
Holiday rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in San Juan

Total holiday rentals
Explore 30 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
30 of San Juan holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
4.94 out of 5 average rating, 105 reviews
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.
4.96 out of 5 average rating, 143 reviews
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
4.9 out of 5 average rating, 608 reviews
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
4.84 out of 5 average rating, 356 reviews
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).
4.95 out of 5 average rating, 176 reviews
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!
4.85 out of 5 average rating, 102 reviews
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.
4.95 out of 5 average rating, 174 reviews
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.
4.94 out of 5 average rating, 352 reviews
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.
4.86 out of 5 average rating, 646 reviews
Tastefully Furnished Penthouse + Rooftop Pool
Lets chat for a FREE early check in 24/7 security extremely safe building and neighborhood Get up in the morning in this magnificent penthouse with the most magnificent view of Irazú and Barva Volcano, enjoying a cup of the most amazing costarican gourmet coffee. Get on to the amenities to enjoy a relaxing morning/sunset dip at the pool and workout in our fully equipped gym or grab a meal in one of the more than 80 restaurants in a 5 block radius following a nice pool table session
4.92 out of 5 average rating, 126 reviews
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.
4.99 out of 5 average rating, 165 reviews
*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.
4.87 out of 5 average rating, 103 reviewsPopular amenities for San Juan rentals with a pool
House rentals with a pool

4BR Casa Peces Santa Ana, Indoor Pool & Sauna !
4.9 out of 5 average rating, 138 reviews
Casa Delios, Luxury Near the Airport, Private Pool
4.92 out of 5 average rating, 126 reviews
Smart loft in the heart of the city, A/C and Wi-Fi
4.94 out of 5 average rating, 171 reviews
Casa Gaudi🦚Near SJO🦚Private Pool & King BD
4.9 out of 5 average rating, 136 reviews
Luxury in your Home, private Pool and Jacuzzi.
4.88 out of 5 average rating, 137 reviews
Casa de Colores, 2B/2B, Athens, Alajuela CR
4.96 out of 5 average rating, 205 reviews
Heated Infinity Pool Villa, 6BR, 25 Min SJO
4.97 out of 5 average rating, 264 reviews
Vacation-Resort House 15 min from Arpt
4.79 out of 5 average rating, 105 reviewsCondo rentals with a pool

The Madriguera Serena/ SECRT Sabana.
4.93 out of 5 average rating, 142 reviews
Luxury & Comfy Apartment in San Jose, 30th floor.
4.96 out of 5 average rating, 218 reviews
Studio with a view, balcony and free parking · URBN
4.88 out of 5 average rating, 285 reviews
Modern Cozy Apartment, Amazing Amenities
4.95 out of 5 average rating, 193 reviews
Concrete Jungle Experience 25th Floor Secrt Sabana
4.88 out of 5 average rating, 245 reviews
Charming Apartment w A/C Near to the Int. Airport
4.94 out of 5 average rating, 387 reviews
SanJoseito, Luxury in the City
4.93 out of 5 average rating, 189 reviews
Fully equipped apartment in Nunciatura
4.85 out of 5 average rating, 175 reviewsOther holiday rentals with a pool

SECRT Sabana 31st | A/C, Parking & View
4.98 out of 5 average rating, 121 reviews
Unique Industrial Apt Near Airport in La Sabana
4.88 out of 5 average rating, 103 reviews
Apt BoEscalante/Free Parking compact car/City view
4.88 out of 5 average rating, 112 reviews
Urban Heights • Modern Luxury & Views
4.93 out of 5 average rating, 115 reviews
Hideout in downtown San Jose-Sergio
4.94 out of 5 average rating, 485 reviews
Casa Maria
4.94 out of 5 average rating, 175 reviews
Amazing View at 20th SJO Floor Loft! Parking&Pool
4.86 out of 5 average rating, 638 reviews
Curated Luxury Stay on the 22nd Floor
4.88 out of 5 average rating, 306 reviewsWhen is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $108 NZD | $96 NZD | $93 NZD | $93 NZD | $89 NZD | $89 NZD | $93 NZD | $103 NZD | $96 NZD | $107 NZD | $113 NZD | $129 NZD |
| 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
- 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





