
Holiday rentals with a pool in Condado
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Condado

Total holiday rentals
Explore 210 holiday rentals in Condado

Nightly prices starting at
Condado holiday rentals start at £59 per night before taxes and fees

Verified guest reviews
Over 20,740 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
210 of Condado holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Condado rentals

4.8 Average rating
Condado stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Condado
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Breathtaking Ocean View 3BR/2BA in Condado Beach
Enjoy breathtaking ocean views from this fully remodeled 3-bedroom, 2-bathroom apartment located in Condado, one of San Juan’s most desirable beachfront areas. Relax and enjoy the combination of comfort, convenience, and island living. Ideal for family vacations, couples getaways, or trips with friends. The building offers an Olympic-size pool, beach access, gym, and coin laundry. Surrounded by top restaurants, bars, casinos, pharmacies, supermarkets, and nightlife, many within walking distance.
4.83 out of 5 average rating, 145 reviews
Great 1 bedroom apt in Condado area w/pool
Enjoy a stylish experience at this centrally located apt. close to everything, making it easy to plan your visit. It’s in the heart of the Condado area right on the main avenue. The building has a wonderful pool, 24/7 doorman service and a gym. Parking is not available with this unit. Our concierge/doorman will check you into the bldg and will require ID. You must be 21 y/o or older to check-in. If at any time you need to store your luggage, search online: BOUNCE STORAGE MAGDALENA CONDADO.
5.0 out of 5 average rating, 114 reviews
Beach Front
Spectacular seafront studio. Condominium with 24-hour security and a lift, in the tourist area of San Juan, PR. Easy access to tourism. The condominium is currently carrying out repairs to its exterior façade and balconies. Breathtaking beachfront studio, direct beach access, 24-hour security guards, lifts, Olympic heated pool, tennis court. Within walking distance of a grocery store, restaurants, boutiques, nightlife and many other places. Currently undergoing exterior cosmetic repairs.
4.87 out of 5 average rating, 163 reviews
Condado Delight: Affordable Ocean View Retreat
Welcome to my ocean view studio apartment, right in the heart of the tourist area, just across from the Marriott hotel. You can't beat the location. Supermarket is next to the building. CVS and restaurants are at your steps. Taking taxi for $15, you can go old San Juan, airport, cruise ports, and more. The building has swimming pool, gym, Wi-Fi and 24 hours concierge.The apartment is comfy and well-equipped. Book now for exploring PR and relaxing with the ocean breeze and enchanting beach.
4.79 out of 5 average rating, 327 reviews
Great Ocean View (King Bed/WIFI/ Parking) Condado
Renovated apartment in the heart of Condado. Enjoy Puerto Rico staying on the prime area of Condado. Leave your car behind and walk to all main attractions, on one of the only buildings with 24 hours security and in front of the Marriot. Walk a few steps to the beach, enjoy great restaurants, coffee shops, take a bike to old San Juan. Sleep on a King Bed with pillowtop mattress or enjoy the Comfy sofa bed - Queen Size Bed. Save money with the full kitchen - microwave, fridge, and oven.
4.97 out of 5 average rating, 253 reviews
Ashford Imperial Condo- Oceanview and Parking
Stay in our remodeled Condado apartment on Ashford Ave, just steps from the beach, top restaurants, bars, casinos, and shopping. Enjoy 24-7 security, pool, and private parking. Only 5 miles from SJU airport. Perfect for beach lovers, Old San Juan explorers, or rainforest adventurers, our apartment puts the island’s highlights at your doorstep. Whether you’re soaking up the sun, tasting local cuisine, or exploring historic streets, this Condado location makes every moment unforgettable.
4.92 out of 5 average rating, 171 reviews
Ashford Imperial. Best Location. We have water
Welcome to your cozy studio in the heart of **Condado**, one of San Juan's most desirable neighborhoods! Located directly across from the **Marriott Resort** and just steps from the beach. Walk to restaurants, cafés, bars, shops, supermarkets, casinos, pharmacies, and more. **Starbucks is only a minute away walking**. The building features: * Resort-style swimming pool * Fully equipped gym * Beautiful lobby with complimentary Wi-Fi * On-site laundry facilities * 24/7 security
4.79 out of 5 average rating, 324 reviews
Designer Oceanview 3 Bedroom + Beach Access & Pool
In the heart of Condado, with direct private access to the Condado beach. The building is on Ashford Ave., surrounded by great restaurants, cafes, and bars. At walking distance, you have supermarkets (5 min), Calle Loiza St. with vibrant nightlife (6 min), and La Placita de Santurce with also great nightlife (15 min). At driving distance, you have the Convention Center & El Distrito (10 min), Old San Juan (15 min), Hato Rey Milla de Oro (15 min), and the airport (15 min).
4.86 out of 5 average rating, 115 reviews
Epic Ocean View, 23 floor, Balcony & Free Wi-fi
The unit is conveniently located on Ashford Avenue in the fashionable Condado district of San Juan, one of Puerto Rico's most popular beachfront destinations. Known for its beautiful beaches, vibrant nightlife, and lively atmosphere, Condado offers the perfect blend of relaxation and entertainment Whether you choose to explore the island or simply relax by the ocean, this location provides the perfect balance of convenience, comfort, and authentic Puerto Rican charm.
4.96 out of 5 average rating, 112 reviews
Rare Beachfront Getaway w Pool, Gym, + Balcony!
Ocean Park Beach is right at your doorstep. Every color and detail in this studio apartment is inspired by the mesmerizing sunsets of Puerto Rico, offering a stay that's as visually stunning as it is comfortable. Wake up each morning in a bedroom where the view of the ocean from your bed is as stunning as the sunrise colors in the sky. Your balcony is the perfect romantic backdrop for a tranquil morning coffee or an enchanting evening under the stars.
4.93 out of 5 average rating, 142 reviews
Casa Lola | Trendy Ocean View Studio
Casa Lola was our first property on Airbnb and the one we hold dearest. It has been thoughtfully designed for travelers looking for a trendy homebase during their visit to Puerto Rico. We offer a queen-sized bed, a stocked kitchen and spacious balcony for you to relax, enjoy the breeze and take in the stunning views. Oh and most importantly, the Airbnb is named after my lovely puppy, Lola.
4.92 out of 5 average rating, 409 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, 235 reviewsPopular amenities for Condado rentals with a pool
House rentals with a pool

