
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 ﺩ.ﺇ 37 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
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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.
FamilyValueHiking

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
FamilyValueIndoor spaces

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).
ValueLocationSleep quality

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!
FamilyValueRiver

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.
FamilyValueWifi

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.
LocationFamilyOutdoor spaces

Family|Business Flat w/ 270° Mountain+City Skyline
Great Pent House in one of the most Upscale location and Luxury 180° Mountain + City View places in San Jose, La Sabana. Lots of amenities, including Gym, Yoga, pool deck, Sauna & Steam Room, etc. Private 2x parking lots with private entrance. Security Surveillance. Walking distance to La Sabana Park and lots of access to anywhere in the Country. 18 mins to Juan Santamaria Int. Airport. 10 minutes to Multiplaza Mall in Escazu minutes to Barrio Escalante, San Pedro. 1.5 hrs to Jaco Beach.
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*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.
LocationAccuracyCondition

Urban Heights • Modern Luxury & Views
Welcome to the pinnacle of luxury in San José, where every detail of this exclusive penthouse is designed to elevate your experience to new heights. From the moment you walk through the door, you'll be greeted by an elegant space that seamlessly blends modern comfort with stunning views of the city. Discover a new standard of accommodation in San José. Book now and make your stay in Costa Rica an unforgettable experience!
FamilyValueSleep quality

River View Retreat · Pool · 20 min to Airport
Relax to the sound of the river and birdsong, with sweeping views of nature in the heart of San José. Aura is a modern apartment in a brand-new luxury residential tower — 20 minutes from the airport, walking distance to La Sabana Park (San José's central park), the National Stadium, and the Convention Center. Superhost · Guest Favorite · ★5.0 from 80+ stays.
ValueFamilyNearby

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.
LocationValueSolo travel
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
FamilyLocationCondition

Casa Delios, Luxury Near the Airport, Private Pool
LocationFamilyBathroom

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

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

Luxury in your Home, private Pool and Jacuzzi.
ValueLocationWalkability

Heated Infinity Pool Villa, 6BR, 25 Min SJO
ValueLocationSleep quality

Vacation-Resort House 15 min from Arpt
LocationFamilySleep quality

Casa Escobar
FamilyValueCheck-in
Condo rentals with a pool

Luxury & Comfy Apartment in San Jose, 30th floor.
ValueFamilyLaundry

La Madriguera Serena/ SECRT Sabana.
LocationValueParking

Fully equipped apartment in Nunciatura
FamilyValueQuiet

Stylish whole apt • Upscaled Comfort in La Sabana
LocationFamilyCheck-in

Urbn Escalante Downtown View
LocationValueLayout

Modern Cozy Apartment, Amazing Amenities
LocationFamilyCheck-in

Concrete Jungle Experience 25th Floor Secrt Sabana
ValueLocationShared spaces

SanJoseito, Luxury in the City
ValueLocationAir conditioning
Other vacation rentals with a pool

Airport Apt/floor16 AC+Paking+Rooftop views +Tours
FamilyLocationAmenities

SECRT Sabana 31st | A/C, Parking & View
LocationValueDecor

15th Floor Apt/Amazing Views•20 min Airport+ Tours
LocationFamilyBeach

Chic Bohemian Loft
FamilyValueKitchen

Best View, Luxury, Full Amenities, Nearby Airport
FamilyLocationAir conditioning

Casa Maria
LocationFamilyCheck-in

Apt BoEscalante/Free Parking compact car/City view
ValueLocationKitchen

Unique Industrial Apt Near Airport in La Sabana
ValueFamilyOutdoor spaces
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 195 | ﺩ.ﺇ 187 | ﺩ.ﺇ 187 | 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 |
Destinations to explore
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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
- University of Costa Rica
- Poás Volcano National Park
- Parque Nacional Braulio Carrillo
- Multiplaza Escazú
- Parque Nacional Los Quetzales
- Playa Jacó
- Carara National Park
- Turrialba Volcano National Park
- El Miro
- Hacienda Alsacia Starbucks Coffee Farm
- City Mall Alajuela
- Children’s Museum
- Britt Coffee Tour
- Basilica De Nuestra Señora De Los Ángeles
- Plaza de la Cultura
- Parque Central





