
Vacation 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

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.

Exclusive Apartment in Downtown Costa Rica
This penthouse is in one of the most exclusive areas of Costa Rica, excellent restaurants, the nightlife is intense, full of life. The apartment has places to work inside the building, a gym, an pool, 24-hour security and the apartment is spacious, the view it has is impressive! day or night "it takes your breath away" its minimalist decoration gives you peace in a world "full of complications" …you are a winner, and you deserve a night that brings you closer to that top level you deserve!

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.

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.

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.

Joya Urbana on the 30th floor; SECRET
Immerse yourself in the magic of this apartment on the 30th floor of SECRT Sabana, inspired by *Alice in Wonderland of Wonders*. Designed with warm decoration of plants and lights, it has a private bedroom, closet, and workspace. Fully equipped kitchen with basics included, and bathroom with amenities. Enjoy spectacular views and buy snacks, drinks, and personal items available in the apartment. Everything you need for a unique and comfortable stay. Parking $15 additional

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.

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 SantamarĂa 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.

Architect's Apartment, 21st Floor, Amazing View
IncreĂble apartamento rediseñado por el Arquitecto AndrĂ©s Brenes, Ăşnico en su tipo. Perfecto para compartir una copa de vino y/o coctel. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitaciĂłn. Viva la ciudad como nunca antes. Cerca de parques, centros comerciales y restaurantes. ** Blackout en todo el apartamento. Aeropuerto: 30min Parque metropolitano La Sabana: 1km Parqueo Privado No a/c

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.

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.
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

Casa TurrĂş, an oasis of calm

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

Smart loft in the heart of the city, A/C and Wi-Fi
Condo rentals with a pool

U Nunciatura Views, Close to the Airport

URBN-Escalante apartment with parking

Concrete Jungle Experience 25th Floor Secrt Sabana

AC and King Bed - Full Equipped Apartment

Luxury Apartment, San José, La Sabana, Del Lago

30 mins SJO | Pool View | Premium Appt | Parking

Urbn Escalante Downtown View

Modern & bright Studio at ARBOREA Flats Santa Ana
Other vacation rentals with a pool

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

@SmartMobilis: Luxury Green Villa for Long Stays

Unique Industrial Apt Near Airport in La Sabana

WoodRechelle: Warmth, Elegance

Amazing Penthouse in San José

Cloud Nine Penthouse - Urban Bliss

Apartamento en Rohrmoser, CR
When is the best time to visit San José?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$12,756Â GYD | G$12,756Â GYD | G$12,965Â GYD | G$12,547Â GYD | G$12,547Â GYD | G$12,547Â GYD | G$12,547Â GYD | G$12,547Â GYD | G$12,338Â GYD | G$12,129Â GYD | G$12,338Â GYD | G$12,965Â GYD |
| 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 vacation rentals with a pool in San José

Total vacation rentals
Explore 1,530 vacation rentals in San José

Nightly prices starting at
San José vacation rentals start at G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 85,630 verified reviews to help you choose

Family-friendly vacation rentals
580 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 460 rentals that welcome pets

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

Wi-Fi availability
1,510 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!
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- Jaco Beach
- Dominical Beach
- La Sabana Park
- Playa Blanca
- Manuel Antonio National Park
- Poás Volcano National Park
- Parque Diversiones
- ChirripĂł National Park
- Braulio Carrillo National Park
- Marina Pez Vela
- Los Quetzales National Park
- Playa Boca Barranca
- Cariari Country Club
- Juan Castro Blanco National Park
- IrazĂş Volcano National Park
- Carara National Park
- La Iguana Golf Course
- La Cruz del Monte de la Cruz
- La Cangreja National Park
- Playa Gemelas
- Turrialba Volcano National Park
- Playa Savegre
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