Family-friendly holiday rentals in Escazu

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.

Indoor spacesKitchenNearby

4.94 out of 5 average rating, 102 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

KitchenIndoor spacesHospitality

Superhost

4.84 out of 5 average rating, 106 reviews

Escazú 2 BR • Fast Wi-Fi • Peaceful & Bright

Welcome to Casa Verde in the heart of Escazu, Costa Rica. Only a 20-minute drive from San Jose airport, this spacious apartment is conveniently located within walking distance of markets, restaurants, & shops. The area offers a variety of activities such as ziplining and an animal refugee. The hand painted murals throughout the apartment bring nature indoors for all guests to enjoy! Enjoy free high-speed internet, a smart TV, AC, free secure parking, a washer and dryer, comfortable beds & more.

KitchenIndoor spacesLayout

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.

Indoor spacesFamilyDecor

4.96 out of 5 average rating, 200 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 farm retreat near San Jose

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.

Indoor spacesKitchenLocation

4.98 out of 5 average rating, 348 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.

Indoor spacesFamilyHospitality

4.83 out of 5 average rating, 174 reviews

A spacious bedroom features a large bed with a blue throw and decorative pillow, complemented by wooden nightstands with lamps. Bright light shines through large windows leading to a sunlit terrace. A colorful wall art piece adds a touch of interest to the neutral decor.

Apartment in San Rafael

Cozy and Spacious in Prime Escazu+Views+Pool+AC

? Stunning & Spacious 1BR/1BA Condo! Perfect for medical tourism, remote work, business, or family stays, in the most exclusive area of Escazú! Enjoy breathtaking Central Valley & mountain views ?, just minutes from Multiplaza Mall, top dining, pubs, shops & artisanal cafés. ? Private parking, 24/7 security, elevator & stairs. Plus, relax with a pool, gym & lightning-fast 100Mbps WiFi! ??‍♂️? Cozy comfort & convenience—experience it all and leave your journey with us !- AC in master BR ✨

Indoor spacesKitchenAccess

4.96 out of 5 average rating, 230 reviews

Escazú Haven #1· 2BR· Urban Cozy·A/C· WiFi·Parking

Enjoy your own space in Escazú, with all the comforts of home. This spacious and cozy apartment for up to 6 guests combines quality amenities, warm wood finishes, and a private tropical patio with the convenience of city living—shops and restaurants are just a 2-minute walk away. It features 2 bedrooms with A/C and cable TV, a fully equipped kitchen, WiFi, private access, and parking for one vehicle. Shared garage and laundry. Ideal for families, friends, or business trips.

Indoor spacesKitchenSleep quality

The studio features a spacious king-size bed with soft linens, complemented by a modern ceiling fan and exposed wooden beams. A cozy seating area with plush cushions is visible, alongside a well-equipped kitchenette and dining space, with large windows allowing natural light.

4.95 out of 5 average rating, 394 reviews

BEST Location/tropical design/KingSizeBe

✓ King size bed with Eurotop. ✓ Top location (Multiplaza, Cima, District 4, Goodness Dental and others, McDonalds, Starbucks and more) Welcome ✓ Basket ✓ FAST WIFI ✓Private office (coordinate availability) ✓50" Roku Smart TV ✓ Laundry Studio#1 A Chalet with a modern and unique design, the space is designed for the comfort, convenience and functionality of our guests, inspired by contemporary and tropical design. It'll be a pleasure to welcome you

FamilyIndoor spacesParks

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.

KitchenFamilyLong stay

A vibrant yellow wall is highlighted by wooden double doors, featuring decorative metal hinges. Lush greenery frames the entrance, complemented by flowering plants above. Sunlight filters through the surrounding trees, casting gentle shadows on the surface.

4.95 out of 5 average rating, 264 reviews

Beautiful apartment in the best area of Escazú

Beautiful newly furnished apartment in the finest and more exclusive area in Escazu, San Jose. Offer accomodation for up to 4 people in one bedroom with a queen bed and a common area with a sofa that can be either two single beds, or one double bed. A fully equipped kitchen, a cozy terrace and a bathroom equipped with hair dryer, towels and all necessities. Washer/dryer available. Free parking. NEW***** A/C available !!!

Indoor spacesKitchenParking

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.

