Family-friendly vacation rentals in Guadalupe

4.9 out of 5 average rating, 105 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.

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

Disfruta de la sencillez de este alojamiento tranquilo y céntrico en el corazón de Barrio Escalante, uno de los lugares más exclusivos de la ciudad de San José donde encontrarás alta variedad gastronómica, hospitales privados, clínicas dentales, Estéticas . Nuestro Studio te ofrecerá todo lo necesario para contar con una estadía más que placentera. Si de centros comerciales hablamos , encontrarás Multiplaza del Este y Mall San Pedro los más cercanos donde encontrarás de todo! Nos vemos !✌️

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

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

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.

4.98 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.

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, 618 reviews

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.

4.81 out of 5 average rating, 354 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 San José

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.

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

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.

4.96 out of 5 average rating, 197 reviews

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.

4.81 out of 5 average rating, 209 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.

4.84 out of 5 average rating, 112 reviews

Loft in San Pedro

Centrally located 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.

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, 146 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, 111 reviews

Condo in Sabana

La Madriguera Serena/ SECRT Sabana.

4.85 out of 5 average rating, 308 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 Escalante

Peacful studio apt. near the hip Barrio Escalante

4.94 out of 5 average rating, 345 reviews

Condo in Rohrmoser

Industrial 2BR perfect location w/AC + sunset view

A modern high-rise building is presented with a striking black exterior and decorative white elements. Spacious balconies are integrated into the design, and a lively café or restaurant can be seen at the ground level, indicating an inviting communal atmosphere.

4.9 out of 5 average rating, 107 reviews

SER Escalante Apartment with good location

4.96 out of 5 average rating, 112 reviews

Home in Alajuela

Luxury Retreat Near SJO – Nature, Comfort & Style

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, 175 reviews

“Magical dome in the heights”

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 629 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, 134 reviews

Cozy studio, best gastronomic area Escalante

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, 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.

4.89 out of 5 average rating, 298 reviews

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

Shipping container in Barva

4.95 out of 5 average rating, 185 reviews

Dream Homes Vacation Heredia-8.5 miles Airport

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.

4.9 out of 5 average rating, 410 reviews

Studio with a beautiful view/ Amazing View Studio

4.88 out of 5 average rating, 393 reviews

Apartment in San José

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

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 139 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

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, 101 reviews

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

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

A modern living area features a comfortable gray sofa positioned opposite a large television. A small coffee table sits in front, accompanied by a decorative plant. Panoramic windows offer a view of the city lights in the distance, enhancing the room's spacious layout.

4.97 out of 5 average rating, 119 reviews

Apartment with excellent location. AC/wifi

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, 165 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