Vacation rentals with a pool in San Juan District

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in San Juan District

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

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Guest favorite

Apartment in Uruca Centro

4.98 out of 5 average rating, 107 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

Loft in Francisco Peralta

4.91 out of 5 average rating, 116 reviews

Precioso loft piscina, gym y excelente ubicacion

Disfrute de una experiencia elegante en este lugar céntrico de San José, a poca distancia de los lugares más modernos, históricos y turísticos. Disfruta tranquilamente de un apartamento a estrenar con todo lo necesario para tu estancia. Tendrás un supermercado frente al edificio, pero también bares y restaurantes en Barrio Escalante. Acceso a excelentes amenidades: Gimnasio, 2 albercas, área de BBQ, firepit al aire libre, sala de cine, roof garden para disfrutar de vistas únicas de San José.

Guest favorite

Villa in Mata Redonda

4.95 out of 5 average rating, 104 reviews

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

A group a couple will be comfortable in this spacious and luminous space. Quiet, modern, safe neighborhood, close to a beautiful park, few minutes from Downtown. Restaurants at walking distance. One block from From new Microsoft tower. Four Bedrooms ( 3 with A/C ) up to ten people. Three bathrooms. Private heated pool. Full equipped modern kitchen w basic staples and more. Renovated in June 2022. $185 up to 4 guests, $30 each extra guest ! Come enjoy the city life in a great, private place !

Top guest favorite

Apartment in Urbanización Castro

4.97 out of 5 average rating, 104 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.

Guest favorite

Apartment in Barrio Escalante

4.89 out of 5 average rating, 108 reviews

21st Floor Cozy Apartment w A/C

Your home away from home awaits you. An industrial design unit with both antique and contemporary accents are throughout this cozy space to help make your experience unforgettable. Welcome to this tastefully decorated sanctuary located in San José’s Barrio Escalante district, known for its eclectic cuisine and selection as one of the world’s “Coolest Neighborhoods” by Time Out magazine. This unit is perfect for singles and couples. Enjoy the breathtaking sunsets from the private balcony.

Guest favorite

Apartment in Uruca Centro

4.94 out of 5 average rating, 118 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

Condo in Rohrmoser

4.96 out of 5 average rating, 514 reviews

Architect's Apartment, 21st Floor, Amazing View

Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Perfecto para compartir una copa de vino y/o coctel. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Viva la ciudad como nunca antes. Cerca de parques, centros comerciales y restaurantes. ** Blackout en todo el apartamento. Aeropuerto: 30min Parque metropolitano La Sabana: 1km Parqueo Privado No a/c

Guest favorite

Apartment in Mata Redonda

4.9 out of 5 average rating, 169 reviews

New Secret Sabana Studio 29th Floor Best Views

SECRT Tower in Sabana is the absolute best tower in San Jose very close to Parque La Sabana (400 mtrs / 0.3miles). 20 min from Airport. Great, safe location. Very accesible, walking distance to restaurants, stores, pubs, supermarket, gas stations, etc. Apt is fully equipped. Free parking. Hot water. Coffee and Cookies are on the house! Both living room and bedroom have TVs, with Netflix and Disney+ included and wifi speeds of 200MB

Superhost

Apartment in Barrio Escalante

4.85 out of 5 average rating, 275 reviews

Superb views | Near Everywhere | Luxury Hideout

A lovely space to unwind and relax after a busy day whether it is work or travel. Enjoy daily sunrise and sunset having your favorite drink, feeling the fresh air, and being completely relaxed. Awake refreshed and ready for exploring the city with superb views of the central valley and downtown from a private balcony. It is perfect for couples or remote workers who love to stay in a luxury and truly equipped place.

Top guest favorite

Apartment in Rohrmoser

4.99 out of 5 average rating, 117 reviews

Amazing views SJO, Cozy, Equipped. 24/7 Concierge

Cozy, new apartment on the 18th floor of the modern "Cosmopolitan Tower". Enjoy amazing views, a peaceful and safe place. For your convenience parking is within the building. Enjoy the better quality coffee and typical snacks. Quite close to Juan Santamaría Airport. (SJO). Awesome amenities, great location, close to lovely parks, a variety of restaurants, grocery store, banks, among other places. Enjoy it!

Guest favorite

Apartment in Mata Redonda

4.95 out of 5 average rating, 133 reviews

Charming 30th Floor Apt, King Bed, AC, Parking

Cozy, delightfully decorated Alice In Wonderland inspired apartment! Located on the 30th floor, our comfortable one-bedroom apartment boasts amazing views of the city. Safe building, central location, within walking distance from 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

4.95 out of 5 average rating, 332 reviews

Hideout in downtown San Jose

Inspired in the magical world of Alice in Wonderland, this brand new uniquely stylized apartment is a jewel. It is very conveniently located in downtown San Jose: 10 min from the National Theater and multiple eating venues, 90 min from the beach and very accessible by public transportation. Amazing views from the 21st floor and just waiting for you.