
Holiday 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.

Green Sky, Parking, WIFI, Pool, Gym, Jacuzzi
Alójate en una de las torres más exclusivas en San José, con amenidades de lujo, como el sky pool, sunset firepit, cloud jacuzzi, garden gym, yoga space, coworking área, entre otras. El apto esta ubicado en Rohrmoser en una zona muy segura, cerca de restaurantes, cafeterías, parques, a 5minutos del Estadio Nacional y el Parque la Sabana, a tan solo 20 minutos del Aeropuerto Juan Santa María El apartamento está diseñado con un estilo tropical cálido muy característico de Costa Rica y sus playas.

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

Well located, Safe w AC Laundry & Parking San José
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.

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.

Industrial 2BR perfect location w/AC + sunset view
Take a morning stroll in the park before heading back to your centrally-located, industrial 2 br apartment that will welcome you with high-speed wifi, top-of-the-line kitchen appliances, amazing decor, comfortable beds, and sunset views from a 12th floor overlooking the city. Not only will you have access to unparalleled amenities like a semi-Olympic pool, saunas, gym, and co-working space, you will be a walking distance from the best restaurants, coffee shops, and grocery stores in town.

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!

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.

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.

Smart loft in the heart of the city, A/C and Wi-Fi
Enjoy the tranquility of this smart, elegant and centrally located loft with city views! Ideal for relaxing. It has all the amenities you need to make your stay the most pleasant with the highest quality. Its location is favorable as it is close to restaurants, shopping centers, and supermarkets. It's just 15 minutes from downtown San José. It has a large number of amenities such as a heated pool, cinema, study room, gym and coworking area.
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

5 beds | SJO | Fast Internet | Heredia |

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

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

Studio: Pool, Security, Peace

URBN-Escalante apartment with parking

Concrete Jungle Experience 25th Floor Secrt Sabana

Perfect City Sunset Retreat 18th floor

Urban Jewel on the 30th Floor; SECRT

Luxury SkyView Apartment 2BR

Spectacular place

The Gourmet Terrace & Coffee View w/AC
Other holiday rentals with a pool

Urban Heights Penthouse: Unmatched View

Apartment in EscalanteOlive Loft 14th

Sunsets & Style — Modern Stay in Trendy Escalante

360 Rooftop view! Pools, Gym, AC, 3 bedrooms

Centrally located 1BDR modern apt (views+pool)

Aura-Cozy Apt Near Airport&Sabana-AC-Free Parking

Urban Lux Stay w/ Mountain View w AC+Pool+Parking

Luxury High-Rise | 16th Floor | La Sabana-San José
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 | $75 SGD | $74 SGD | $77 SGD | $73 SGD | $74 SGD | $64 SGD | $69 SGD | $77 SGD | $71 SGD | $70 SGD | $70 SGD | $71 SGD |
| 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 holiday rentals with a pool in San Juan District

Total holiday rentals
Explore 40 holiday rentals in San Juan District

Nightly prices starting at
San Juan District holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 880 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
40 of San Juan District holiday rentals include wifi 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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- Rentals with pools San Jose
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- Jaco Beach
- La Sabana Park
- Playa Blanca
- Manuel Antonio National Park
- Poás Volcano National Park
- Parque Diversiones
- Marina Pez Vela
- Braulio Carrillo National Park
- Los Quetzales National Park
- Cariari Country Club
- Playa Boca Barranca
- Juan Castro Blanco National Park
- Irazú Volcano National Park
- Carara National Park
- La Iguana Golf Course
- La Cangreja National Park
- La Cruz del Monte de la Cruz
- Turrialba Volcano National Park
- Playa Gemelas




