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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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Guest favourite
Villa in Santa Ana
4.95 out of 5 average rating, 186 reviews

Vista Oro Luxurious Villa Heated Pool 360 Views

Luxurious Mansion for a Fantastic price . Your Private Estate to enjoy,Located in the hills of Santa Ana , 25 mins from SJO airport . Perfect climate . 360 Spectacular Views Gourmet Chef Kitchen, Quality cotton linings ,beds , towels and furnishings Heated Salt Spa Pool , On Site Help ,24 hrs Security, Your Home in Paradise .10 mins Fine Dining , Supermarkets,Malls Entertainment , Private chef , Tours and driver services available .You will enjoy a Fantastic Memorable Vacation..Paradise ENJOY

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.
Flat in Urbanización Castro
4.97 out of 5 average rating, 164 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
Apartment in Rohrmoser
4.94 out of 5 average rating, 326 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 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.
Flat in San José
4.97 out of 5 average rating, 109 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

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.
Flat in Uruca Centro
4.99 out of 5 average rating, 135 reviews

Japandi Oasis with Pool, Rooftop & tour info

Relax into a unique Japandi-style experience in a new, luxurious tower. The stylish decor, full kitchen, and a dedicated desk with high-speed internet provide a perfect blend of comfort and productivity for any traveler. Enjoy stunning sunrises, sunsets, and night views from your own private space, adding a touch of luxury and relaxation to your stay. Enjoy a pool, rooftop lounges, a cinema, a gym, co-working spaces, and an on-site food court, offering a complete vacation experience.

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.
Flat in California
4.96 out of 5 average rating, 114 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.
Flat in San José
4.97 out of 5 average rating, 167 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.
Apartment in Rohrmoser
4.91 out of 5 average rating, 437 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.

Guest favourite
The interior space features an open layout with a modern design. A comfortable gray sofa and a white accent chair are arranged around a round coffee table. A staircase leads to the upper level, while natural light floods the area through large windows, enhancing the room's brightness.
Loft in Rohrmoser
4.86 out of 5 average rating, 155 reviews

Art Loft - Luxurious Apt QBO Building, Rohrmoser

Stylish apartment in the nicest neighborhood of San Jose. The loft is in a new luxury tower with more than 10 amenities (co-work spaces, semi-olympic pool, therapeutic pool, Jacuzzi on different floors, children's garden, two gyms, and several other spaces). Supermarkets, banks, restaurants, Sabana Metropolitan Park, National Stadium, are all located nearby. Great for medical tourism, business travelers, or anyone who wants to visit San Jose.

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.
Flat in San José
4.94 out of 5 average rating, 418 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.

Guest favourite
A bright sleeping area features a spacious bed with quality linens and a cosy sofa bed. Large windows allow natural light to fill the room, while views of greenery are visible outside. Neutral walls enhance a calm atmosphere, complemented by simple decor elements.
Loft in Alajuela
4.95 out of 5 average rating, 700 reviews

Cosy Loft, 3 min from SJO airport, brand new

Cosy loft in a condo with security and free parking. Swimming pool, gym and workspace are available on site. Idealy situated in Alajuela, just 3 minutes away from the airport, 2 minutes walk from one of the biggest mall in central america "citymall", perfect for shopping before leaving the country.

Guest favourite
A modern interior is highlighted by sleek black stairs leading to a loft area. Large windows provide abundant natural light and stunning views of the landscape. A comfortable sofa sits nearby, complemented by decor pieces that add character to the contemporary design.
Flat in Rohrmoser
4.92 out of 5 average rating, 327 reviews

Sabana Sunset Floor23 (parking,A/C,nearby Airport)

Disconnect from the city in the city. Enjoy the amazing view of the last floors of Cosmopolitan Tower (Floor 23 and 24). 1 PARKING spot included. The location is perfect close to restaurants and coffee shops walking distance. Uber is convenient for airport, shopping malls and more.

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 1,510 holiday rentals in San José

  • Nightly prices starting at

    San José holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 89,590 verified reviews to help you choose

  • Family-friendly holiday rentals

    590 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 450 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,180 properties have a dedicated workspace

  • Wifi availability

    1,490 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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