Family-friendly holiday rentals in San Juan District

Condo in Barrio Escalante

A rooftop jacuzzi is positioned against a stunning sunset backdrop. It is surrounded by clear glass panels, offering a panoramic view of the city. The deck is made of dark wood, enhancing the tranquil outdoor space.

4.96 out of 5 average rating, 426 reviews

Quiet Gorgeous Queen Bed Studio Apartment+Jacuzzi

Extremely safe doorman building located in one of the 50 coolest neighborhoods in the world according to the time out magazine. Best Location in town !!! Be received by staff who will enable an ease check-in with a smart lock into the apartment. Enjoy the view of an amazing sunset in the jacuzzi, then get ready to dine in one of the 70 restaurants in the area. Afterwards, come back to sleep in an extremely comfortable queen bed. Wake up and make an exquisite cup of gourmet costarican coffee.

4.82 out of 5 average rating, 238 reviews

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 Mantica

Núcleo Urbano: Modern Apt in Downtown San José

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.

Apartment in Urbanización Castro

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, 124 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.

4.99 out of 5 average rating, 239 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.

4.8 out of 5 average rating, 331 reviews

The living-dining area features a light-colored sofa with decorative pillows, set against a textured wall. A dining table with chairs is positioned nearby, while a window allows for a glimpse of the common patio outside. Neutral tones and tiled flooring provide a calm ambiance.

Apartment in Aran Juez

La Vecindá - The Studio - Unbeatable Location

A small apartment in the heart of San José, in a traditional "Vecindad" type complex: several apartments around common internal patios, due to this there’s a high Humidity in this space. No Parking available in the property. Street Parking is available. The best location: in the middle of the most culturally active neighborhoods of San José (Amón, Otoya, Escalante, San Jose, La California), with the main theaters, museums, galleries, plazas, gastronomy, nightlife, shows and much more.

Apartment in Uruca Centro

A corner seating area features a light-colored sofa with a matching ottoman, positioned near a large window. Lush greenery is visible outside, complemented by gentle textures in the room, including a woven rug and a stylish floor lamp.

4.94 out of 5 average rating, 127 reviews

Best View, Luxury, Full Amenities, Nearby Airport

Welcome to our stunning retreat in Sabana, the heart of San José! Enjoy a breathtaking NATURE VIEW from our cozy apartment, just 20 minutes from the airport. There are 8 international RESTAURANTS IN THE BUILDING, including a coffee shop! This tranquil sanctuary offers convenience and serenity. Relax on the balcony, take a refreshing dip in the POOL, stay active at the GYM, work in the dedicated space, or stroll through the beautiful GARDENS. Enjoy the wonders of San José. Book now!

4.95 out of 5 average rating, 199 reviews

A rustic cottage is surrounded by a lush garden with vibrant green grass. The building features a white exterior accented by blue details and includes wooden doors and windows. A picnic table is positioned nearby, shaded by trees.

Guesthouse in San Rafael

La Casita Rústica, nature, birds and butterflies.

Located in the mountains of the north of the Central Valley, a quiet place to rest and get in touch with nature. Surrounded by a 2,700-meter garden, with a collection of plants appealing to birds and butterflies. 6 kilometres from the National University with just one trip by public transport. 25 minutes from Braulio Carrillo National Park. A maximum of two small or medium pets are accepted (check before booking). Non-aggressive towards other people or other pets.

Condo in Barrio Escalante

A rustic wooden coffee table is positioned in front of a cozy sofa adorned with patterned cushions. A small potted plant adds greenery, and a French press coffee maker sits beside a white mug. A remote control rests nearby, complementing the inviting living space.

4.93 out of 5 average rating, 197 reviews

Apartment with tropical garden in Bº Escalante!

To experience the atmosphere in one of the most emblematic places in San José, Barrio Escalante, full of gastronomy, art and history. An apartment full of details, with a beautiful tropical garden and terrace in front of the rooms. With all the comforts to feel at home. An injection of life within the warmth of this old Josephine neighborhood. Close to everything you need and still on a quiet street. With parking for a small car (sedan or a compact).

4.87 out of 5 average rating, 677 reviews

A modern kitchen area and living space is shown, featuring a dining table with seating and a compact kitchen equipped with essential appliances. Walls are painted in a calming green hue, while natural light enters through an adjacent window. A comfortable seating area is also visible.

