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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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An open, modern living space features a round wooden dining table surrounded by black chairs. A brown leatherette sofa is positioned against a white wall with recessed lighting. A glass-enclosed area is visible in the background, accompanied by a kitchenette equipped with a microwave and storage.
Apartment in Barrio Escalante
4.9 out of 5 average rating, 540 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 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.
Condo in Mata Redonda
4.95 out of 5 average rating, 108 reviews

Joya Urbana en el piso 30; SECRT

Sumérgete en la magia de este apartamento en el piso 30 de SECRT Sabana, inspirado en *Alicia en el País de las Maravillas*. Diseñado con decoración cálida de plantas y luces, cuenta con un dormitorio privado, clóset, y espacio de trabajo. Cocina totalmente equipada con básicos incluidos, y baño con amenidades. Disfruta vistas espectaculares y compra snacks, bebidas y artículos personales disponibles en el apartamento. Todo lo que necesitas para una estancia única y cómoda. Parqueo $15 adicional

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 UrbanizaciĂłn Castro
4.97 out of 5 average rating, 128 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
A bright bedroom features a spacious bed with a dark blue throw blanket. Floor-to-ceiling windows provide an expansive view of the city and mountains. A bedside table holds a sleek lamp, while a textured area rug adds comfort to the wooden floor.
Apartment in San Pedro
4.91 out of 5 average rating, 105 reviews

Exclusive Apartment in Downtown Costa Rica

This penthouse is in one of the most exclusive areas of Costa Rica, excellent restaurants, the nightlife is intense, full of life. The apartment has places to work inside the building, a gym, an pool, 24-hour security and the apartment is spacious, the view it has is impressive! day or night "it takes your breath away" its minimalist decoration gives you peace in a world "full of complications" …you are a winner, and you deserve a night that brings you closer to that top level you deserve!

Guest favourite
Condo in Rohrmoser
4.93 out of 5 average rating, 305 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.

Guest favourite
A cozy sitting area features a brown upholstered chair and a small wooden side table. Decorative elements include green plants and colorful throw pillows. A large window provides views of the outdoor landscape, with distant mountains visible under a cloudy sky.
Apartment in Barrio Escalante
4.9 out of 5 average rating, 117 reviews

21st Floor Cozy Apartment w A/C

Your home away from home awaits you. An industrial design unit with both antique and contemporary accents are throughout this cozy space to help make your experience unforgettable. Welcome to this tastefully decorated sanctuary located in San José’s Barrio Escalante district, known for its eclectic cuisine and selection as one of the world’s “Coolest Neighborhoods” by Time Out magazine. This unit is perfect for singles and couples. Enjoy the breathtaking sunsets from the private balcony.

Guest favourite
A panoramic view of the city is showcased at dusk, with vibrant clouds illuminated by the setting sun. The skyline features a mix of tall buildings, while distant mountains rise in the background, providing a dramatic contrast against the colorful sky.
Apartment in Carmen
4.94 out of 5 average rating, 111 reviews

Penthouse en San Pedro vista de dioses. Lujo, A/C.

Este lugar tiene una ubicación estratégica: ¡será muy fácil planear tu visita!. Penthouse de lujo de dos pisos 16 y 17.!.A/C. Vista de dioses!. Con vista única y privilegiada, en la zona exclusiva de los Yoses. Cerca de toda la gastronomía Escalante. A sólo 3 minutos de la ciudad de San José. Con una vista espectacular a las montañas del sur de la ciudad y a los hermosos atardeceres al oeste. A sólo metros de supermercados y restaurantes, Estacionamiento incluido para nuestros clientes.

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, 130 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 modern kitchen area features a white island countertop with a stovetop, surrounded by sleek bar stools. A cozy living area with a gray sofa and decorative pillows is visible, alongside a window showcasing city views and palm plants adding a touch of greenery.
Condo in Rohrmoser
4.93 out of 5 average rating, 406 reviews

City ​​view, A/C near the airport, 1903

It is an apartment with an excellent distribution and a modern and contemporary aspect, located near the La Sabana Metropolitan Park, an area with excellent restaurants, entertainment venues, and very close to shopping centers, Juan SantamarĂ­a airport, etc; It is on the 19th floor, with a view to the east, the mountains and the city steal the show at all hours of the day, without a doubt the sunset and night are the favorites for their colors and lights.

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, 553 reviews

Architect's Apartment, 21st Floor, Amazing View

Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Perfecto para compartir una copa de vino y/o coctel. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Viva la ciudad como nunca antes. Cerca de parques, centros comerciales y restaurantes. ** Blackout en todo el apartamento. Aeropuerto: 30min Parque metropolitano La Sabana: 1km Parqueo Privado No a/c

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.
Apartment in Bella Vista
4.88 out of 5 average rating, 240 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.

Guest favourite
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
4.91 out of 5 average rating, 128 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 José rentals with a pool

When is the best time to visit San José?

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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 $18 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 460 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,210 properties have a dedicated workspace

  • Wi-Fi availability

    1,510 of San José holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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