
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.

Chic cabin-Ocean&Yunque view-Peace&Relax/Free prkg
Enchanting modern wooden house located in the serene countryside of the greater San Juan Metro Area (Carolina). If you're seeking a harmonious blend of comfort, nature & breathtaking views, look no further! Situated on a countryside hill, but close to everything: San Juan (20 mins), airport (15 mins), beaches (15 mins) and El Yunque Rainforest (45 mins). The scent of fresh wood greets you as you step into the open-concept house. With attention to detail, this home exudes warmth & sophistication.

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!

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.

Villa Celestial Luxury Home
Discover comfort and style at Celestial, our newly renovated 3-bedroom, 3-bathroom retreat in Urb. Los Angeles, Carolina, Puerto Rico. Just 5 minutes from the airport and a short drive to Isla Verde's beaches, this stylish home is ideal for up to 10 guests. Enjoy the remodeled interior, private pool, BBQ area with a full outdoor kitchen, ample parking, and security cameras. Experience luxury and convenience at Celestial – your gateway to the best of Puerto Rico.

Luna Escondida
We are the first independent concept experience hostel in Puerto Rico located in Barranquitas. We've designed a space that makes you feel like you're on the moon. We have a furnished black dome over 20 feet, an Infinity pool with heater, a fire pit, a relaxation waterfall, Wi-Fi, TV, movie apps, board games, and more. The experiences are fully controlled with Alexa. Every person who arrives becomes a tourist astronaut on the island.

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

Guaynabo, Private pool, billiard 🎱room, jacuzzi.

Case Del Sole Duplex w/ Solar-Powered Backup

A private oasis with local charm.

⭐️Casa De Las Palmas 🌴🌴

La Casita de Moncha/Pool/Family/BBQ

Turquoise Villa Private pool nearby airport

Downtown Pool Paradise (3 min from SJU Airport)

Blessed Home…
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)

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Beautiful apartment in Condado with beach access!

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

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

Condado - Ashford Imperial - Epic ocean views
Other holiday rentals with a pool

Best location with pool, steps from beach!

Beachside 4BR, Pool, Terrace

Urban Forest Getaway in San Juan

Nidus | Romantic Nature Apt + Private Round Pool

Family-Friendly Peaceful Jungle Oasis with POOL!

Black House

Design Suite「 POOL」Walk to Beach | DUNA by DW

Peaceful Retreat with Heated Pool & Private Cabana
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!
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