
Vacation rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
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 G$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 980 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!
Top-rated rentals with a pool in San Juan
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Scenic, 3BR Condo | Pool, Gym & 24/7 Security
Located at walking distance from Sabana Park, this modern retreat offers the perfect blend of city energy and private peace in the heart of San Jose - High speed Internet (fiber) - Blackout curtains and quality beds to recharge. - Nice restaurants across street - Stunning rooftop gardens with 360 views - 3 Bedrooms with 3beds + Sofa bed - 2 TVs with digital channels. - Kitchen ready to cook anything. - Balcony - Laundry area with washing machine available - Air Conditioning - 2 car parking

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, $35 per extra guest. Cleaning included. Come dive into city life.

15th Floor Apt/Amazing Views•20 min Airport+ Tours
San José with a modern apartment featuring panoramic views in the exclusive Núcleo Sabana complex. Fully equipped with 5G Wi-Fi, Smart TV, kitchen, and parking. Enjoy premium amenities, including a swimming pool, gym, sauna, lap lanes, multi-sport court, karaoke, and beautifully landscaped areas. Make the most of your stay with our exclusive one-day guided tours, designed to help you discover Costa Rica with ease. Conveniently located near La Sabana Metropolitan Park, the National Stadium & Rest

Top Pick in La Sabana: Comfy & Spotless, San José
Luxury apartment, spotlessly clean, with high-speed Wi-Fi, 24/7 security, free parking, self check-in, AC, in-unit washer and dryer, blackout curtains for a restful night’s sleep, Smart TV, and a fully equipped kitchen. Strategically located just 25 minutes from Juan Santamaría International Airport, with easy access to downtown San José, La Sabana, and the National Stadium. 8 restaurants, cafés, a supermarket, and a vibrant dining district are conveniently located just across the street.

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.

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

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.

La Madriguera Serena/ SECRT Sabana.
The Madriguera Serena is located in the heart of San José, a few minutes from La Sabana, the city's green lung. Its location is ideal for both business travelers and those who want to explore the capital in comfort. Surrounded by cafes, restaurants, supermarkets and services, you can easily get around on foot or by public transport. You'll be close to corporate centers, medical areas, stadiums, and main access roads, without giving up a quiet and safe environment.

Warm studio in Barrio Escalante
Experience Barrio Escalante, the city's most vibrant and gastronomic area. This apartment combines elegance and comfort, offering you an ideal space to rest after exploring unique restaurants, cafes and bars, all just steps from your door. All on the 13th floor with a beautiful view of the best sunsets and without neglecting the possibility of having access to highways that connect with other nearby tourist destinations, such as volcanoes, mountains and beaches.

City view, A/C near the airport, 1903
It is an apartment with an excellent distribution and a modern and contemporary aspect, located near the La Sabana Metropolitan Park, an area with excellent restaurants, entertainment venues, and very close to shopping centers, Juan Santamaría airport, etc; It is on the 19th floor, with a view to the east, the mountains and the city steal the show at all hours of the day, without a doubt the sunset and night are the favorites for their colors and lights.

Breathtaking Mountain View Apt.
Experience staying in a unique apartment on the 29th floor of the Secrt Sabana tower, with an impressive panoramic view of the mountains of San José, just 200 meters from the Sabana Metropolitan Park (best location in San José) you will enjoy its more than 20 amenities, you will be captivated by the decorative details that you will see in every corner. *** Juan Santamaria Airport just 10 miles away ***

Sunset PrivateTerrace Ü Nunciatura
¡Nuevo! Live the urban experience in San José Discover this apartment with a spectacular private terrace, ideally located in the heart of the city. Within walking distance you will find parks, restaurants, coffee shops, supermarkets and more. Everything you need is within your reach! In addition, you are only a 15-minute drive from the Juan Santamaría International Airport
Popular amenities for San Juan rentals with a pool
House rentals with a pool

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

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

Luxury in your Home, private Pool and Jacuzzi.

Casa Delios, Luxury Near the Airport, Private Pool

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

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

Vacation-Resort House 15 min from Arpt

Lux Stay Near SJO Airport | Pool, Firepit & Views
Condo rentals with a pool

Urban Jewel on the 30th floor; SECRT

Bohemian Apt IFreses! Pool, Wifi, Gym

Studio with view, balcony and free parking · URBN

Skyline Loft 22nd Fl • Views + Pool + Gym + AC

Modern apartment at gastronomic epicenter

The Gourmet Terrace & Coffee View w/AC

Amazing Apart SECRT Sabana/ AC+Gym+Swimming pool

9.9 mill SJO | Pool View | Cozy Loft | Parking
Other vacation rentals with a pool

Tastefully Furnished Penthouse + Rooftop Pool

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking

Escazú Treetop Casita w/ Panoramic Luxury Views

Rabbit's Hole in Secrt Sabana

SECRT Escalante · 19th Floor · View + Parking

Nebulae - Water Cube Suite & YogaDeck

10th Floor San José • Pool, Gym, Rooftop + Parking

River View Retreat · Pool · 20 min to Airport
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$12,968 GYD | G$11,504 GYD | G$11,085 GYD | G$11,085 GYD | G$10,667 GYD | G$10,667 GYD | G$11,085 GYD | G$12,340 GYD | G$11,504 GYD | G$12,759 GYD | G$13,595 GYD | G$15,478 GYD |
| 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 |
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- Rentals with pools San Jose Province
- Rentals with pools Costa Rica
- Jaco Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Parque Diversiones
- Marina Pez Vela
- Poás Volcano National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- University of Costa Rica
- Carara National Park
- Turrialba Volcano National Park
- Multiplaza Escazú
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- La Cruz del Monte de la Cruz
- City Mall Alajuela
- Britt Coffee Tour
- Parque Central
- Multiplaza Curridabat
- Plaza de la Cultura





