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Vacation 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.

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Superhost
A cozy bedroom features a spacious bed adorned with a neutral-toned quilt and decorative pillows. A bedside table with a lamp stands beside the bed. Floor-to-ceiling windows offer views of the outdoor pool area and the surrounding landscape.
Loft in Francisco Peralta
4.88 out of 5 average rating, 125 reviews

Beautiful loft pool, gym and excellent location

Disfrute de una experiencia elegante en este lugar céntrico de San José, a poca distancia de los lugares más modernos, históricos y turísticos. Disfruta tranquilamente de un apartamento a estrenar con todo lo necesario para tu estancia. Tendrás un supermercado frente al edificio, pero también bares y restaurantes en Barrio Escalante. Acceso a excelentes amenidades: Gimnasio, 2 albercas, área de BBQ, firepit al aire libre, sala de cine, roof garden para disfrutar de vistas únicas de San José.

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 Urbanización Castro
4.97 out of 5 average rating, 159 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.

Superhost
A sunlit living room is highlighted by a cozy brown leather sofa, complemented by a natural fiber rug. A coffee table sits in front, while large glass doors offer a view of the cityscape and allow natural light to fill the space.
Apartment in Merced
4.93 out of 5 average rating, 105 reviews

Nucleo Sabana, West City View, A/C, Pool & Gym 1BR

Take a morning stroll in the zen garden before heading back to your perfect location, boho chic 1 br apartment that will welcome you with high-speed wifi, top-of-the-line kitchen appliances, amazing decor, comfortable beds, and sunset views from an 11th floor overlooking the city. Not only will you have access to unparalleled amenities like a cinema, gym, library, bbq areas and co-working space, you will be a walking distance from La Sabana park, best coffee shops, and grocery stores in town.

Guest favorite
A bright bedroom features a spacious bed with a dark blue throw blanket. Floor-to-ceiling windows provide an expansive view of the city and mountains. A bedside table holds a sleek lamp, while a textured area rug adds comfort to the wooden floor.
Apartment in San Pedro
4.92 out of 5 average rating, 116 reviews

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!

Guest favorite
The bedroom features a spacious bed with a navy blue headboard and a light quilt. A small bedside table with a lamp is positioned next to the bed. A cozy chair and a large mirror enhance the open feel, while ample natural light fills the space.
Loft in Curridabat
4.93 out of 5 average rating, 107 reviews

Cityscape iFreses, 20th floor! AC, TV and Pool

Discover this elegant, fully furnished apartment in one of the safest residential-commercial areas of San José, featuring 24/7 security. Situated in the exclusive iFreses Condominium, this apartment offers stunning city views and amazing amenities! Its strategic location places you within walking distance of shopping centers, supermarkets, coffee shops, restaurants, banks, and universities. Bus and taxi stops are just 50 meters away, and the train station is 200 meters away.

Top guest favorite
An outdoor terrace is illuminated softly by wall fixtures, offering a vantage point over a sprawling cityscape at night. A seating area with two chairs and a small table can be seen, surrounded by greenery, creating a serene and inviting space.
Condo in Barrio Escalante
4.9 out of 5 average rating, 145 reviews

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.

Guest favorite
A panoramic view of the city is showcased at dusk, with vibrant clouds illuminated by the setting sun. The skyline features a mix of tall buildings, while distant mountains rise in the background, providing a dramatic contrast against the colorful sky.
Apartment in Carmen
4.94 out of 5 average rating, 116 reviews

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.

Guest favorite
A spacious living and dining area is presented, featuring a round table with four chairs and a comfortable grey sofa facing a wall-mounted TV. Light-colored cabinetry and appliances complement the modern décor, while an assortment of framed photos adds a personal touch.
Condo in San José
4.91 out of 5 average rating, 108 reviews

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

Welcome to Apartment 406, your stylish 786ft² (73m²) sanctuary in Costa Rica—the largest unit in the Bambú Rivera Residential Complex! Perfect for digital nomads and vacationers, this modern 2-bedroom apartment is fully equipped for a comfortable stay. With 24/7 security and a wealth of amenities, you're just a short distance from the city center and its attractions. Whether you're here to work, explore, or unwind, this is the ideal home base for your trip.

Guest favorite
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
4.92 out of 5 average rating, 432 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.

Guest favorite
Condo in Monserrat
4.82 out of 5 average rating, 154 reviews

Super view and WiFi, 2 bedrooms, 2 bathrooms and 2 parking spaces

Azenza Towers, Excellent location and security. 11th floor: excellent sunset view. 500 Mbps WiFi. VGA Monitor. 2 bedrooms, 2 bathrooms, 2 free covered garages 3 elevators 5 km from San José 7 km from Escazú 16 km from the International Airport 70 km from Pacific Beaches Close to major corporate centers in San José, Heredia and San José, as well as shopping malls, hotels and hospitals. Pool, yoga deck, gym, playground and work area. Roof Top.

Top guest favorite
A spacious bed with neutral-toned bedding is positioned near large glass windows, offering a nighttime city view filled with twinkling lights. Soft curtains frame the windows, complementing the warm color palette of decorative pillows arranged on the bed.
Home in Curridabat
4.93 out of 5 average rating, 147 reviews

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

Enjoy the tranquility of this smart, elegant and centrally located loft with city views! Ideal for relaxing. It has all the amenities you need to make your stay the most pleasant with the highest quality. Its location is favorable as it is close to restaurants, shopping centers, and supermarkets. It's just 15 minutes from downtown San José. It has a large number of amenities such as a heated pool, cinema, study room, gym and coworking area.

Guest favorite
A modern living area features a flat-screen TV mounted on a textured stone wall. A wooden entertainment console holds decorative items, including a statue and a lamp. A potted plant adds a touch of greenery, complementing the surrounding decor.
Apartment in Bella Vista
4.88 out of 5 average rating, 264 reviews

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.

Popular amenities for San Juan rentals with a pool

When is the best time to visit San Juan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$12,128 GYDG$11,919 GYDG$12,337 GYDG$11,710 GYDG$11,919 GYDG$10,246 GYDG$11,082 GYDG$12,337 GYDG$11,501 GYDG$12,755 GYDG$13,592 GYDG$15,474 GYD
Avg. temp22°C23°C24°C24°C24°C24°C24°C23°C23°C23°C23°C23°C

Quick stats about vacation rentals with a pool in San Juan

  • Total vacation rentals

    Explore 40 vacation rentals in San Juan

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 900 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of San Juan vacation 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!