
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 910 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, 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.

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).

15th Floor Apt / Amazing Views • 20 min to Airport
Experience San José from a modern apartment with panoramic city views in the exclusive Núcleo Sabana complex. Fully equipped with Wi-Fi 5G, Smart TV, full kitchen, and private parking. Enjoy premium amenities including a pool, gym, sauna, lap lanes, multi-sport court, karaoke room, and beautiful green areas. Located steps from La Sabana Park, and the National Stadium and any restaurants. Perfect for business travelers, couples, or anyone seeking comfort and style in Costa Rica’s lively capital.

Top Pick in La Sabana: Comfy & Spotless, San José
Luxury apartment with A/C, cozy, and perfectly located in the heart of the city. This fully equipped space, with modern and elegant decoration, offers you the freedom to live safely and comfortably while exploring everything the city has to offer. Close to tourist attractions, banks, supermarkets, and restaurants. (The condominium has 8 restaurants within the facilities) The International Airport (SJO) is 20 minutes away, La Sabana Park and the new National Stadium are 3 min away in San Jose.

Escazú "Treetop Casita"~ Panoramic Views ~ No Fees
This Modern Loft-Style Casita with a Private Terrace is perched above a Safe, Upscale Escazu Neighborhood and owns one of the most Spectacular Views in Costa Rica. An expertly designed space with countless creature comforts, everything is brand new and high end. Fast WIFI and a Standing Desk provides working travelers an ideal set up. The Full Kitchen is precisely stocked with everything you need to eat well on your stay. Refresh and relax in the Sparkling Salt Water Pool with Waterfall.

Urban Modern Apartment - Roof Top Pool
Centrally located near La Sabana Metropolitan Park, my apartment offers a perfect blend of relaxation and functionality. The space is designed for comfort and it’s ideal for virtual work, with a fully equipped kitchen for energizing breakfasts or intimate dinners. Enjoy restful sleep, complete privacy, and the convenience of a full and half bathroom. The unique contemporary ambiance enhances your stay. Additionally, the apartment offers free parking within the building for added convenience.

Exclusive Apartment in Downtown Costa Rica
This penthouse is in one of the most exclusive areas of Costa Rica, excellent restaurants, the nightlife is intense, full of life. The apartment has places to work inside the building, a gym, an pool, 24-hour security and the apartment is spacious, the view it has is impressive! day or night "it takes your breath away" its minimalist decoration gives you peace in a world "full of complications" …you are a winner, and you deserve a night that brings you closer to that top level you deserve!

Best location, cozy Apartment!
Beautiful condo in perfectly located apartment building. The whole place has a modern feel to it without losing a touch of home. The unit is composed of one bedroom with an ensuite bathroom, living room and deck to relax and enjoy the views, as well as a modern kitchen and laundry machine. This cozy and modern apartment is close to all the best restaurants and night life in San Jose, as well as museums and downtown. Major public transportation is right outside the door.

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.

Apartment with excellent location. AC/wifi
Your 23rd-floor retreat with spectacular views! Wake up every morning in a cozy apartment located on the 23rd floor, where the sweeping views of the city from the balcony provide the perfect backdrop for your morning coffee or a sunset drink. Its location is perfect: just steps away are restaurants serving a variety of cuisines, a shopping center with a supermarket, pharmacy, and hospital, all within walking distance, making your stay convenient and worry-free.

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.
Vive la experiencia de hospedarte en un apartamento único en el piso 29 de torre Secrt Sabana , con una vista panorámica impresionante de las montañas de San José , a solamente 200 metros del Parque Metropolitano de la Sabana (mejor ubicación en San José) disfrutarás de sus más de 20 amenidades, te vas a cautivar por los detalles decorativos que verás en cada rincón. ***Aeropuerto Juan Santamaria a solamente 10 millas***

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!
Popular amenities for San Juan rentals with a pool
House rentals with a pool

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

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

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Lux Stay Near SJO Airport | Pool, Firepit & Views

Finca Totoro, Trails and Nature

Casa Guayabo

Casa Delios, Luxury Near the Airport, Private Pool

Villa Plumeria – Hillside Oasis Near SJO Airport
Condo rentals with a pool

Luxury on 19th Floor-A/C and Close to SJO Airport

Condo-SJO Airport-AC-Security-Parking

Altamira Luxe Spacious with Pool and Amenities 403

Studio with a view, balcony and free parking · URBN

Fully equipped apartment in Nunciatura

Urban Jewel on the 30th floor; SECRT

The Gourmet Terrace & Coffee View w/AC

Charming Apartment w A/C Near to the Int. Airport
Other holiday rentals with a pool

Sunsets & Style — Modern Stay in Trendy Escalante

Nebulae - Water Cube Suite & YogaDeck

Modern Luxury Condo in La Sabana Pool, Gym & View

Rabbit's Hole in Secrt Sabana

River view! & Cozy Apt. Central Modern Amenities

Balcony House

River View Retreat · Pool · 20 min to Airport

Luxury High-Rise | 16th Floor | La Sabana-San José
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $106 NZD | $94 NZD | $91 NZD | $96 NZD | $98 NZD | $84 NZD | $91 NZD | $101 NZD | $94 NZD | $105 NZD | $111 NZD | $127 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
- Family-friendly rentals San Juan
- Rentals with a patio San Juan
- Rentals with a washing machine and dryer San Juan
- Condo rentals San Juan
- House rentals San Juan
- Rentals with breakfast San Juan
- Apartment rentals San Juan
- Pet-friendly rentals San Juan
- Rentals with a fire pit San Juan
- Fitness-friendly rentals San Juan
- Smoking-friendly rentals San Juan
- Rentals with outdoor seating San Juan
- Rentals with pools San Jose Province
- Rentals with pools Costa Rica
- Jaco Beach
- Parque Nacional Manuel Antonio
- Playa Blanca
- 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
- Playa Jacó
- Carara National Park
- Turrialba Volcano National Park
- University of Costa Rica
- El Miro
- Multiplaza Escazú
- Parque Central
- La Cruz del Monte de la Cruz
- Hacienda Alsacia Starbucks Coffee Farm
- Britt Coffee Tour
- Children’s Museum
- City Mall Alajuela
- Río Agrio Waterfall





