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Holiday rentals with a pool in Cinco Esquinas

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cinco Esquinas

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious rooftop area is presented with stylish seating arrangements, including a sectional sofa and a coffee table. The view overlooks the city skyline and surrounding landscape, with warm light from the setting sun adding a serene ambiance.
Condo in Mata Redonda
4.94 out of 5 average rating, 103 reviews

Scenic, 3BR Condo | Pool, Gym & 24/7 Security

Located at walking distance from Sabana Park, this modern retreat offers the perfect blend of city energy and private peace in the heart of San Jose - High speed Internet (fiber) - Blackout curtains and quality beds to recharge. - Nice restaurants across street - Stunning rooftop gardens with 360 views - 3 Bedrooms with 3beds + Sofa bed - 2 TVs with digital channels. - Kitchen ready to cook anything. - Balcony - Laundry area with washing machine available - Air Conditioning - 2 car parking

Guest favourite
An inviting outdoor area features a private heated pool surrounded by tropical plants and potted flowers. Comfortable seating options, including a hammock and lounge chairs, are positioned around the pool, with a cozy dining area visible in the background under soft lighting.
Villa in Mata Redonda
4.96 out of 5 average rating, 142 reviews

Cheerful private 4-Bedroom Villa. Heated pool A/C

For a group or a cozy couple, this bright and spacious home delivers comfort and style. Located in a quiet, modern, and safe neighborhood, you’re just minutes away from downtown. Great restaurants are close by and a block away from new Microsoft tower. 4 bedrooms (A/C), sleeps up to 9 , 3 full bathrooms & private heated pool. Fully equipped modern kitchen, stocked with staples and more. Starts at $195 per night for up to 4 guests, $35 per extra guest. Cleaning included. Come dive into city life.

Superhost
Apartment in Cinco Esquinas
4.77 out of 5 average rating, 26 reviews

Apto. Eco Bamboo • Piscina y Rooftop • San José

¡Bienvenidos a nuestro apartamento en el corazón de la ciudad! Este espacio moderno y luminoso ofrece todo lo que necesitas para una estancia inolvidable. Disfruta de vistas panorámicas desde el balcón y sumérgete en el lujo y la comodidad que te espera. Nuestro condominio cuenta con una variedad de amenidades de primera clase. Además, estarás a pocos pasos de los estadios, los restaurantes y atracciones más populares de la ciudad. No pierdas la oportunidad de vivir la experiencia de la ciudad.

Superhost
A sleek outdoor lounge area showcases modern seating arranged around a central table, framed by vertical black slats. A large pool is visible in the background, lined with sun loungers and shaded by umbrellas, surrounded by lush greenery.
Apartment in Uruca
4.85 out of 5 average rating, 102 reviews

Luxury High-Rise | 16th Floor | La Sabana-San José

Indulge in an unforgettable stay at this modern and luxurious 16th-floor apartment in Núcleo Sabana near the heart of the city. Designed for comfort, this stylish apt features: Spacious living room with a 60” Smart TV/Fully equipped kitchen/King-size bed for a restful night’s sleep/Dedicated workspace and high-speed internet. As a guest, you’ll have access to 30+ top-tier amenities & the best part? Gastro Núcleo – a culinary hub with 9 restaurants offering a variety of flavors just steps away!

Top Guest favourite
The kitchen features modern appliances, including a black refrigerator and built-in oven. A small island with sleek stools offers additional seating. A plant adds a touch of greenery, while the light countertops contrast with the dark cabinetry, creating an inviting cooking space.
Condo in Mata Redonda
4.95 out of 5 average rating, 174 reviews

Top Pick in La Sabana: Comfy & Spotless, San José

Luxury apartment, spotlessly clean, with high-speed Wi-Fi, 24/7 security, free parking, self check-in, AC, in-unit washer and dryer, blackout curtains for a restful night’s sleep, Smart TV, and a fully equipped kitchen. Strategically located just 25 minutes from Juan Santamaría International Airport, with easy access to downtown San José, La Sabana, and the National Stadium. 8 restaurants, cafés, a supermarket, and a vibrant dining district are conveniently located just across the street.

