Holiday rentals with a pool in San Antonio

4.96 out of 5 average rating, 136 reviews

An inviting outdoor area features a private heated pool surrounded by tropical plants and potted flowers. Comfortable seating options, including a hammock and lounge chairs, are positioned around the pool, with a cozy dining area visible in the background under soft lighting.

Villa in Mata Redonda

Cheerful private 4-Bedroom Villa. Heated pool A/C

For a group or a cozy couple, this bright and spacious home delivers comfort and style. Located in a quiet, modern, and safe neighborhood, you’re just minutes away from downtown. Great restaurants are close by and a block away from new Microsoft tower. 4 bedrooms (A/C), sleeps up to 9 , 3 full bathrooms & private heated pool. Fully equipped modern kitchen, stocked with staples and more. Starts at $195 per night for up to 4 guests, $35 per extra guest. Cleaning included. Come dive into city life.

4.9 out of 5 average rating, 229 reviews

A spacious bedroom features a king-size bed adorned with soft pillows and a cozy throw. Large windows provide a view of the mountains, while a mounted television is positioned on the wall. Light-colored artwork decorates the walls, enhancing the room's ambiance.

Condo in San José

Magical Penthouse in Prime Location+ Cima Hospital

If you are looking to stay in a great spacious Family-Business-Medical Visiting spot with amazing city and spectacular Mountains Views, in Escazu´s Prime Location,? THIS is your place! Close to dinning , 5 Minute Walking Distance to CIMA Hospital ( Best location to Medical - Dental - Pre Natal procedures. Business travelers will love easy highway access, local fusion restaurants and pubs, Entertainment and a bunch of Stores. Next to Avenida Escazu, on the 7th Floor, Elevator and Pool .

Apartment in Mata Redonda

4.88 out of 5 average rating, 184 reviews

Rabbit's Hole in Secrt Sabana

Beautiful apartment in exceptional building with ideal location. Experience all the amenities at the most popular building in the area. List of amenities: Pool Lobby 24/7 Bar Pet Park Laundry *Extra fees Cinema Playground 3 level gym Themed Rooms Rooftop terrace with amazing views Your apartment: Fully furnished Queen Bed Sofa bed Full bathroom Fully equipped kitchen Living area Breakfast bar Balcony AC Parking in NOT included but available *Extra fees, please inquire NO SMOKING, NO PARTIES

Apartment in Mata Redonda

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.

4.97 out of 5 average rating, 183 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.

4.92 out of 5 average rating, 544 reviews

Loft in Alajuela

Cozy & Modern Condo.Security 24/7 5 min to Airport

Welcome to CR! Our cozy and convenient Airbnb located just a short drive from the airport is perfect for travelers for a layover or an extended trip. Making it easy to catch an early flight or to rest after a long journey. ***Shuttle service*** Shuttle service for a fair price for an easy and relax transportation to the condo. -Fully equipped Kitchen -AC -Smart TV -Wi-Fi -24/7 security with free parking. -3min from airport, supermarkets. -Near SJO -Pool and gym to relax after long flights.

4.99 out of 5 average rating, 122 reviews

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.

Guesthouse in San Rafael

Treetop Casita @ Earth and Sky - Costa Rica

This vibrant, modern 600 SF loft-style casita owns some of the most spectacular views in Costa Rica from its private terrace. The meticulously designed space features countless creature comforts and was curated with attention to detail top of mind. Everything is brand new and high end. Super 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. Even the shower has sweeping views.

4.9 out of 5 average rating, 126 reviews

Apartment in Santa Ana

Peaceful Urban Escape • 1BR

✨ Welcome to Peaceful Urban Oasis — your cozy modern retreat of comfort and style! ✨ Relax in our bright one-bedroom apartment with pool, gym, and beautiful and tranquil garden. Enjoy super-fast WiFi, cable TV, a full kitchen, and in-unit laundry. Located in a safe, vibrant neighborhood within walking distance of restaurants, supermarkets, pharmacies, and shops — yet tucked away in a quiet area for restful nights. Perfect for business travelers, solo adventurers, couples, and families. 🌿

4.96 out of 5 average rating, 136 reviews

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

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

The image captures a serene pool area surrounded by lush greenery, offering views of the city skyline and distant mountains. Bright blue skies provide a natural backdrop, while two green chairs are positioned nearby for relaxation.

