
Holiday 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.

A Cozy Place Like Home.
Gated property and 24/7 guards. 2 floors, bedrooms are upstairs, and each has an A/C unit. Master room with a balcony where you can savor the morning breeze. The kitchen has everything you need except an oven. The generator keeps the stay powered regardless of outages. Relax by the swimming pool or unwinding in the jacuzzi. You're minutes away from Costco and three shopping malls. Dorado Beach is approximately 11 miles and Isla Verde Beach is approximately 15 miles.

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.

Sunset Delight
🌅 Welcome to Sunset Delight! A spacious two-story penthouse in the heart of Caguas. Relax on your private rooftop terrace with hot tub, or cook in the modern kitchen. Stay cool with A/C, enjoy Wi-Fi & Smart TV, and unwind in comfort. Perfectly located—20 min to Cayey, 30 min to San Juan & La Placita, and 1 hr to Luquillo Beach. Ideal for couples, families, or business travelers looking to relax or explore Puerto Rico. Self check-in, with host support just a message away!

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.

Musa Morada | Creative cabin in the mountains!
The first and only creative cabin in Puerto Rico. Here you won't find unnecessary luxuries, but a space where the most beautiful things were not built by humans: the peace, harmony, and inspiration that those seeking a Reset in their life need. Sometimes all it takes is a hidden corner where you can reconnect with yourself, let nature speak to you and let your creativity flow. Connect and create. Welcome to 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 w Pool/Mountain View Near Airport San Juan
Escape to a serene 3-bedroom mountaintop villa in Puerto Rico with stunning views, just 20 mins from San Juan. Perfect for 6 guests, this sanctuary features a private courtyard pool with a waterfall. Enjoy the blend of peaceful seclusion and city convenience. Bedrooms have AC, dedicated workspaces, and reliable Wi-Fi. A unique retreat for families or facilitators seeking rest and reconnection.

Mid-Century Modern house
Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people, (2 per room).

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

Urban Forest Getaway in San Juan

Black House

Hill House PR

Turquoise Villa Private pool nearby airport

Unique Luxury Villa: Private Pool & Generator

Blessed Home…

Peaceful Retreat with Heated Pool & Private Cabana

The Leaves Apartments #2
Apartment rentals with a pool

The best, Amazing Designer Beach Front Loft Apt

Isla Verde Beach-Pool/New/ Downtown

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Isla Verde Beachfront Studio near restaurants,bars

Romantic Oceanfront Private Patio Full Generator

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

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR
Other holiday rentals with a pool

Nidus | Romantic Nature Apt + Private Round Pool

Cassablanca On The Hill: Pool & Amazing Views

Luxury Mountain Chalet w/ Heated -Pool Adults Only

Family-Friendly Peaceful Jungle Oasis with POOL!

Casa Lago-Front of Lake La Plata/Pool with heater

Japandi Loft-Private Pool & Outdoor Shower | Osaka

Vacation home with Private Pool, Patio and Sundeck

Casa Hélice 3 min from airport -Placas Solares-
When is the best time to visit Guaynabo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £162 | £179 | £177 | £172 | £151 | £150 | £176 | £187 | £154 | £141 | £146 | £184 |
| 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 holiday rentals with a pool in Guaynabo

Total holiday rentals
Explore 50 holiday rentals in Guaynabo

Nightly prices starting at
Guaynabo holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 2,410 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Guaynabo holiday 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!
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- Santo Domingo Holiday rentals
- Las Terrenas Holiday rentals
- Santo Domingo Este Holiday rentals
- Bayahibe Holiday rentals
- Cabarete Holiday rentals
- La Romana Holiday rentals
- Carolina Holiday rentals
- Juan Dolio Holiday rentals
- Culebra Holiday rentals
- Saint Thomas Holiday rentals
- Rentals with a patio Guaynabo
- Rentals with beach access Guaynabo
- Smoking-friendly rentals Guaynabo
- Rentals with outdoor seating Guaynabo
- Pet-friendly rentals Guaynabo
- Flat rentals Guaynabo
- Family-friendly rentals Guaynabo
- Fitness-friendly rentals Guaynabo
- House rentals Guaynabo
- Rentals with a washing machine and dryer Guaynabo
- Rentals with pools Guaynabo
- Rentals with pools Puerto Rico
- Liquillo Beach
- Distrito T-Mobile
- Playa las Picuas, Rio Grande
- Playa de Luquillo
- Playa Puerto Nuevo
- Rio Mar Village
- Carabali Rainforest Park
- Toro Verde Adventure Park
- La Pared Beach
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Museo de Arte de Ponce
- Isla Verde Beach West
- Cueva del Indio
- Museo de Arte de Puerto Rico
- José Miguel Agrelot Coliseum
- Plaza Las Americas
- Balneario del Escambrón
- San Patricio Plaza
- Playa puerto nuevo
- Sun Bay Beach
- Arecibo Observatory
- Las Paylas
- Cond Marina Lanais




