
Holiday rentals with a pool in Condado
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Condado
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

San Juan-Condado Ashford Ave. Best Studio!
We want you to feel like you're at home! 🏡 Just remodeled studio-apartment with an ocean view 🌊. This new and modern open loft studio has all the hotel amenities you need, including: pool 🏊♂️, jacuzzi 🛁, gym 💪, 24/7 Security 🔒. It is located in the heart of Condado, San Juan’s main tourist district 🌆. The most dynamic, trendy, and multicultural city area, close to the spectacular historic Old San Juan City 🏰. Nearby restaurants 🍽️, markets 🛒, and just a block away from the beach 🏖️.

Ocean & City View Studio in Condado, San Juan
Studio with ocean and city view in the heart of Condado with direct access to the beach and walking distance from main touristic avenues, restaurants, shopping centers, hotels, casinos and night clubs. Building includes private pool, tennis court, gym, games room (with pool and ping pong tables), reading room, coin laundry room and a small concierge at the lobby. Parking inside the building premises and 24/7 security guards. Space for 4 guests, 1 queen bed, 1 sofa bed (double), 1 futon (double)

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.

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

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.

Best location with pool, steps from beach!
Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

King Suite Steps from the Beach w/ Parking
Enjoy a stylish experience at this centrally-located studio. In the heart of the Condado neighborhood. As soon as you walk out the front door you are immediately immersed in the lively energy of Puerto Rico. It's steps from the beach and the neighborhood is filled with delicious restaurants and great bars. Please keep in mind the parking provided is not in the building. It is one block away at the Marriott Hotel.

Romantic Oceanfront Private Patio Full Generator
This oceanfront loft is in the cosmopolitan neighborhood of Condado (San Juan) and is walking distance to a great variety of restaurants, bars, entertainment venues, water sports, movie theaters, and zip lines. It has the most amazing terrace, partially uncovered, so you can sunbath in style while contemplating the turquoise sea. It offers stunning water views from the inside as well as from its patio.

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!

Vacation mode: The Rada 220!
Location, Location, Location!! Enjoy your stay in La Rada 220 in this cozy, newly renovated studio apartment centrally located in the heart of Condado (San Juan, PR). This studio apartment with all the comforts and quickly access to all the most attractive places of the city like our historic Old San Juan. You’ll find a great variety of restaurants, cafes and shops at your doorsteps.

Condado Ashford, Ocean View with Wifi
Studio apartment with beautiful ocean view, located in the heart Condado The building is very secure with 24 hour security and multiple key entry points. Self Check-In with Smart Lock 2-minute walk to the beach right across the street. Health food super market right next to the lobby. 15+ restaurants within 100 steps walking. Walgreens & CVS within 2 blocks.

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).
Popular amenities for Condado rentals with a pool
House rentals with a pool

Luxury Casa Caliad

Hidden Coast

Unique Luxury Villa: Private Pool & Generator

Blessed Home…

Turquoise Villa Private pool nearby airport

Luxury Beach House with Private Pool in Condado

Large house with a private pool

Awesome house/Families/pool/Generator/gated Area
Apartment rentals with a pool

Modern & Stylish studio, steps to beach, Generator

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Beautiful apartment in Condado with beach access!

Beachfront & Pool at the Best Location in Condado

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR

Condado Beach Getaway 2bed/1 /W Pool/ Best Spot

Lovely One Bedroom Condo in Ashford Ave, Condado.

Beach Front
Other holiday rentals with a pool

Luxury by the Beach Apartment+Pool+Hot Tub

Sleek & Chic Studio in amazing location in Condado

Modern Studio in Condado

Make our home YOUR HOME ON the OCEAN!

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

Penthouse Beach Retreat

Island Living: Beachfront Ocean View w/Parking

Oceanview Balcony & Beach Access 1 Bedroom Appt
When is the best time to visit Condado?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 SGD | $214 SGD | $216 SGD | $204 SGD | $185 SGD | $182 SGD | $187 SGD | $190 SGD | $175 SGD | $161 SGD | $185 SGD | $191 SGD |
| 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 Condado

Total holiday rentals
Explore 200 holiday rentals in Condado

Nightly prices starting at
Condado holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 18,640 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
200 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!
Destinations to explore
- Fitness-friendly rentals Condado
- Apartment rentals Condado
- Family-friendly rentals Condado
- Flat rentals Condado
- Beachfront rentals Condado
- Rentals with beach access Condado
- Rentals with a washing machine and dryer Condado
- Rentals with a patio Condado
- Rentals with a hot tub Condado
- Waterfront rentals Condado
- Rentals with lake access Condado
- Beach apartment rentals Condado
- Boutique hotels Condado
- Pet-friendly rentals Condado
- House rentals Condado
- Hotel rooms Condado
- Rentals with outdoor seating Condado
- Rentals with pools San Juan Region
- Rentals with pools Puerto Rico
- Liquillo Beach
- Distrito T-Mobile
- Playa las Picuas, Rio Grande
- Playa de Luquillo
- Playa Puerto Nuevo
- Rio Mar Village
- Carabali Rainforest Park
- Toro Verde Adventure Park
- La Pared Beach
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Museo de Arte de Ponce
- Isla Verde Beach West
- Cueva del Indio
- Museo de Arte de Puerto Rico
- José Miguel Agrelot Coliseum
- Plaza Las Americas
- Balneario del Escambrón
- San Patricio Plaza
- Playa puerto nuevo
- Sun Bay Beach
- Arecibo Observatory
- Las Paylas
- Cond Marina Lanais




