Family-friendly holiday rentals in Guadalupe

4.95 out of 5 average rating, 529 reviews

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.

Condo in Escalante

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.

Indoor spacesFamilyParking

4.91 out of 5 average rating, 114 reviews

A softly lit bedroom features a single bed with white bedding and decorative pillows. Nightstands with lamps are placed on either side, and a minimalist clothing rack is positioned against the wall. A framed black-and-white photograph hangs above the bed.

Apartment in Tibas

Cozy Apartment, near everything

Welcome to our cozy apartment, perfect for your Airbnb stay! As you step inside, you'll be greeted by an open-concept living area that combines a cozy living room, a dining area, and a fully equipped kitchenette. A sofa and a table firepit perfect to unwind after a long day. The bedroom is furnished with a comfortable bed adorned with soft linens and fluffy pillows. Adjacent to the bedroom, you'll find a modern bathroom with a walk-in shower and all the necessary amenities. Book with us today

Indoor spacesKitchenAccuracy

4.95 out of 5 average rating, 134 reviews

An aerial view showcases a charming house surrounded by lush greenery and rolling hills. The property features a curved pathway leading to the home, set against a backdrop of dramatic clouds and distant mountain views, highlighting the tranquil privacy of the location.

Home in Guadalupe

Amazing view of San Jose (20 min)- Casa los Cielos

Casa Los Cielos is elegant but rustic, with beautiful Costa Rican woodwork throughout. Rooms all have stunning views including the San Jose valley and surrounding mountains. It is nestled in a cool (78F), peaceful mountainous area, is perfect for families, retreats, or groups of friends. Enjoy the chimney, fire pit, BBQ grill and horses in neigboring lot.Pets are welcome! - 20 min from downtown San Jose - 50 min drive to Int'l airport - 1h 45m from beach - 5 min drive to restaurants, stores

Indoor spacesKitchenAccess

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 spacesFamilyTV

An outdoor infinity pool offers scenic views of the surrounding mountains and cityscape. Several lounge chairs are positioned along the poolside, while a smooth, tiled deck extends for relaxation. The tranquil water reflects the overcast sky, providing a serene atmosphere.

4.86 out of 5 average rating, 473 reviews

Modern studio with spectacular view and amenities

Good and easy access location near supermarkets, malls, night life centers, near a Main Street on Curridabat and near a train station. Spectacular amenities such as coworking space, gym, tempered pool and other common areas, as well as friendly staff in the building. The apartment is equipped with crockery and basic kitchen utensils and the bathroom is provided with soap, shampoo and conditioner. There is a private WiFi, a smart tv and A/C. There is one bed an one sofa bed.

Indoor spacesFamilySleep quality

A large outdoor swimming pool is surrounded by a sunlit deck, featuring lounge chairs positioned along one side. The modern high-rise building stands in the background, with expansive glass windows reflecting the blue sky and sunlight.

4.89 out of 5 average rating, 509 reviews

Best location, cozy Apartment!

Beautiful condo in perfectly located apartment building. The whole place has a modern feel to it without losing a touch of home. The unit is composed of one bedroom with an ensuite bathroom, living room and deck to relax and enjoy the views, as well as a modern kitchen and laundry machine. This cozy and modern apartment is close to all the best restaurants and night life in San Jose, as well as museums and downtown. Major public transportation is right outside the door.

FamilyIndoor spacesBathroom

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.

4.8 out of 5 average rating, 359 reviews

La Vecindá - The Studio - Great Location

NO PARKING AVAILABLE / NO HAY PARQUEO🚫🚙 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. 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.

KitchenIndoor spacesWi-Fi

A bright sitting area features wooden seating against the walls, complemented by a small step ladder leading to an upper space. Large windows allow natural light to fill the room, while a glimpse of the outdoor balcony and greenery can be seen through the open door.

4.88 out of 5 average rating, 272 reviews

Cozy & Modern MiniHouse • Cerca UCR • Seguro

This is a modern space that offers all the comforts, very well lit and cozy. Fully equipped and private. It is also in a quiet residential, with many green areas, private and safe, indoor parking. Quick transfer to shops, 5 minutes from the University of Costa Rica, 15 minutes from downtown San Jose and restaurants. Lots of green area around. Equipped kitchen, good WiFi signal, enough for teleworking. Hot water, Smart TV with Netflix, YouTube and more.

KitchenIndoor spacesParks

4.84 out of 5 average rating, 116 reviews

Loft in San Pedro

Central studio in San Pedro | 200+ reviews

Centrally located studio in San Pedro, with an excellent rating and over 200 guest reviews. Ideal for getting around on foot and enjoying San José with ease. Comfortable, safe, and fully equipped space, perfect for short or long stays. Convenient location close to the UCR, restaurants, supermarkets, and public transportation. Ideal for solo travelers or couples. Host with extensive experience and excellent guest reviews.

KitchenFamilyDecor

4.91 out of 5 average rating, 144 reviews

The sleeping area features a spacious bed covered with a light-colored quilt. A wall-mounted TV is positioned across from the bed, with a window providing ventilation and a glimpse to the outside. Neutral tones create a calming environment.

Apartment in San Pedro

Cozy Private Apartment 5 Min Walk to UCR

Your home away from home in San Pedro, a 5-min walk to UCR. Cozy private apartment for up to 2 guests, with full bed, private bathroom with hot shower, kitchenette, fast WiFi, and fresh linens and towels. Shared main entrance to the property, quiet inside. No on-site parking; easy access on foot, by bus, or rideshare. Surrounded by cafés, restaurants, and supermarkets, with quick transport to San José.

