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Vacation rentals with a pool in Guaynabo

Find and book unique homes with a pool on Airbnb

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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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, 228 reviews

Stargazing Villa Retreat w/pool, Near San Juan

Villa is Located on a mountain top in a remote quiet location with a beautiful view. Here you will enjoy coqui singing at night to the moonlight and birds chirping to the sunrise. Best of all, your getaway is 20 min drive from airport. You will enjoy a private pool inside the house in a beautiful courtyard where you can enjoy the tropical weather and relax in a peaceful environment in paradise and total tranquility. Max. 6 guest only, no parties. Late checkin extra charge. No self checkin

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

4.95 out of 5 average rating, 37 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.

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, 44 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 bedroom/2 bathroom guest suite, owners live in the other unit. 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.

A tranquil pool area features a geometric-shaped pool surrounded by manicured landscaping. Sun loungers are positioned near the water, and the surrounding buildings include a mix of open spaces and lush greenery, creating a serene outdoor retreat.

Home in San Juan

5 out of 5 average rating, 5 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.

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

4.94 out of 5 average rating, 35 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.

A private pool is surrounded by white fencing, providing privacy and a bright, inviting atmosphere. The pool features a colorful float, and sunlight reflects off the clear water, enhancing the relaxing ambiance. The smooth stone tiles adjoin the pool area, adding a modern touch.

Home in San Juan

4.85 out of 5 average rating, 40 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 8 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, Playa de Piñones, near Malls, Plaza las Americas, San Patricio Plaza, a few minutes from the best restaurants in Creole food. with Panel Solar.

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, 71 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.

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

4.89 out of 5 average rating, 53 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, 221 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.

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

4.8 out of 5 average rating, 148 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!

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

4.92 out of 5 average rating, 13 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.

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

5 out of 5 average rating, 12 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.

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Popular amenities for Guaynabo rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

An inviting pool area is surrounded by lush greenery, with soft lighting enhancing the tranquil atmosphere. Several lounge chairs and tables provide space for relaxation. The pool reflects the surrounding trees under a dimming sky, creating a serene evening environment.

Home in San Juan

5 out of 5 average rating, 30 reviews

Urban Forest Getaway in San Juan

The exterior of a newly renovated single-family home is presented, featuring a modern blue facade with orange accents. A spacious rooftop terrace is visible, bordered by metal railing. Large windows with white curtains allow natural light to enter, while a decorative wall adds character to the front.

Home in Guaynabo

4.55 out of 5 average rating, 22 reviews

Comfortable Modern Home in Guaynabo/Cataño

A serene pool reflects the clear blue sky, framed by a stone terrace. The pool’s water displays a calming turquoise hue. Large windows with green shutters offer views of the surrounding landscape, enhancing the sense of openness and tranquility.

Home in Guaynabo

4.67 out of 5 average rating, 45 reviews

Stunning Spanish Hacienda

A well-maintained pool area features an above-ground pool surrounded by gravel and illuminated by string lights. Lush greenery and flowers provide color against the neutral tones of the pool structure. Lounge chairs are positioned nearby, fostering a relaxing outdoor environment.

Home in San Juan

4.75 out of 5 average rating, 4 reviews

Perfect House for Family and friends/POOL San Juan

An outdoor seating area is illuminated by soft lighting, featuring a table surrounded by four chairs. A hot tub with glowing lights is positioned nearby, offering views of the distant hillside adorned with twinkling lights. Lush greenery is present in the background.

Home in Guaynabo

4.65 out of 5 average rating, 20 reviews

VistaLinda787 - Million Dollar View 4:20

An outdoor dining area is featured, showcasing a large wooden table with accompanying benches. Surrounding greenery adds a natural touch, while a private pool glimmers in the background. A shaded seating area and a ceiling fan provide comfort in this spacious patio space.

Home in San Juan

4.85 out of 5 average rating, 67 reviews

Puerto Rican Escape: Private Pool, Patio & Comfort

A spacious outdoor area features a welcoming pool surrounded by well-maintained grass. Two lounge chairs sit near the edge of the pool, offering a place for relaxation. Lush greenery is visible along the perimeter, adding a natural touch to the scene.

Home in Guaynabo

4.82 out of 5 average rating, 17 reviews

Luxury house with a pool with no chores!

A spacious outdoor area features a pool surrounded by well-maintained landscaping. Multiple lounge chairs are positioned around the pool, with the house visible in the background. Clear blue skies overhead enhance the sunlit scene, promoting a relaxing environment.