4.92 out of 5 average rating, 219 reviews

9.9 mill SJO | Pool View | Cozy Loft | Parking

Welcome to this magical loft located 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.

4.86 out of 5 average rating, 228 reviews

Apartment in Rohrmoser

Mango Studio Nunciatura (Mango Studio Nunciatura)

Apartamento Studio nuevo, con vista a la Cordillera Central. Ubicado en el corazón de San José en zona exclusiva, segura y con fácil acceso a atracciones como el Estadio Nacional (7 minutos caminando), Restaurantes, Cafés, Parque La Sabana, Embajadas y Centros médicos. A 5 minutos del centro de la ciudad y 18 minutos del aeropuerto Internacional Juan Santamaría. Importante: Del 7 de abril al 21 de junio del 2026 la piscina se encontrará cerrada por reparación.

4.98 out of 5 average rating, 115 reviews

A modern living area features a comfortable gray sofa positioned opposite a large television. A small coffee table sits in front, accompanied by a decorative plant. Panoramic windows offer a view of the city lights in the distance, enhancing the room's spacious layout.

Loft in Curridabat

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.

4.93 out of 5 average rating, 112 reviews

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

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

Popular amenities for San Antonio rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 39 reviews

A modern outdoor area is presented with an inviting swimming pool surrounded by a spacious deck. Comfortable seating arrangements are visible, along with tropical plants framing the scene. The clear blue sky complements the sleek architecture of the home in the background.

Home in Belén

New 3BR Condo | by SJO Airport & Convention Center

4.89 out of 5 average rating, 132 reviews

An indoor pool is framed by vibrant green walls and a wooden ceiling. Comfortable lounge chairs in light green surround the pool. A hammock is elegantly positioned nearby, while an open sliding door reveals a spacious living area with cozy seating and organized shelving.

Home in Río Oro

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

Home in Finca La Ponderosa

A modern structure featuring an infinity pool that blends seamlessly with the surrounding landscape. The pool's clear water reflects the cloudy sky, while the terrace provides access to the building. Lush greenery and trees are visible in the background, enhancing the serene atmosphere.

5 out of 5 average rating, 14 reviews

Green Escape with Style

4.95 out of 5 average rating, 42 reviews

A heated swimming pool is surrounded by a spacious lawn adorned with tropical plants. Lounge chairs are positioned near the pool, providing relaxation spots. String lights enhance the outdoor ambiance, while a shaded area offers umbrellas and a glimpse of the nearby greenery.

Home in Escazu

Large home, pool, and great view

4.95 out of 5 average rating, 195 reviews

Home in Atenas

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

4.89 out of 5 average rating, 132 reviews

The outdoor area features a private pool with steps and a ramp for accessibility. A covered terrace with seating overlooks the pool. Lush greenery surrounds the space, enhancing the natural atmosphere. A pool lift is visible, ensuring inclusivity for all guests.

Home in Alajuela

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

5 out of 5 average rating, 16 reviews

Home in Grecia

Lux Stay Near SJO Airport | Pool, Firepit & Views

4.94 out of 5 average rating, 31 reviews

An inviting dining area features a glass table surrounded by green upholstered chairs. The space is illuminated by a unique pendant light fixture. Large sliding glass doors open to a landscaped outdoor area, allowing natural light to fill the room.

Home in San Antonio

8p Luxury Townhouse-Concierge & Cleaning

Condo rentals with a pool

4.94 out of 5 average rating, 100 reviews

A light-filled studio features a comfortable leather sofa paired with a decorative throw pillow. The open kitchen showcases modern appliances and a flowing countertop, complemented by stylish bar stools. Soft, neutral tones create a calm atmosphere, with minimalist wall art adding a touch of elegance.

Condo in Rohrmoser

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

4.86 out of 5 average rating, 166 reviews

A sleek lap pool is surrounded by lush greenery and tropical plants, providing a serene atmosphere. The pool features a stone border and is set against a wooden deck. Steps lead down to the pool area, with a panoramic view of the surroundings.

