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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.

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Top Guest favourite
A bright living area features a light-colored sofa bed, paired with a minimalist black side table. Large windows are adorned with sheer white curtains, providing a view of vibrant trees outside. A floor lamp and small potted plant add subtle accents to the space.
Apartment in Mata Redonda
4.95 out of 5 average rating, 142 reviews

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).

Guest favourite
A cozy living area is presented with a plush sofa featuring an orange throw. A neon sign reading 'WELCOME TO THE CONCRETE JUNGLE' illuminates a green wall adorned with plants. A doorway leads into one of the two bedrooms, enhancing the inviting atmosphere.
Condo in Mata Redonda
4.9 out of 5 average rating, 201 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

Welcome to Concrete Jungle Experience! Nestled in Secrt Sabana, one of the most beautiful condos in San Jose, Costa Rica, our full apartment offers a unique stay. Located just 200 meters from La Sabana Park and a short drive from Downtown San Jose and Juan Santamaria Airport, our place combines urban convenience with tropical charm. Enjoy top-notch amenities like a pool, cinema, gym, and photo-worthy spots. Experience the essence of Costa Rica's tropical forests right in the heart of the city!

Top Guest favourite
A modern kitchen area features sleek cabinetry and stainless steel appliances, complemented by a dining space with stylish chairs. Large windows allow natural light to fill the room, providing a view of the greenery outside, creating a bright and open atmosphere.
Condo in Mantica
4.95 out of 5 average rating, 157 reviews

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.

Top Guest favourite
An infinity pool is seen on the rooftop, overlooking a city skyline at sunset. The water reflects the colors of the sky, while glass railings provide unobstructed views of the surrounding area and mountains in the distance.
Apartment in Urbanización Castro
4.97 out of 5 average rating, 168 reviews

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.

Superhost
A modern kitchen area features sleek cabinetry and stainless steel appliances. A cozy green sofa is positioned beside a circular dining table with white chairs. Natural light emanates from large windows, accentuating the contemporary decor and artistic wall elements.
Condo in Bella Vista
4.77 out of 5 average rating, 222 reviews

The Gourmet Terrace & Coffee View w/AC

Newly renovated space, located in the heart of the city. Barrio Escalante will not only show you one of most iconic & trendy neighborhoods of San José, it is also one of the greatest gastronomical places in the San José. If you like the experience of walking around, discovering amazing places to have Breakfast & Brunch, or a good lunch, or having cocktails in one of the highest rooftops in town or grabbing a late dinner with great music & wine, in a distinctive environment. This is for you.

Top Guest favourite
A modern living area features a comfortable sofa adorned with a cozy throw blanket. A decorative butterfly display is set on a textured side table, complemented by framed art of natural scenes and a floor plant. Soft lighting from a stylish lamp enhances the inviting atmosphere.
Apartment in Uruca Centro
4.99 out of 5 average rating, 138 reviews

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.

Top Guest favourite
A corner seating area features a light-colored sofa with a matching ottoman, positioned near a large window. Lush greenery is visible outside, complemented by gentle textures in the room, including a woven rug and a stylish floor lamp.
Apartment in Uruca Centro
4.92 out of 5 average rating, 173 reviews

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!

Top Guest favourite
A cozy bedroom is highlighted by a tufted headboard and plush bedding. Soft lighting is provided by two bedside lamps. Artwork featuring Alice in Wonderland decorates the wall above. A large window offers expansive views of the city and landscape beyond.
Apartment in Mata Redonda
4.97 out of 5 average rating, 176 reviews

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.

Superhost
Apartment in Escalante
4.83 out of 5 average rating, 177 reviews

Stylish unit and great location in downtown.

Apt ubicado en los alrededores de Barrio Escalante, un hermoso lugar compuesto de casas antiguas, tiendas de diseño y restaurantes con diversas propuestas culinarias. Esto lo hizo digno de obtener el premio a "destino líder de México y Centroamérica a visitar 2019" en World Travel Awards. Es uno de los epicentros gastronómicos y culturales más importantes en San José, donde podrás escoger desde un hermoso lugar para tomar café hasta un distinguido bar para estar con tu pareja.

Guest favourite
A bright and airy living space is depicted, featuring a stylish side table and a decorative plant. A flat-screen TV is mounted on the wall, while a semi-open door reveals a glimpse of a bedroom. Light filters through floor-to-ceiling windows, enhancing the contemporary design.
Condo in Mata Redonda
4.94 out of 5 average rating, 340 reviews

Charming Apartment w A/C Near to the Int. Airport

Bienvenido a este encantador y elegante apartamento. Con una decoración exquisita en el piso 24. Cuenta con dos cuartos, con camas de alta calidad: una Queen y otra matrimonial. Y un sofá cama en la sala. La cocina está completamente equipada. Disfruta de tus habilidades culinarias con tus seres queridos La torre cuenta con extraordinarias amenidades como piscina temperada, gimnasio y cuartos temáticos Aeropuerto: 16 km, aproximadamente 35 minutos, dependiendo del tráfico.

Guest favourite
The living space features a green sofa with patterned cushions, a wooden coffee table with decorative items, and colorful chairs around a dining table. Light floods in through large glass doors, highlighting vibrant wall art and tropical plants in the ambient setting.
Apartment in Escalante
4.86 out of 5 average rating, 269 reviews

Tropical 2 bedroom unit in the heart of San José

Enjoy a bright 69m² (742 ft²) apartment in Barrio Escalante, within walking distance to restaurants and shops. The apartment has windows overlooking the south and north, making it bright but without the risk of overheating. We take guest feedback seriously, and many improvements have been made to enhance the quality of your stay, including headboards, more plugs, a working area, a blender, and a powerful split AC in the common area. Ideal for both work and leisure.

Superhost
A spacious living and dining area is presented, featuring a round table with four chairs and a comfortable grey sofa facing a wall-mounted TV. Light-colored cabinetry and appliances complement the modern décor, while an assortment of framed photos adds a personal touch.
Condo in San José
4.9 out of 5 average rating, 104 reviews

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.

Popular amenities for San Juan rentals with a pool

When is the best time to visit San Juan?

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Avg. price$85 AUD$83 AUD$86 AUD$82 AUD$83 AUD$72 AUD$77 AUD$86 AUD$80 AUD$89 AUD$95 AUD$108 AUD
Avg. temp22°C23°C24°C24°C24°C24°C24°C23°C23°C23°C23°C23°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 $15 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, 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!