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen
4.9 out of 5 average rating, 288 reviews
Casa Reyes
4.99 out of 5 average rating, 143 reviews
Mid-Century Modern house
4.9 out of 5 average rating, 125 reviews
Villa Celestial Luxury Home
4.98 out of 5 average rating, 137 reviews
Old San Juan Gem | Backup Power/Water, Pool + Pkg
4.99 out of 5 average rating, 100 reviews
Hidden Coast
4.94 out of 5 average rating, 204 reviews
Casa Ocean PR
4.81 out of 5 average rating, 181 reviews
Traveler’s cozy house | Private Pool Near Airport
4.96 out of 5 average rating, 117 reviewsApartment rentals with a pool

San Juan, Condado Beach view PRIME Location studio
4.91 out of 5 average rating, 166 reviews
Deja Blue BeachFront Apartment @ Isla Verde (Green Island)
4.96 out of 5 average rating, 157 reviews
Ocean & City View Studio in Condado, San Juan
4.82 out of 5 average rating, 130 reviews
Beautiful apartment in Condado with beach access!
4.85 out of 5 average rating, 414 reviews
Vista Boriken: 24 Hr. Doorman, Pool, Laundry, Gym
4.98 out of 5 average rating, 123 reviews
Lovely One Bedroom Condo in Ashford Ave, Condado.
4.82 out of 5 average rating, 158 reviews
Romantic Oceanfront Private Patio Full Generator
4.92 out of 5 average rating, 127 reviews
San Juan-Condado Ashford Ave. Best Studio!
4.91 out of 5 average rating, 224 reviewsOther holiday rentals with a pool

Ocean front with city view Condado del Mar
4.89 out of 5 average rating, 232 reviews
Penthouse Beach Retreat
4.98 out of 5 average rating, 113 reviews
2Lvl CityView Penthouse on Beach, Rennovated 2022
4.9 out of 5 average rating, 164 reviews
Ocean Park Beachfront & Pool | Steps to the Sand
4.99 out of 5 average rating, 147 reviews
Beach Vacay!
4.97 out of 5 average rating, 269 reviews
⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️
4.94 out of 5 average rating, 546 reviews
The Oasis from Condado
4.82 out of 5 average rating, 195 reviews
Centric Paradise Villa | Pool | Cruise ports
4.84 out of 5 average rating, 107 reviewsDestinations to explore
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- Rentals with pools San Juan Region
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- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Playa Puerto Nuevo
- La Pared Beach
- José Miguel Agrelot Coliseum
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- Cond Marbella del Caribe Este
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- Plaza Las Americas
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- Isla Verde Beach West
- Los Tubos Beach
- Cueva del Indio
- La Guancha
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- Balneario de Luquillo
- Museo de Arte de Puerto Rico
- Cond Ashford Imperial
- Hacienda Campo Rico
- Cond Marina Lanais





