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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 1,600 vacation rentals in San José

  • Nightly prices starting at

    San José vacation rentals start at G$2,082 GYD per night before taxes and fees

  • Verified guest reviews

    Over 97,820 verified reviews to help you choose

  • Family-friendly vacation rentals

    580 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 480 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,240 properties have a dedicated workspace

  • Wi-Fi availability

    1,570 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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Superhost
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.
Apartment in Mata Redonda
4.85 out of 5 average rating, 337 reviews

15th Floor Apt/Amazing Views•20 min Airport+ Tours

San José with a modern apartment featuring panoramic views in the exclusive Núcleo Sabana complex. Fully equipped with 5G Wi-Fi, Smart TV, kitchen, and parking. Enjoy premium amenities, including a swimming pool, gym, sauna, lap lanes, multi-sport court, karaoke, and beautifully landscaped areas. Make the most of your stay with our exclusive one-day guided tours, designed to help you discover Costa Rica with ease. Conveniently located near La Sabana Metropolitan Park, the National Stadium & Rest

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, 194 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
Bungalow in San Rafael
4.99 out of 5 average rating, 134 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, 347 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 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.
Apartment in Uruca
4.99 out of 5 average rating, 156 reviews

Airport Apt/floor16 AC+Paking+Rooftop views +Tours

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 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, 197 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 favorite
Apartment in Mata Redonda
4.98 out of 5 average rating, 109 reviews

Luxury Studio 31st Floor • Panoramic View • AC

Modern studio on the 31st floor of SECRT Sabana with an incredible view of the city and mountains. Enjoy unique sunrises and sunsets from the top level. The space includes AC, a Queen bed, equipped kitchen, smart TV, free parking in the building, and a peaceful environment to relax or work with total privacy. Located near restaurants, supermarkets, La Sabana, and with great access to transportation. Ideal for business trips or couple getaways. We look forward to hosting you!

Guest favorite
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, 480 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 favorite
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
4.87 out of 5 average rating, 181 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 favorite
Condo in Mata Redonda
4.9 out of 5 average rating, 252 reviews

Skyline Loft 22nd Fl • Views + Pool + Gym + AC

Wake up 22 floors above San José with a breathtaking 180° view stretching from La Sabana Park to the mountains of the Central Valley and the city skyline. This modern skyline loft blends hotel-level comfort with the privacy of your own apartment—complete with air conditioning, fast WiFi. Perfect for business travelers, couples, and digital nomads, this stylish high-rise escape puts you above the city while keeping everything within easy reach.

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
4.94 out of 5 average rating, 278 reviews

Breathtaking Mountain View Apt.

Experience staying in a unique apartment on the 29th floor of the Secrt Sabana tower, with an impressive panoramic view of the mountains of San José, just 200 meters from the Sabana Metropolitan Park (best location in San José) you will enjoy its more than 20 amenities, you will be captivated by the decorative details that you will see in every corner. *** Juan Santamaria Airport just 10 miles away ***

Guest favorite
A modern living area features a spacious sofa with decorative cushions, paired with a small dining table and two chairs. Expansive windows provide sweeping views of the city and mountains, while a television is mounted on the wall. Potted plants add a touch of greenery.
Apartment in Rohrmoser
4.99 out of 5 average rating, 140 reviews

Amazing views SJO, Cozy, Equipped. 24/7 Concierge

Cozy apartment on the 18th floor of the modern "Cosmopolitan Tower". Enjoy amazing views, a peaceful and safe place. For your convenience parking is within the building. Enjoy the better quality coffee. Quite close to Juan Santamaría Airport. (SJO). Awesome amenities, great location, close to lovely parks, national stadium, a variety of restaurants, grocery store, banks, among other places. Enjoy it!

Popular amenities for San José rentals with a pool

When is the best time to visit San José?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$13,116 GYDG$13,116 GYDG$13,324 GYDG$12,492 GYDG$12,492 GYDG$12,492 GYDG$12,492 GYDG$12,492 GYDG$12,283 GYDG$12,492 GYDG$13,116 GYDG$14,157 GYD
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