Vacation 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.

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Top guest favorite

A game room showcases a green felt pool table, complete with cues and colorful balls arranged on the edge. A large wall-mounted television displays a serene beach scene, and ambient blue lighting enhances the modern atmosphere. A couple of chairs are positioned nearby.

Home in Guaynabo

4.96 out of 5 average rating, 49 reviews

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.

Superhost

A private pool area is visible through an elegant gate, showcasing a well-maintained pool surrounded by lounge furniture and tropical plants. The setting features a shade sail overhead, providing a comfortable space for relaxation. A distant view of greenery complements the tranquil atmosphere.

Villa in Guaynabo

4.87 out of 5 average rating, 230 reviews

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

Guest favorite

The spacious home is set amidst lush greenery, featuring a private pool surrounded by a patio. Large glass windows reflect natural light, while the neighboring trees provide a serene backdrop, creating a sense of tranquility in the outdoor space.

Home in San Juan

5 out of 5 average rating, 6 reviews

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.

Top guest favorite

A modern kitchen features sleek cabinetry in neutral tones, complemented by a light-coloured countertop and bar stools. A gas range and microwave are included along with various counter appliances, ensuring a functional cooking space. Natural light is filtered through a window, creating a bright ambiance.

Home in Guaynabo

4.95 out of 5 average rating, 37 reviews

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.

Guest favorite

A view of the tranquil swimming pool surrounded by lush greenery and mountains. Comfortable seating is positioned nearby, and the spacious outdoor area offers a relaxing atmosphere, complemented by a partially covered terrace with a ceiling fan.

Guest suite in Caguas

4.98 out of 5 average rating, 52 reviews

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

Home in San Juan

4.75 out of 5 average rating, 51 reviews

Oasis Urbano #2 with Private Pool 10 minutes beach

Welcome to Oasis Urban #2. House with a terrace with a comfortable and cool Private Pool where you can spend pleasant and quiet moments and relax with your Family. This Accommodation 7 Peoples. located in San Juan,15 minutes from the airport. The accommodation is 10 minutes from the best beaches in San Juan, Playa el escambron, Playa del Condado, , near Malls, Plaza las Americas, San Patricio Plaza, a few minutes from the best restaurants in Creole food. with Panel Solar, and Cisterna.

Top guest favorite

A wooden bench with a slatted design is positioned against a white wall, featuring a decorative pillow with a bold text print. Above the bench hangs a large wall art piece depicting palm trees in front of a light-colored building, adding a tropical touch.

Home in Guaynabo

5 out of 5 average rating, 78 reviews

⭐️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.

Guest favorite

A refreshing swimming pool is situated within a fenced area, surrounded by palm trees and lush greenery. The clear blue water is framed by textured stone tiles, and steps lead into the pool from one side.

Condo in San Juan

4.9 out of 5 average rating, 60 reviews

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.

A vibrant backyard features a heated pool surrounded by lush greenery. A decorative mural adds color to the space, while a covered area offers seating and a swing. Sunlight filters through the palm leaves, creating a relaxed atmosphere perfect for leisurely days.

Home in San Juan

4.75 out of 5 average rating, 226 reviews

Relaxing Oasis with Pool heater and Cabana

Escape to your own private paradise in this serene oasis featuring a heated pool and a stylish cabana. Whether you're enjoying a peaceful morning swim or hosting friends for an evening under the stars, this tranquil retreat combines comfort and luxury. The cabana offers shaded lounging, ambient lighting, and cozy furnishings, while the heated pool ensures a perfect dip no matter the season. Ideal for couples, families, or anyone seeking a peaceful escape with resort-style amenities.

Superhost

A spacious living area features two comfortable sofas in blue and rust colors, arranged around a glass coffee table. Neutral curtains frame the windows, which allow natural light to fill the space. A piece of artwork and a decorative vase enhance the ambiance.

Home in Guaynabo

4.79 out of 5 average rating, 153 reviews

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!

Superhost

A private pool is visible, featuring clear blue water and a gentle waterfall feature. Surrounding the pool, a patio area includes light-colored seating, an umbrella, and a BBQ grill. Lush greenery frames the space, adding a natural touch.

Home in Guaynabo

4.91 out of 5 average rating, 22 reviews

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 & 24 hours check in. You’ll love staying at La Casita de Moncha.

Guest favorite

A modern house is positioned on a gently sloping lot, featuring a wide driveway leading to a spacious parking area. Lush greenery surrounds the property, complemented by mature palm trees, with a warm glow in the evening sky indicating sunset.

Casa particular in Hato Nuevo

4.89 out of 5 average rating, 18 reviews

¡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.