
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 £22 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 & 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!
Top-rated rentals with a pool in Guaynabo
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Blue lagoon
Have fun with the whole family at this stylish place to stay. Spacious and luxurious place. It has a swimming pool, a barbecue and an emergency electric generator, as well as a jetty for fishing with a view of Isla Verde. It also has a ramp to pull boats , TV in all the rooms , internet and bluetooth horns. There's a yacht on the pier that can accommodate two more guests at an extra cost. To add this service, please contact the host. For bookings of three nights or more, you get one hour of free use of a jet ski.

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.

Case Del Sole Duplex w/ Solar-Powered Backup
Welcome to San Juan! This 4-Bed 2-Bath second floor home is centrally located to provide you accessibility to everything you want to do in San Juan PR and close municipalities. When you're not exploring the island, the house has a gorgeous pool & outdoor chairs for an entertaining day. Great place for small family gatherings and couples vacations, but fully equipped as well as needed for long-term rentals. Now, with Solar-Powered backup system and Tesla batteries, prepared for the unexpected.

Water Cistern • Mid-Century Modern House
No need to worry about unexpected water outages, the house has an automatic water cistern that keeps the water running if service is interrupted. 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.

Casalta: A Unique Villa Experience in Puerto Rico
Welcome to our dream home, a labor of love meticulously designed and built by us. Nestled on 2.3 acres of Bayamon mountain terrain, our property offers breathtaking panoramic views that will leave you in awe. We're delighted to be a pet-friendly destination. Conveniently situated just 25 minutes from San Juan Airport, San Juan's beautiful beaches and the historic of Old San Juan. Our home is the perfect setting for creating cherished memories, for any special occasions you have in mind.

Blessed Home…
Have fun with the whole family at this stylish place. 15 minutes to the airport 15 minutes from Old San Juan tourist site 10 minutes to Mall of San Juan 7 minutes to Plaza las Americas 12 minutes to Isla Verde and Ocean Park 3 minutes to Walgreens We have Solar Panels for the benefit of our guests in case there is no electricity! 🚨 Come and spend your vacation with your family and make it an unforgettable magic of comfort. Completely remodeled, spacious and stylish house.

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!

Intimate Paradise- Private Pool, Terrace & Comfort
We have running water! 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.

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.

The Leaves Apartments #2
We have an Electric Generator 🔌 (you won't run out of power) and a 💦 Water Tank. House with a 🏊♀️ SHARED Pool with other apartments. From this accommodation you will enjoy easy access to make your stay more pleasant. Just 5 minutes from the international airport, restaurants, shopping malls, beaches just 7 minutes away, gyms, pharmacies, supermarkets, hotels and casinos.

"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)
Have fun with the whole family at this stylish place. It's close to all the essentials such as the Airport and Beaches (5 minutes), Old San Juan, Plaza Las Américas (15 minutes). Located near several prestigious restaurants such as Bebo's BBQ, Metropol, and the Piñones tourist area where you can find typical food from our island.
Popular amenities for Guaynabo rentals with a pool
House rentals with a pool

Casa Reyes

Villa Celestial Luxury Home

Casa Kenia

Casa Hélice 3 min from airport -Placas Solares-

Casa Aurea - Cozy House in the Metro Center Area

Tropical Villa Private pool Wi-Fi and Netflix

Luxury Villa: PrivatePool, Generator&Water Cistern

Traveler’s cozy house | Private Pool Near Airport
Apartment rentals with a pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Ocean & City View Studio in Condado, San Juan

BLUE DREAM Oceanfront W/ VIEW AT Isla VERDE 2BR

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Marbella Este beachfront free park airport king B.

Oceana | Trendy Ocean View Condo Hotel in Condado

Charming & Cozy Studio 1/1 w Direct access Beach.

Eco-Luxury in Isla Verde | Beachfront Penthouse Apartment
Other holiday rentals with a pool

Bella Bahía 1 Wonderful Sea View! 2 Bedrooms 2 Bathrooms

Vista Linda Haus

The Best View of PR with infinity pool with Heater

Metropolitan Stylish Retreat

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

⭐️Casa De Las Palmas 🌴🌴

Beautiful home in San Juan

The Opus Residence Luxury Home in San Juan
When is the best time to visit Guaynabo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £158 | £171 | £176 | £164 | £157 | £166 | £174 | £186 | £153 | £140 | £145 | £183 |
| 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
- San Juan Holiday rentals
- Higüey Holiday rentals
- Punta Cana Holiday rentals
- Santo Domingo Este Holiday rentals
- Las Terrenas Holiday rentals
- Santo Domingo Holiday rentals
- Fajardo Holiday rentals
- La Romana Holiday rentals
- Ponce Holiday rentals
- Luquillo Holiday rentals
- Aguadilla Holiday rentals
- Dominicus Holiday rentals
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- Cond Marbella del Caribe Este
- Playa de Luquillo
- Plaza Las Americas
- Punta Bandera Luquillo PR
- San Patricio Plaza
- Isla Verde Beach West
- Los Tubos Beach
- Cueva del Indio
- La Guancha
- Isla Palomino
- Museo de Arte de Puerto Rico
- Hacienda Campo Rico
- Balneario de Luquillo
- Cond Ashford Imperial
- Cond Marina Lanais





