Family-friendly holiday rentals in Guadalupe

4.91 out of 5 average rating, 106 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 Tibás

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

4.95 out of 5 average rating, 520 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.

4.87 out of 5 average rating, 403 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

Keep it simple at this peaceful and centrally-located place. Experience the exclusivity of this modern studio in Barrio Escalante, with an unbeatable location just minutes from downtown San Jose, 30 minutes from Tobias Bolaños airport. Enjoy your stay surrounded by smart amenities and beautiful views of the city, complete with Wi-Fi connection, a full-size bed, private bathroom, kitchen and access to superior conveniences, such as a rooftop with jacuzzi and deck, lounge room, gym and BBQ area.

4.88 out of 5 average rating, 269 reviews

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.

Apartment in San José

Cozy & Modern MiniHouse • Cerca UCR • Seguro

Este es un espacio moderno que ofrece todas las comodidades, muy bien iluminado y acogedor. Totalmente equipado y privado. Además está en un residencial tranquilo, con muchas zonas verdes, privado y seguro, parqueo bajo techo. Traslado rápido a comercios, 5 minutos de la Universidad de Costa Rica, 15 minutos del centro de San Jose y restaurantes. Muchas zonas verdes alrededor. Cocina equipada, buena señal WiFi, suficiente para teletrabajo. Agua caliente, Smart TV con Netflix, YouTube y otros.

4.98 out of 5 average rating, 331 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.

4.91 out of 5 average rating, 411 reviews

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.

Loft in Curridabat

Studio with a beautiful view/ Amazing View Studio

Located on the 23rd floor of Torre iFreses in Curridabat, it overlooks the South area of San José. Dentro del estudio encontrá todo lo necesario para su estadía, podrá hacer uso de las amenidades del condominio como la piscina y iwork. Located on the 23rd floor of iFreses tower in Curridabat, with great view of the south of San José city. Inside, you will have all that you need. You could use some of the amenities of the condo like pool and iwork. Check-in 3:00pm and Check-out 11:00am.

4.86 out of 5 average rating, 619 reviews

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.

Loft in Curridabat

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

There is no better way to experience the beauty of San Jose than by sleeping in the heart of the city with a spectacular vista of the north of the capital. The landscape of the Irazú volcano on the horizon will be the perfect complement to enjoying the sunrise in your bed. This apartment is perfect to start your experience in Costa Rica, relax after a business trip, or spend a romantic night with your partner. All from a privileged area within a walking distance of restaurants and shops.

4.84 out of 5 average rating, 112 reviews

Loft in San Pedro

Central studio in San Pedro | 200+ reviews

Estudio céntrico en San Pedro, con excelente valoración y más de 200 reseñas de huéspedes. Ideal para moverte caminando y disfrutar San José con facilidad. Espacio cómodo, seguro y totalmente equipado, perfecto para estancias cortas o largas. Ubicación estratégica cerca de la UCR, restaurantes, supermercados y transporte público. Ideal para viajeros solos o parejas. Alojamiento con amplia experiencia y excelentes valoraciones de huéspedes.

4.96 out of 5 average rating, 197 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 in San José

Magical Mountain family Farm Experience

Heavenly Highlands is a modern mountain farm retreat near San José, created for families who want more than just a stay. Enjoy peaceful views, friendly farm animals, fresh eggs, gardens, fruit trees, a cozy fire pit, and unforgettable experiences like wood-fired pizza. With beautiful architecture, local craftsmanship, and nature all around, it’s the perfect place to slow down, reconnect, and create memories your family will truly remember.

4.88 out of 5 average rating, 393 reviews

Apartment in San José

10th floor Apartment w/ Sky-Level Pool in San José

Private, comfortable, and strategically located in the heart of Curridabat. This studio on the 10th floor of the iFreses building is perfect for couples, students, or travelers seeking a quiet and functional space. It offers all the essentials for a pleasant stay and is surrounded by universities, shopping centers, and restaurants. Its location makes it a strategic base to explore San José and plan your journey through Costa Rica.

