
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.

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.

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.

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.

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.

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.

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.

Insta-worthy Apartment in a Beautiful Neighborhood
Welcome to your stylish and centrally located home away from home in San José, Costa Rica! Your custom apartment boasts a fully equipped kitchen. Relax in the comfort of the queen bed and enjoy the smart TV and FAST (200 mbps) internet. Amenities include a rooftop pool, gym, coworking area and 24/7 security for your peace of mind. Experience the best of the city with easy access to all the sights and sounds that San Jose has to offer.

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.

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.
Popular amenities for Guadalupe family-friendly rentals
Family-friendly home rentals with a hot tub

Spacious studio with balcony

Lucy's Studio - Escalante Neighborhood

Luxury Apartment, San José, La Sabana, Del Lago

NEST Suite 22nd floor

Peacful studio apt. near the hip Barrio Escalante

Jacuzzi/King size bed/Top location

Sky Hills!

Luxury Retreat Near SJO – Nature, Comfort & Style
Family- and pet-friendly home rentals

Boutique Working Coffee Ranch 3

INSTAWORTHY CORNER VIEW * Downtown SJ * 200Mbps

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

The Gourmet Terrace & Coffee View w/AC

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

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

Country house, Cozy Fireplace and an amazing view

Villa Serena Rest House
Family-friendly home rentals with a pool

Estudio c/ vista, balcón y parqueo gratis · URBN

ARANJUEZ LOFTS - Nautical Loft #7

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

SECRT Escalante · 19th Floor · View + Parking

Charming Apartment w A/C Near to the Int. Airport

Brand new cosy loft. 3 min from SJO airport

Apartment with excellent location. AC/wifi

Smart loft in the heart of the city, A/C and Wi-Fi
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 | $82 SGD | $77 SGD | $62 SGD | $65 SGD | $65 SGD | $66 SGD | $71 SGD | $71 SGD | $74 SGD | $78 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
- Guest house rentals Guadalupe
- Rentals with outdoor seating Guadalupe
- Apartment rentals Guadalupe
- Smoking-friendly rentals Guadalupe
- Rentals with a firepit Guadalupe
- House rentals Guadalupe
- Rentals with a washing machine and dryer Guadalupe
- Fitness-friendly rentals Guadalupe
- Rentals with breakfast Guadalupe
- Pet-friendly rentals Guadalupe
- Flat rentals Guadalupe
- Rentals with a patio Guadalupe
- Rentals with pools Guadalupe
- Rentals with a hot tub Guadalupe
- Family-friendly rentals San Jose Province
- Family-friendly rentals Costa Rica
- Jaco Beach
- Dominical Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Parque Diversiones
- Marina Pez Vela
- Chirripo National Park
- Poás Volcano National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Playa Jacó
- Carara National Park
- Turrialba Volcano National Park
- University of Costa Rica
- Multiplaza Escazú
- El Miro
- Parque Central
- Hacienda Alsacia Starbucks Coffee Farm
- Children’s Museum
- La Cruz del Monte de la Cruz
- Britt Coffee Tour





