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Holiday 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.

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Guest favourite
A spacious lounge area is featured with large windows, providing panoramic views of San José. Comfortable sofas are arranged around a central coffee table, and an artistic light fixture adds a touch of elegance. Subtle decor elements enhance the inviting space.
Apartment in Barrio Escalante
4.9 out of 5 average rating, 553 reviews

Stylish Studio with Sky Bar & City Views

New and exclusive Golden Coffee Studio, inspired by the history of Costa Rican coffee this apartment brings the best views of San Jose city. Walkable of the beaten heart of trendy gastronomic area Barrio Escalante, surrounded by the local vibes this place is on the best spot downtown for you to get ready and discover Costa Rica. One master room and a unique queen wallbed make this place an inviting and fun place for couples, friends and families. Spectacular amenities 100MBps Fiber optic Wifi

Top Guest favourite
A bright living area features a light-colored sofa bed, paired with a minimalist black side table. Large windows are adorned with sheer white curtains, providing a view of vibrant trees outside. A floor lamp and small potted plant add subtle accents to the space.
Apartment in Merced
4.96 out of 5 average rating, 108 reviews

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking

Brand new luxury apartment at Nucleo Sabana. It has a minimalist style with all the appliances brand new, including A/C, 2 smart TVs. High speed internet with TVservice. Laundry room includes a washer/dryer, 2 in 1. It has a wonderful view to the top of the trees and the sky in the balcony. There is a river next to it so you can always enjoy the river sound. Complex: More than 30 amenities, including a gastronomic market(NucleoGastro). Located 10min from Juan Santamaría Int’l Airport (SJO).

Top Guest favourite
A modern living area features a comfortable sofa adorned with a cozy throw blanket. A decorative butterfly display is set on a textured side table, complemented by framed art of natural scenes and a floor plant. Soft lighting from a stylish lamp enhances the inviting atmosphere.
Apartment in Uruca Centro
4.98 out of 5 average rating, 122 reviews

Morpho Condo 16th Floor • AC • Parking • Tour Help

Relájate y disfruta una experiencia con estilo Japandi. Escucha los pájaros y contempla las montañas al amanecer, vive los mejores atardeceres y una increíble vista nocturna, todo desde nuestro balcón! Ubicado en nueva y lujosa torre con modernas amenidades a tan sólo 10 min de teatros, museos y parques emblemáticos de la capital. Además puedes ir caminando o en bicicleta al parque de La Sabana o el Estadio Nacional. Con fácil acceso a la autopista, la cual te llevará en 25 min al aeropuerto

Top Guest favourite
An outdoor seating area is framed by a modern structure, overlooking a pool surrounded by lounge chairs. Umbrellas provide shade, and greenery is visible in the background, enhancing the relaxing environment.
Apartment in Mantica
4.84 out of 5 average rating, 270 reviews

Núcleo Urbano: Modern Apt 15th! Amazing City Views

Experience San José from a modern apartment with panoramic city views in the exclusive Núcleo Sabana complex. Fully equipped with Wi-Fi 5G, Smart TV, full kitchen, and private parking. Enjoy premium amenities including a pool, gym, sauna, lap lanes, multi-sport court, karaoke room, and beautiful green areas. Located steps from La Sabana Park, and the National Stadium and any restaurants. Perfect for business travelers, couples, or anyone seeking comfort and style in Costa Rica’s lively capital.

Top Guest favourite
The kitchen features modern appliances, including a black refrigerator and built-in oven. A small island with sleek stools offers additional seating. A plant adds a touch of greenery, while the light countertops contrast with the dark cabinetry, creating an inviting cooking space.
Condo in Mantica
4.95 out of 5 average rating, 146 reviews

Featured Apartment | 5 Stars Verified Reviews, AC

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 favourite
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 Urbanización Castro
4.97 out of 5 average rating, 150 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 favourite
Condo in Rohrmoser
4.93 out of 5 average rating, 315 reviews

Industrial 2BR perfect location w/AC + sunset view

Take a morning stroll in the park before heading back to your centrally-located, industrial 2 br apartment that will welcome you with high-speed wifi, top-of-the-line kitchen appliances, amazing decor, comfortable beds, and sunset views from a 12th floor overlooking the city. Not only will you have access to unparalleled amenities like a semi-Olympic pool, saunas, gym, and co-working space, you will be a walking distance from the best restaurants, coffee shops, and grocery stores in town.

