Holiday rentals with a pool in San Antonio

4.96 out of 5 average rating, 142 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.

A spacious rooftop area is presented with stylish seating arrangements, including a sectional sofa and a coffee table. The view overlooks the city skyline and surrounding landscape, with warm light from the setting sun adding a serene ambiance.

4.94 out of 5 average rating, 102 reviews

Scenic, 3BR Condo | Pool, Gym & 24/7 Security

Located at walking distance from Sabana Park, this modern retreat offers the perfect blend of city energy and private peace in the heart of San Jose - High speed Internet (fiber) - Blackout curtains and quality beds to recharge. - Nice restaurants across street - Stunning rooftop gardens with 360 views - 3 Bedrooms with 3beds + Sofa bed - 2 TVs with digital channels. - Kitchen ready to cook anything. - Balcony - Laundry area with washing machine available - Air Conditioning - 2 car parking

4.89 out of 5 average rating, 242 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 .

4.99 out of 5 average rating, 145 reviews

A modern outdoor space is illuminated at night, featuring a glowing plunge pool with a waterfall. Colorful lights create an inviting ambiance. Comfortable seating is arranged under eaves, with plants adding a natural touch. The expansive view of the twinkling lights in the valley is visible.

Bungalow in San Rafael

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.

4.94 out of 5 average rating, 351 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.

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.

4.97 out of 5 average rating, 204 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.

4.98 out of 5 average rating, 118 reviews

SECRT Sabana 31st | A/C, Parking & View

Modern studio on the 31st floor of SECRT Sabana with an incredible view of the city and mountains. Enjoy unique sunrises and sunsets from the top level. The space includes AC, a Queen bed, equipped kitchen, smart TV, free parking in the building, and a peaceful environment to relax or work with total privacy. Located near restaurants, supermarkets, La Sabana, and with great access to transportation. Ideal for business trips or couple getaways. We look forward to hosting you!

4.76 out of 5 average rating, 221 reviews

A winding pool area features a spacious swimming pool and a hot tub, both framed by wooden decking. Surrounding tropical greenery enhances the serene environment, while lounge chairs are arranged nearby for relaxation.

Apartment in San José

Spacious 4 bedroom Apt in Escazu | Pool | Parking

This 4 bedroom, 3 bathroom stylish condo is located in Escazu, San Jose Costa Rica! Escazu is the finest and most exclusive neighborhood in all of Costa Rica! This beautiful condo is located in the Riverside Condominium Project in the heart of Escazu, and features amazing features like a community Swimming Pool with jacuzzi, Indoor Racquetball Court, Exercise room with Showers and Sauna, as well as 24/7/365 Armed Security and Gated Access.

4.94 out of 5 average rating, 174 reviews

A private home is set in a lush garden, featuring a swimming pool framed by potted plants. The patio area is visible, offering seating arrangements with a covered terrace, showcasing the inviting outdoor space for relaxation and dining.

Villa

Casa Maria

Welcome to your own private oasis in Costa Rica! This beautiful home is in a guarded community that backs to an 18-hole golf course and includes a pool and a lovely private guest cottage, "La Casita". This home is also located in the Mesa Central area of Costa Rica, which is known for its fantastic weather; low humidity, the perfect temperature during the day, and a little chilly at night - no AC needed

4.9 out of 5 average rating, 137 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 !

Casa Peces is located in nice neighbourhood, near to. the best private hospital, shopping centers, Gastronomic areas , theatres, hipódromos la Cañada as well just 60min from volcanos, water rafting Pacuare River and the best beaches of Costa Rica. Beautiful contemporary Style family town home in Rio Oro, Santa Ana, with 4BR, 3 baths and private indoor pool.

A modern living area showcases a green sofa adorned with colorful cushions. Bright wall art featuring playful designs adds a lively touch. Large glass doors provide access to a balcony with expansive views, while a bedroom is visible through an open doorway, decorated with floral wallpaper.

4.94 out of 5 average rating, 480 reviews

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.

4.95 out of 5 average rating, 142 reviews

The open-plan living area features two gray sofas adorned with patterned cushions, a glass coffee table, and a dining area with dark wood seating for six. A staircase leads to the upper level, while modern kitchen appliances are visible in the background.