Apartment in México

Casa361-Paseo Colón-NEAR EVERYTHING-New-EQUIPPED#1

NEW Apartment #1, COMPLETE, PRIVATE and independent for up to 3 people with a bedroom with a Queen size bed and a living area with 1 single bed, fully equipped with a full bathroom, equipped kitchen, laundry, safe, Wi-Fi and cable With the most convenient location for your stay in a safe area near tourist attractions, embassies, hospitals, government offices, multinational companies and main bus terminals to tourist areas of the country

A modern living area features a plush tufted sofa adorned with colorful throw pillows. A glass coffee table sits atop a textured rug, with artistic decor elements present. A large window allows natural light to fill the space and offers a scenic view of the surrounding area.

4.9 out of 5 average rating, 182 reviews

New Secret Sabana Studio 29th Floor Best Views

SECRT Tower in Sabana is the absolute best tower in San Jose very close to Parque La Sabana (400 mtrs / 0.3miles). 20 min from Airport. Great, safe location. Very accesible, walking distance to restaurants, stores, pubs, supermarket, gas stations, etc. Apt is fully equipped. Free parking. Hot water. Coffee and Cookies are on the house! Both living room and bedroom have TVs, with Netflix and Disney+ included and wifi speeds of 200MB

4.94 out of 5 average rating, 596 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 Coca Cola

Lovely one bedroom loft with a nice comfy patio.

Super cool one bedroom apartment located in downtown San José. Recently renovated, 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.

4.85 out of 5 average rating, 357 reviews

A clean and cozy studio space features a spacious bed with a patterned blanket. A bedside lamp provides soft lighting. The entrance to a bathroom is visible in the background, with a doorway framed by a light-colored wall.

Apartment in Yoses Sur

Apt#31 Centrally located Studio peaceful, Modern

Edificio La Patrona: San Pedro, San José. Los Yoses sur This comfortable, clean, fully equipped studio is located 1.5km from the center of San Jose. There is wifi in the apartment and check-in and check-out are easily accessible with the 24/7 security guard. This space is well taken care of, safe, and centrally located for a great time in San Jose. Hosts speak English and Spanish

Popular amenities for San Juan District family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.85 out of 5 average rating, 164 reviews

A cozy sleeping area features a spacious bed with a light-colored linen, complemented by a vibrant orange towel as an accent. A study desk is positioned nearby, and a ceiling fan is installed for air circulation. Natural light is filtered through floor-to-ceiling windows, draped in soft curtains.

Condo in Ulloa

Studio: Pool, Security, Peace

4.93 out of 5 average rating, 149 reviews

An open-concept living space is showcased, featuring a dining table surrounded by chairs and a comfortable sofa nearby. A modern kitchen is visible with sleek cabinetry and stainless steel appliances. Large windows provide a view of the city skyline, while polished tiles complete the space.

Condo in Sabana

Luxury Apartment, San José, La Sabana, Del Lago

4.86 out of 5 average rating, 340 reviews

A spacious studio features a cozy sleeping area with a full bed, complemented by modern built-in shelving. A small dining table with four chairs sits near a large window, offering stunning city views, while a comfortable couch completes the inviting layout.

Loft in Barrio Escalante

Brand new 1 bed loft with spectacular city view

4.89 out of 5 average rating, 184 reviews

An outdoor balcony features a wooden table and four matching chairs, offering a sweeping view of the San Jose skyline and mountains in the distance. The space is illuminated by warm lighting, enhancing the inviting atmosphere of this private area.

Condo in Freses

NEST Suite 22nd floor

4.92 out of 5 average rating, 102 reviews

A modern living space is showcased with a comfortable sofa positioned next to large glass doors. Natural light fills the room, highlighting a patterned area rug. A simple dining area is visible, complemented by stylish lighting. Indoor plants add touches of greenery near the balcony.

Apartment in Rohrmoser

Your San José Hideaway | Pool • Rooftop • A/C

4.82 out of 5 average rating, 241 reviews

An outdoor terrace features dark wood flooring surrounded by tropical plants. Two lounge chairs are positioned near a hot tub, offering panoramic views of the cityscape and mountains in the distance, creating an inviting space for relaxation.

Loft in Barrio Escalante

Peacful studio apt. near the hip Barrio Escalante

4.96 out of 5 average rating, 420 reviews

A private hot tub is set against a vibrant orange wall, surrounded by lush green plants. Soft lighting creates a warm atmosphere, highlighting smooth stones beneath the tub. The space includes a small seating area, inviting relaxation and rejuvenation.

