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Vacation rentals with a pool in San José

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in San José

  • Total vacation rentals

    Explore 1,600 vacation rentals in San José

  • Nightly prices starting at

    San José vacation rentals start at G$2,091 GYD per night before taxes and fees

  • Verified guest reviews

    Over 97,820 verified reviews to help you choose

  • Family-friendly vacation rentals

    580 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 480 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,240 properties have a dedicated workspace

  • Wi-Fi availability

    1,570 of San José vacation 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!

Top-rated rentals with a pool in San José

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost
An outdoor seating area is framed by a modern structure, overlooking a pool surrounded by lounge chairs. Umbrellas provide shade, and greenery is visible in the background, enhancing the relaxing environment.
Apartment in Mata Redonda
4.85 out of 5 average rating, 334 reviews

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 guest favorite
An infinity pool is seen on the rooftop, overlooking a city skyline at sunset. The water reflects the colors of the sky, while glass railings provide unobstructed views of the surrounding area and mountains in the distance.
Apartment in Mata Redonda
4.97 out of 5 average rating, 192 reviews

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.

Top guest favorite
A panoramic view captures the vibrant sunset over the San Jose skyline, with colorful clouds reflecting hues of pink and orange. The city lights begin to twinkle, set against a backdrop of distant mountains and a bare tree’s silhouette in the foreground.
Bungalow in San Rafael
4.99 out of 5 average rating, 131 reviews

Escazú Treetop Casita w/ Panoramic Luxury Views

Modern Loft-Style Casita w/ Private Terrace. 2-Acre Gated Estate in a Safe and Peaceful, Upscale Neighborhood -- One of the most Spectacular Views in Costa Rica. Expertly designed w/ every Creature Comfort -- All brand new and high-end. Ideal for Dental / Medical Tourists. Super Fast WIFI and Standing Desk for Digital Nomads. Full Kitchen, precisely stocked w/ everything you need to eat well. Sparkling Heated Salt Water Pool w/ Waterfall. Bright Gardens. Cool Breezes. Affordably Priced.

Top guest favorite
Condo in Rohrmoser
4.94 out of 5 average rating, 345 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.

Guest favorite
A modern kitchen with sleek dark cabinetry and stainless steel appliances is complemented by barstools with yellow upholstery. The cozy living area includes a light-colored sofa and a decorative table, with a vase of flowers adding a touch of color. Natural light fills the space.
Apartment in Escalante
4.96 out of 5 average rating, 141 reviews

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

Top guest favorite
Apartment in Escalante
4.94 out of 5 average rating, 99 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

Top guest favorite
A cozy bedroom is highlighted by a tufted headboard and plush bedding. Soft lighting is provided by two bedside lamps. Artwork featuring Alice in Wonderland decorates the wall above. A large window offers expansive views of the city and landscape beyond.
Apartment in Mata Redonda
4.96 out of 5 average rating, 196 reviews

Whimsical 27th Floor Apt, King Bed, AC, Parking

Victorian “Steampunk” Alice in Wonderland inspired apartment! Located on the 27th floor, our comfortable apartment boasts amazing views of the city. Originally a 2-bdrm floorplan, this unit was converted into a 1-bdrm, making it larger than most 1-bdrm units in SECRT Sabana. Safe building, central location, within walking distance to the National Stadium, La Sabana Park, restaurants, and supermarkets. SECRT Sabana is a funky building, famous for its fun Alice-themed common areas.

Superhost
A modern kitchen area features a white island countertop with a stovetop, surrounded by sleek bar stools. A cozy living area with a gray sofa and decorative pillows is visible, alongside a window showcasing city views and palm plants adding a touch of greenery.
Condo in Rohrmoser
4.9 out of 5 average rating, 473 reviews

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.

Top guest favorite
A cozy living space is filled with natural light, featuring a gray sofa adorned with decorative cushions. A round coffee table sits in front of the sofa, surrounded by indoor plants. In the background, a dining area is visible with a table and yellow chairs, next to a wall-mounted television.
Apartment in Mata Redonda
4.93 out of 5 average rating, 273 reviews

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***

Top guest favorite
A panoramic view captures the vibrant hues of sunset illuminating the sky, set against the backdrop of La Sabana Park. The iconic architecture of the Costa Rica National Stadium is visible, while the cityscape showcases a mix of modern buildings and green spaces.
Condo in Mata Redonda
4.97 out of 5 average rating, 207 reviews

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

Luxury and comfy apartment with amazing views to La Sabana Park and Costa Rica National Stadium. We offer an incredible experience you´ll never forget. The location is perfect, you´ll find everything you are looking for. Nearby there are restaurants, museums, theaters, sports areas, markets and much more. Mountains, volcanoes, beaches, national parks and a lot more of beautiful places are close to the apartment.

Guest favorite
A private terrace is displayed with several lounge chairs and a small table, offering unobstructed views of the sunset over the city skyline. The dark stone flooring contrasts with the greenery of the potted plants, creating a serene outdoor retreat.
Apartment in Rohrmoser
4.93 out of 5 average rating, 120 reviews

Sunset PrivateTerrace Ü Nunciatura

¡Nuevo! Vive la experiencia urbana en San José Descubre este apartamento con una espectacular terraza privada, idealmente ubicado en el corazón de la ciudad. A pocos pasos encontrarás parques, restaurantes, cafeterías, supermercados y más. ¡Todo lo que necesitas está a tu alcance! Además, estás a solo 15 minutos en coche del Aeropuerto Internacional Juan Santamaría. Nota: piscina temporalmente en mantenimiento

Guest favorite
Apartment in Mata Redonda
4.88 out of 5 average rating, 142 reviews

20th floor king bed apartment with A/C San José

Welcome to my comfortable 2-bedroom apartment designed with your comfort in mind, located in the Secret Sabana tower with a strategic location, incredible views and amazing amenities available for you and your guests. Less than 5 minutes walking from La Sabana metropolitan park, super markets, restaurants and easy access to the most important routes of the capital. Only 30 minutes from the SJO airport!

Popular amenities for San José rentals with a pool

When is the best time to visit San José?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$13,175 GYDG$13,175 GYDG$13,384 GYDG$12,548 GYDG$12,548 GYDG$12,548 GYDG$12,548 GYDG$12,548 GYDG$12,339 GYDG$12,548 GYDG$13,175 GYDG$14,221 GYD
Avg. temp22°C23°C24°C24°C24°C24°C24°C23°C23°C23°C23°C23°C

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