
Holiday rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Juan
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking
Brand new luxury apartment at Nucleo Sabana. It has a minimalist style with all the appliances brand new, including A/C, 2 smart TVs. High speed internet with TVservice. Laundry room includes a washer/dryer, 2 in 1. It has a wonderful view to the top of the trees and the sky in the balcony. There is a river next to it so you can always enjoy the river sound. Complex: More than 30 amenities, including a gastronomic market(NucleoGastro). Located 10min from Juan Santamaría Int’l Airport (SJO).

Featured Apartment | 5 Stars Verified Reviews, AC
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.

Cityscape iFreses, 20th floor! AC, TV and Pool
Discover this elegant, fully furnished apartment in one of the safest residential-commercial areas of San José, featuring 24/7 security. Situated in the exclusive iFreses Condominium, this apartment offers stunning city views and amazing amenities! Its strategic location places you within walking distance of shopping centers, supermarkets, coffee shops, restaurants, banks, and universities. Bus and taxi stops are just 50 meters away, and the train station is 200 meters away.

Ifreses Apartment: clean/balcony/WiFi/desk
The space is very comfortable as it is equipped with kitchen utensils, a work table, Wi-Fi, TV, air conditioning, an individual armchair, a two-person armchair, shelves, closets, etc. that make it very cozy. It also has a balcony with sliding doors that allows you to enjoy beautiful views of San José and the mountains, incredible sunsets and fresh air. Most of the ratings highlight the cleanliness of the space, something we particularly care about offering.

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.

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 .

Vivi's Hideaway
Enjoy this peaceful and centrally-located apartment, with sweeping 21st floor views of San Jose and the surrounding mountains. Fast internet, cool a/c, and a luxurious king sized, memory foam mattress await you after a day of exploring the Central Valley. Located in an exclusive high rise apartment, you will have access to one of the only rooftop pools in the central valley, a full gym, and inspiring coworking areas.

Stylish High-Rise • Upscaled Comfort in La Sabana
⛄️ ❄️ Equipped with air conditioning throughout the entire apartment, ensuring comfort in every room including the main room, living room, and dining area. Welcome to your stylish and fully equipped retreat—perfect for couples, families, or business travelers seeking comfort, convenience, and a touch of luxury. Located 20 mins from SJO airport, close to the National Stadium and La Sabana Park in San Jose.

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

URBN Cornerview city and mountain view-26th floor
Located in San Jose’s trendiest neighborhood, with all the amenities you need for a nourishing stay in the city. This is the ideal base for exploring the neighborhood of Barrio Escalante, with dozens of independent restaurants, cafes, and shops just steps away. The building amenities include: heated pool, gym, yoga room, coworking spaces, cinema, library, pet shower, laundry room and more.

23 floor modern studio Sabana park a/c
Vive la experiencia de hospedarte en un edificio único de 32 pisos a solamente 200 metros del Parque Metropolitano de la Sabana (mejor ubicación en San José) disfrutarás de sus más de 20 amenidades, las vistas panorámicas de San Jose y sus montañas y te vas a cautivar por los detalles decorativos que verás en cada rincón. ***Aeropuerto Juan Santamaria a solamente 10 millas***
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Relaxing House in Condo Costa Rica

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

Casa de Colores, 2B/2B, Athens, Alajuela CR

Casa Maria

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Casa Delios, Luxury Near the Airport, Private Pool

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

3BR Home w/ AC & high speed internet near airport
Condo rentals with a pool

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

AC and King Bed - Full Equipped Apartment

Luxury Apartment, San José, La Sabana, Del Lago

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

Urban Jewel on the 30th floor; SECRT

Luxury SkyView Apartment 2BR

Urbn Escalante Downtown View

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

Modern & Comfy Apartment, Sabana

Apartment in EscalanteOlive Loft 14th

Panoramic Penthouse 21 Escalante

Escalante Relax 12th

River view! & Cozy Apt. Central Modern Amenities

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

Modern apartment with pool in Bö Escalante

Luxury High-Rise | 16th Floor | La Sabana-San José
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $83 AUD | $82 AUD | $85 AUD | $80 AUD | $82 AUD | $70 AUD | $76 AUD | $85 AUD | $79 AUD | $78 AUD | $78 AUD | $79 AUD |
| 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

Total holiday rentals
Explore 40 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 900 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of San Juan holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across San Juan rentals

4.8 Average rating
San Juan stays are highly rated by guests—averaging 4.8 out of 5!
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- Jaco Beach
- La Sabana Park
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Poás Volcano National Park
- Parque Diversiones
- Marina Pez Vela
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Carara National Park
- Irazú Volcano National Park
- Turrialba Volcano National Park
- La Cruz del Monte de la Cruz
- Parque Viva
- Hotel Pumilio
- Parque Central
- University of Costa Rica
- Basilica De Nuestra Señora De Los Ángeles
- Catarata del Toro
- Britt Coffee Tour
- Río Agrio Waterfall
- National Theatre of Costa Rica
- Plaza de la Cultura
- Playa Jacó




