Family-friendly holiday rentals in San José

4.96 out of 5 average rating, 143 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.

FamilyIndoor spacesBathroom

4.94 out of 5 average rating, 105 reviews

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.

Condo in Mata Redonda

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

FamilyIndoor spacesOutdoor spaces

The master bedroom features a spacious bed adorned with soft linens and decorative pillows. A cozy chair sits beside a shelf with potted plants, while double glass doors open to an outdoor patio surrounded by lush greenery.

4.96 out of 5 average rating, 648 reviews

Tropical Oasis 5 min to SJO airport W/ cozy deck

After a long flight, there's nothing better than arriving at your own private oasis just 5 minutes from the airport, where you can unwind on the spacious outdoor patio. And if you are returning home this is the perfect place to recharge and prepare yourself for a flight. Every detail in our rental was designed with the goal of creating a space that feels welcoming and inviting. From the soft linens to the private outdoor patio, I have created a space where you can enjoy the Pura Vida lifestyle.

Indoor spacesKitchenTV

4.96 out of 5 average rating, 203 reviews

A modern house with a sleek black facade is set against a twilight sky. Warm light emanates from its windows, contrasting with the cool evening hues. Lush green grass surrounds the structure, enhancing its harmonious connection to nature.

Farm stay

Mountain family farm retreat, animals, nature

Escape to a modern mountain farmhouse near San José, designed for families who crave more than a stay. Wake to sweeping views of green valleys, ocean, and mountains from wide windows. Collect fresh eggs, meet friendly farm animals, wander gardens and 300+ trees, then gather around the fire pit for wood-fired pizza under the stars. Black facade, exposed concrete, warm wood from the Osa Peninsula. Sleeps 6, self check-in, fully fenced yard. Slow down, reconnect, and create memories that last.

FamilyIndoor spacesAccess

4.98 out of 5 average rating, 354 reviews

A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.

Home in Escazu

KING BED, deluxe stay, @HillView, green areas, A/C

Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

FamilyIndoor spacesAccess

4.99 out of 5 average rating, 165 reviews

A modern living area features a comfortable sofa adorned with a cozy throw blanket. A decorative butterfly display is set on a textured side table, complemented by framed art of natural scenes and a floor plant. Soft lighting from a stylish lamp enhances the inviting atmosphere.

Apartment in Uruca

Airport Apt/floor16 AC+Paking+Rooftop views +Tours

Relax into a unique Japandi-style experience in a new, luxurious tower. The stylish decor, full kitchen, and a dedicated desk with high-speed internet provide a perfect blend of comfort and productivity for any traveler. Enjoy stunning sunrises, sunsets, and night views from your own private space, adding a touch of luxury and relaxation to your stay. Enjoy a pool, rooftop lounges, a cinema, a gym, co-working spaces, and an on-site food court, offering a complete vacation experience.

FamilyIndoor spacesCleanliness

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.

4.9 out of 5 average rating, 136 reviews

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Welcome to Casa Gaudi! You will find our 4 bedroom/4.5 bath one story house is a perfect, tropical vacation getaway in a secluded area surrounded by nature & yet close to the city & airport It is disabled ready with wide, step free hallways & ramps with a roll-in shower & pool lift It is perfect for your family and friends, with amenities for all ages: crib & toys for toddlers, board games, tree swing & lots of space to explore and fast wifi Send us a message with your questions!

FamilyIndoor spacesValue

4.93 out of 5 average rating, 142 reviews

Condo in Sabana

The Madriguera Serena/ SECRT Sabana.

The Madriguera Serena is located in the heart of San José, a few minutes from La Sabana, the city's green lung. Its location is ideal for both business travelers and those who want to explore the capital in comfort. Surrounded by cafes, restaurants, supermarkets and services, you can easily get around on foot or by public transport. You'll be close to corporate centers, medical areas, stadiums, and main access roads, without giving up a quiet and safe environment.

Indoor spacesFamilyCondition

4.94 out of 5 average rating, 755 reviews

An open living area features exposed brick walls and a sleek staircase leading to the upper level. A yellow door adds a pop of color, while a table with chairs and a comfortable seating area are visible. Light enters through a window, enhancing the spacious feel.

Loft in San Bosco

Lovely one bedroom loft with a nice comfy patio.

Super cool one bedroom apartment located in downtown San José. Great patio, very stylish and comfortable. Seven blocks away from La Sabana Metropolitan Park and six blocks away from San Jose's Mercado Central. The place is located near the city's main attractions, bus stops, restaurants and bars. The apartment is fully equipped and has a very nice patio with a Hammock, great for chilling in sunny afternoons.

KitchenIndoor spacesAir conditioning

4.94 out of 5 average rating, 175 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

FamilyIndoor spacesAccuracy

An aerial view of the 67m2 duplex suite is displayed, showcasing a layout that includes two bedrooms, a living area, and a kitchen. The arrangement highlights spacious interiors and designated areas for both relaxation and dining.

4.8 out of 5 average rating, 223 reviews

#5 full complimentary daily buffet 2 bedrooms / 1 bathroom

We offer 24/7 open reception service to make your arrival easier. 50 MEGA SYMMETRICAL WI-FI. Breakfast every day (Monday to Friday from 6:30 am to 9:00 am & Saturdays and Sundays from 7 am to 10:00 am. A/C in bedrooms. Includes 13% sales tax, meeting room, pool, outdoor and indoor parking (limited to availability), access to L'Olivo restaurant and a coin-operated laundry facility in the common area.