Loft in San Rafael

Exquisite 3-BR Condo in the heart of everything!

Lots of natural light coming in, amazing views, located in the best area in San Jose. Walking distance to amazing restaurants and boutiques; 50 meters away to Multiplaza Escazu Mall and the Intercontinental Hotel.

Popular amenities for San Antonio rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 203 reviews

Home in Atenas

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

4.9 out of 5 average rating, 136 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

4.97 out of 5 average rating, 264 reviews

A vibrant sunset paints the sky in hues of purple and orange, viewed from the outdoor patio. Large glass windows showcase the interior spaces, which are complemented by seated areas, providing a seamless connection to the natural surroundings.

Home in Alajuela

Heated Infinity Pool Villa, 6BR, 25 Min SJO

4.94 out of 5 average rating, 171 reviews

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

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

4.88 out of 5 average rating, 136 reviews

A rectangular pool with shimmering blue tiles is surrounded by a stone deck. A water slide extends from a raised platform to the pool. Lush palm trees and a small grassy area are featured alongside the pool, providing a relaxing outdoor space.

Home in Alajuela

Luxury in your Home, private Pool and Jacuzzi.

4.79 out of 5 average rating, 105 reviews

A cozy bedside table is presented, adorned with a small potted plant and a cup. An open book rests nearby, creating a tranquil reading space. The bed features bright yellow pillows against a dark wall, adding a touch of color to the room's design.

Home in San Joaquin

Vacation-Resort House 15 min from Arpt

4.96 out of 5 average rating, 49 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

4.94 out of 5 average rating, 32 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

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.

4.9 out of 5 average rating, 494 reviews

City view, A/C near the airport, 1903

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.

4.85 out of 5 average rating, 174 reviews

Fully equipped apartment in Nunciatura

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.

4.93 out of 5 average rating, 107 reviews

Sky Garden 1905 | Cozy Stay & Rooftop Pool

4.93 out of 5 average rating, 138 reviews

Condo in Sabana

The Madriguera Serena/ SECRT Sabana.

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, 371 reviews

Alicia's Garden Apartment at Secrt

The kitchen features modern appliances, including a black refrigerator and built-in oven. A small island with sleek stools offers additional seating. A plant adds a touch of greenery, while the light countertops contrast with the dark cabinetry, creating an inviting cooking space.

4.95 out of 5 average rating, 173 reviews

Top Pick in La Sabana: Comfy & Spotless, San José

4.96 out of 5 average rating, 137 reviews

A living area features a large flat-screen TV mounted on a deep green wall. A soft gray sofa is positioned in front of a low coffee table with decor items. A tall plant adds greenery, and a glass door invites natural light from outside.

Condo in Desamparados

Casa Verde · 7 min from SJO · Pool+Gym · Fast WiFi

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.

4.97 out of 5 average rating, 214 reviews

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

Other holiday rentals with a pool

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, 198 reviews

Urban Modern Apartment - Roof Top Pool

4.92 out of 5 average rating, 208 reviews

An industrial-themed living area features a spacious gray sofa, a wooden coffee table, and a modern dining set. Large windows provide ample natural light and showcase views of the surrounding cityscape. Pendant lights hang above the dining table, enhancing the open atmosphere.

Apartment in Rohrmoser

Incredible modern industrial apt

4.83 out of 5 average rating, 329 reviews

A wooden deck features several green chairs facing expansive views of the valley and mountains. The glass doors provide a seamless connection to the indoor space, with a backdrop of a bright, partly cloudy sky.

Cottage in San Isidro

Beautiful Countryside Estate Villa · Valley View

4.92 out of 5 average rating, 358 reviews

A modern interior is highlighted by sleek black stairs leading to a loft area. Large windows provide abundant natural light and stunning views of the landscape. A comfortable sofa sits nearby, complemented by decor pieces that add character to the contemporary design.

Apartment in Rohrmoser

Sabana Sunset Floor23 (parking,A/C,nearby Airport)

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.

4.84 out of 5 average rating, 349 reviews

15th Floor Apt/Amazing Views•20 min Airport+ Tours

4.93 out of 5 average rating, 28 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

4.89 out of 5 average rating, 38 reviews

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.

Apartment in San Antonio

Mountain Vista