
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.

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

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking
Brand new luxury apartment at Nucleo Sabana. It has a minimalist style with all the appliances brand new, including A/C, 2 smart TVs. High speed internet with TVservice. Laundry room includes a washer/dryer, 2 in 1. It has a wonderful view to the top of the trees and the sky in the balcony. There is a river next to it so you can always enjoy the river sound. Complex: More than 30 amenities, including a gastronomic market(NucleoGastro). Located 10min from Juan Santamaría Int’l Airport (SJO).

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

Airport Apt/floor16 AC+Paking+Rooftop views +Tours
Relax into a unique Japandi-style experience in a new, luxurious tower. The stylish decor, full kitchen, and a dedicated desk with high-speed internet provide a perfect blend of comfort and productivity for any traveler. Enjoy stunning sunrises, sunsets, and night views from your own private space, adding a touch of luxury and relaxation to your stay. Enjoy a pool, rooftop lounges, a cinema, a gym, co-working spaces, and an on-site food court, offering a complete vacation experience.

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.

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!

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.

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.

Vacation-Resort House 15 min from Arpt

Casa Delios, Luxury Near the Airport, Private Pool

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

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

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

The Gourmet Terrace & Coffee View w/AC

Studio with view, balcony and free parking · URBN

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

Bohemian Apt IFreses! Pool, Wifi, Gym

Urban Jewel on the 30th floor; SECRT

La Madriguera Serena/ SECRT Sabana.

Modern apartment at gastronomic epicenter

Loft in a condominium, excellent location.
Other vacation rentals with a pool

Urban Heights • Modern Luxury & Views

Tastefully Furnished Penthouse + Rooftop Pool

Urban Modern Apartment - Roof Top Pool

Nebulae - Water Cube Suite & YogaDeck

River View Retreat · Pool · 20 min to Airport

Centrally located 1BDR modern apt (views+pool)

Luxury High-Rise | 16th Floor | La Sabana-San José

Alice in Wonderland-themed w/ Rooftop & 360° Views
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$12,970 GYD | G$11,505 GYD | G$11,087 GYD | G$11,714 GYD | G$11,924 GYD | G$10,250 GYD | G$11,087 GYD | G$12,342 GYD | G$11,505 GYD | G$12,760 GYD | G$13,597 GYD | G$15,480 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 |
Destinations to explore
- San José Vacation rentals
- Jaco Vacation rentals
- Tamarindo Vacation rentals
- Cahuita Vacation rentals
- Quepos Vacation rentals
- Cobano Vacation rentals
- Bahía Ballena Vacation rentals
- Nosara Vacation rentals
- Managua Vacation rentals
- Sámara Vacation rentals
- Liberia Vacation rentals
- Puerto Viejo de Talamanca Vacation rentals
- Smoking-friendly rentals San Juan
- Rentals with breakfast San Juan
- Pet-friendly rentals San Juan
- Condo rentals San Juan
- Rentals with a fire pit San Juan
- Family-friendly rentals San Juan
- Fitness-friendly rentals San Juan
- Rentals with a patio San Juan
- Apartment rentals San Juan
- House rentals San Juan
- 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