KitchenIndoor spacesComfort

A bedroom features a spacious bed with a patterned quilt, flanked by a nightstand and a lamp. A piece of wall art depicting a serene landscape hangs above the bed. Natural light filters in through a window, contributing to the cozy ambiance.

4.77 out of 5 average rating, 115 reviews

Casa Flamboyán - Comfortable, safe and central.

Comfortable apartment for 4 people with a bedroom and a social area with a double sofa bed in a safe, central location with easy access to public services. Fully equipped with a full kitchen, washing machine and clothes dryer; with a full bathroom, hot water, cable TV, free WiFi and 1 parking space. Located in a safe area, close to tourist attractions, hospitals, pharmacy, supermarkets, and banks.

KitchenIndoor spacesLong stay

4.83 out of 5 average rating, 225 reviews

A simple living area features a sleek gray sofa adorned with decorative cushions in various colors. A small white table with a mirror is positioned in front, accompanied by a potted plant. Natural light filters through sheer curtains on a nearby window.

Apartment in San Pedro

Tropical Escape

The apartment is fully equipped with all the amenities for entertainment, cooking, and laundry to be your second home in the city. It is a safe, spacious, elegant and very central place perfect to escape the bustling and fast-paced city life and transport yourself to the peaceful tropical essence of Costa Rica. IMPORTANT: This is a condominium with a FAMILY and QUIET atmosphere. $50 FINE for noise.

KitchenFamilyNearby

Popular amenities for Guadalupe family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.87 out of 5 average rating, 409 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 Escalante

Brand new 1 bed loft with spectacular city view

KitchenIndoor spacesParks

4.93 out of 5 average rating, 137 reviews

Condo in Sabana

The Madriguera Serena/ SECRT Sabana.

KitchenFamilyBathroom

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 spacesKitchenCleanliness

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

KitchenIndoor spacesSleep quality

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.

KitchenIndoor spacesSleep quality

4.94 out of 5 average rating, 351 reviews

Condo in Rohrmoser

Industrial 2BR perfect location w/AC + sunset view

FamilyKitchenTV

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 spacesGetting around

4.9 out of 5 average rating, 145 reviews

Apartment in Escalante

Escalante Getaway | City Center Studio

KitchenIndoor spacesLocation

Family- and pet-friendly home rentals

A spacious bedroom features a wooden bed against a backdrop of large windows, providing a panoramic view of the urban landscape below. The room is equipped with light-colored bed linens and a nearby white cabinet, enhancing the minimalist design.

4.91 out of 5 average rating, 420 reviews

Studio with a beautiful view/ Amazing View Studio

FamilyIndoor spacesAccuracy

4.94 out of 5 average rating, 747 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.

KitchenIndoor spacesTV

4.95 out of 5 average rating, 234 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.

Indoor spacesFamilyWi-Fi

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

FamilyIndoor spacesValue

A stunning view of a sunset over the city skyline is captured, with vibrant orange and yellow hues blending into the sky. The horizon features silhouettes of distant mountains, while glass railings enclose a rooftop pool setting, reflecting the warm colors of dusk.

4.86 out of 5 average rating, 635 reviews

Amazing View at 20th SJO Floor Loft! Parking&Pool

KitchenIndoor spacesCondition

4.74 out of 5 average rating, 151 reviews

Apartment in Escalante

Lovely 1 bedroom unit - fully equipped - 100mbps

KitchenIndoor spacesCheckout

A modern swimming pool is shown, featuring a sleek design with a smooth surface reflecting the twilight sky. Sun beds are arranged along the pool's edge, while a tall building stands in the background, showcasing expansive windows and a contemporary facade.

4.81 out of 5 average rating, 160 reviews

Stay close to everything! Centrally located SJ Urban Studio

Indoor spacesFamilyCleanliness

4.89 out of 5 average rating, 304 reviews

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

KitchenIndoor spacesLaundry

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 143 reviews

A modern living space is showcased with a sleek gray sofa facing a wall-mounted television. A minimalist dining area with two chairs is positioned near large windows offering expansive views of the cityscape and mountains. The concrete walls provide a contemporary ambiance.

Apartment in Curridabat

Vivi's Hideaway

Indoor spacesFamilyLayout

A modern living space showcases a spacious blue sofa bed with gold accent pillows, adjacent to a sleek work area featuring a desk and ergonomic chair. Large windows covered with sheer curtains allow natural light to fill the room, highlighting the clean lines and minimalist design.

4.87 out of 5 average rating, 105 reviews

Urban Vista iFreses, 2nd floor! AC, TV and Pool

Indoor spacesKitchenCondition

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

Indoor spacesFamilyComfort

4.93 out of 5 average rating, 194 reviews

A spacious living area showcases a comfortable bed with blue accent pillows, facing a kitchenette with modern appliances. A dining table is positioned nearby alongside blue chairs. White shelving units provide storage, while a patterned chair adds a touch of style to the room.

Apartment in Curridabat

Ifreses Apartment: clean/balcony/WiFi/desk

Indoor spacesKitchenTV

4.94 out of 5 average rating, 153 reviews

Loft with a balcony, panoramic view, and private parking

Indoor spacesFamilyValue

4.87 out of 5 average rating, 100 reviews

Apartment in Escalante

*NEW* Luxury Condo | Stunning Views

KitchenIndoor spacesGetting around

4.95 out of 5 average rating, 195 reviews

A modern living area includes a plush sofa facing a small table and chair. Bright lighting is provided by recessed ceiling fixtures. The walls are painted in a neutral tone, complemented by a minimalistic artwork. Large glass doors lead to a balcony, allowing natural light to fill the space.

Condo in Escalante

Modern apartment at gastronomic epicenter

Indoor spacesKitchenCleanliness