
Holiday rentals with a pool in Guaynabo
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Top-rated rentals with a pool in Guaynabo
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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, jacuzzi.
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.

Villa Maxine Retreat: Mountainview Escape
Sits on a quiet mountaintop with stunning views, the perfect sanctuary for conscious families and facilitators seeking rest, grounding, and reconnection. Wake to birdsong, fall asleep to coquí under the moonlight—and all just 20 minutes from the airport. A private pool at the heart of a serene courtyard, thoughtfully designed for indoor-outdoor flow and nourishing energy. This is more than a stay—it’s a space that holds you. Maximum 6 guests No parties No self check-in A/C in bedrooms only

Amazing Views of San Juan
Begin each day experiencing a breathtaking view of San Juan and end each day with the coqui's sweet song serenading you to sleep. The lush jungle setting of this home makes it easy to forget that you are only 20 minutes from the airport, Old San Juan, Isla Verde, La Placita de Santurce, and many of the best attractions that Puerto Rico has to offer. If you prefer to stay in, this home offers all the amenities you will need to have an unforgettable experience with those you care about most.

Amapola House with pool (near the city)
My grandparent's 50 years house is located in Guaynabo in a family gated area (country area). 15 minute drive to San Juan, beaches, mall and mayor roads to initiate a trip anywhere on the island. The house was remodeled with love and care. A few original items were left to reconcile with the new. Surrounded by nature, flowers, birds. A one-story house perfect for those in search of some fresh environment away from the city stress but close enough to get everything you need thru a short drive.

Family-Friendly Peaceful Jungle Oasis with POOL!
Escape the hustle and bustle at this unique and tranquil jungle 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 2 bed/2 bath guest suite, it is a house divided into 2 units. You are 20 minutes driving from the best restaurants and beaches and 30 minutes from Old San Juan. Fully stocked kitchen, gym, laundry and beach gear provided

⭐️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.

Near SJU Airport, Old San Juan & Train to Choli!
Descubre la comodidad cerca del Aeropuerto SJU y mucho mas. Disfruta de una refrescante piscina y acceso fácil a puntos clave como el Viejo San Juan, supermercados abiertos 24/7, Plaza Las Américas y la estación del Tren Urbano con conexión directa al Coliseo (Choliseo). Tu seguridad está garantizada con tres ascensores, estacionamiento privado y control de acceso. Vive el confort y la accesibilidad con conexiones rápidas a ciudades emblemáticas, autopistas, parques y playas cercanas.

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!

La Casita de Moncha
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.

¡The Refuge of the Unforgettable Summer!
¡Bienvenidos a Greenville Best House! 🏡✨ Disfruta de una experiencia única en nuestra hermosa propiedad, perfecta para familias y grupos que buscan comodidad y estilo en Greenville. Con capacidad para 8 personas, nuestra casa te ofrece un espacio acogedor y totalmente equipado para que tu estancia sea inolvidable. IMPORTANTE: Si el número de huéspedes supera las 8 personas, se aplicará un cargo adicional de $50 por noche por cada huésped extra.

Urban Forest Getaway in San Juan
Beautiful getaway home in an Urban Tropical Forest in Guaynabo, Puerto Rico. Every room equipped with A/C and Blackout curtains so you can get the best rest possible whenever needed, also TV and Internet available in every room. while outside, just Relax or have fun at this Great front terrace with Pool, this place is just perfect for hangout with family and friends, surrounded by nature but also just minutes away from the city.
Popular amenities for Guaynabo rentals with a pool
House rentals with a pool

Stunning Spanish Hacienda

Apartamento #2

HypeHouse in SanJuan PS5 4:20

Perfect House for Family and friends/POOL San Juan

VistaLinda787 - Million Dollar View 4:20

Oasis Urbano #2 with Private Pool 10 minutes beach

Relaxing Oasis with Pool heater and Cabana

Luxury house with a pool with + no chores!
Condo rentals with a pool

Modern & Stylish studio, steps to beach, Generator

San Juan-Condado Ashford Ave. Best Studio!

BEACHFRONT OCEANVIEW CHIC CABIN/POOL+GYM+PKG

Beautiful apartment in Condado with beach access!

Palms & Ocean View 1br 1bth + Pool + Beach Access

Laguna and beach front studio with pool

Beachfront & Pool at the Best Location in Condado

*NEW* OCEAN VIEW l KING BED l PARKING - ORO SUITE
Other holiday rentals with a pool

Guaynabo, Private pool, billiard 🎱room, jacuzzi.

Villa Maxine Retreat: Mountainview Escape

Super comfortable Family Home w/ private pool

Urban Forest Getaway in San Juan

"Stellita Glamping"

⭐️Casa De Las Palmas 🌴🌴

Family-Friendly Peaceful Jungle Oasis with POOL!

Stella's Room
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