
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.

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

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).

Morpho Condo 16th Floor • AC • Parking • Tour Help
Relájate y disfruta una experiencia con estilo Japandi. Escucha los pájaros y contempla las montañas al amanecer, vive los mejores atardeceres y una increíble vista nocturna, todo desde nuestro balcón! Ubicado en nueva y lujosa torre con modernas amenidades a tan sólo 10 min de teatros, museos y parques emblemáticos de la capital. Además puedes ir caminando o en bicicleta al parque de La Sabana o el Estadio Nacional. Con fácil acceso a la autopista, la cual te llevará en 25 min al aeropuerto

Núcleo Urbano: Modern Apt 15th! Amazing City Views
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.

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.

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.

27th floor 2BR, Sunset View, A/C
Enjoy a stylish experience in this beautiful mid-century designer 2 Bedroom, 2 Bath with gorgeous views of San Jose located in trendy Barrio Escalante, gastronomic area with more than fifty restaurants, local and international. The apartment offers a living area, an open kitchen with all the modern amenities and quartz finishes , beautiful terrace showing spectacular sunsets, in-home washer/dryer, both bedrooms with AC, electric blackout blinds ..etc, located on the 27th floor.

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.

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.

Upscale apartment at URBN Escalante
Luxurious 26th-floor condo in the heart of Barrio Escalante, San José, Costa Rica! Fully furnished with 2 bedrooms, 2 bathrooms, a modern kitchen, washer/dryer, and HD Smart TVs. Enjoy URBN Escalante’s 24/7 lobby, heated pool, gym, and proximity to top restaurants, cafes, and nightlife. Perfect for travelers or remote workers seeking comfort and convenience in this vibrant urban hub. Stays of 6+ days allow guest visitors.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

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

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

Concrete Jungle Experience 25th Floor Secrt Sabana

URBN-Escalante apartment with parking

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

30 mins SJO | Pool View | Premium Appt | Parking

Urbn Escalante Downtown View

Luxury SkyView Apartment 2BR

Urban Jewel on the 30th Floor; SECRT

Flofy Apartment - Pool - Parking - Security
Other holiday rentals with a pool

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

Escape to Nature: Forest, Mountains & River.

360 City Rooftop view! Pools, Gym, AC, 4 beds

Centrally located 1BDR modern apt (views+pool)

River view! & Cozy Apt. Central Modern Amenities

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

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?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $101 NZD | $99 NZD | $103 NZD | $97 NZD | $99 NZD | $85 NZD | $92 NZD | $103 NZD | $96 NZD | $94 NZD | $94 NZD | $96 NZD |
| 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 $17 NZD 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 and kid-friendly amenities

Rentals with dedicated workspaces
40 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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- Rentals with pools Costa Rica
- Jaco Beach
- La Sabana Park
- Playa Blanca
- Parque Nacional Manuel Antonio
- Poás Volcano National Park
- Parque Diversiones
- Marina Pez Vela
- Cariari Country Club
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Juan Castro Blanco National Park
- Playa Boca Barranca
- Irazú Volcano National Park
- Carara National Park
- Turrialba Volcano National Park
- La Cruz del Monte de la Cruz
- La Iguana Golf Course
- La Cangreja National Park
- Playa Gemelas
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