Some info has been automatically translated. Show original language

Family-friendly holiday rentals in Guadalupe

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Guadalupe

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
A bright dining area is shown with a wooden table and black chairs, illuminated by warm sunset light. Large glass doors lead to a private terrace surrounded by greenery, creating an inviting space for dining or relaxation.
Cabin in Carrizal
4.97 out of 5 average rating, 139 reviews

Avo House • Sunset Terrace • A/C • near SJO

A peaceful nature villa near SJO Airport (20 min), ideal as your first or last stop in Costa Rica or for calm days exploring Poás, La Paz, and coffee country. Avo House offers A/C, fast Wi-Fi, hot shower, kitchen, and a private sunset terrace with fruit trees, coffee plants, birds, and mountain air. Perfect for couples, solo travelers, small families, or remote workers seeking comfort, privacy, and a calm Costa Rican stay. The road is paved, no 4x4 is needed, and Uber works well in the area.

Guest favourite
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.
Apartment in Escalante
4.95 out of 5 average rating, 505 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.

Guest favourite
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
4.95 out of 5 average rating, 129 reviews

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

Top guest favourite
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.
Flat in Escalante
4.98 out of 5 average rating, 135 reviews

Spacious studio with balcony

Welcome to this cozy boho apartment, designed to inspire and offer a relaxing stay. This is the perfect retreat for those seeking both style and serenity. Step out onto your private balcony and enjoy stunning city views. Located in a vibrant gastronomic district, this apartment offers a culinary adventure right at your doorstep. Plus, it's within walking distance of most of the city’s highlights, restaurants and shops. While the city buzzes outside, the apartment remains a peaceful sanctuary.

Guest favourite
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
4.98 out of 5 average rating, 320 reviews

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.

Guest favourite
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
4.9 out of 5 average rating, 404 reviews

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.

Guest favourite
Home in Alajuela
4.96 out of 5 average rating, 112 reviews

Luxury Retreat Near SJO – Nature, Comfort & Style

Riverside retreat 15 minutes from SJO airport, no San Jose traffic. Modern architecture with floor-to-ceiling windows, full kitchen, king loft bedroom and two twin-bed nooks, sleeps 4. New four person outdoor jacuzzi. Auto Mercado 5 min away, lots of restaurants nearby (or deliver via Uber Eats). Gateway to Volcán Poás and coffee tours. Fast WiFi, AC, secure parking, optional breakfast and BMW rental. Nature meets convenience, your perfect Costa Rica base without the city chaos.

Guest favourite
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.
Loft in Curridabat
4.85 out of 5 average rating, 455 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.

Top guest favourite
A contemporary structure is nestled among lush greenery, featuring a white exterior and expansive windows. A pathway leads to the entrance, bordered by manicured grass and tropical foliage. The surrounding area is serene and enveloped by trees, enhancing a sense of privacy and tranquility.
Tiny home in San Ramon de la Union de Tres Rios, and not Tres RiosSan
4.96 out of 5 average rating, 101 reviews

Cozy Forest Villa at City's Edge.

This cozy home in the eastern hills of Costa Rican Central Valley is nested within a serene lush forest yet conveniently close to the exciting city life. The Charming casita is a harmonious blend of nature, tranquility and urban accessibility. The private terrace is ideal to watch birds or just sit and relax with your favorite drink or book. Comfortable king bed with high quality soft natural fiber bedding, teak wood floor and a private bathroom to provide a good stay.

Top guest favourite
Serviced apartment in Tibás
4.95 out of 5 average rating, 122 reviews

Safe and comfortable downtown apartment

Aparta Jardines de Tibás, is located in the Anselmo Llorente district, a very attractive area of ​​Tibás, San José. The apartment is just steps away from main shops: AmPm, Vindi, Super Compro, Pali, Automercado, Hospital UNIBE, El Lagar, Quiznos, Farmacias and more places that allow you a pleasant stay, with all your needs covered within a short distance. Additionally, you will have independent access for you and your car, where it will be safe for as long as you need.

Top guest favourite
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.
Flat in Yoses
4.89 out of 5 average rating, 482 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.

Guest favourite
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.
Flat in San José
4.87 out of 5 average rating, 261 reviews

Cozy & Modern MiniHouse • Cerca UCR • Seguro

This is a modern space that offers all the amenities, very well lit and cozy. Fully equipped and private. It is also in a quiet residential area, 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 areas around. Equipped kitchen, good WiFi signal, enough for teleworking. Hot water, Smart TV with Netflix.

Popular amenities for Guadalupe family-friendly rentals

When is the best time to visit Guadalupe?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$79 SGD$81 SGD$76 SGD$62 SGD$64 SGD$64 SGD$66 SGD$71 SGD$71 SGD$73 SGD$77 SGD$79 SGD
Avg. temp22°C23°C24°C24°C24°C24°C24°C23°C23°C23°C23°C23°C

Quick stats about holiday rentals that are family-friendly in Guadalupe

  • Total holiday rentals

    Explore 50 holiday rentals in Guadalupe

  • Nightly prices starting at

    Guadalupe holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,230 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Guadalupe holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Guadalupe rentals

  • 4.8 Average rating

    Guadalupe stays are highly rated by guests – averaging 4.8 out of 5!