
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

*NEW* OCEAN VIEW l KING BED l PARKING - ORO SUITE
The ORO Suite is part of the Ashford Imperial Luxury Collection, the newly remodeled suite is designed by a well-known local designer inspired by her travels. The Suite is sparkled with white & gold while facing a magnificent full frontal ocean view. The only thing better than the view is the location (heart of Condado on Ashford Ave) everything is just a walk away. If you can't find your date see our Santorini Suite (directly next door) or the Tropical Suite by clicking on our host photo.

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.

Blessed Home…
Diviértete con toda la familia en este alojamiento con estilo. 15 min aeropuerto 15 min Viejo San Juan lugar Turístico 10 min Mall of San Juan 7 min Plaza las Américas 12 min Balneario Isla Verde y Ocean Park 3 min Walgreens ¡Contamos con Placas Solares para el beneficio de nuestros huéspedes en caso de no haber luz eléctrica! 🚨 Ven y pasa tus vacaciones con tu familia y has de ella una inolvidable magia de comodidad. Casa completamente remodelada, espaciosa y elegante.

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.

Chalet Vista Hermosa
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.

Musa Morada | ¡Cabaña creativa en las montañas!
La primera y única cabaña creativa en Puerto Rico. Aquí no encontrarás lujos innecesarios, sino un espacio donde lo más hermoso no fue construido por el ser humano: la paz, la armonía y la inspiración que necesita quien busca un Reset en su vida. A veces, solo hace falta un rincón escondido donde puedas reconectar contigo mismo, dejar que la naturaleza te hable y permitir que fluya tu creatividad. Conecta y crea. ¡Bienvenido a Musa Morada!

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!

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.
Popular amenities for Guaynabo rentals with a pool
House rentals with a pool

Case Del Sole Duplex w/ Solar-Powered Backup

MY BEAUTIFUL SUMMER

El Corazon de Caguas

House of Angels

A Cozy Place Like Home.

Unique luxury house-Private pool-Power generator

Villa turquesa Piscina privada cerca aeropuerto

The Leaves Apartments #2
Condo rentals with a pool

Isla Verde Beach-Pool/New/ Downtown

Amazing Designer Beach Front Loft Apt Open Space

Isla Verde-Alambique Beach Modern Condominium

Isla Verde Studio @ St. Tropez, Steps to the Beach

New Best Listing Just Renovated King Bed

Sunny Beachfront Balcony Apt w/Pkg near Airport

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

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

Family-Friendly Peaceful Jungle Oasis with POOL!

⭐️Casa De Las Palmas 🌴🌴

La Casita de Moncha

La Gloria

Near SJU Airport, Old San Juan & Train to Choli!

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

Villa Bali I King Suite Private Pool Heated

Casa Hélice 3 min from airport -Placas Solares-
Quick stats about vacation rentals with a pool in Guaynabo
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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