4.81 out of 5 average rating, 210 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

El apartamento se encuentra completamente equipado con todas las amenidades de entretenimiento, cocina y lavado para ser su segundo hogar en la ciudad. Es un lugar seguro, espacioso, elegante y muy céntrico perfecto para escapar del bullicioso y acelerado ritmo citadino y transportarse a la pacífica esencia tropical de Costa Rica. IMPORTANTE: Este es un condominio de ambiente FAMILIAR y TRANQUILO. MULTA DE $50 por ruido.

4.78 out of 5 average rating, 114 reviews

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.

Apartment in San José

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.

Popular amenities for Guadalupe family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A cozy sleeping area features a spacious bed dressed in crisp white linens with an orange accent blanket. Natural light floods in through large glass doors leading to a private balcony, where two chairs provide city views. A simple rug adds warmth to the floor.

4.98 out of 5 average rating, 147 reviews

Spacious studio with balcony

4.92 out of 5 average rating, 112 reviews

Lucy's Studio - Escalante Neighborhood

4.93 out of 5 average rating, 114 reviews

Condo in Sabana

The Madriguera Serena/ SECRT Sabana.

4.96 out of 5 average rating, 494 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

4.96 out of 5 average rating, 112 reviews

Home in Alajuela

Luxury Retreat Near SJO – Nature, Comfort & Style

A studio space features a queen bed positioned beside large windows with mountain views. A modern area with a television and a small dining table is visible. Green accent walls complement wooden furnishings. Natural light illuminates the room, creating a bright and airy atmosphere.

4.97 out of 5 average rating, 129 reviews

Original Studio - San José -Barrio Escalante A/C

Dome in Piedades de Santa Ana

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.

4.9 out of 5 average rating, 176 reviews

“Magical dome in the heights”

4.97 out of 5 average rating, 120 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

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 631 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

A modern living space is presented with large windows allowing natural light to fill the room. A four-seat dining table is positioned near the kitchen area. A cozy sofa and a neatly made bed are visible, enhancing comfort and functionality.

4.89 out of 5 average rating, 137 reviews

Cozy studio, best gastronomic area Escalante

4.98 out of 5 average rating, 153 reviews

A private jacuzzi with hydromassage is positioned on a wooden deck, surrounded by lush greenery. Large glass walls of the igloo reveal a spacious sleeping area while showcasing a stunning sunset view over the mountains. Soft tones of the sky create a peaceful ambiance.

Ice dome in San José

Iglú Cristal: Magic and Comfort near the Falls

4.89 out of 5 average rating, 114 reviews

A bright bedroom showcases a spacious bed covered with a golden yellow blanket. A sleek nightstand with a lamp is positioned next to the bed, and a cozy armchair is placed nearby. Natural light floods the room through a window, enhancing the clean, modern aesthetic.

Loft in San Pedro

Beautiful loft pool, gym, equipped in Escalante

4.95 out of 5 average rating, 230 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.

4.76 out of 5 average rating, 219 reviews

Loft in California

URBN 2601 | Panoramic Views & Prime Location

4.95 out of 5 average rating, 130 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

4.89 out of 5 average rating, 298 reviews

Loft in Curridabat

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 140 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

4.98 out of 5 average rating, 293 reviews

The loft features a spacious bed adorned with neutral bedding and decorative pillows. A wooden mezzanine area with a hammock is above, while wooden stairs offer access. Soft lighting is cast from bedside lamps, complementing nautical-themed artwork on the walls.

Loft in Santa Ana

ARANJUEZ LOFTS - Nautical Loft #7

4.86 out of 5 average rating, 142 reviews

A modern bedroom features a plush bed with decorative pillows, complemented by stylish bedside lamps. A wall-mounted television is positioned opposite the bed, and large windows provide expansive views of the cityscape. Warm wood paneling adds a touch of elegance to the space.

Apartment in Curridabat

Insta-worthy Apartment in a Beautiful Neighborhood

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, 605 reviews

Stylish Studio with Sky Bar & City Views

4.93 out of 5 average rating, 187 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

4.89 out of 5 average rating, 500 reviews

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.

Apartment in Yoses

Best location, cozy Apartment!

4.94 out of 5 average rating, 166 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