
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.

Balcony Sunset View 21st Floor Apartment
Located 21st floor of the stylish URBN Escalante building in the heart of San José, this modern one bedroom apartment has all the amenities for a pleasurable stay. Feel free to make use of the lobby with 24/7 concierge, heated pool, lounge area, co-working spaces, gym, yoga room, cinema, library, BBQ area and playground. Internet is available at all common areas as well as high-speed internet connection -100Mbps- in the apartment. 5-10 minute walk to Pubs, Restaurants and Supermarkets. Netflix👍

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).

15th Floor Apt / Amazing Views • 20 min to Airport
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.

Top Pick in La Sabana: Spotless & Comfy with A/C
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.

Family|Business Flat w/ 270° Mountain+City Skyline
Great Pent House in one of the most Upscale location and Luxury 180° Mountain + City View places in San Jose, La Sabana. Lots of amenities, including Gym, Yoga, pool deck, Sauna & Steam Room, etc. Private 2x parking lots with private entrance. Security Surveillance. Walking distance to La Sabana Park and lots of access to anywhere in the Country. 18 mins to Juan Santamaria Int. Airport. 10 minutes to Multiplaza Mall in Escazu minutes to Barrio Escalante, San Pedro. 1.5 hrs to Jaco Beach.

Airport Apt/floor16 AC+Paking+Rooftop views +Tours
Relax into a unique Japandi-style experience in a new, luxurious tower. The stylish decor, full kitchen, and a dedicated desk with high-speed internet provide a perfect blend of comfort and productivity for any traveler. Enjoy stunning sunrises, sunsets, and night views from your own private space, adding a touch of luxury and relaxation to your stay. Enjoy a pool, rooftop lounges, a cinema, a gym, co-working spaces, and an on-site food court, offering a complete vacation experience.

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.

MINT Apt 17th Floor View IFreses w/ Pool Wifi AC
Enjoy a unique stay in this stylish apartment with a panoramic view and prime location. Fully equipped with air conditioning, a complete kitchen, Smart TV, and blackout curtains for maximum comfort. Exclusive amenities: ✔ Pool for relaxation ✔ Game room for entertainment ✔ Private cinema for an immersive experience ✔ Coworking space for a productive stay Perfect for business or leisure trips. Book now and enjoy the experience!

Elegant loft in the heart of the city with pool
Welcome to your oasis of tranquility! Enjoy this elegant and centrally located accommodation with stunning mountain views, perfect for relaxing and unwinding. This space is designed to give you maximum comfort, with all the necessary amenities to make your stay unforgettable. Its location is ideal, as it places you close to restaurants, shops, and local attractions. Come and enjoy a unique experience in this charming retreat!

Elegant Urban Escape
Welcome to our peaceful urban retreat! This beautiful apartment offers a serene escape in the heart of the city. The highlight? Your own private balcony, a haven for sipping morning coffee or watching the sunset. The interior exudes chic charm, boasting a cozy living space, well-equipped kitchen, and a comfortable bedroom. With thoughtful touches at every corner, we ensure your stay is both relaxing and rejuvenating.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

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

AlAndaluz Residence Nearby: Airport/ ParqueViva

Private house with pool and Jacuzzi

Large home, pool, and great view

Casa Delios, Luxury Near the Airport, Private Pool

3BR Home w/ AC & high speed internet near airport

Playa Bejuco Condominium 243

Casa Escobar
Apartment rentals with a pool

Apartment designed for your rest

Cozy loft with panoramic view of San José

URBN-Escalante apartment with parking

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

SanJoseito, Luxury in the City

Perfect City Sunset Retreat 18th floor

Urban Jewel on the 30th floor; SECRT

My Capitalino Shelter
Other holiday rentals with a pool

Relaxing Apt 20th Floor! Pool Wifi AC.

Elegancia Apt in Downtown w Concierge+Pool+Parking

Modern refuge in the capital of San José

Spectacular view of a condo in Greece.

The Serenity Spot – Calm and relaxing getaway.

Modern Stay Near Airport • Pool, Gym & Rooftop

Studio loft 23rd floor

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 | $74 SGD | $73 SGD | $75 SGD | $71 SGD | $73 SGD | $62 SGD | $67 SGD | $75 SGD | $70 SGD | $78 SGD | $83 SGD | $94 SGD |
| 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 $13 SGD 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!
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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
- La Cruz del Monte de la Cruz
- Parque Viva
- Turrialba Volcano National Park
- University of Costa Rica
- Catarata del Toro
- Playa Jacó
- Children’s Museum
- Pre-Columbian Gold Museum
- Plaza de la Cultura
- Parque Central
- City Mall Alajuela
- Britt Coffee Tour
- Hotel Pumilio




