
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.

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.

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.

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.

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.

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.

Urban Alchemy- Spacious Apartment & Fast Wifi
At Urban Alchemy we have thought of all the details you need to have the perfect stay in San Jose. We offer complementary high quality coffee for our guests. Strategic location, beaches, volcanoes and national parks in less than 2 hours. The main public transportation services are only 3 blocks away from the apartment. You can find restaurants, ATMs, Banks, Convenience Stores, Postal Services, Pharmacy services and a shopping mall steps away from the apartment.

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.

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

COZY studio w/ Sky pool, WiFi, WIFI & GYM

Lucy's Studio - Escalante Neighborhood

Magical Penthouse in Prime Location+ Cima Hospital

NEST Suite 22nd floor

Industrial 2BR perfect location w/AC + sunset view

Jacuzzi/King size bed/Top location

Luxury Retreat Near SJO – Nature, Comfort & Style

Original Studio - San José -Barrio Escalante A/C
Family- and pet-friendly home rentals

Tropical Oasis 5 min to SJO airport W/ cozy deck

Cozy studio, best gastronomic area Escalante

Beautiful loft pool, gym, equipped in Escalante

La Casita Rústica, nature, birds and butterflies.

URBN 2601, Amazing View Loft, 26 floor

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

The Gourmet Terrace & Coffee View w/AC

5 min from Airport | Transfer ($) | Pool | Gym
Family-friendly home rentals with a pool

Cheerful private 4-Bedroom Villa. Heated pool A/C

ARANJUEZ LOFTS - Nautical Loft #7

Urban Modern Apartment - Roof Top Pool

Rooftop Pool - AC - Gym - In Unit W/D - iFreses 6b

Stylish Studio with Sky Bar & City Views

Hidden Guácima DLX Room

Brand new cosy loft. 3 min from SJO airport

Hideout in downtown San Jose-Sergio
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $78 SGD | $80 SGD | $75 SGD | $61 SGD | $64 SGD | $64 SGD | $65 SGD | $70 SGD | $70 SGD | $73 SGD | $77 SGD | $78 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 |
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!
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- 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
- La Cruz del Monte de la Cruz
- El Miro
- Playa Jacó
- Multiplaza Escazú
- Nauyaca Waterfalls
- Children’s Museum
- City Mall Alajuela
- Parque Central





