
Holiday rentals with a pool in San Juan District
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Juan District
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

Núcleo Urbano: Modern Apt in Downtown San José
Experience San José from a modern apartment with panoramic city views in the exclusive Núcleo Sabana complex. Fully equipped with Wi-Fi 5G, Smart TV, full kitchen, and private parking. Enjoy premium amenities including a pool, gym, sauna, lap lanes, multi-sport court, karaoke room, and beautiful green areas. Located steps from La Sabana Park, and the National Stadium and any restaurants. Perfect for business travelers, couples, or anyone seeking comfort and style in Costa Rica’s lively capital.

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.

Luxury 14th-Floor Apartment with Views in San José
Discover tranquility in this centrally-located haven near Barrio Escalante. Enjoy a cozy retreat just steps from the city’s top restaurants, offering local and international cuisine. You will find a grocery store just in front of the main gate. Next to the building, there is a bowling and a Mall 5 minutes waking. Immerse yourself in culture with nearby museums, cinemas, and art scenes. You’re less than an hour from stunning natural attractions-volcanoes, mountains, and beaches await!

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.

Best View, Luxury, Full Amenities, Nearby Airport
Welcome to our stunning retreat in Sabana, the heart of San José! Enjoy a breathtaking NATURE VIEW from our cozy apartment, just 20 minutes from the airport. There are 8 international RESTAURANTS IN THE BUILDING, including a coffee shop! This tranquil sanctuary offers convenience and serenity. Relax on the balcony, take a refreshing dip in the POOL, stay active at the GYM, work in the dedicated space, or stroll through the beautiful GARDENS. Enjoy the wonders of San José. Book now!

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.

New Studio Near the Airport Hub
Welcome to our charming studio ! This space has been designed to make you feel at home from the moment you walk in. With its open layout and stunning double-height windows in each bedroom, you'll enjoy spectacular natural light throughout the day and unforgettable views of the mountains and the city. Imagine waking up each morning to the fresh breeze and a changing landscape: from the first rays of sunlight illuminating the mountains to the city lights twinkling at dusk.

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.

Smart loft in the heart of the city, A/C and Wi-Fi
Enjoy the tranquility of this smart, elegant and centrally located loft with city views! Ideal for relaxing. It has all the amenities you need to make your stay the most pleasant with the highest quality. Its location is favorable as it is close to restaurants, shopping centers, and supermarkets. It's just 15 minutes from downtown San José. It has a large number of amenities such as a heated pool, cinema, study room, gym and coworking area.

Couples Focused Magnificent Studio Apartment
FREE early check-in upon request!! Escape stress in our stunning 23rd-floor adult-only apartment, offering an erotic touch . Enjoy 24/7 self-check-in, secure parking, and a rooftop with a heated pool for sunset relaxation. Fully equipped kitchen and numerous restaurants, coffee shops and markets nearby. Perfect for couples local looking for a quick get away or the best option for foreigners to start or end their Costa Rica trip .

Favorite apartment in the city
Modern and fully equipped apartment in one of the most central and vibrant areas of San José. The so-called heart of the capital offers countless walking areas, and is one of the most attractive spots for foodies and gastronomy enthusiasts, with countless cafes and restaurants within walking distance. This minimalist apartment is perfect for those looking for a comfortable space with the best amenities.
Popular amenities for San Juan District rentals with a pool
House rentals with a pool

Relaxing House in Condo Costa Rica

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

5 beds | SJO | Fast Internet | Heredia |

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

City Scapes Home2BR 2131ft2 Amenities Security24X7
Apartment rentals with a pool

URBN-Escalante apartment with parking

AC and King Bed - Full Equipped Apartment

Perfect City Sunset Retreat 18th floor

Enjoy Barrio Escalante-Sjo

Luxury SkyView Apartment 2BR

Flofy Apartment - Pool - Parking - Security

Urban Jewel on the 30th Floor; SECRT

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

Sunsets & Style — Modern Stay in Trendy Escalante

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

Unique Industrial Apt Near Airport in La Sabana

River view! & Cozy Apt. Central Modern Amenities

Urban Lux Stay w/ Mountain View w AC+Pool+Parking

Apartmento Cozy Harmony con AC/Piscina

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

Luxury Nature Retreat with River View AC & Parking
When is the best time to visit San Juan District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £44 | £44 | £45 | £43 | £44 | £37 | £40 | £45 | £42 | £41 | £41 | £42 |
| 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 Juan District

Total holiday rentals
Explore 40 holiday rentals in San Juan District

Nightly prices starting at
San Juan District holiday rentals start at £8 per night before taxes and fees

Verified guest reviews
Over 880 verified reviews to help you choose

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

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
40 of San Juan District holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Juan District rentals

4.8 Average rating
San Juan District stays are highly rated by guests – averaging 4.8 out of 5!
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- Jaco Beach
- La Sabana Park
- Playa Blanca
- Manuel Antonio National Park
- Poás Volcano National Park
- Parque Diversiones
- Marina Pez Vela
- Braulio Carrillo National Park
- Los Quetzales National Park
- Cariari Country Club
- Playa Boca Barranca
- Juan Castro Blanco National Park
- Irazú Volcano National Park
- Carara National Park
- La Iguana Golf Course
- La Cangreja National Park
- La Cruz del Monte de la Cruz
- Turrialba Volcano National Park
- Playa Gemelas
- Playa Savegre




