
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.

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

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.

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.

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!

The Best View of PR with infinity pool with Heater
Campo Cielo, es el lugar perfecto para desconectarte y estar en completa conexión con la naturaleza. Disfrutarás del más bello amanecer, desde las montañas del Bosque Nacional El Yunque. Te relajarás y recargarás con aire puro y fresco, mientras te deleitas con la mejor vista en la piscina infiniti y en la terraza. La mejor experiencia para disfrutar de la naturaleza y sentirte a un solo paso del cielo, lo encontrarás en nuestro tesoro escondido, Campo Cielo Mountain Retreat.

Beautiful View Chalet
Enjoy the lovely setting of this romantic & magical cozy home . Hidden in the mountains of Naranjito . 45 minutes from the airport, you can immerse yourself in a unique, romantic experience in PR surrounded by nature. The view from the moment you enter our property is magical. Here you can find a hugely inspiring environment for your writing, reading, music, to spend quality time with your partner, to spend time alone. A magical place of art, peace, and inspiring.

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.

Luxury waterfront villa with dock and heated pool
Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

"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.

Villa Estrella PR (near Airport & Beach)
Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)
🏝️Apartment Steps of the Beach 🏖️😎 🛫3 minutes Away from Airport ✈️ Deja Blue is an amazing recently remodeled BeachFront Apartment with 2 bedrooms and 1 bath on Isla Verde Beach. You will love the views from every room in the apartment and our recently renovated living room and kitchen. Enjoy morning or sunset walks on the beach.

Secret Dome 2 with a view of the lake
Reconnect with nature at this unforgettable escape. Secret Glamping was born from two 100% Puerto Rican people, entrepreneurs and lovers of the innovative. Our desire is to ensure that guests can connect with nature, peace and tranquility, as well as delight in the beautiful views and landscapes of our surroundings.
Popular amenities for Guaynabo rentals with a pool
House rentals with a pool

Case Del Sole Duplex w/ Solar-Powered Backup

MY BEAUTIFUL SUMMER

House of Angels

Luxury Casa Caliad

Unique luxury house-Private pool-Power generator

Turquoise villa Private pool nearby airport

The Leaves Apartments #2

Lake Villa House in Toa Baja, Puerto Rico
Condo rentals with a pool

Amazing Designer Beach Front Loft Apt Open Space

San Juan-Condado Ashford Ave. Best Studio!

Beautiful Beachfront Condo in Isla Verde/San Juan

Breathtaking Ocean View/ Beach Front Condado

Sunny Beachfront Balcony Apt w/Pkg near Airport

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

Amazing Beachfront Suite: King Bed/Full Kitchen

ESJ Tower beachfront airport free park amazingView
Other vacation rentals with a pool

Guaynabo, Private pool, billiard 🎱room, jacuzzi.

Cassablanca On The Hill: Pool & Amazing Views

Family-Friendly Peaceful Jungle Oasis with POOL!

La Gloria

Paseo Arce Guest House #1 · Modern & Open-Concept

Amapola House with pool (near the city)

Casa Hélice 3 min from airport -Placas Solares-

Location Escape
When is the best time to visit Guaynabo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $304 CAD | $335 CAD | $332 CAD | $322 CAD | $283 CAD | $280 CAD | $425 CAD | $384 CAD | $271 CAD | $251 CAD | $280 CAD | $315 CAD |
| Avg. temp | 25 °C | 25 °C | 26 °C | 27 °C | 28 °C | 28 °C | 28 °C | 29 °C | 29 °C | 28 °C | 27 °C | 26 °C |
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 $28 CAD per night before taxes and fees

Verified guest reviews
Over 2,290 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Guaynabo vacation rentals include wifi 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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