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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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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.
Flat in Mantica
4.85 out of 5 average rating, 273 reviews

15th Floor Apt / Amazing Views • 20 min to Airport

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
A modern living area features large glass doors that allow natural light to fill the space. A round mirror and potted plant add vibrancy. A compact coffee table sits in front of a comfortable sofa, complemented by a blue chair. Air conditioning unit is visible.
Apartment in Mantica
4.95 out of 5 average rating, 127 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.
Flat in Urbanización Castro
4.97 out of 5 average rating, 153 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
4.93 out of 5 average rating, 318 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.
Flat in Barrio Escalante
4.9 out of 5 average rating, 124 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.

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, 150 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 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.
Serviced apartment in Carmen
4.94 out of 5 average rating, 114 reviews

Penthouse in San Pedro, view of the gods. Luxury, A/C.

This special place is close to everything, making it easy to plan your visit. Luxury two-story penthouse 16 and 17!A/C. View of the gods! With a unique and privileged view, in the exclusive area of Los Yoses. Close to all the Escalante cuisine. Just 3 minutes from the city of San José. With a spectacular view of the mountains to the south of the city and the beautiful sunsets to the west. Just meters from supermarkets and restaurants, parking included for our customers.

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
4.95 out of 5 average rating, 140 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 Wonderland*. Designed with warm plant and light decor, it features a private bedroom, closet, and workspace. Fully equipped kitchen with basics included, and bathroom with amenities. Enjoy spectacular views and purchase snacks, drinks, and personal items available in the apartment. Everything you need for a unique and comfortable stay. Parking $15 extra

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, 147 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 features a comfortable sofa adorned with pillows and a textured throw. A decorative statue stands prominently, and a large wall clock is displayed above. Floor-to-ceiling windows provide a view of the city and access to a small balcony.
Flat in Bella Vista
4.88 out of 5 average rating, 254 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 oval-shaped pool is surrounded by wooden decking, featuring a gentle incline leading to the water. Colorful striped lounge chairs are placed around the pool, with greenery visible in the background and a multi-story building partially in view.
Serviced apartment in Mata Redonda
4.9 out of 5 average rating, 154 reviews

SECRT Sabana Apt Steps to Pool, Gym And Views!

Our Amazing apartment is strategically located in an Exotic, Unique, Hip, Cool, and Relaxing High Rise 5 Stars Resort Style Condo next to the building's own forest, pool, and lounge area, so you actually have direct access to it from the apartment! This Resort Style Building has it all, Pool, Gym, Co-Working areas, 31st Story Terrace, Private Meeting Rooms, Theater Room, Landry, and its own bar in the first floor.

Guest favourite
A modern living space is showcased with a comfortable sofa positioned next to large glass doors. Natural light fills the room, highlighting a patterned area rug. A simple dining area is visible, complemented by stylish lighting. Indoor plants add touches of greenery near the balcony.
Flat in Rohrmoser
4.9 out of 5 average rating, 114 reviews

Your San José Hideaway | Pool • Rooftop • A/C

Modern and cozy apartment in the heart of Nunciatura. Located in a high-end building with rooftop, pool, jacuzzi, gym, coworking, and 24/7 security. Bright and well-decorated space with a queen-size bed, A/C, smart TV, and fast Wi-Fi — perfect for relaxing or working remotely. Ideal for solo travelers or couples. I stay here myself when in town, and I love sharing it with guests who value comfort and design.

Popular amenities for San José rentals with a pool

When is the best time to visit San José?

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Avg. price$78 SGD$78 SGD$80 SGD$77 SGD$77 SGD$77 SGD$77 SGD$77 SGD$76 SGD$75 SGD$76 SGD$80 SGD
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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 $13 SGD 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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