
Holiday rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Juan
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Green Sky, Parking, WIFI, Pool, Gym, Jacuzzi
Alójate en una de las torres más exclusivas en San José, con amenidades de lujo, como el sky pool, sunset firepit, cloud jacuzzi, garden gym, yoga space, coworking área, entre otras. El apto esta ubicado en Rohrmoser en una zona muy segura, cerca de restaurantes, cafeterías, parques, a 5minutos del Estadio Nacional y el Parque la Sabana, a tan solo 20 minutos del Aeropuerto Juan Santa María El apartamento está diseñado con un estilo tropical cálido muy característico de Costa Rica y sus playas.

Balcony Sunset View 21st Floor Apartment
Located 21st floor of the stylish URBN Escalante building in the heart of San José, this modern one bedroom apartment has all the amenities for a pleasurable stay. Feel free to make use of the lobby with 24/7 concierge, heated pool, lounge area, co-working spaces, gym, yoga room, cinema, library, BBQ area and playground. Internet is available at all common areas as well as high-speed internet connection -100Mbps- in the apartment. 5-10 minute walk to Pubs, Restaurants and Supermarkets. Netflix👍

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.

30 mins SJO | Pool View | Premium Appt | Parking
Welcome to this magical space located 30 mins/9.9 mi away from SJO. It features a balcony overlooking the pool, mountains, trees, and green areas. Green is one of my favorite colors, which inspired the design of the room. It has been thoughtfully created to be accommodating, with everything needed for cooking and making you feel at home. Secrt is one of the most incredible buildings, filled with different spaces to work, collaborate, or simply relax. I welcome you and hope you enjoy your stay.

Top Pick in La Sabana: Spotless & Comfy with A/C
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.

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.

Luxury SkyView Apartment 2BR
The apartment is spacious and very comfortable; each room is equipped with an imported memory foam king mattress you melt into. The large sofa can easily sleep two people. The shower has a large natural raindrop spout allowing for an organic soothing cleanse. Our apt is 15 walking minutes to National Stadium and is surrounded by restaurants, bars and shopping centers. Amenities include private massage rooms, an illuminated pool, a bbq area, and a large gym. Central A/C and TVs in all rooms.

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.

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

Best View, Luxury, Full Amenities, Nearby Airport
Welcome to our stunning retreat in Sabana, the heart of San José! Enjoy a breathtaking NATURE VIEW from our cozy apartment, just 20 minutes from the airport. There are 8 international RESTAURANTS IN THE BUILDING, including a coffee shop! This tranquil sanctuary offers convenience and serenity. Relax on the balcony, take a refreshing dip in the POOL, stay active at the GYM, work in the dedicated space, or stroll through the beautiful GARDENS. Enjoy the wonders of San José. Book now!

Stylish unit and great location in downtown.
Apt ubicado en los alrededores de Barrio Escalante, un hermoso lugar compuesto de casas antiguas, tiendas de diseño y restaurantes con diversas propuestas culinarias. Esto lo hizo digno de obtener el premio a "destino líder de México y Centroamérica a visitar 2019" en World Travel Awards. Es uno de los epicentros gastronómicos y culturales más importantes en San José, donde podrás escoger desde un hermoso lugar para tomar café hasta un distinguido bar para estar con tu pareja.

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

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

Large home, pool, and great view

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

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Casa Delios, Luxury Near the Airport, Private Pool

3BR Home w/ AC & high speed internet near airport

Playa Bejuco Condominium 243

Smart loft in the heart of the city, A/C and Wi-Fi
Condo rentals with a pool

Fully-Eqpd 2BR 2BA in Luxury GC w/Pool+Gym+24/7Sec

Luxury Apartment, San José, La Sabana, Del Lago

Perfect City Sunset Retreat 18th floor

Enjoy Escalante-Sjo Neighborhood

Urban Jewel on the 30th floor; SECRT

Industrial 2BR perfect location w/AC + sunset view

MINT Apt 17th Floor View IFreses w/ Pool Wifi AC

The Gourmet Terrace & Coffee View w/AC
Other holiday rentals with a pool

Eco-friendly apartment with pool-AC+parking

Escalante | 18th Floor View |Rooftop Pool |Parking

Modern Condo with Pool & Gym – Sabana SJ

Urban Horizon 16· Nunciatura Luxury Stay

Chic Apt in San Jose w/2Beds, View, Pool, Gym #07

Elite Residence Stay in La Sabana AC/Pool/Sauna

Luxury Nature Retreat with River View AC & Parking

Apartment in San José
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $98 NZD | $97 NZD | $100 NZD | $95 NZD | $97 NZD | $83 NZD | $90 NZD | $100 NZD | $93 NZD | $103 NZD | $110 NZD | $126 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 |
Quick stats about holiday rentals with a pool in San Juan

Total holiday rentals
Explore 40 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 900 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
40 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!
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- Jaco Beach
- La Sabana Park
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Poás Volcano National Park
- Parque Diversiones
- Marina Pez Vela
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Carara National Park
- Irazú Volcano National Park
- La Cruz del Monte de la Cruz
- Parque Viva
- Turrialba Volcano National Park
- University of Costa Rica
- Catarata del Toro
- Playa Jacó
- Children’s Museum
- Pre-Columbian Gold Museum
- Plaza de la Cultura
- Parque Central
- Britt Coffee Tour
- City Mall Alajuela
- Hotel Pumilio




