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Holiday rentals with a pool in San José

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in San José

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

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Superhost
A sky pool stretches along the rooftop, framed by glass railings that offer unobstructed views of the surrounding area. Sun loungers line one side of the pool, inviting relaxation and enjoyment under the open sky.
Flat in Rohrmoser
4.84 out of 5 average rating, 103 reviews

Green Sky, Parking, WIFI, Pool, Gym, Jacuzzi

Alójate en una de las torres más exclusivas en San José, con amenidades de lujo, como el sky pool, sunset firepit, cloud jacuzzi, garden gym, yoga space, coworking área, entre otras. El apto esta ubicado en Rohrmoser en una zona muy segura, cerca de restaurantes, cafeterías, parques, a 5minutos del Estadio Nacional y el Parque la Sabana, a tan solo 20 minutos del Aeropuerto Juan Santa María El apartamento está diseñado con un estilo tropical cálido muy característico de Costa Rica y sus playas.

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.
Flat in Barrio Escalante
4.9 out of 5 average rating, 547 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

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.
Flat in Urbanización Castro
4.96 out of 5 average rating, 139 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.

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.
Flat in Mata Redonda
4.97 out of 5 average rating, 138 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
An outdoor terrace is illuminated softly by wall fixtures, offering a vantage point over a sprawling cityscape at night. A seating area with two chairs and a small table can be seen, surrounded by greenery, creating a serene and inviting space.
Apartment in Barrio Escalante
4.9 out of 5 average rating, 136 reviews

Stylish 1 BR w A/C, Private Terrace

Enjoy a stylish experience at this centrally-located condominium, less than half a mile from downtown and in the heart of the trendy gastronomic Barrio Escalante with countless options of restaurants and bars. Whether working remotely, visiting friends, health tourism or on holiday, with speedy internet, fully equipped kitchen and bathroom, a very calm and serene terrace, gym and pool, coworking, lounge and bar, you will feel right at home with the touch of the latin culture.

Top guest favourite
A modern kitchen space features a central island with a variety of food options displayed. Greenery adorned with soft lights hangs from the ceiling, adding a touch of decor. In the background, a cozy seating area is visible next to large glass doors that open to a scenic view.
Apartment in Mata Redonda
4.96 out of 5 average rating, 119 reviews

Urban Jewel on the 30th Floor; SECRT

Immerse yourself in the magic of this apartment on the 30th floor of SECRT Sabana, inspired by *Alice in the Wonderland*. Designed with warm floor and light decor, it has a private bedroom, closet, and working space. Fully equipped kitchen with essentials included, and bathroom with amenities. Enjoy spectacular views and buy snacks, drinks, and personal items available in the apartment. All you need for a unique and comfortable stay. Parking $15 additional

Guest favourite
A dining area features a glass table surrounded by four wooden chairs, elegantly placed beneath a decorative wall art piece. A cozy seating space includes a light-colored sofa, complemented by a decorative plant and ample natural light flowing through large glass doors that lead to a balcony with city views.
Flat in Bella Vista
4.88 out of 5 average rating, 247 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.

Superhost
A modern dining area features a wooden table with decorative orbs. A stylish kitchen is visible, showcasing stainless steel appliances, including a refrigerator. The living space is enhanced by a brick wall and a cozy seating arrangement, complemented by green plants for a fresh touch.
Flat in Barrio Escalante
4.91 out of 5 average rating, 188 reviews

Upscale apartment at URBN Escalante

Luxurious 26th-floor condo in the heart of Barrio Escalante, San José, Costa Rica! Fully furnished with 2 bedrooms, 2 bathrooms, a modern kitchen, washer/dryer, and HD Smart TVs. Enjoy URBN Escalante’s 24/7 lobby, heated pool, gym, and proximity to top restaurants, cafes, and nightlife. Perfect for travelers or remote workers seeking comfort and convenience in this vibrant urban hub. Stays of 6+ days allow guest visitors.

Superhost
A modern kitchen area includes a central island with two place settings. Decorative shelving holds small plants, while a cozy seating area is seen through large windows. Natural light fills the space, highlighting the combination of blue and white walls, and contemporary décor.
Flat in Mata Redonda
4.84 out of 5 average rating, 143 reviews

New Bohemian Studio Best Views

SECRT Tower in Sabana is the absolute best tower in San Jose very close to Parque La Sabana (400 mtrs / 0.3miles). 20 min from Airport. Great, safe location. Very accesible, walking distance to restaurants, stores, pubs, supermarket, gas stations, etc. Apt is fully equipped. Free parking. Hot water. Coffee is on the house! Both living room and bedroom have TVs, with Netflix and Disney+ included and wifi speeds of 200MB

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.
Apartment in Rohrmoser
4.96 out of 5 average rating, 561 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.
Flat in Curridabat
4.88 out of 5 average rating, 135 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.

Guest favourite
A modern living area showcases a green sofa adorned with colorful cushions. Bright wall art featuring playful designs adds a lively touch. Large glass doors provide access to a balcony with expansive views, while a bedroom is visible through an open doorway, decorated with floral wallpaper.
Serviced apartment in Mata Redonda
4.94 out of 5 average rating, 390 reviews

Hideout in downtown San Jose

Inspired in the magical world of Alice in Wonderland, this brand new uniquely stylized apartment is a jewel. It is very conveniently located in downtown San Jose: 10 min from the National Theater and multiple eating venues, 90 min from the beach and very accessible by public transportation. Amazing views from the 21st floor and just waiting for you.

Popular amenities for San José rentals with a pool

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Quick stats about holiday rentals with a pool in San José

  • Total holiday rentals

    Explore 1,530 holiday rentals in San José

  • Nightly prices starting at

    San José holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 85,630 verified reviews to help you choose

  • Family-friendly holiday rentals

    580 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 460 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,210 properties have a dedicated workspace

  • Wifi availability

    1,510 of San José holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San José rentals

  • 4.8 Average rating

    San José stays are highly rated by guests – averaging 4.8 out of 5!

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