll love staying at La Casita de Moncha.

Spacious Family Jungle Oasis with POOL! Sleeps 10

Forget your worries in this spacious and serene getaway in the mountains of Guaynabo - one of Puerto Rico’s most desirable neighborhoods. Enjoy warm evenings grilling by the pool and cool mornings with a coffee listening to the sound of birds. This is a 4 bed/3.5 bath home. You are 20 minutes driving from the best restaurants and beaches and 30 minutes from Old San Juan. Access to 2 fully stocked kitchens (indoor and outdoor), gym, pool, laundry and beach gear provided.

Blue House

Sal de la rutina y ven a disfrutar de las facilidades de este alojamiento tranquilo y céntrico. A solo minutos de las mejores playas (15 min), restaurantes (5 min), áreas túristicas (10 min), hospitales (5min) y aeropuerto(12 min). Cuenta con varias facilidades ( piscina, BBQ, utencilios para cocinar, área recretiva, varios juegos de mesa, plancha, shampoo, condicionador, aire condicionado, wifi/netflix, entre otros..)