Top Guest favourite
A modern living area is showcased with a spacious sofa positioned near a large window, offering views of the city. A flat-screen TV is mounted on a decorative wooden wall. Complementary seating includes a round ottoman and accented armchairs, enhancing the comfortable atmosphere.
Apartment in Barrio Escalante
4.96 out of 5 average rating, 112 reviews

27th floor 2BR, Sunset View, A/C

Enjoy a stylish experience in this beautiful mid-century designer 2 Bedroom, 2 Bath with gorgeous views of San Jose located in trendy Barrio Escalante, gastronomic area with more than fifty restaurants, local and international. The apartment offers a living area, an open kitchen with all the modern amenities and quartz finishes , beautiful terrace showing spectacular sunsets, in-home washer/dryer, both bedrooms with AC, electric blackout blinds ..etc, located on the 27th floor.

Top Guest favourite
A cozy bedroom is highlighted by a tufted headboard and plush bedding. Soft lighting is provided by two bedside lamps. Artwork featuring Alice in Wonderland decorates the wall above. A large window offers expansive views of the city and landscape beyond.
Apartment in Mata Redonda
4.97 out of 5 average rating, 146 reviews

Whimsical 27th Floor Apt, King Bed, AC, Parking

Victorian “Steampunk” Alice in Wonderland inspired apartment! Located on the 27th floor, our comfortable apartment boasts amazing views of the city. Originally a 2-bdrm floorplan, this unit was converted into a 1-bdrm, making it larger than most 1-bdrm units in SECRT Sabana. Safe building, central location, within walking distance to the National Stadium, La Sabana Park, restaurants, and supermarkets. SECRT Sabana is a funky building, famous for its fun Alice-themed common areas.

Guest favourite
A glass of red wine sits on a round white table against a backdrop of a vibrant sunset, with the city skyline visible in the distance. The scene is framed by vertical balcony railing and flowering plants, enhancing the view over the urban landscape.
Apartment in Bella Vista
4.88 out of 5 average rating, 252 reviews

Gorgeous sunsets at charming apartment in downtown

We welcome you to your new and luxurious apartment in the center of the city, located in one of the most iconic residential buildings in the country, with a variety of amenities and just a 5-minute walk away from the most famous gastronomic area of ​​San José. The neighborhood is safe, and has different areas according to your preference (whether it's a night out, or a quiet afternoon in the park). A/C, WiFi 500 mbps, and parking included.

Top Guest favourite
The living room features large windows offering expansive city views. A stylish, beige tufted couch and two plush orange chairs are arranged on a richly patterned area rug. Modern lighting fixtures enhance the contemporary design, while dark cabinetry provides functional storage.
Condo in Rohrmoser
4.96 out of 5 average rating, 571 reviews

Architect's Apartment, 21st Floor, Amazing View

Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Zona muy transitable, cerca de parques, centros comerciales y restaurantes. Aeropuerto: A 16 km, serían 35 min aproximadamente, dependiendo del tráfico. Parque metropolitano La Sabana: 1km Parqueo Privado No A/C

Superhost
An outdoor pool spans the edge of a rooftop, offering panoramic views of the city and surrounding mountains at sunset. Sun loungers are positioned along the pool's edge, and elegant handrails provide access to the water's inviting surface.
Apartment in Curridabat
4.89 out of 5 average rating, 140 reviews

Chic Bohemian Loft

Discover our Bohemian Sky Retreat on the 18th floor, a blend of bohemian elegance and comfort with stunning city views. Enjoy vibrant decor, a plush living area with a smart TV, and a fully equipped kitchen. The serene bedroom promises a restful night beside mesmerizing skyline views. Steps from cafes, dining, and attractions, this urban oasis offers an unforgettable city experience.

Popular amenities for San Juan rentals with a pool

When is the best time to visit San Juan?

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Avg. price$100 NZD$99 NZD$102 NZD$97 NZD$99 NZD$85 NZD$92 NZD$102 NZD$95 NZD$93 NZD$93 NZD$95 NZD
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Quick stats about holiday rentals with a pool in San Juan

  • Total holiday rentals

    Explore 40 holiday rentals in San Juan

  • Nightly prices starting at

    San Juan holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 880 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    40 of San Juan holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across San Juan rentals

  • 4.8 Average rating

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