
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
LocationValueComfort

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.
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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
LocationFamilyAccuracy

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
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Luxury High-Rise | 16th Floor | La Sabana-San José
Indulge in an unforgettable stay at this modern and luxurious 16th-floor apartment in Núcleo Sabana near the heart of the city. Designed for comfort, this stylish apt features: Spacious living room with a 60” Smart TV/Fully equipped kitchen/King-size bed for a restful night’s sleep/Dedicated workspace and high-speed internet. As a guest, you’ll have access to 30+ top-tier amenities & the best part? Gastro Núcleo – a culinary hub with 9 restaurants offering a variety of flavors just steps away!
ValueLocationCheck-in

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.
LocationFamilyParks

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.
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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.
ValueFamilyNearby

*NEW* Luxury Condo | Stunning Views
Luxury condo with stunning views of the mountains & city. Just footsteps away from trendy coffee shops, bustling bars & over 50 restaurants. Located just 25 minutes from the airport. The building has 24/7 security, swimming pool & gym. This modern & professionally decorated condo offers a fully equipped kitchen, Full Size bed + a Queen pullout sofa bed. High Speed Wifi, AC & Smart TV’s in the bedroom & living room. This comfortable & cozy space truly feels like a home away from home.
LocationGetting aroundParks

27th floor 2BR, Sunset View, A/C
Enjoy a stylish experience in this beautiful mid-century designer 2 Bedroom, 2 Bath with gorgeous views of San Jose located in trendy Barrio Escalante, gastronomic area with more than fifty restaurants, local and international. The apartment offers a living area, an open kitchen with all the modern amenities and quartz finishes , beautiful terrace showing spectacular sunsets, in-home washer/dryer, both bedrooms with AC, electric blackout blinds ..etc, located on the 27th floor.
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Apartment in Escalante Olive Loft 14th
A modern and elegant studio on the 14th floor, with an amazing sunset view. Located in the heart of Barrio Escalante, close to bars and excellent restaurants with a wide variety of cuisine, opposite one of the 100 best cafés in the world. Perfect for couples, solo travelers or digital nomads looking for comfort in a safe and walkable location. Escalante is the cultural and gastronomic epicenter of San José, with active local life at any time of the day.
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Hideout in downtown San Jose-Sergio
Inspired in the magical world of Alice in Wonderland, this brand new uniquely stylized apartment is a jewel. It is very conveniently located in downtown San Jose: 10 min from the National Theater and multiple eating venues, 90 min from the beach and very accessible by public transportation. Amazing views from the 21st floor and just waiting for you.
LocationValueAmenities
Popular amenities for San Juan rentals with a pool
House rentals with a pool

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

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

Casa Seneca, 5-star Amazing Home Near The Airport
ValueFamilyQuiet

Casa Gaudi🦚Near SJO🦚Private Pool & King BD
LocationFamilyPool

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

Luxury in your Home, private Pool and Jacuzzi.
LocationFamilyPool

Heated Infinity Pool Villa, 6BR, 25 Min SJO
ValueLocationCheck-in

Vacation-Resort House 15 min from Arpt
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Condo rentals with a pool

City view, A/C near the airport, 1903
LocationValueNearby

Oasis Escalante Queen Bed & Sofa Bed w/ A/C
LocationFamilyWifi

Alicia's Garden Apartment at Secrt
ValueFamilyDecor

La Madriguera Serena/ SECRT Sabana.
FamilyValueSleep quality

Sky Garden 1905 | Cozy Stay & Rooftop Pool
LocationValueCheck-in

Bohemian Apt IFreses! Pool, Wifi, Gym
LocationValueWalkability

Studio with view, balcony and free parking · URBN
LocationValueAccess

Luxury & Comfy Apartment in San Jose, 30th floor.
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Other vacation rentals with a pool

Casa Maria
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Unique Industrial Apt Near Airport in La Sabana
FamilyValueCheck-in

Best View, Luxury, Full Amenities, Nearby Airport
LocationFamilyWifi

Tastefully Furnished Penthouse + Rooftop Pool
LocationFamilyCleanliness

Urban Modern Apartment - Roof Top Pool
ValueLocationHospitality

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking
LocationFamilyOutdoor spaces

Amazing View at 20th SJO Floor Loft! Parking&Pool
ValueLocationParks

SECRT Sabana 31st | A/C, Parking & View
LocationValueSolo travel
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$12,971 GYD | G$11,507 GYD | G$11,088 GYD | G$11,088 GYD | G$10,670 GYD | G$10,670 GYD | G$11,088 GYD | G$12,344 GYD | G$11,507 GYD | G$12,762 GYD | G$13,599 GYD | G$15,482 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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- 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
- University of Costa Rica
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Multiplaza Escazú
- Playa Jacó
- Turrialba Volcano National Park
- Carara National Park
- El Miro
- City Mall Alajuela
- Hacienda Alsacia Starbucks Coffee Farm
- Children’s Museum
- Britt Coffee Tour
- Basilica De Nuestra Señora De Los Ángeles
- La Cruz del Monte de la Cruz
- Plaza de la Cultura





