
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.

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

Magical Penthouse in Prime Location+ Cima Hospital
If you are looking to stay in a great spacious Family-Business-Medical Visiting spot with amazing city and spectacular Mountains Views, in Escazu´s Prime Location,? THIS is your place! Close to dinning , 5 Minute Walking Distance to CIMA Hospital ( Best location to Medical - Dental - Pre Natal procedures. Business travelers will love easy highway access, local fusion restaurants and pubs, Entertainment and a bunch of Stores. Next to Avenida Escazu, on the 7th Floor, Elevator and Pool .

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.

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

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.

Modern Cozy Apartment, Amazing Amenities
Steps from La Sabana Metropolitan Park and the National Stadium, this modern, quiet 12th-floor apartment is ideal for couples and digital nomads. You’re minutes from downtown San José with easy access to restaurants, cafés, bars, and museums. Designed around a signature coffee bar—perfect for slow mornings, focused workdays, or a cozy night in. Check in anytime via the 24/7 lobby (quick registration), then enter with a digital door lock. Enjoy a dedicated desk and fast 196 Mbps Wi-Fi.

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.

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.

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.

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.

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.

My Capitalino Shelter
Apartment located in one of the most modern buildings in San José which has a large number of areas for the enjoyment of guests in addition to having areas equipped to work, it even has a beautiful view from the terrace of the 29th floor where you will see beautiful sunsets and a entire view of the capital.
Popular amenities for San José rentals with a pool
House rentals with a pool

4BR Casa Peces Santa Ana, Indoor Pool & Sauna !

Large home, pool, and great view

Beautiful home, great views, pool, near to airport

Casa Delios, Luxury Near the Airport, Private Pool

Luxury Townhouse (8p max)-Pool & Fitness-Escazu

3BR Home w/ AC & high speed internet near airport

Smart loft in the heart of the city, A/C and Wi-Fi

Casa Escobar
Apartment rentals with a pool

Fully-Eqpd 2BR 2BA in Luxury GC w/Pool+Gym+24/7Sec

Modern/comfort great views 2Bath 2Bdr Escalante

Enjoy Barrio Escalante-Sjo

Luxury SkyView Apartment 2BR

Urban Jewel on the 30th floor; SECRT

Ponderosa Flat

Comfortable apartment in upscale neighborhood

MINT Apt 17th Floor View IFreses w/ Pool Wifi AC
Other holiday rentals with a pool

Nebulae - Water Cube Suite & YogaDeck

Modern Condo with Pool & Gym – Sabana SJ

WoodRechelle:Cozy, Elegance

18th Floor Stylish City Stay • Pool, AC & Rooftop

Art-Pamento in Downtown with AC-Pool-Parking

Modern apartment with pool at Bö Escalante

Luxury High-Rise | 16th Floor | La Sabana-San José

Gorgeous sunsets at charming apartment in downtown
When is the best time to visit San José?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £45 | £45 | £46 | £45 | £45 | £45 | £45 | £45 | £44 | £45 | £47 | £51 |
| Avg. temp | 22°C | 23°C | 24°C | 24°C | 24°C | 24°C | 24°C | 23°C | 23°C | 23°C | 23°C | 23°C |
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 £7 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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- Jaco Beach
- Dominical Beach
- La Sabana Park
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Poás Volcano National Park
- Parque Diversiones
- Chirripo National Park
- Marina Pez Vela
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Carara National Park
- Irazú Volcano National Park
- La Cruz del Monte de la Cruz
- Parque Viva
- Turrialba Volcano National Park
- University of Costa Rica
- Catarata del Toro
- Playa Jacó
- Children’s Museum
- Pre-Columbian Gold Museum
- Plaza de la Cultura
- Nauyaca Waterfalls
- Parque Central
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