Apartment in Escazu

Jacuzzi/King size bed/Top location

4.93 out of 5 average rating, 302 reviews

Condo in Rohrmoser

Industrial 2BR perfect location w/AC + sunset view

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 171 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

4.88 out of 5 average rating, 379 reviews

A private sleeping area is presented with a spacious bed dressed in light-colored bedding. A soft lamp provides gentle illumination, complementing an air conditioning unit mounted above. A clothing rack holds hangers, and a small suitcase rests nearby, enhancing the room's functionality.

Loft in Alajuela

Sweet Home #1 (Loft near to the airport)

Apartment in Barrio Escalante

4.81 out of 5 average rating, 320 reviews

INSTAWORTHY CORNER VIEW * Downtown SJ * 200Mbps

A bright living area features a modern sofa accompanied by a blanket and a coffee table. A television is mounted on the wall above a decorative fireplace. Floor-to-ceiling windows provide scenic views of the city, with a balcony showcasing yellow chairs.

4.89 out of 5 average rating, 108 reviews

Rabbit's Hole in Secrt Sabana

4.9 out of 5 average rating, 132 reviews

A cozy living area is presented, featuring a grey sofa with decorative pillows and an accent yellow chair. A colorful artwork of a face adorns the wall above. A small table sits on a patterned rug, with a stuffed toy placed nearby.

Condo in Sagrada Familia

Warm apartment, security and free parking

4.87 out of 5 average rating, 120 reviews

A spacious and well-lit living area features a large bed covered with a dark quilt, accompanied by plush cushions. A seating area with a gray couch and a coffee table is positioned nearby. Floor-to-ceiling windows invite the outdoors in, showcasing the serene surroundings.

Tiny home in Pará

Firefly Garden

4.93 out of 5 average rating, 246 reviews

An open-plan loft features a wooden ladder leading to a lofted sleeping area. A cozy sitting area is provided with a patterned rug and a red couch. A dining table with white folding chairs is visible, alongside shelves with decorative items and a TV unit.

Loft in San Pedro

Beautiful Fully Equipped Loft East of San José

4.91 out of 5 average rating, 150 reviews

A living area features a spacious gray sofa adorned with several white pillows. A large flat-screen TV is mounted on the wall, displaying a close-up image of a flower. Two green plants in decorative pots enhance the area, complemented by a soft gray rug.

Apartment in Ulloa

Apt 6 miles SJO airport -Pool-Gated-AC-FreeParking

Family-friendly home rentals with a pool

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, 125 reviews

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

Condo in Barrio Escalante

An open studio layout is visible, featuring a dining table set for two, with blue plates and glassware. A comfortable sofa and a workspace with a chair are included. A neatly organized kitchen area is present, along with a glimpse of the bedroom area behind sliding doors.

4.87 out of 5 average rating, 231 reviews

URBN-Escalante apartment with parking

Apartment in Barrio Escalante

A decorative shelving unit is mounted on the wall, showcasing various items including ceramic vases, plants, and framed quotes. A soft throw is draped over a cozy seating area, creating a warm, accessible environment that invites relaxation.

4.88 out of 5 average rating, 137 reviews

Cozy loft with panoramic view of San José

Apartment in Uruca Centro

An indoor firepit is centrally located on a glass table, with flames gently rising. Nearby, a bottle of wine and two glasses are placed alongside a small plate of marshmallows, all set against a backdrop of large windows that open to a vibrant outdoor space.

4.96 out of 5 average rating, 47 reviews

Unique Industrial Apt Near Airport in La Sabana

A lush green area is situated at the base of a modern building, featuring a variety of trees and shrubs. Large windows reflect the greenery, enhancing the natural surroundings, while the slope of the ground creates a gentle descent toward the building's entrance.

4.91 out of 5 average rating, 200 reviews

Nice apto near to Sabana park

Apartment in Barrio Escalante

A vibrant corner of the apartment features a classic arcade game cabinet decorated with colorful graphics. In the background, a cozy sleeping area with a spacious bed is visible, while a large window offers a view of the surroundings, allowing natural light to fill the space.

4.96 out of 5 average rating, 24 reviews

Retro Arcade Escalante

5 out of 5 average rating, 42 reviews

A bright living area features a comfortable sofa and a coffee table, with a large window offering a view of the vibrant greenery outside. Decorative artwork adorns the walls, and a potted plant adds a touch of nature indoor.

Condo in Uruca Centro

Aura-Cozy Apt Near Airport&Sabana-AC-Free Parking