
Holiday rentals with a pool in Guaynabo
Find and book unique homes with a pool on Airbnb
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 $51 NZD per night before taxes and fees

Verified guest reviews
Over 2,770 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Guaynabo holiday 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!
Top-rated rentals with a pool in Guaynabo
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

L'abitat: Luxury Retreat Escape
Experience unparalleled tranquility at L'abitat in Toa Alta, Puerto Rico. Our luxurious retreat features a private pool, full gym, and a fully equipped kitchen. Relax in the cozy living room or the spacious, modern bathroom. Nestled in a serene, picturesque location, L'abitat is perfect for romantic getaways or peaceful retreats. Enjoy proximity to local attractions, restaurants, and shopping, making it the ideal base for exploring Puerto Rico. Book now for a perfect blend of nature and luxury.

Hacienda Lucero: Your Tropical Lakefront Escape
Amazing views from our two bedroom lake house in Toa Alta, Puerto Rico. The house is on a hill overlooking Lake La Plata and surrounded by 12 acres of private rain forest. It is a quiet place perfect for nature lovers, bird watchers and photographers. There are about two miles of hiking trails as well as lookout points where you can enjoy sunsets and sunrises. If you use a 4x4 vehicle you can drive down to the floating dock to drop in your kayak or use ours. Please enjoy the trails and hikes.

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.

Intimate Paradise- Private Pool, Terrace & Comfort
Water available at all times, we also have a backup water reservoir for any emergency. Enjoy our spacious home with a large patio and private pool. With 2 king beds, 2 queen beds, and a bunk bed, each room includes a private bathroom for total comfort. The house features solar panels and a backup battery for a reliable stay. Located in a secure gated community, you’re just 15 minutes from the beach and airport, offering both privacy and convenience for your getaway.

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.

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport
✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

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.

Romantic Getaway with Private Pool in Caguas PR
Escape to a cozy tiny home with breathtaking views. Perfect for couples, this private retreat has everything you need to disconnect, recharge, and enjoy quality time together. Relax by the pool, sip a glass of wine at sunset, and let the peaceful surroundings melt your stress away. Located inside a gated property, you’ll enjoy added privacy and comfort throughout your stay.

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.

Casita Negra
Casita Negra is a magical place (retreat) in the mountains of the metro area of Puerto Rico. The property has a swimming pool, 1 bedroom and 1 bathroom. This Casita is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. Air conditioning is available, although the house captures the country breezes.
Popular amenities for Guaynabo rentals with a pool
House rentals with a pool

Guaynabo, Private pool, billiard room.

Villa Tropical Piscina privada Wifi y Neflix

Luxury Casa Caliad

Unique Luxury Villa: Private Pool & Generator

The Leaves Apartments #2

Retiro íntimo con Jacuzzi, piscina privada

Casa Hélice 3 min from airport -Placas Solares-

Villa Celestial Luxury Home
Condo rentals with a pool

The best, Amazing Designer Beach Front Loft Apt

Deja Blue BeachFront Apartment @ Isla Verde

New Best Listing Just Renovated King Bed

Isla Verde Beachfront Studio near restaurants,bars

Beautiful apartment in Condado with beach access!

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

Best location with pool, steps from beach!

Sunset Delight

Cassablanca On The Hill: Pool & Amazing Views

⭐️Casa De Las Palmas 🌴🌴

Hidden Cabins PR Romántico. Jacuzzi. Río. Privado.

One of a Kind Villa w/ Private Pool & Views in SJ

Guaynabo Pool House • 3BR/2BA • BBQ • Family Stay

Design Suite「 POOL」Walk to Beach | DUNA by DW
When is the best time to visit Guaynabo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $364 NZD | $395 NZD | $405 NZD | $393 NZD | $345 NZD | $342 NZD | $402 NZD | $428 NZD | $352 NZD | $322 NZD | $333 NZD | $421 NZD |
| 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 |
Destinations to explore
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- Family-friendly rentals Guaynabo
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- Rentals with a patio Guaynabo
- Fitness-friendly rentals Guaynabo
- Rentals with pools Guaynabo
- Rentals with pools Puerto Rico
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Distrito T-Mobile
- Puerto Rico Convention Center
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- Playa de Luquillo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Toro Verde Adventure Park
- Punta Bandera Luquillo PR
- Plaza Las Americas
- Los Tubos Beach
- San Patricio Plaza
- Isla Verde Beach West
- Cueva del Indio
- Museo de Arte de Ponce
- Museo de Arte de Puerto Rico
- La Guancha
- Playa puerto nuevo
- Isla Palomino