Condo in Rohrmoser

Fully equipped apartment in Nunciatura

4.86 out of 5 average rating, 144 reviews

A spacious living area features a large gray sofa and a flat-screen TV mounted on the wall. Natural light floods the room through floor-to-ceiling windows, offering views of the surrounding cityscape. Houseplants are arranged on a sleek white entertainment unit, enhancing the inviting space.

Condo in Rohrmoser

Cosmopolitan SkyView AC 2BR-King bd Laundry-in

A modern kitchen space features a central island with a variety of food options displayed. Greenery adorned with soft lights hangs from the ceiling, adding a touch of decor. In the background, a cozy seating area is visible next to large glass doors that open to a scenic view.

4.94 out of 5 average rating, 198 reviews

Urban Jewel on the 30th floor; SECRT

A living area is furnished with a pink and white patterned loveseat and a matching armchair. A glass coffee table is positioned at the center, reflecting natural light from the large glass doors that open to a lush exterior view.

4.83 out of 5 average rating, 361 reviews

Alicia's Garden Apartment at Secrt

A modern high-rise building is presented, showcasing a unique façade with numerous windows. The structure stands tall against a cloudy sky, with city views and mountains visible in the background, emphasizing its elevated location in the urban landscape.

4.83 out of 5 average rating, 145 reviews

Unique Apartment in a New and Modern Condominium

A modern high-rise building features a distinctive geometric design with multiple floors and large windows. The facade is predominantly concrete, complemented by patterned balcony screens. Surrounding greenery and street elements can be observed at the base, enhancing the urban landscape.

4.9 out of 5 average rating, 249 reviews

Skyline Loft 22nd Fl • Views + Pool + Gym + AC

A bright and airy living space is depicted, featuring a stylish side table and a decorative plant. A flat-screen TV is mounted on the wall, while a semi-open door reveals a glimpse of a bedroom. Light filters through floor-to-ceiling windows, enhancing the contemporary design.

4.94 out of 5 average rating, 354 reviews

Charming Apartment w A/C Near to the Int. Airport

Other holiday rentals with a pool

Apartment in Ciudad Colón

A private infinity pool, framed by lush greenery, reflects the sky above. The blue tiles create a vibrant contrast against the natural surroundings, while the expansive views of the mountainous landscape stretch in the background under a cloudy sky.

4.93 out of 5 average rating, 165 reviews

Luxury New apartment! Infinity Pool! Adults only

5 out of 5 average rating, 26 reviews

Villa in San Roque

Nebulae - Water Cube Suite & YogaDeck

Apartment in Mata Redonda

A modern high-rise building features a unique geometric facade with a blend of glass and concrete. Lush greenery is present at the base, providing a contrast to the structured design. The backdrop includes a distant mountain range and a clear sky.

4.85 out of 5 average rating, 415 reviews

Fairytale apartment in San José

4.99 out of 5 average rating, 128 reviews

The kitchen is equipped with modern appliances, including a sleek stove and ample countertop space. A fruit bowl filled with colorful apples and bananas sits prominently. The dining area in the background features a wooden table and chairs, contributing to a warm, inviting space.

Apartment in Sabana

SmartMobilis: Luxury Penthouse for Long Stays

Guest suite in San Antonio

A solar-heated pool glistens in the sunlight, surrounded by a landscaped area. A covered lounge area with chairs is nearby, offering a shaded retreat. The two-story home features multiple outdoor seating options, and lush greenery enhances the tranquil setting.

4.88 out of 5 average rating, 33 reviews

Mountain Vista

4.96 out of 5 average rating, 27 reviews

The entrance of a modern townhouse community is displayed, featuring a curved roof and an open gate. A large sign reads 'SAN ANTONIO DE ESCASU URBANO.' Surrounding greenery and pavement are visible, with a blue sky in the background.

Townhouse in San Antonio

New San Antonio Escazu Unique Urban Townhouse

4.93 out of 5 average rating, 127 reviews

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

Exclusive Apartment in Downtown Costa Rica