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

Luxury Apt 16th floor A/C great views free parking
Enjoy the most beautiful view of the Sabana skyline as the sun sets from the luxury of our 16th-floor apartment in the newest and most equipped tower in Sabana. Relax in this peaceful setting, where you can watch and hear the river and its birds from the boho chic style balcony while surrounded by nature, just a short stroll from Sabana Park in San José, ten minutes walking from a grocery, and 15 minutes driving from the airport. Discover our apartment's elegance, smart appliances and design.

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.

The Gourmet Terrace & Coffee View w/AC
Newly renovated space, located in the heart of the city. Barrio Escalante will not only show you one of most iconic & trendy neighborhoods of San José, it is also one of the greatest gastronomical places in the San José. If you like the experience of walking around, discovering amazing places to have Breakfast & Brunch, or a good lunch, or having cocktails in one of the highest rooftops in town or grabbing a late dinner with great music & wine, in a distinctive environment. This is for you.

Fancy 10th floor apt, fast wifi, near airport
Brand new fancy and equipped apartment in 10th floor. Located just a few minutes from Juan Santamaria Airport, in "Cosmopolitan Tower", the best apartment tower of the area. Located in a safe and exclusive neighborhood surrounded by restaurants, bars, shopping, grocery store, hospitals, lovely parks, etc.. for all your necessities. It has amenities like co-working area, swimming pool, sauna, gym, bbq area, concierge 24/7. Come and enjoy of the perfect place whether to relax, work or both.

Stylish 1 BR w A/C, Private Terrace
Enjoy a stylish experience at this centrally-located condominium, less than half a mile from downtown and in the heart of the trendy gastronomic Barrio Escalante with countless options of restaurants and bars. Whether working remotely, visiting friends, health tourism or on holiday, with speedy internet, fully equipped kitchen and bathroom, a very calm and serene terrace, gym and pool, coworking, lounge and bar, you will feel right at home with the touch of the latin culture.

5 min from Airport | Transfer ($) | Pool | Gym
The condo has 2 bedrooms, a living room, dining room, kitchen, 2 bathrooms, and is located 2 miles from SJO Airport. Additionally, you’ll be just 2 minutes away from City Mall and Walmart. • Airport Transfer Available (at an additional cost) • 24/7 security • Pool • Gym • Coworking space • High-speed internet • Clubhouse • Parking You'll find in the apartment coffee, a fully equipped kitchen, AC units (in the bedrooms and living room), TV, king-size bed, and full-size bed.

Penthouse in San Pedro, view of the gods. Luxury, A/C.
This special place is close to everything, making it easy to plan your visit. Luxury two-story penthouse 16 and 17!A/C. View of the gods! With a unique and privileged view, in the exclusive area of Los Yoses. Close to all the Escalante cuisine. Just 3 minutes from the city of San José. With a spectacular view of the mountains to the south of the city and the beautiful sunsets to the west. Just meters from supermarkets and restaurants, parking included for our customers.

Skyline Loft 22nd Fl • Views + Pool + Gym + AC
Wake up 22 floors above San José with a breathtaking 180° view stretching from La Sabana Park to the mountains of the Central Valley and the city skyline. This modern skyline loft blends hotel-level comfort with the privacy of your own apartment—complete with air conditioning, fast WiFi. Perfect for business travelers, couples, and digital nomads, this stylish high-rise escape puts you above the city while keeping everything within easy reach.

Gorgeous sunsets at charming apartment in downtown
We welcome you to your new and luxurious apartment in the center of the city, located in one of the most iconic residential buildings in the country, with a variety of amenities and just a 5-minute walk away from the most famous gastronomic area of San José. The neighborhood is safe, and has different areas according to your preference (whether it's a night out, or a quiet afternoon in the park). A/C, WiFi 500 mbps, and parking included.

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***

Oasis Barrio Escalante perfect/sunsets studio A/C
Brand new studio in a great location. 'URBN Escalante', a majestic 29-story building that has the best views and sunsets in San José, Alajuela and Heredia. Complemented by many amenities for your enjoyment. Unique common areas where Costa Rican hospitality will welcome you. Located in the modern Barrio Escalante, an old luxury residential area with unique architecture from the 40s and 70s.

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

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

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Hidden Paradise Resort, 10 min from SJO Airport

Casa Delios, Luxury Near the Airport, Private Pool

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

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

Casa Escobar

Private pool house Escazu
Condo rentals with a pool

Fully equipped apartment in Nunciatura

Luxury Apartment, San José, La Sabana, Del Lago

Near SJO airport new apartment A C free parking

Urban Jewel on the 30th floor; SECRT

Ponderosa Flat

Industrial 2BR perfect location w/AC + sunset view

Modern & Cozy Apartment!

Unique Apartment in a New and Modern Condominium
Other holiday rentals with a pool

Spritz Loft Getaway|Parking| AC | 21st Floor

24/7 Security FreeParking 5 min SJO airprt-Pool-AC

COZY studio w/ Sky pool, WiFi, WIFI & GYM

Condo apartment - parking - pool - pet-friendly

Urban Lux Apt•Prime Location•Pool•Parking •GYM•AC

15th Floor Apt / Amazing Views • 20 min to Airport

WoodRechelle:Cozy, Elegance

18th Floor Stylish City Stay • Pool, AC & Rooftop
When is the best time to visit San José?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $87 AUD | $87 AUD | $88 AUD | $85 AUD | $85 AUD | $85 AUD | $85 AUD | $85 AUD | $84 AUD | $85 AUD | $90 AUD | $97 AUD |
| 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 José

Total holiday rentals
Explore 1,510 holiday rentals in San José

Nightly prices starting at
San José holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 89,590 verified reviews to help you choose

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

Pet-friendly accommodation
Find 450 rentals that welcome pets

Rentals with dedicated workspaces
1,180 properties have a dedicated workspace

Wi-Fi availability
1,490 of San José holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San José rentals

4.8 Average rating
San José stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with pools Costa Rica
- Jaco Beach
- Dominical Beach
- La Sabana Park
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Poás Volcano National Park
- Parque Diversiones
- Marina Pez Vela
- Chirripo National Park
- 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
- Nauyaca Waterfalls
- Playa Jacó
- Catarata del Toro
- Children’s Museum
- Parque Central
- San Jose Central Market
- Pre-Columbian Gold Museum
- Things to do San José
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- Nature and outdoors San Jose Province
- Things to do Costa Rica
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