
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.

Luxury SkyView Apartment 2BR
The apartment is spacious and very comfortable; each room is equipped with an imported memory foam king mattress you melt into. The large sofa can easily sleep two people. The shower has a large natural raindrop spout allowing for an organic soothing cleanse. Our apt is 15 walking minutes to National Stadium and is surrounded by restaurants, bars and shopping centers. Amenities include private massage rooms, an illuminated pool, a bbq area, and a large gym. Central A/C and TVs in all rooms.

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.

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.

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.

Super view and WiFi, 2 bedrooms, 2 bathrooms and 2 parking spaces
Azenza Towers, Excellent location and security. 11th floor: excellent sunset view. 500 Mbps WiFi. VGA Monitor. 2 bedrooms, 2 bathrooms, 2 free covered garages 3 elevators 5 km from San José 7 km from Escazú 16 km from the International Airport 70 km from Pacific Beaches Close to major corporate centers in San José, Heredia and San José, as well as shopping malls, hotels and hospitals. Pool, yoga deck, gym, playground and work area. Roof Top.

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.

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.

17 floor modern Apt Sabana Park a/c free parking
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

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

Cozy loft with panoramic view of San José

AC and King Bed - Full Equipped Apartment

30 mins SJO | Pool View | Premium Appt | Parking

Enjoy Barrio Escalante-Sjo

Urban Jewel on the 30th floor; SECRT

Flofy Apartment - Pool - Parking - Security

Urbn Escalante Downtown View

Skyline Loft 22nd Fl | Panoramic Views · San José
Other holiday rentals with a pool

Sunsets & Style — Modern Stay in Trendy Escalante

Panoramic Penthouse 21 Escalante

Modern refuge in the capital of San José

An oasis in the city, new apartment

WoodRechelle:Cozy, Elegance

Amazing Penthouse in San José

Pool, Gym, Rooftop, Parking | San José Centro

Modern apartment with pool in Bö Escalante
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 | £43 | £41 | £42 | £36 | £39 | £43 | £40 | £45 | £48 | £54 |
| 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
- Rentals with breakfast San Juan
- House rentals San Juan
- Rentals with a washing machine and dryer San Juan
- Rentals with a firepit San Juan
- Smoking-friendly rentals San Juan
- Rentals with a patio San Juan
- Pet-friendly rentals San Juan
- Rentals with outdoor seating San Juan
- Fitness-friendly rentals San Juan
- Flat rentals San Juan
- Family-friendly rentals San Juan
- Apartment rentals 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 Los Quetzales
- Parque Nacional Braulio Carrillo
- Carara National Park
- Irazú Volcano National Park
- La Cruz del Monte de la Cruz
- Turrialba Volcano National Park
- Parque Viva
- University of Costa Rica
- Playa Jacó
- National Theatre of Costa Rica
- Hotel Pumilio
- Catarata del Toro
- Río Agrio Waterfall
- Britt Coffee Tour
- Parque Central
- Pre-Columbian Gold Museum
- Plaza de la Cultura




