Vacation 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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Guest favorite

Condo in Mata Redonda

4.93 out of 5 average rating, 177 reviews

Stunning Cozy Flat w/ Mountain Views+Wi-Fi + Gym

Amazing 2 BR Flat located in one of the most accesible location places in San Jose, La Sabana. Self Check-in Entry , Lots of amenities, ( Gym, Yoga, pool deck, etc) . Private parking space inside the gated community. Walking distance to La Sabana Park and lots of access to anywhere in the Country. This is also decorated with love to spend a warm stay 20 mins to Juan Santamaria Int. Airport. 10 mins to Multiplaza Mall in Escazu 10 mins to Barrio Escalante, San Pedro. 1.5 hrs to Jaco Beach.

Guest favorite

Apartment in La Uruca

4.98 out of 5 average rating, 110 reviews

Cozy Morpho Stay + tour tips/ AC / Parking /Center

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

Guest favorite

Condo in Mata Redonda

4.91 out of 5 average rating, 140 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 favorite

Apartment in Mata Redonda

4.97 out of 5 average rating, 109 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.

Top guest favorite

Apartment in Rohrmoser

4.99 out of 5 average rating, 108 reviews

@SmartMobilis: Luxury Penthouse for Long Stays

This is the Life that You Deserve! Designed for long stays, remote working, medical tourism, one day tour base and Digital Nomads Check our Host 200+ 5 * Reviews! Located in Cosmopolitan Tower Penthouse, the newest intelligent building in the best and safest location of San José. Near Airports, Hospitals, Embassies, jogging parks, restaurants, convenience stores, supermarkets, pharmacies and malls. AC, desks and 4k Intelligent TV’s are ideal for 3 independent working or studying areas

Guest favorite

Apartment in San Pedro

4.92 out of 5 average rating, 103 reviews

Exclusive Apartment in Downtown Costa Rica

This penthouse is in one of the most exclusive areas of Costa Rica, excellent restaurants, the nightlife is intense, full of life. The apartment has places to work inside the building, a gym, an pool, 24-hour security and the apartment is spacious, the view it has is impressive! day or night "it takes your breath away" its minimalist decoration gives you peace in a world "full of complications" …you are a winner, and you deserve a night that brings you closer to that top level you deserve!

Guest favorite

Villa in Urbanización Colon

4.95 out of 5 average rating, 105 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, $30 per extra guest beyond that. Come dive into city life.

Guest favorite

Apartment in La Uruca

4.94 out of 5 average rating, 121 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 favorite

Apartment in Mata Redonda

4.96 out of 5 average rating, 108 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.

Guest favorite

Apartment in Mata Redonda

4.89 out of 5 average rating, 124 reviews

Apartamento favorito en la Ciudad

Moderno y completamente equipado apartamento en una de las zonas más céntricas y vibrantes de San José. El llamado corazón de la capital, ofrece inumerables zonas para caminar, y es uno de los puntos más llamativos para los foodies y apasionados de la gastronomía, con incontables cafeterías y restaurantes a pocos pasos de distancia. Este apartamento minimalista es perfecto para quienes buscan de un espacio cómodo y con las mejores amenidades.

Guest favorite

Apartment in San José

4.87 out of 5 average rating, 223 reviews

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, and parking included.

Guest favorite

Apartment in Escalante

4.93 out of 5 average rating, 120 reviews

Cozy Apartment with A/C and Sunset View

Tropical stylish one bedroom with a balcony facing downtown on the 21st floor of URBN Escalante. Enjoy recreation amenities such as pool, gym on the 7th floor and co working and lounge on the 29th floor with an outstanding view of San José. Additional features include complimentary wireless internet access in all the common areas of the building, brand new rooftop bar overlooking the city open from 7am to 11 pm