
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.

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

30 mins SJO | Pool View | Premium Appt | Parking
Welcome to this magical space located 30 mins/9.9 mi away from SJO. It features a balcony overlooking the pool, mountains, trees, and green areas. Green is one of my favorite colors, which inspired the design of the room. It has been thoughtfully created to be accommodating, with everything needed for cooking and making you feel at home. Secrt is one of the most incredible buildings, filled with different spaces to work, collaborate, or simply relax. I welcome you and hope you enjoy your stay.

Well located, Safe w AC Laundry & Parking San José
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.

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.

Boho-Chic Oasis A/C Luxe Amenities Great Location
Take a morning stroll in the zen garden before heading back to your perfect location, boho chic 1 br apartment that will welcome you with high-speed wifi, top-of-the-line kitchen appliances, amazing decor, comfortable beds, and sunset views from an 11th floor overlooking the city. Not only will you have access to unparalleled amenities like a cinema, gym, library, bbq areas and co-working space, you will be a walking distance from La Sabana park, best coffee shops, and grocery stores in town.

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.

Comfort & Style Near SJO Airport +Pool & Mtn Views
CR Stays Welcomes you to this fully-equipped studio just 4 miles from Juan Santamaría Airport. Enjoy breathtaking views of the Escazú mountains, a king bed, queen sofa bed, fast Wi-Fi, and air conditioning—ideal for 4 guests. The building boasts a gym, pool, BBQ terrace, private cinema, and meeting rooms. Minutes from Plaza Real Cariari’s shops and restaurants, and located in a prime business hub. 24/7 security for a safe, stylish, and comfortable stay.

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.

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

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.

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
Popular amenities for San José rentals with a pool
House rentals with a pool

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

Casa Turrú, an oasis of calm

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

Luxury on 19th Floor-A/C and Close to SJO Airport

URBN-Escalante apartment with parking

Concrete Jungle Experience 25th Floor Secrt Sabana

Fully equipped apartment in Nunciatura

Perfect City Sunset Retreat 18th floor

Urbn Escalante Downtown View

Urban Jewel on the 30th Floor; SECRT

Alicia's Garden Apartment and Secrt
Other holiday rentals with a pool

COZY studio w/ Sky pool, WiFi, WIFI & GYM

Sunsets & Style — Modern Stay in Trendy Escalante

Escape to Nature: Forest, Mountains & River.

Unique Industrial Apt Near Airport in La Sabana

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

Luxury Apt 16th floor A/C great views free parking

River view! & Cozy Apt. Central Modern Amenities

Aura-Cozy Apt Near Airport&Sabana-AC-Free Parking
When is the best time to visit San José?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 52 | € 52 | € 53 | € 51 | € 51 | € 51 | € 51 | € 51 | € 50 | € 49 | € 50 | € 53 |
| 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 € 9 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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- Rentals with pools Costa Rica
- Jaco Beach
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- 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
- Parque Nacional Los Quetzales
- Playa Boca Barranca
- Juan Castro Blanco National Park
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- La Cruz del Monte de la Cruz
- La Iguana Golf Course
- La Cangreja National Park
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