
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.

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👍

Stylish Studio with Sky Bar & City Views
New and exclusive Golden Coffee Studio, inspired by the history of Costa Rican coffee this apartment brings the best views of San Jose city. Walkable of the beaten heart of trendy gastronomic area Barrio Escalante, surrounded by the local vibes this place is on the best spot downtown for you to get ready and discover Costa Rica. One master room and a unique queen wallbed make this place an inviting and fun place for couples, friends and families. Spectacular amenities 100MBps Fiber optic Wifi

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

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.

Luxury 14th-Floor Apartment with Views in San José
Discover tranquility in this centrally-located haven near Barrio Escalante. Enjoy a cozy retreat just steps from the city’s top restaurants, offering local and international cuisine. You will find a grocery store just in front of the main gate. Next to the building, there is a bowling and a Mall 5 minutes waking. Immerse yourself in culture with nearby museums, cinemas, and art scenes. You’re less than an hour from stunning natural attractions-volcanoes, mountains, and beaches await!

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.

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!

New Studio Near the Airport Hub
Welcome to our charming studio ! This space has been designed to make you feel at home from the moment you walk in. With its open layout and stunning double-height windows in each bedroom, you'll enjoy spectacular natural light throughout the day and unforgettable views of the mountains and the city. Imagine waking up each morning to the fresh breeze and a changing landscape: from the first rays of sunlight illuminating the mountains to the city lights twinkling at dusk.

Penthouse in San Pedro, view of the gods. Luxury, A/C.
This special place is close to everything, making it easy to plan your visit. Luxury two-story penthouse 16 and 17!A/C. View of the gods! With a unique and privileged view, in the exclusive area of Los Yoses. Close to all the Escalante cuisine. Just 3 minutes from the city of San José. With a spectacular view of the mountains to the south of the city and the beautiful sunsets to the west. Just meters from supermarkets and restaurants, parking included for our customers.

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

Couples Focused Magnificent Studio Apartment
FREE early check-in upon request!! Escape stress in our stunning 23rd-floor adult-only apartment, offering an erotic touch . Enjoy 24/7 self-check-in, secure parking, and a rooftop with a heated pool for sunset relaxation. Fully equipped kitchen and numerous restaurants, coffee shops and markets nearby. Perfect for couples local looking for a quick get away or the best option for foreigners to start or end their Costa Rica trip .

Favorite apartment in the city
Modern and fully equipped apartment in one of the most central and vibrant areas of San José. The so-called heart of the capital offers countless walking areas, and is one of the most attractive spots for foodies and gastronomy enthusiasts, with countless cafes and restaurants within walking distance. This minimalist apartment is perfect for those looking for a comfortable space with the best amenities.
Popular amenities for San Juan District rentals with a pool
House rentals with a pool

Relaxing House in Condo Costa Rica

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

Casa de Colores, 2B/2B, Athens, Alajuela CR

Beautiful house with private pool

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Luxury Townhouse (8p max)-Pool & Fitness-Escazu

Smart loft in the heart of the city, A/C and Wi-Fi

City Scapes Home2BR 2131ft2 Amenities Security24X7
Condo rentals with a pool

URBN-Escalante apartment with parking

AC and King Bed - Full Equipped Apartment

Flofy Apartment - Pool - Parking - Security

Joya Urbana on the 30th floor; SECRET

Spectacular place

Alicia's Garden Apartment at Secrt

Modern & bright Studio at ARBOREA Flats Santa Ana

Bohemian Apt IFreses! Pool, Wifi, Gym
Other vacation rentals with a pool

Urban Heights Penthouse: Unmatched View

Apartment in EscalanteOlive Loft 14th

URBAN LUX APT w/Prime Location•Fast WIFI•Pool•Gym

WoodRechelle: Warmth, Elegance

Amazing Penthouse in San José

Centrally located 1BDR modern apt (views+pool)

River view! & Cozy Apt. Central Modern Amenities

Urban Lux Stay w/ Mountain View w AC+Pool+Parking
When is the best time to visit San Juan District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ213 | ﺩ.ﺇ209 | ﺩ.ﺇ217 | ﺩ.ﺇ206 | ﺩ.ﺇ209 | ﺩ.ﺇ180 | ﺩ.ﺇ173 | ﺩ.ﺇ180 | ﺩ.ﺇ184 | ﺩ.ﺇ198 | ﺩ.ﺇ198 | ﺩ.ﺇ202 | 
| 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 vacation rentals with a pool in San Juan District
 - Total vacation rentals- Explore 40 vacation rentals in San Juan District 
 - Nightly prices starting at- San Juan District vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees 
 - Verified guest reviews- Over 880 verified reviews to help you choose 
 - Family-friendly vacation rentals- 20 properties offer extra space & kid-friendly amenities 
 - Rentals with dedicated workspaces- 40 properties have a dedicated workspace 
 - Wi-Fi availability- 40 of San Juan District vacation rentals include wi-fi access 
 - Popular amenities for guests- Guests love Kitchen, Wifi, and Pool across San Juan District rentals 
 - 4.8 Average rating- San Juan District stays are highly rated by guests—averaging 4.8 out of 5! 
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- Jaco Beach
- La Sabana Park
- Playa Blanca
- Manuel Antonio National Park
- Poás Volcano National Park
- Parque Diversiones
- Braulio Carrillo National Park
- Marina Pez Vela
- Los Quetzales National Park
- Playa Boca Barranca
- Cariari Country Club
- Juan Castro Blanco National Park
- Irazú Volcano National Park
- Carara National Park
- La Iguana Golf Course
- La Cruz del Monte de la Cruz
- La Cangreja National Park
- Playa Gemelas
- Turrialba Volcano National Park
- Playa Savegre
