
Holiday houses in Guadalupe
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Guadalupe

Total holiday rentals
Explore 250 holiday rentals in Guadalupe

Nightly prices starting at
Guadalupe holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 7,990 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
250 of Guadalupe holiday rentals include Wi-Fi 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 holiday rentals in Guadalupe
Guests agree: these stays 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.

Cozy & Modern MiniHouse • Cerca UCR • Seguro
Este es un espacio moderno que ofrece todas las comodidades, muy bien iluminado y acogedor. Totalmente equipado y privado. Además está en un residencial tranquilo, con muchas zonas verdes, privado y seguro, parqueo bajo techo. Traslado rápido a comercios, 5 minutos de la Universidad de Costa Rica, 15 minutos del centro de San Jose y restaurantes. Muchas zonas verdes alrededor. Cocina equipada, buena señal WiFi, suficiente para teletrabajo. Agua caliente, Smart TV con Netflix, YouTube y otros.

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.

“Magical dome in the heights”
Discover a unique experience in the mountains of the Sun, in our exclusive dome, just minutes from San José, Costa Rica. Surrounded by nature and with a panoramic view of the Central Valley, this luxurious retreat is the perfect place to disconnect and relax. Perfect for those looking for a getaway with all the amenities, without sacrificing luxury and proximity to the city. Come and experience a magical stay in the heights of the mountains. It's just 30 minutes from the airport.

Modern and Comfortable Apartment in Guadalupe
Spacious, comfortable and very clean apartment. Lots of natural light and ventilation. Located only 10 minutes from downtown San Jose. We invite digital nomads, local and foreign visitors, to check out the details or our accommodations. If your visit to San Jose is short stay or long term stay, for work, medical tourism or vacation, our place offers you the comfort of home away from home. We provide an attentive and respectful service and a pleasant atmosphere to our guests.

Central studio in San Pedro | 200+ reviews
Estudio céntrico en San Pedro, con excelente valoración y más de 200 reseñas de huéspedes. Ideal para moverte caminando y disfrutar San José con facilidad. Espacio cómodo, seguro y totalmente equipado, perfecto para estancias cortas o largas. Ubicación estratégica cerca de la UCR, restaurantes, supermercados y transporte público. Ideal para viajeros solos o parejas. Alojamiento con amplia experiencia y excelentes valoraciones de huéspedes.

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.

Casa Flamboyán - Comfortable, safe and central.
Comfortable apartment for 4 people with a bedroom and a social area with a double sofa bed in a safe, central location with easy access to public services. Fully equipped with a full kitchen, washing machine and clothes dryer; with a full bathroom, hot water, cable TV, free WiFi and 1 parking space. Located in a safe area, close to tourist attractions, hospitals, pharmacy, supermarkets, and banks.

Oasis Ecalante Apartment 2H 1B
Discover the charm of Barrio Escalante from our cozy 2 bedroom apartment! The master bedroom offers a queen-size bed, desk, and TV. The second bedroom features a twin bed and desk. Additionally, it has a comfortable bathroom. Enjoy spacious areas in the living room, dining room, and fully-equipped kitchen. Strategically located, you'll be surrounded by cafes, restaurants, and vibrant nightlife.

Secret Garden Private
Secret Garden Prive is a tiny house with a private terrace and garden, creating a peaceful jungle-like retreat in the city. Located within walking distance of Barrio Escalante, known for its top restaurants and nightlife. Unlike most stays in the area, this is not a high-rise tower, offering more privacy, greenery, and a relaxed atmosphere. Nature, comfort, and location in one place.
Popular amenities for Guadalupe holiday rentals
Stay near Guadalupe's top sights
Other great holiday rentals in Guadalupe

Apartment in Secrt Escalante, San José, CR

Tropical-inspired urban retreat on the 22nd floor

SECRT Escalante · 19th Floor · View + Parking

Accessible · Jacuzzi · Fast WiFi · Central Area

Cozy apartment close to everything

Amazing Contemporary Penthouse in San José Tower

Modern Escalante Studio w/ Pool + Rooftop Terrace

Alice in Wonderland-themed w/ Rooftop & 360° Views
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $73 AUD | $73 AUD | $74 AUD | $64 AUD | $64 AUD | $67 AUD | $67 AUD | $67 AUD | $67 AUD | $69 AUD | $70 AUD | $77 AUD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Guadalupe?
Guadalupe has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in loft rentals in Guadalupe?
Experience the best of Guadalupe with our loft rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Guadalupe?
Four-legged friends are welcome in Guadalupe. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Guadalupe?
Yes! Work meets play with ease at over 140 vacation rentals in Guadalupe featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Guadalupe apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 apartment rentals with pools in Guadalupe, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Guadalupe have air conditioning?
Absolutely! We offer over 40 apartment rentals with air conditioning in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Guadalupe have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Guadalupe have wifi?
Absolutely! We offer over 90 apartment rentals with wifi in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Guadalupe have free parking?
Absolutely! We offer over 20 house rentals with free parking in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Guadalupe?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 40 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Guesthouse rentals Guadalupe
- Rentals with outdoor seating Guadalupe
- Condo rentals Guadalupe
- Smoking-friendly rentals Guadalupe
- Pet-friendly rentals Guadalupe
- Apartment rentals Guadalupe
- Rentals with a fire pit Guadalupe
- Rentals with pools Guadalupe
- Rentals with a hot tub Guadalupe
- House rentals Guadalupe
- Family-friendly rentals Guadalupe
- Rentals with breakfast Guadalupe
- Rentals with a washing machine and dryer Guadalupe
- Rentals with a patio Guadalupe
- Fitness-friendly rentals Guadalupe
- 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
- Poás Volcano National Park
- Chirripo National Park
- Parque Nacional Los Quetzales
- Parque Nacional Braulio Carrillo
- University of Costa Rica
- Turrialba Volcano National Park
- Playa Jacó
- Carara National Park
- Multiplaza Escazú
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- La Cruz del Monte de la Cruz
- Parque Central
- Britt Coffee Tour