Indoor spacesFamilyBreakfast

4.9 out of 5 average rating, 138 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.

Indoor spacesFamilyDecor

Popular amenities for San José family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 352 reviews

Condo in Rohrmoser

Industrial 2BR perfect location w/AC + sunset view

KitchenFamilyOutdoor spaces

4.89 out of 5 average rating, 244 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

Indoor spacesFamilyComfort

4.75 out of 5 average rating, 222 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

FamilyIndoor spacesLaundry

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.

4.88 out of 5 average rating, 137 reviews

Luxury in your Home, private Pool and Jacuzzi.

KitchenIndoor spacesLong stay

4.9 out of 5 average rating, 187 reviews

A dome-shaped structure sits nestled in a lush, green landscape. Rolling hills are visible in the background, covered in dense vegetation. The surrounding area is open and inviting, creating a serene natural setting.

Dome in Piedades

“Magical dome in the heights”

KitchenIndoor spacesAmenities

4.86 out of 5 average rating, 616 reviews

The unique architecture of the loft is showcased with an angled facade and large glass windows that reflect the surrounding greenery. A small deck area features modern outdoor seating, inviting relaxation amidst the natural landscape.

Villa in San Roque

Nebulae Loft · Design Stay with Jacuzzi & Firepit

FamilyIndoor spacesTV

4.97 out of 5 average rating, 118 reviews

Luxury Retreat Near SJO – Nature, Comfort & Style

KitchenFamilyBackyard

4.88 out of 5 average rating, 185 reviews

The interior space features an open layout with a modern design. A comfortable gray sofa and a white accent chair are arranged around a round coffee table. A staircase leads to the upper level, while natural light floods the area through large windows, enhancing the room's brightness.

Loft in Rohrmoser

Art Loft - Luxurious Apt QBO Building, Rohrmoser

Indoor spacesFamilyAir conditioning

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 314 reviews

A serene pool area is showcased, featuring clear blue water surrounded by a smooth concrete deck. Lush greenery and potted plants enhance the space, while several lounge chairs are positioned nearby, inviting relaxation under the sun.

Condo in Alajuela

5 min from Airport | Transfer ($) | Pool | Gym

KitchenFamilyCheckout

4.92 out of 5 average rating, 126 reviews

An outdoor patio area is presented with a spacious table surrounded by black and white chairs. A small pool is visible in the corner, with textured walls and lights illuminating the space. The scene is complemented by greenery in the background.

Home in Río Oro

Casa Delios, Luxury Near the Airport, Private Pool

KitchenFamilyParking

A bright, open kitchen and dining area features a round table with four chairs and a modern light fixture above. A cozy green sofa is positioned beside a large window with arched detailing, while a black refrigerator stands against the wall, complementing the minimalist design.

4.88 out of 5 average rating, 127 reviews

Oasis Ecalante Apartment 2H 1B

FamilyKitchenSleep quality

4.98 out of 5 average rating, 121 reviews

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

KitchenIndoor spacesTV

A living area is featured with a modern sofa and a round dining table. A large window allows natural light to enter, and a mirror reflects the space. A small potted plant adds a touch of greenery, while a decorative rubber duck sits on the table.

4.87 out of 5 average rating, 116 reviews

Nahual Apt, 2 Cozy Bedrooms at 23rd Floor

Indoor spacesKitchenQuiet

4.88 out of 5 average rating, 214 reviews

Rabbit's Hole in Secrt Sabana

FamilyIndoor spacesDecor

4.92 out of 5 average rating, 126 reviews

Tastefully Furnished Penthouse + Rooftop Pool

KitchenIndoor spacesAccuracy

4.87 out of 5 average rating, 210 reviews

The rooftop pool area features a large, circular swimming pool surrounded by several lounge chairs. Umbrellas are positioned for shade. The setting is complemented by greenery in the background, and the sky reflects a subtle gradient of colors.

Apartment in Sabana

Sabana San José Downtown- Pool/AC/King bed

KitchenIndoor spacesParks

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 805 reviews

The spacious living area features large, floor-to-ceiling windows showcasing a panoramic view of the city and mountains. A round mirror reflects soft lighting, while a potted plant adds a touch of greenery to the modern interior.

Apartment in Rohrmoser

amazing view, A/C, 2001th floor, near the airport.

Indoor spacesFamilyHot tub

4.99 out of 5 average rating, 149 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.

Bungalow in San Rafael

Escazú Treetop Casita: Panoramic Views & Pool

Indoor spacesKitchenLong stay

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, 356 reviews

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

Indoor spacesFamilyComfort

4.88 out of 5 average rating, 113 reviews

Apt BoEscalante/Free Parking compact car/City view

KitchenFamilyPool

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, 485 reviews

Hideout in downtown San Jose-Sergio

Indoor spacesKitchenAmenities

A spacious bed is positioned against a wooden accent wall, creating a warm atmosphere. Two bedside tables hold decorative lanterns, providing soft illumination. Neutral-toned pillows complement the bedspread, while a colorful wall art piece adds a touch of character to the room.

4.9 out of 5 average rating, 608 reviews

Stylish Studio with Sky Bar & City Views

KitchenIndoor spacesAccess

4.85 out of 5 average rating, 103 reviews

A sleek outdoor lounge area showcases modern seating arranged around a central table, framed by vertical black slats. A large pool is visible in the background, lined with sun loungers and shaded by umbrellas, surrounded by lush greenery.

Apartment in Uruca

Luxury High-Rise | 16th Floor | La Sabana-San José

KitchenIndoor spacesOutdoor spaces