FamilyIndoor spacesCondition

Popular amenities for Escazu family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 351 reviews

Condo in Rohrmoser

Industrial 2BR perfect location w/AC + sunset view

Indoor spacesKitchenWi-Fi

4.9 out of 5 average rating, 184 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”

FamilyIndoor spacesQuiet

4.86 out of 5 average rating, 615 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

Indoor spacesFamilyComfort

4.9 out of 5 average rating, 142 reviews

Apartment in Santa Ana

Peaceful Urban Escape • 1BR

FamilyIndoor spacesCheckout

4.91 out of 5 average rating, 583 reviews

A private balcony features two folding chairs and a small wooden table, overlooking verdant surroundings. A three-person Jacuzzi is positioned nearby, inviting relaxation amidst nature. The wooden flooring enhances the outdoor space, while a railing provides safety and unobstructed views.

Home in Escazu

Luxury Romantic Villa in Escazu w/Jacuzzi & Views

KitchenIndoor spacesLong stay

4.93 out of 5 average rating, 138 reviews

Condo in Sabana

The Madriguera Serena/ SECRT Sabana.

KitchenFamilyCheck-in

4.92 out of 5 average rating, 205 reviews

An exterior view of the villa is captured at night, showcasing a well-lit pathway lined with potted plants. The building features arched windows and a covered porch, while the moon illuminates the sky, enhancing the tranquil ambiance.

Villa in Belen

Georgeus Villa, pool, additional jacuzzi, A/C

Indoor spacesKitchenTV

4.8 out of 5 average rating, 289 reviews

A well-appointed living area features a circular dining table with four cushioned chairs, equipped with a modern kitchen visible in the background. A comfortable sofa sits in the foreground, while a flat-screen television and decorative items add to the ambiance.

Apartment in Santa Ana

Avalon C Santa Ana: Best location. AC, King bed.

FamilyIndoor spacesAccuracy

Family- and pet-friendly home rentals

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

Indoor spacesKitchenWalkability

4.98 out of 5 average rating, 118 reviews

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

KitchenIndoor spacesLong stay

4.92 out of 5 average rating, 135 reviews

Cabin in Ciudad Colón

Private Jungle Cabin Above the River Canyon

KitchenIndoor spacesParks

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.

4.79 out of 5 average rating, 217 reviews

#5 full complimentary daily buffet 2 bedrooms / 1 bathroom

Indoor spacesKitchenOutdoor spaces

4.94 out of 5 average rating, 750 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.

Indoor spacesFamilyGetting around

4.96 out of 5 average rating, 642 reviews

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.

Home in Alajuela

Tropical Oasis 5 min to SJO airport W/ cozy deck

Indoor spacesKitchenHospitality

4.99 out of 5 average rating, 163 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

KitchenFamilyAccuracy

4.88 out of 5 average rating, 210 reviews

Rabbit's Hole in Secrt Sabana

KitchenFamilyParking

Family-friendly home rentals with a pool

A modern living area features large glass doors that open to a balcony, allowing natural light to brighten the space. Soft, neutral-toned furniture includes a stylish sectional sofa and accent chairs. Decorative elements like pendant lighting and mirrored walls enhance the inviting ambiance.

4.88 out of 5 average rating, 118 reviews

Luxury 3-BR Condo in Escazú

Indoor spacesFamilyBathroom

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, 479 reviews

Hideout in downtown San Jose-Sergio

KitchenIndoor spacesPool

4.85 out of 5 average rating, 62 reviews

A bright and spacious living area is illuminated by large floor-to-ceiling windows, showcasing vibrant city views. Two modern sofas are arranged around a circular coffee table on a soft rug, complemented by decorative cushions. A tall plant adds a touch of greenery to the space.

Apartment in San Rafael

Euroloft Luxury Penthouse with Views and Balconies

FamilyIndoor spacesCondition

4.97 out of 5 average rating, 70 reviews

An aerial view reveals a spacious villa with a terracotta-tiled roof surrounded by lush greenery. The private pool glistens in the evening light, contrasting with the garden's vibrant foliage. Pathways lead invitingly through the landscape, enhancing the tranquil ambiance of the property.

Villa in San José

Luxury European Villa - Escazú

FamilyIndoor spacesValue

4.96 out of 5 average rating, 55 reviews

Apartment in San Rafael

Exclusive apartment with a pool near the Cima

KitchenIndoor spacesHospitality

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

Indoor spacesFamilyHospitality

Superhost

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

Indoor spacesFamilyDecor

4.94 out of 5 average rating, 32 reviews