Some info has been automatically translated. Show original language

Vacation rentals with a pool in San Juan

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in San Juan

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
A modern kitchen and dining area featuring a spacious marble countertop, equipped with utensils, dishware, and wine glasses. Floor-to-ceiling windows provide a view of the city skyline and mountains, creating a bright and inviting atmosphere.
Apartment in Rohrmoser
4.98 out of 5 average rating, 141 reviews

SmartMobilis: Luxury Green Oasis for Long Stays

This is the life style that you deserve! Rated in Top 5% by Guests! Designed for long stays, remote working, medical tourism, one day tours base and digital Nomads. Comfy, Luxurious, Eco-Friendly, Fully equipped apartment in 14th floor in the Cosmopolitan Tower, the newest building in the best location of San José . Its located near the airports, Hospitals, Embassies, jogging parks, synagogue, restaurants and fast food, convenience stores, malls. Enjoy night city lights views everyday!.

Guest favorite
Apartment in Mata Redonda
4.88 out of 5 average rating, 185 reviews

Rabbit's Hole in Secrt Sabana

Beautiful apartment in exceptional building with ideal location. Experience all the amenities at the most popular building in the area. List of amenities: Pool Lobby 24/7 Bar Pet Park Laundry *Extra fees Cinema Playground 3 level gym Themed Rooms Rooftop terrace with amazing views Your apartment: Fully furnished Queen Bed Sofa bed Full bathroom Fully equipped kitchen Living area Breakfast bar Balcony AC Parking in NOT included but available *Extra fees, please inquire NO SMOKING, NO PARTIES

Top guest favorite
A modern kitchen area features sleek cabinetry and stainless steel appliances, complemented by a dining space with stylish chairs. Large windows allow natural light to fill the room, providing a view of the greenery outside, creating a bright and open atmosphere.
Condo in Mata Redonda
4.95 out of 5 average rating, 167 reviews

Top Pick in La Sabana: Spotless & Comfy with A/C

Luxury apartment with A/C, cozy, and perfectly located in the heart of the city. This fully equipped space, with modern and elegant decoration, offers you the freedom to live safely and comfortably while exploring everything the city has to offer. Close to tourist attractions, banks, supermarkets, and restaurants. (The condominium has 8 restaurants within the facilities) The International Airport (SJO) is 20 minutes away, La Sabana Park and the new National Stadium are 3 min away in San Jose.

Top guest favorite
An infinity pool is seen on the rooftop, overlooking a city skyline at sunset. The water reflects the colors of the sky, while glass railings provide unobstructed views of the surrounding area and mountains in the distance.
Apartment in Mata Redonda
4.97 out of 5 average rating, 183 reviews

Urban Modern Apartment - Roof Top Pool

Centrally located near La Sabana Metropolitan Park, my apartment offers a perfect blend of relaxation and functionality. The space is designed for comfort and it’s ideal for virtual work, with a fully equipped kitchen for energizing breakfasts or intimate dinners. Enjoy restful sleep, complete privacy, and the convenience of a full and half bathroom. The unique contemporary ambiance enhances your stay. Additionally, the apartment offers free parking within the building for added convenience.

Guest favorite
A cozy living area features a navy modular sofa adorned with deep blue pillows. A wooden coffee table sits at the center, complementing a light area rug. An armchair provides additional seating, with natural light streaming through the balcony glass doors.
Apartment in Mata Redonda
4.95 out of 5 average rating, 104 reviews

Luxury Apt 16th floor A/C great views free parking

Enjoy the most beautiful view of the Sabana skyline as the sun sets from the luxury of our 16th-floor apartment in the newest and most equipped tower in Sabana. Relax in this peaceful setting, where you can watch and hear the river and its birds from the boho chic style balcony while surrounded by nature, just a short stroll from Sabana Park in San José, ten minutes walking from a grocery, and 15 minutes driving from the airport. Discover our apartment's elegance, smart appliances and design.

Guest favorite
A modern kitchen with sleek dark cabinetry and stainless steel appliances is complemented by barstools with yellow upholstery. The cozy living area includes a light-colored sofa and a decorative table, with a vase of flowers adding a touch of color. Natural light fills the space.
Apartment in Escalante
4.96 out of 5 average rating, 136 reviews

Chic Escape in Trendy Barrio Escalante

Live Like a Local in the Heart of San José Welcome to our apartment in the vibrant and walkable neighborhood of Barrio Escalante. San José’s trendiest cultural and gastronomic district. Whether you’re here to explore the city, enjoy delicious food or simply relax, this thoughtfully designed apartment offers the perfect balance of comfort, style, and local experience. You will find yourself at walking distance from San Jose’s major attractions and some of the citie’s best restaurants

Guest favorite
A modern living area features a light-colored sofa adorned with decorative cushions. A small black ottoman and a glass-top table with two chairs are nearby. Large windows showcase stunning mountain views, with sheer curtains allowing natural light to fill the space.
Apartment in Mata Redonda
4.98 out of 5 average rating, 103 reviews

Luxury Studio 31st Floor • Panoramic View • AC

Modern studio on the 31st floor of SECRT Sabana with an incredible view of the city and mountains. Enjoy unique sunrises and sunsets from the top level. The space includes AC, a Queen bed, equipped kitchen, smart TV, free parking in the building, and a peaceful environment to relax or work with total privacy. Located near restaurants, supermarkets, La Sabana, and with great access to transportation. Ideal for business trips or couple getaways. We look forward to hosting you!

