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Vacation rentals with a pool in San José

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in San José

  • Total vacation rentals

    Explore 1,460 vacation rentals in San José

  • Nightly prices starting at

    San José vacation rentals start at G$2,091 GYD per night before taxes and fees

  • Verified guest reviews

    Over 92,210 verified reviews to help you choose

  • Family-friendly vacation rentals

    570 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 450 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,120 properties have a dedicated workspace

  • Wi-Fi availability

    1,430 of San José vacation rentals include wi-fi 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!

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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Top guest favorite
A bright and airy living space is depicted, featuring a stylish side table and a decorative plant. A flat-screen TV is mounted on the wall, while a semi-open door reveals a glimpse of a bedroom. Light filters through floor-to-ceiling windows, enhancing the contemporary design.
Condo in Mata Redonda
4.94 out of 5 average rating, 363 reviews

Charming Apartment w A/C Near to the Int. Airport

Bienvenido a este encantador y elegante apartamento, en el piso 24; con una decoración exquisita Cuenta con dos cuartos, con camas de alta calidad: una Queen y otra matrimonial. Y un sofá cama en la sala 1 espacio de parqueo La cocina está completamente equipada. Disfruta de tus habilidades culinarias con tus seres queridos La torre cuenta con extraordinarias amenidades como piscina temperada, gimnasio y cuartos temáticos Aeropuerto: 16 km, aproximadamente 35 minutos, dependiendo del tráfico

Guest favorite
Apartment in Mata Redonda
4.88 out of 5 average rating, 196 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
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, 192 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 favorite
A panoramic view captures the vibrant sunset over the San Jose skyline, with colorful clouds reflecting hues of pink and orange. The city lights begin to twinkle, set against a backdrop of distant mountains and a bare tree’s silhouette in the foreground.
Bungalow in San Rafael
4.99 out of 5 average rating, 128 reviews

Escazú Treetop Casita w/ Panoramic Luxury Views

Modern Loft-Style Casita w/ Private Terrace. 2-Acre Gated Estate in a Safe and Peaceful, Upscale Neighborhood -- One of the most Spectacular Views in Costa Rica. Expertly designed w/ every Creature Comfort -- All brand new and high-end. Ideal for Dental / Medical Tourists. Super Fast WIFI and Standing Desk for Digital Nomads. Full Kitchen, precisely stocked w/ everything you need to eat well. Sparkling Heated Salt Water Pool w/ Waterfall. Bright Gardens. Cool Breezes. Affordably Priced.

Top guest favorite
Condo in Rohrmoser
4.94 out of 5 average rating, 344 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 favorite
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
4.96 out of 5 average rating, 196 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.

Superhost
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
4.9 out of 5 average rating, 471 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 Santamaría 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 favorite
A cozy living space is filled with natural light, featuring a gray sofa adorned with decorative cushions. A round coffee table sits in front of the sofa, surrounded by indoor plants. In the background, a dining area is visible with a table and yellow chairs, next to a wall-mounted television.
Apartment in Mata Redonda
4.93 out of 5 average rating, 273 reviews

Breathtaking Mountain View Apt.

Vive la experiencia de hospedarte en un apartamento único en el piso 29 de torre Secrt Sabana , con una vista panorámica impresionante de las montañas de San José , a solamente 200 metros del Parque Metropolitano de la Sabana (mejor ubicación en San José) disfrutarás de sus más de 20 amenidades, te vas a cautivar por los detalles decorativos que verás en cada rincón. ***Aeropuerto Juan Santamaria a solamente 10 millas***

Top guest favorite
Apartment in Uruca
4.94 out of 5 average rating, 104 reviews

Urban Heights • Modern Luxury & Views

Welcome to the pinnacle of luxury in San José, where every detail of this exclusive penthouse is designed to elevate your experience to new heights. From the moment you walk through the door, you'll be greeted by an elegant space that seamlessly blends modern comfort with stunning views of the city. Discover a new standard of accommodation in San José. Book now and make your stay in Costa Rica an unforgettable experience!

Guest favorite
The building is a modern, multi-story structure featuring a sleek facade of glass and metal. Numerous balcony spaces are visible, framed by black railings, and are surrounded by lush greenery at the base, enhancing the contemporary architecture.
Apartment in Rohrmoser
4.86 out of 5 average rating, 304 reviews

Premium | Balcony | Pool | Gym | Centric | A/C

We are a family that loves comfort and elegant spaces, that's why we have opened our beautiful apartment "Sky Garden" in Nunciatura. A perfect place for your stay, close to restaurants, offices and, in a safe environment to ensure you can enjoy your surroundings. Natalia (owner) chose every little aspect of the space to make sure it is not only aesthetically pleasing but also practical. We look forward to seeing you!

Guest favorite
The entrance of the mansion features a circular driveway enhanced by a central fountain, surrounded by landscaping and soft evening lighting. The façade showcases warm colors, with windows gently illuminated as the sun sets on the horizon.
Villa in San José
4.84 out of 5 average rating, 192 reviews

Exclusive Tuscan Mansion in CR

Our Italian-Styled mansion is nestled among a lush mango-tree forest in gorgeous Santa Ana only 20min from airport. Features: - Indoor Pool (Heating Upon Request $100 extra per day and requires 24 hours of heating prior to use) - 6 Bedrooms - 6 Bathrooms - Large Living Areas - 5 min from highway 27 to beaches & rainforests - 15 min from Escazu and CIMA Hospital - 24/7 armed security - Huge Green Areas Heavenly!

Guest favorite
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.
Apartment in Mata Redonda
4.94 out of 5 average rating, 463 reviews

Hideout in downtown San Jose-Sergio

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

When is the best time to visit San José?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$13,174 GYDG$13,174 GYDG$13,383 GYDG$12,547 GYDG$12,547 GYDG$12,547 GYDG$12,547 GYDG$12,547 GYDG$12,338 GYDG$12,547 GYDG$13,174 GYDG$14,220 GYD
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