
Family-friendly holiday rentals in Guadalupe
Find and book unique family-friendly homes on Airbnb
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!
Top-rated family-friendly rentals in Guadalupe
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

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

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.

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.

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.

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.

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.

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.

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.

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.

Lovely one bedroom loft with a nice comfy patio.
Super cool one bedroom apartment located in downtown San José. Recently renovated, great patio, very stylish and comfortable. Seven blocks away from La Sabana Metropolitan Park and six blocks away from San Jose's Mercado Central. The place is located near the city's main attractions, bus stops, restaurants and bars. The apartment is fully equipped and has a very nice patio with a Hammock, great for chilling in sunny afternoons.
Popular amenities for Guadalupe family-friendly rentals
Family-friendly home rentals with a hot tub

Nota Escalante Great Views W/ AC

Lucy's Studio - Escalante Neighborhood

Magical Penthouse in Prime Location+ Cima Hospital

Brand new 1 bed loft with spectacular city view

NEST Suite 22nd floor

Peacful studio apt. near the hip Barrio Escalante

Rustic Retreat Jacuzzi • Fireplace • Nature

Jacuzzi/King size bed/Top location
Family- and pet-friendly home rentals

Modern and comfortable

Boutique Working Coffee Ranch 3

LUMINOUs Luxury Cabin, Poas Volcano

Chalet Chubasco Lodge, Tarbaca, Aserri, Costa Rica

Luxury Studio 1212 at Urbn Escalante

Rabbit's Hole in Secrt Sabana

La Casita Rústica, nature, birds and butterflies.

Boutique Chalet #1 - EyB Chalets
Family-friendly home rentals with a pool

Stylish Studio with Sky Bar & City Views

Vivi's Hideaway

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking

Exclusive Apartment in Downtown Costa Rica

Hidden Guácima DLX Room

Apartment with excellent location. AC/wifi

Cosy Loft, 3 min from SJO airport, brand new

Curated Luxury Stay on the 22nd Floor
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $79 SGD | $81 SGD | $76 SGD | $62 SGD | $65 SGD | $65 SGD | $66 SGD | $71 SGD | $71 SGD | $74 SGD | $77 SGD | $79 SGD |
| Avg. temp | 22°C | 23°C | 24°C | 24°C | 24°C | 24°C | 24°C | 23°C | 23°C | 23°C | 23°C | 23°C |
Destinations to explore
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- Rentals with breakfast Guadalupe
- Fitness-friendly rentals Guadalupe
- Rentals with a hot tub Guadalupe
- Rentals with pools Guadalupe
- Rentals with a patio Guadalupe
- Rentals with outdoor seating Guadalupe
- Pet-friendly rentals Guadalupe
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- Rentals with a firepit Guadalupe
- Flat rentals Guadalupe
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- Rentals with a washing machine and dryer Guadalupe
- Apartment rentals Guadalupe
- Family-friendly rentals San Jose Province
- Family-friendly rentals Costa Rica
- Jaco Beach
- Dominical Beach
- La Sabana Park
- Playa Blanca
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Parque Viva
- Parque Diversiones
- Poás Volcano National Park
- Marina Pez Vela
- Chirripo National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Carara National Park
- Turrialba Volcano National Park
- University of Costa Rica
- Playa Jacó
- La Cruz del Monte de la Cruz
- El Miro
- Multiplaza Escazú
- Children’s Museum
- City Mall Alajuela
- Nauyaca Waterfalls
- Parque Central





