
Vacation rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Juan
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

SmartMobilis: Luxury Green Oasis for Long Stays
This is the life style that you deserve! Rated in Top 5% by Guests! Designed for long stays, remote working, medical tourism, one day tours base and digital Nomads. Comfy, Luxurious, Eco-Friendly, Fully equipped apartment in 14th floor in the Cosmopolitan Tower, the newest building in the best location of San José . Its located near the airports, Hospitals, Embassies, jogging parks, synagogue, restaurants and fast food, convenience stores, malls. Enjoy night city lights views everyday!.

Rabbit's Hole in Secrt Sabana
Beautiful apartment in exceptional building with ideal location. Experience all the amenities at the most popular building in the area. List of amenities: Pool Lobby 24/7 Bar Pet Park Laundry *Extra fees Cinema Playground 3 level gym Themed Rooms Rooftop terrace with amazing views Your apartment: Fully furnished Queen Bed Sofa bed Full bathroom Fully equipped kitchen Living area Breakfast bar Balcony AC Parking in NOT included but available *Extra fees, please inquire NO SMOKING, NO PARTIES

Top Pick in La Sabana: Spotless & Comfy with A/C
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.

Luxury Apt 16th floor A/C great views free parking
Enjoy the most beautiful view of the Sabana skyline as the sun sets from the luxury of our 16th-floor apartment in the newest and most equipped tower in Sabana. Relax in this peaceful setting, where you can watch and hear the river and its birds from the boho chic style balcony while surrounded by nature, just a short stroll from Sabana Park in San José, ten minutes walking from a grocery, and 15 minutes driving from the airport. Discover our apartment's elegance, smart appliances and design.

Chic Escape in Trendy Barrio Escalante
Live Like a Local in the Heart of San José Welcome to our apartment in the vibrant and walkable neighborhood of Barrio Escalante. San José’s trendiest cultural and gastronomic district. Whether you’re here to explore the city, enjoy delicious food or simply relax, this thoughtfully designed apartment offers the perfect balance of comfort, style, and local experience. You will find yourself at walking distance from San Jose’s major attractions and some of the citie’s best restaurants

Luxury Studio 31st Floor • Panoramic View • AC
Modern studio on the 31st floor of SECRT Sabana with an incredible view of the city and mountains. Enjoy unique sunrises and sunsets from the top level. The space includes AC, a Queen bed, equipped kitchen, smart TV, free parking in the building, and a peaceful environment to relax or work with total privacy. Located near restaurants, supermarkets, La Sabana, and with great access to transportation. Ideal for business trips or couple getaways. We look forward to hosting you!

Best location, cozy Apartment!
Beautiful condo in perfectly located apartment building. The whole place has a modern feel to it without losing a touch of home. The unit is composed of one bedroom with an ensuite bathroom, living room and deck to relax and enjoy the views, as well as a modern kitchen and laundry machine. This cozy and modern apartment is close to all the best restaurants and night life in San Jose, as well as museums and downtown. Major public transportation is right outside the door.

Apartment with excellent location. AC/wifi
Your 23rd-floor retreat with spectacular views! Wake up every morning in a cozy apartment located on the 23rd floor, where the sweeping views of the city from the balcony provide the perfect backdrop for your morning coffee or a sunset drink. Its location is perfect: just steps away are restaurants serving a variety of cuisines, a shopping center with a supermarket, pharmacy, and hospital, all within walking distance, making your stay convenient and worry-free.

Comfort & Style Near SJO Airport +Pool & Mtn Views
CR Stays Welcomes you to this fully-equipped studio just 4 miles from Juan Santamaría Airport. Enjoy breathtaking views of the Escazú mountains, a king bed, queen sofa bed, fast Wi-Fi, and air conditioning—ideal for 4 guests. The building boasts a gym, pool, BBQ terrace, private cinema, and meeting rooms. Minutes from Plaza Real Cariari’s shops and restaurants, and located in a prime business hub. 24/7 security for a safe, stylish, and comfortable stay.

Sunset PrivateTerrace Ü Nunciatura
¡Nuevo! Vive la experiencia urbana en San José Descubre este apartamento con una espectacular terraza privada, idealmente ubicado en el corazón de la ciudad. A pocos pasos encontrarás parques, restaurantes, cafeterías, supermercados y más. ¡Todo lo que necesitas está a tu alcance! Además, estás a solo 15 minutos en coche del Aeropuerto Internacional Juan Santamaría. Nota: piscina temporalmente en mantenimiento

Casa Verde · 7 min from SJO · Pool+Gym · Fast WiFi
Welcome to Casa Verde 💚✨— a modern, cozy apartment perfect for resting after a long flight or exploring Costa Rica. 🛏️ 2 bedrooms with private bathrooms 🏊 Pool & gym 🅿️ Free parking 🛫 7 min from SJO Airport 🍳 Fully equipped kitchen ❄️ A/C 👨🏻💻 Fast Wi-Fi Ideal for couples, families, or business travelers seeking comfort, style, and a quiet, elegant place to relax with a glass of wine.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

New 3BR Condo | by SJO Airport & Convention Center

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

Large home, pool, and great view

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Lux Stay Near SJO Airport | Pool, Firepit & Views

Casa Delios, Luxury Near the Airport, Private Pool

Playa Bejuco Condominium 243

Smart loft in the heart of the city, A/C and Wi-Fi
Condo rentals with a pool

COZY studio w/ Sky pool, WiFi, WIFI & GYM

9.9 mill SJO | Pool View | Cozy Loft | Parking

Urban Jewel on the 30th floor; SECRT

Modern & Cozy Apartment!

Industrial 2BR perfect location w/AC + sunset view

Unique Apartment in a New and Modern Condominium

MINT Apt 17th Floor View IFreses w/ Pool Wifi AC

Charming Apartment w A/C Near to the Int. Airport
Other vacation rentals with a pool

Nebulae - Water Cube Suite & YogaDeck

Swimming pool, gym & coworking on Calle Blancos

20th floor king bed apartment with A/C San José

Bohemian Bliss in exclusive area w rooftop+Pool

River View Retreat · Pool · 20 min to Airport

Curated Luxury Stay on the 22nd Floor

Escalante Executive Suite A/C

Apartment in Babylon Nunciatura Rohrmoser CR
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 228 | ﺩ.ﺇ 202 | ﺩ.ﺇ 195 | ﺩ.ﺇ 206 | ﺩ.ﺇ 209 | ﺩ.ﺇ 180 | ﺩ.ﺇ 195 | ﺩ.ﺇ 217 | ﺩ.ﺇ 202 | ﺩ.ﺇ 224 | ﺩ.ﺇ 239 | ﺩ.ﺇ 272 |
| 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

Total vacation rentals
Explore 30 vacation rentals in San Juan

Nightly prices starting at
San Juan vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

Verified guest reviews
Over 910 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
30 of San Juan vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across San Juan rentals

4.8 Average rating
San Juan stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with pools Costa Rica
- Jaco Beach
- La Sabana Park
- Playa Blanca
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Parque Viva
- Parque Diversiones
- Poás Volcano National Park
- Marina Pez Vela
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Carara National Park
- Turrialba Volcano National Park
- University of Costa Rica
- Playa Jacó
- La Cruz del Monte de la Cruz
- El Miro
- Multiplaza Escazú
- Children’s Museum
- City Mall Alajuela
- Parque Central
- Britt Coffee Tour
- La Paz Waterfall Gardens
- San Jose Central Market





