
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).

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.

Nucleo Sabana, West City View, A/C, Pool & Gym 1BR
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.

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!

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.

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.

Fully-Eqpd 2BR 2BA in Luxury GC w/Pool+Gym+24/7Sec
Welcome to Apartment 406, your stylish 786ft² (73m²) sanctuary in Costa Rica—the largest unit in the Bambú Rivera Residential Complex! Perfect for digital nomads and vacationers, this modern 2-bedroom apartment is fully equipped for a comfortable stay. With 24/7 security and a wealth of amenities, you're just a short distance from the city center and its attractions. Whether you're here to work, explore, or unwind, this is the ideal home base for your trip.

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 Santamaría 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.

New Boho Sabana Apartment Close to Airports w/ AC
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. Air Conditioning. Free parking. Hot water. Coffee and Cookies are on the house! Both living room and bedroom have TVs, with Netflix and Disney+ included and wifi speeds of 200MB

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.

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 .
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Relaxing House in Condo Costa Rica

Nebulae - Water Cube Suite

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

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
Apartment rentals with a pool

Concrete Jungle Experience 25th Floor Secrt Sabana

Cozy loft with panoramic view of San José

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

Enjoy Barrio Escalante-Sjo

Luxury SkyView Apartment 2BR

Urban Jewel on the 30th floor; SECRT

Urbn Escalante Downtown View

Modern & Cozy Apartment!
Other holiday rentals with a pool

Cozy apartment / luxury complex

El Quetzal Condominium with AC-Gym-Sauna

Unique Industrial Apt Near Airport in La Sabana

Amazing Penthouse in San José

Centrally located 1BDR modern apt (views+pool)

Urban Bamboo Apartment in SJ with Pool +Parking

River view! & Cozy Apt. Central Modern Amenities

Secrt Sabana | SJ | 22nd floor | AC |
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £43 | £42 | £44 | £41 | £42 | £36 | £39 | £44 | £41 | £45 | £48 | £55 |
| 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 £7 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 & child-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of San Juan holiday rentals include wifi access

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

4.8 Average rating
San Juan stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- San José Holiday rentals
- San Andrés Holiday rentals
- Tamarindo Holiday rentals
- Playa Santa Teresa Holiday rentals
- Puerto Viejo de Talamanca Holiday rentals
- Jaco Holiday rentals
- Managua Holiday rentals
- La Fortuna Holiday rentals
- Uvita Holiday rentals
- Boquete Holiday rentals
- Playa del Coco Holiday rentals
- Liberia Holiday rentals
- Apartment rentals San Juan
- Flat rentals San Juan
- Family-friendly rentals San Juan
- Rentals with a firepit San Juan
- Rentals with a patio San Juan
- Smoking-friendly rentals San Juan
- Fitness-friendly rentals San Juan
- Pet-friendly rentals San Juan
- Rentals with breakfast San Juan
- House rentals San Juan
- Rentals with a washing machine and dryer San Juan
- Rentals with outdoor seating San Juan
- Rentals with pools San Jose Province
- Rentals with pools Costa Rica
- 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
- La Cruz del Monte de la Cruz
- Turrialba Volcano National Park
- Parque Viva
- University of Costa Rica
- Río Agrio Waterfall
- Hotel Pumilio
- Parque Central
- Playa Jacó
- Catarata del Toro
- National Theatre of Costa Rica
- Plaza de la Cultura
- Britt Coffee Tour
- Pre-Columbian Gold Museum