Guest favorite
A large outdoor swimming pool is surrounded by a sunlit deck, featuring lounge chairs positioned along one side. The modern high-rise building stands in the background, with expansive glass windows reflecting the blue sky and sunlight.
Apartment in Yoses
4.89 out of 5 average rating, 480 reviews

Best location, cozy Apartment!

Beautiful condo in perfectly located apartment building. The whole place has a modern feel to it without losing a touch of home. The unit is composed of one bedroom with an ensuite bathroom, living room and deck to relax and enjoy the views, as well as a modern kitchen and laundry machine. This cozy and modern apartment is close to all the best restaurants and night life in San Jose, as well as museums and downtown. Major public transportation is right outside the door.

Top guest favorite
A modern living area features a comfortable gray sofa positioned opposite a large television. A small coffee table sits in front, accompanied by a decorative plant. Panoramic windows offer a view of the city lights in the distance, enhancing the room's spacious layout.
Loft in Curridabat
4.98 out of 5 average rating, 116 reviews

Apartment with excellent location. AC/wifi

Your 23rd-floor retreat with spectacular views! Wake up every morning in a cozy apartment located on the 23rd floor, where the sweeping views of the city from the balcony provide the perfect backdrop for your morning coffee or a sunset drink. Its location is perfect: just steps away are restaurants serving a variety of cuisines, a shopping center with a supermarket, pharmacy, and hospital, all within walking distance, making your stay convenient and worry-free.

Top guest favorite
Apartment in Heredia
4.97 out of 5 average rating, 157 reviews

Comfort & Style Near SJO Airport +Pool & Mtn Views

CR Stays Welcomes you to this fully-equipped studio just 4 miles from Juan Santamaría Airport. Enjoy breathtaking views of the Escazú mountains, a king bed, queen sofa bed, fast Wi-Fi, and air conditioning—ideal for 4 guests. The building boasts a gym, pool, BBQ terrace, private cinema, and meeting rooms. Minutes from Plaza Real Cariari’s shops and restaurants, and located in a prime business hub. 24/7 security for a safe, stylish, and comfortable stay.

Guest favorite
A private terrace is displayed with several lounge chairs and a small table, offering unobstructed views of the sunset over the city skyline. The dark stone flooring contrasts with the greenery of the potted plants, creating a serene outdoor retreat.
Apartment in Rohrmoser
4.93 out of 5 average rating, 112 reviews

Sunset PrivateTerrace Ü Nunciatura

¡Nuevo! Vive la experiencia urbana en San José Descubre este apartamento con una espectacular terraza privada, idealmente ubicado en el corazón de la ciudad. A pocos pasos encontrarás parques, restaurantes, cafeterías, supermercados y más. ¡Todo lo que necesitas está a tu alcance! Además, estás a solo 15 minutos en coche del Aeropuerto Internacional Juan Santamaría. Nota: piscina temporalmente en mantenimiento

Top guest favorite
A living area features a large flat-screen TV mounted on a deep green wall. A soft gray sofa is positioned in front of a low coffee table with decor items. A tall plant adds greenery, and a glass door invites natural light from outside.
Condo in Desamparados
4.96 out of 5 average rating, 105 reviews

Casa Verde · 7 min from SJO · Pool+Gym · Fast WiFi

Welcome to Casa Verde 💚✨— a modern, cozy apartment perfect for resting after a long flight or exploring Costa Rica. 🛏️ 2 bedrooms with private bathrooms 🏊 Pool & gym 🅿️ Free parking 🛫 7 min from SJO Airport 🍳 Fully equipped kitchen ❄️ A/C 👨🏻‍💻 Fast Wi-Fi Ideal for couples, families, or business travelers seeking comfort, style, and a quiet, elegant place to relax with a glass of wine.

Popular amenities for San Juan rentals with a pool

When is the best time to visit San Juan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 228ﺩ.ﺇ 202ﺩ.ﺇ 195ﺩ.ﺇ 206ﺩ.ﺇ 209ﺩ.ﺇ 180ﺩ.ﺇ 195ﺩ.ﺇ 217ﺩ.ﺇ 202ﺩ.ﺇ 224ﺩ.ﺇ 239ﺩ.ﺇ 272
Avg. temp22°C23°C24°C24°C24°C24°C24°C23°C23°C23°C23°C23°C

Quick stats about vacation rentals with a pool in San Juan

  • Total vacation rentals

    Explore 30 vacation rentals in San Juan

  • Nightly prices starting at

    San Juan vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 910 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    30 of San Juan vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Juan rentals

  • 4.8 Average rating

    San Juan stays are highly rated by guests—averaging 4.8 out of 5!