
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.
4.93 out of 5 average rating, 112 reviews
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.
4.82 out of 5 average rating, 269 reviews
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.
4.9 out of 5 average rating, 125 reviews
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.
4.96 out of 5 average rating, 195 reviews
Bella Bahía 1 Wonderful Sea View! 2 Bedrooms 2 Bathrooms
Welcome to Bella Bahía 1. This exclusive apartment is located in the village of Cataño on the other side of the bay of Old San Juan. Bayfront accommodation, furnished, with 2 bedrooms, 2 bathrooms. It has a hydromassage Jacuzzi for 4 people, a favorite of our guests. Places of interest within walking distance of the apartment: Beaches, Bahía Viva (boardwalk), playground, restaurants, food kiosks, Casa BACARDÍ, supermarkets, pharmacies, bakeries, and ferry to Old San Juan.
4.97 out of 5 average rating, 116 reviews
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!
4.97 out of 5 average rating, 175 reviews
Luxury waterfront villa with dock and heated pool
Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!
5.0 out of 5 average rating, 174 reviews
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.
4.83 out of 5 average rating, 110 reviews
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.
4.87 out of 5 average rating, 241 reviews
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.
4.86 out of 5 average rating, 175 reviews
"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.
4.86 out of 5 average rating, 312 reviews
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.
4.98 out of 5 average rating, 238 reviewsPopular amenities for Guaynabo rentals with a pool
House rentals with a pool

Villa Celestial Luxury Home
4.99 out of 5 average rating, 136 reviews
Casa Aurea - Cozy House in the Metro Center Area
4.96 out of 5 average rating, 102 reviews
Blessed Home…
4.89 out of 5 average rating, 120 reviews
Luxury Villa: PrivatePool, Generator&Water Cistern
4.92 out of 5 average rating, 229 reviews
Casa Reyes
4.99 out of 5 average rating, 144 reviews
Casa Hélice 3 min from airport -Placas Solares-
4.94 out of 5 average rating, 113 reviews
360 View House in Naranjito, PR
4.99 out of 5 average rating, 100 reviews
Traveler’s cozy house | Private Pool Near Airport
4.96 out of 5 average rating, 119 reviewsApartment rentals with a pool

BLUE DREAM Oceanfront W/ VIEW AT Isla VERDE 2BR
4.9 out of 5 average rating, 136 reviews
Ocean & City View Studio in Condado, San Juan
4.82 out of 5 average rating, 131 reviews
★Luxurious Beachfront Apt in Isla Verde+free pkg★
4.92 out of 5 average rating, 423 reviews
Deja Blue BeachFront Apartment @ Isla Verde (Green Island)
4.96 out of 5 average rating, 158 reviews
Beautiful apartment in Condado with beach access!
4.85 out of 5 average rating, 416 reviews
Marbella Este beachfront free park airport king B.
4.93 out of 5 average rating, 121 reviews
Dream Retreat 2br 2bth + Ocean View + Beach Access
4.83 out of 5 average rating, 124 reviews
Beachfront 2b/2b * Isla Verde * West Marbella *
4.89 out of 5 average rating, 161 reviewsOther holiday rentals with a pool

Vista Linda Haus
4.99 out of 5 average rating, 274 reviews
The Best View of PR with infinity pool with Heater
4.86 out of 5 average rating, 389 reviews
L'abitat: Luxury Retreat Escape
4.94 out of 5 average rating, 113 reviews
Guaynabo, Private pool, billiard room.
4.97 out of 5 average rating, 93 reviews
Green Nest at the Hills
4.76 out of 5 average rating, 79 reviews
Seaside Villa with private yard and pool
4.8 out of 5 average rating, 218 reviews
Guaynabo Pool House • 3BR/2BA • Family Stay
4.87 out of 5 average rating, 55 reviews
⭐️Casa De Las Palmas 🌴🌴
5.0 out of 5 average rating, 97 reviewsWhen is the best time to visit Guaynabo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £159 | £173 | £177 | £165 | £159 | £168 | £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 |
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





