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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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Top guest favorite
A spacious bedroom is furnished with a large bed covered in a soft grey blanket. Natural light flows through the floor-to-ceiling window, highlighting the modern decor and warm wood accents. A cozy seating area features a pouf and a small side table, with additional wooden lounge chairs arranged nearby.
Condo in Isla Verde
4.85 out of 5 average rating, 117 reviews

The best, Amazing Designer Beach Front Loft Apt

Lovely Designer beach loft apt. Located in one of the most popular beaches in PR. El alambique is a preferred beach spot for people of all ages. We are located walking distance to the best hotels and restaurants in the isla verde area. We offer one assigned parking spot-and the building has private security 24/7. Across from the building we have a small shopping area with different restaurants and convince store. Has one bed for 2 adults & a convinient air matres Full size for a child if needed.

Top guest favorite
A modern two-story building is set behind a low concrete wall, with palm trees and lush greenery enhancing the entrance. The façade features clean lines and light-colored walls, while shaded areas provide a welcoming atmosphere. A separate gate leads into the property.
Apartment in San Juan
4.88 out of 5 average rating, 141 reviews

ATELIER 277 San Juan, Puerto Rico.

Our place offers a true great experience. Very centric house located at the heart of the urban area of San Juan. Just 15 min from the beach with exclusive pool access to guests. We assure you a unique apartment on the 3rd floor of the Atelier which has a separate entrance, with amenities for your comfort: Queen bed, TV, wifi, and AC, fully equipped kitchen, dining table, washing machine, and bathroom. Queen sofa bed and a balcony with a lovely view. 800 sq feet safety and quietness guaranteed.

Superhost
A tranquil pool area is highlighted by a stylish stone water feature, where water cascades gently into the pool. Lush, tropical plants are visible in the background, complementing the serene atmosphere of the space.
Home in Levittown
4.92 out of 5 average rating, 153 reviews

La Pompa Beach House Beautiful Residence with Pool

Whether it's work or a family experience, it's the perfect place. This beautiful property has an excellent location minutes from Punta Salinas Beach and steps from restaurants, supermarkets, pharmacies and nightclubs. La Pompa Beach House is an Eco friendly residence that operates and produces solar energy. Fun, Elegance and Hospitality is a priority that is why we have a beautiful kitchen, private pool, luxury rooms, GYM equipment, parking plus work area. Close to highway and Old San Juan.

Top guest favorite
An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.
Shipping container in Gurabo
4.98 out of 5 average rating, 232 reviews

Vista Linda Haus

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

Top guest favorite
A cozy chalet is nestled in a lush green landscape, featuring a red roof and warm yellow exterior. A private heated pool is visible, surrounded by a wooden deck, and scenic hills are seen in the background under a colorful sunset.
Chalet in Caguas
4.99 out of 5 average rating, 196 reviews

Chalet De Los Vientos (Chalet of the Winds)

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

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
4.78 out of 5 average rating, 162 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!

Guest favorite
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 Santurce
4.89 out of 5 average rating, 134 reviews

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

In the heart of Condado, with direct private access to the Condado beach. The building is on Ashford Ave., surrounded by great restaurants, cafes, and bars. At walking distance, you have supermarkets (5 min), Calle Loiza St. with vibrant nightlife (6 min), and La Placita de Santurce with also great nightlife (15 min). At driving distance, you have the Convention Center & El Distrito (10 min), Old San Juan (15 min), Hato Rey Milla de Oro (15 min), and the airport (15 min).

Top guest favorite
An aerial view captures the geodesic dome surrounded by lush greenery. A wooden deck leads to a private hot tub, while a shaded area features seating under a tent. Soft lighting highlights the surrounding plants, creating an inviting and tranquil outdoor environment.
Dome in Cayey
4.99 out of 5 average rating, 576 reviews

Escape Puerto Rico | Luxury Dome + Pool + Views

Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

Top guest favorite
A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.
Apartment in Ocean Park
4.99 out of 5 average rating, 270 reviews

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

Top guest favorite
A light-filled sleeping area features a spacious bed with crisp linens and a decorative pillow. Large windows provide views of the surrounding area, while sheer curtains allow natural light to filter in. A bedside lamp and a small table add functional decor to the space.
Apartment in Santurce
4.97 out of 5 average rating, 215 reviews

King Suite Steps from the Beach w/ Parking

Enjoy a stylish experience at this centrally-located studio. In the heart of the Condado neighborhood. As soon as you walk out the front door you are immediately immersed in the lively energy of Puerto Rico. It's steps from the beach and the neighborhood is filled with delicious restaurants and great bars. Please keep in mind the parking provided is not in the building. It is one block away at the Marriott Hotel.

Superhost
Tent in Guaynabo
4.89 out of 5 average rating, 252 reviews

"Stellita Glamping"

Disconnect from the routine and enjoy the tranquility of the countryside in the city of Guaynabo, Puerto Rico, with a private pool and different decks where you can relax. The tent has a cozy queen bed, one air conditioners, books and board games. You'll also have your private bathroom and outdoor area with bbq, refrigerator, pool and a cozy seating area.

Guest favorite
A spacious studio is enhanced by large windows flooding the room with natural light. A comfortable brown sofa is positioned beside a modern king-sized bed. The backdrop features artistic blue tones, and the view includes cityscape and ocean glimpses.
Apartment in Santurce
4.94 out of 5 average rating, 109 reviews

Casa Arena | Elegant Ocean Views

Casa Arena is our second property on Airbnb and our latest family endeavor. It has been thoughtfully designed for travelers seeking an upscale studio during their visit to Puerto Rico. We offer a king-sized bed, a stocked kitchen and spacious balcony for you to relax, enjoy the breeze and take in the stunning views.

Popular amenities for Guaynabo rentals with a pool

When is the best time to visit Guaynabo?

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Avg. priceﺩ.ﺇ797ﺩ.ﺇ878ﺩ.ﺇ870ﺩ.ﺇ845ﺩ.ﺇ742ﺩ.ﺇ735ﺩ.ﺇ863ﺩ.ﺇ918ﺩ.ﺇ757ﺩ.ﺇ690ﺩ.ﺇ716ﺩ.ﺇ903
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Quick stats about vacation rentals with a pool in Guaynabo

  • Total vacation rentals

    Explore 50 vacation rentals in Guaynabo

  • Nightly prices starting at

    Guaynabo vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 2,410 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Guaynabo vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Guaynabo rentals

  • 4.8 Average rating

    Guaynabo stays are highly rated by guests—averaging 4.8 out of 5!

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