Home in San Juan

5 out of 5 average rating, 8 reviews

Beautiful home in San Juan

Condo rentals with a pool

A clear swimming pool is framed by a tiled border, featuring steps for easy access. Surrounding greenery adds a touch of nature, while sunlight reflects off the water's surface. A water feature is visible on one side, contributing to a peaceful atmosphere.

Condo in Condado

4.86 out of 5 average rating, 147 reviews

Modern & Stylish studio, steps to beach, Generator

A large swimming pool is surrounded by lush palm trees and vibrant tropical vegetation, under a clear blue sky. Lounge chairs are positioned around the pool area, providing space for relaxation and sunbathing.

Condo in San Juan

4.92 out of 5 average rating, 153 reviews

Amazing Ocean-View / Beach-Front Studio with Pool

A tranquil pool area is depicted, featuring a clear blue water surface. Several lounge chairs with blue cushions are arranged around the pool, and lush greenery adds a refreshing touch to the scene.

Condo in San Juan

4.95 out of 5 average rating, 147 reviews

Condado, Walk to the Beach, on Ashford Avenue

A modern living area is depicted with a spacious blue sofa facing a wall-mounted Smart TV. A wooden coffee table sits atop a textured area rug. Soft, light-filtering curtains frame the window, lending a cozy ambiance to the room.

Condo in San Juan

4.92 out of 5 average rating, 197 reviews

San Juan-Condado Ashford Ave. Best Studio!

A large outdoor pool with clear blue water is framed by a spacious tiled deck. Several lounge chairs are arranged alongside the pool, and a small waterfall feature adds interest. Nearby, tropical plants provide a touch of greenery against the surrounding buildings.

Condo in San Juan

4.77 out of 5 average rating, 275 reviews

Ashford Imperial. Best Location.

The open living-dining area features a spacious sofa and a dining table surrounded by four chairs. Large glass doors provide access to the balcony, where high-top chairs and a small table overlook the ocean. Modern pendant lights hang above the dining table.

Condo in San Juan

4.87 out of 5 average rating, 116 reviews

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

A well-appointed studio features a comfortable couch facing the sleeping area, which is equipped with a spacious bed and crisp bedding. A compact kitchen with modern appliances is visible, complemented by a dining area with bar stools. Soft lighting is provided by contemporary fixtures.

Condo in San Juan

4.84 out of 5 average rating, 134 reviews

Lovely studio in condo with pool at Josem’s Place

A spacious pool area features a bright blue pool surrounded by light-colored stone tiles. Several lounge chairs are positioned around the pool, providing ample space for relaxation. Nearby, tall buildings rise in the background, creating a vibrant urban atmosphere.

Condo in San Juan

4.9 out of 5 average rating, 158 reviews

Condado - Ashford Imperial - Epic ocean views

Other vacation rentals with a pool

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

4.8 out of 5 average rating, 148 reviews

Super comfortable Family Home w/ private pool

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, 228 reviews

Stargazing Villa Retreat w/pool, Near San Juan

A private pool is surrounded by tropical greenery and a shaded seating area, featuring a tent with a cozy bed. A red umbrella provides shade over a picnic table, while a paved area leads to the inviting blue water of the pool.

Tent in Guaynabo

4.89 out of 5 average rating, 236 reviews

"Stellita Glamping"

A small balcony features a simple plastic chair, positioned beside a railing. Below, a lush green garden is visible, with a glimpse of a swimming pool surrounded by palm trees. Soft light filters through the foliage, creating a serene outdoor setting.

Home in Guaynabo

4.93 out of 5 average rating, 14 reviews

Casa encanto

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

4.92 out of 5 average rating, 13 reviews

La Casita de Moncha

A private pool is surrounded by white fencing, providing privacy and a bright, inviting atmosphere. The pool features a colorful float, and sunlight reflects off the clear water, enhancing the relaxing ambiance. The smooth stone tiles adjoin the pool area, adding a modern touch.

Home in San Juan

4.85 out of 5 average rating, 40 reviews

Oasis Urbano #2 with Private Pool 10 minutes beach

A private pool is illuminated with soft blue lights at night, surrounded by a concrete deck. The space features lounge chairs and a warm glow from hanging lights, contributing to a serene and relaxing atmosphere.

Home in Sonadora

4.81 out of 5 average rating, 27 reviews

Stella's Room

A tranquil pool area features a geometric-shaped pool surrounded by manicured landscaping. Sun loungers are positioned near the water, and the surrounding buildings include a mix of open spaces and lush greenery, creating a serene outdoor retreat.

Home in San Juan

5 out of 5 average rating, 5 reviews

Amazing Views of San Juan

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