
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.

Green Sky, Parking, WIFI, Pool, Gym, Jacuzzi
Alójate en una de las torres más exclusivas en San José, con amenidades de lujo, como el sky pool, sunset firepit, cloud jacuzzi, garden gym, yoga space, coworking área, entre otras. El apto esta ubicado en Rohrmoser en una zona muy segura, cerca de restaurantes, cafeterías, parques, a 5minutos del Estadio Nacional y el Parque la Sabana, a tan solo 20 minutos del Aeropuerto Juan Santa María El apartamento está diseñado con un estilo tropical cálido muy característico de Costa Rica y sus playas.

Stylish Studio with Sky Bar & City Views
New and exclusive Golden Coffee Studio, inspired by the history of Costa Rican coffee this apartment brings the best views of San Jose city. Walkable of the beaten heart of trendy gastronomic area Barrio Escalante, surrounded by the local vibes this place is on the best spot downtown for you to get ready and discover Costa Rica. One master room and a unique queen wallbed make this place an inviting and fun place for couples, friends and families. Spectacular amenities 100MBps Fiber optic Wifi

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.

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.

Stylish 1 BR w A/C, Private Terrace
Enjoy a stylish experience at this centrally-located condominium, less than half a mile from downtown and in the heart of the trendy gastronomic Barrio Escalante with countless options of restaurants and bars. Whether working remotely, visiting friends, health tourism or on holiday, with speedy internet, fully equipped kitchen and bathroom, a very calm and serene terrace, gym and pool, coworking, lounge and bar, you will feel right at home with the touch of the latin culture.

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 the Wonderland*. Designed with warm floor and light decor, it has a private bedroom, closet, and working space. Fully equipped kitchen with essentials included, and bathroom with amenities. Enjoy spectacular views and buy snacks, drinks, and personal items available in the apartment. All you need for a unique and comfortable stay. Parking $15 additional

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.

Upscale apartment at URBN Escalante
Luxurious 26th-floor condo in the heart of Barrio Escalante, San José, Costa Rica! Fully furnished with 2 bedrooms, 2 bathrooms, a modern kitchen, washer/dryer, and HD Smart TVs. Enjoy URBN Escalante’s 24/7 lobby, heated pool, gym, and proximity to top restaurants, cafes, and nightlife. Perfect for travelers or remote workers seeking comfort and convenience in this vibrant urban hub. Stays of 6+ days allow guest visitors.

New Bohemian Studio Best Views
SECRT Tower in Sabana is the absolute best tower in San Jose very close to Parque La Sabana (400 mtrs / 0.3miles). 20 min from Airport. Great, safe location. Very accesible, walking distance to restaurants, stores, pubs, supermarket, gas stations, etc. Apt is fully equipped. Free parking. Hot water. Coffee is on the house! Both living room and bedroom have TVs, with Netflix and Disney+ included and wifi speeds of 200MB

Architect's Apartment, 21st Floor, Amazing View
Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Zona muy transitable, cerca de parques, centros comerciales y restaurantes. Aeropuerto: A 16 km, serían 35 min aproximadamente, dependiendo del tráfico. Parque metropolitano La Sabana: 1km Parqueo Privado No A/C

Chic Bohemian Loft
Discover our Bohemian Sky Retreat on the 18th floor, a blend of bohemian elegance and comfort with stunning city views. Enjoy vibrant decor, a plush living area with a smart TV, and a fully equipped kitchen. The serene bedroom promises a restful night beside mesmerizing skyline views. Steps from cafes, dining, and attractions, this urban oasis offers an unforgettable city experience.

Hideout in downtown San Jose
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
House rentals with a pool

New 3BR Condo | by SJO Airport & Convention Center

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

Green Escape with Style

Beautiful house with private pool

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

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

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

Casa Escobar
Apartment rentals with a pool

URBN-Escalante apartment with parking

Concrete Jungle Experience 25th Floor Secrt Sabana

Stunning Cozy Flat w/ Mountain Views+Wi-Fi + Gym

AC and King Bed - Full Equipped Apartment

Perfect City Sunset Retreat 18th floor

Flofy Apartment - Pool - Parking - Security

Luxury SkyView Apartment 2BR

The Gourmet Terrace & Coffee View w/AC
Other holiday rentals with a pool

Cozy loft with panoramic view of San José

Sunsets & Style — Modern Stay in Trendy Escalante

Couples' Urban Escape in Sabana, AC-WIFI-Parking

Apartment in EscalanteOlive Loft 14th

URBAN LUX APT w/Prime Location•Fast WIFI•Pool•AC

★Luxurious Apt★ | Panoramic View, Pool, Gym + Pkg

Couples Focused Magnificent Studio Apartment

Beautiful view apartment with hotel amenities
When is the best time to visit San José?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $79 SGD | $79 SGD | $80 SGD | $78 SGD | $78 SGD | $78 SGD | $78 SGD | $78 SGD | $76 SGD | $75 SGD | $76 SGD | $80 SGD |
| 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 1,530 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 85,630 verified reviews to help you choose

Family-friendly holiday rentals
580 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 460 rentals that welcome pets

Rentals with dedicated workspaces
1,210 properties have a dedicated workspace

Wifi availability
1,510 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
- Playa Blanca
- Manuel Antonio National Park
- Poás Volcano National Park
- Parque Diversiones
- Chirripó National Park
- Marina Pez Vela
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- Cariari Country Club
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- Juan Castro Blanco National Park
- Irazú Volcano National Park
- Carara National Park
- La Cruz del Monte de la Cruz
- La Iguana Golf Course
- La Cangreja National Park
- Turrialba Volcano National Park
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