Guest favourite
Apartment in Escalante
4.92 out of 5 average rating, 123 reviews

Tastefully Furnished Penthouse + Rooftop Pool

Lets chat for a FREE early check in 24/7 security extremely safe building and neighborhood Get up in the morning in this magnificent penthouse with the most magnificent view of Irazú and Barva Volcano, enjoying a cup of the most amazing costarican gourmet coffee. Get on to the amenities to enjoy a relaxing morning/sunset dip at the pool and workout in our fully equipped gym or grab a meal in one of the more than 80 restaurants in a 5 block radius following a nice pool table session

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
4.99 out of 5 average rating, 164 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.

Guest favourite
Apartment in Escalante
4.87 out of 5 average rating, 101 reviews

*NEW* Luxury Condo | Stunning Views

Luxury condo with stunning views of the mountains & city. Just footsteps away from trendy coffee shops, bustling bars & over 50 restaurants. Located just 25 minutes from the airport. The building has 24/7 security, swimming pool & gym. This modern & professionally decorated condo offers a fully equipped kitchen, Full Size bed + a Queen pullout sofa bed. High Speed Wifi, AC & Smart TV’s in the bedroom & living room. This comfortable & cozy space truly feels like a home away from home.

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
4.92 out of 5 average rating, 200 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!

Guest favourite
The living area features a wall-mounted flat-screen TV above a wooden panel with shelves. A plush white couch is positioned next to a round coffee table, with natural light streaming through sheer white curtains that frame the balcony doors.
Condo in Cinco Esquinas
4.98 out of 5 average rating, 87 reviews

Centrally located 1BDR modern apt (views+pool)

Embrace comfort in this centrally-located 1-bedroom condo, just 15 minutes from San José. From the 12th floor, enjoy stunning sunrise views over the city and mountains. The interior boasts high-speed WiFi, state-of-the-art kitchen appliances, elegant decor, and a plush bed for ultimate relaxation. The building offers an impressive array of amenities, including a semi-Olympic pool, saunas, gym, co-working space, fire pits, game room, and rooftop terraces with panoramic urban views.

Guest favourite
Apartment in San José
4.89 out of 5 average rating, 27 reviews

Piscina, BBQ & Juegos Infantiles Cerca de Saprissa

Apartamento de diseño Feng Shui en Bambú Rivera Club Residences, Calle Blancos, con amenidades estilo resort: piscina semiolímpica, BBQ en azotea, gimnasio y cancha multiusos. Ubicación estratégica a 10 minutos del parque de diversiones y cerca del Estadio Saprissa, con estacionamiento cubierto y seguridad 24/7. Espacios luminosos con cocina equipada, lavandería privada y áreas de coworking. Perfecto para familias y grupos que valoran confort, seguridad y acceso rápido a San José.

Superhost
A modern living area features a large sectional sofa positioned adjacent to a glass coffee table. Two prominent artwork pieces adorn the blue walls, while large windows provide expansive views of the city and surrounding mountains. The floor is covered with a plush rug.
Apartment in Cinco Esquinas
4.92 out of 5 average rating, 24 reviews

The Digital Nest|Loft Inteligente con Cine en Casa

Luxury, technology, and breathtaking views in the heart of the city. Enjoy a unique experience in this exclusive apartment on the 12th floor, with spectacular panoramic views and access to the best dining options in the city. This modern space features state-of-the-art home automation, a home theater with powerful 4K projectors, and unique art ✔ Semi-Olympic swimming pool. ✔ Fully equipped gymnasium ✔ Basketball court ✔ Rooftop terraces with incredible views and BBQ areas.

Popular amenities for Cinco Esquinas rentals with a pool