
Vacation rentals in Guadalupe
Find and book unique accommodations on Airbnb
Quick stats about vacation rentals in Guadalupe

Total vacation rentals
Explore 250 vacation rentals in Guadalupe

Nightly prices starting at
Guadalupe vacation rentals start at G$2,090 GYD per night before taxes and fees

Verified guest reviews
Over 8,060 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
250 of Guadalupe vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Guadalupe rentals

4.7 Average rating
Guadalupe stays receive an average rating of 4.7 out of 5 from guests
Top-rated vacation 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.

Guadalupe Apartment near Hospital La Catolica
Experience a spacious, comfortable, and impeccably clean apartment with abundant natural light and excellent ventilation. Whether you’re here for a short stay or a long-term visit, for work, medical tourism, or vacation, our accommodations offer the comfort of home away from home. We warmly welcome nomad workers, retired couples, and individuals to explore the details of our offerings. Enjoy attentive and respectful service in a pleasant atmosphere, ensuring a delightful stay for all our guests.

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.

Nebulae Loft · Design Stay with Jacuzzi & Firepit
Nebulae Loft is a contemporary architecture and design experience, created for guests who want to stay in a space that feels different, comfortable, and full of character @ 20m from SJO airport. Surrounded by trees, the loft offers two BDs, two BRs, a living room, and a fully equipped kitchen. Outside, it features two balconies, a terrace with a firepit, a jacuzzi, and a BBQ area, ideal for enjoying and sharing. Events allowed with prior authorization. Special events at Nebulae/Laureal.

“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.

Apartment with tropical garden in Bº Escalante!
To experience the atmosphere in one of the most emblematic places in San José, Barrio Escalante, full of gastronomy, art and history. An apartment full of details, with a beautiful tropical garden and terrace in front of the rooms. With all the comforts to feel at home. An injection of life within the warmth of this old Josephine neighborhood. Close to everything you need and still on a quiet street. With parking for a small car (sedan or a compact).

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.

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.

Stylish Loft with Stunning Panoramic Views
Just 9km from SJO airport. Romantic and elegant loft for couples with stunning panoramic views. The perfect place to unwind after a long flight or before heading back home. Relax in the hot tub while enjoying the breathtaking view, and take advantage of the TV, air conditioning, and automated black-out curtains for ultimate comfort. The airbnb is located in Pilas, San isidro de Alajuela
Popular amenities for Guadalupe vacation rentals
Stay near Guadalupe's top sights
Other great vacation rentals in Guadalupe

Apartment in Secrt Escalante, San José, CR

Complete modern, quiet and safe apartment

Tropical-inspired urban retreat on the 22nd floor

SECRT Escalante · 19th Floor · View + Parking

Casa Malinche 1020 - Comfortable, safe and central

Guesthouse - Botanical House Collection

Centrally located studio in San Pedro | 200+ reviews

Private Apartment Moravia 4 people
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$10,659 GYD | G$10,659 GYD | G$10,868 GYD | G$9,405 GYD | G$9,405 GYD | G$9,823 GYD | G$9,823 GYD | G$9,823 GYD | G$9,823 GYD | G$10,032 GYD | G$10,241 GYD | G$11,286 GYD |
| 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 condo rentals in Guadalupe?
Experience the best of Guadalupe with our condo rentals, starting at about $10 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 60 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 vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 80 vacation homes with pools in Guadalupe, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Guadalupe have air conditioning?
Absolutely! We offer over 20 condo 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 loft rentals in Guadalupe have wifi?
Absolutely! We offer over 10 loft rentals with wifi in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Guadalupe have free parking?
Absolutely! We offer over 40 apartment rentals with free parking in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Guesthouse Rentals in Guadalupe?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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- 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 washer and dryer Guadalupe
- Rentals with a patio Guadalupe
- Fitness-friendly rentals Guadalupe
- Jaco Beach
- Dominical Beach
- Playa Blanca
- La Sabana Park
- Parque Nacional Manuel Antonio
- 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
- Turrialba Volcano National Park
- University of Costa Rica
- Carara National Park
- Multiplaza Escazú
- El Miro
- Children’s Museum
- Parque Central
- Hacienda Alsacia Starbucks Coffee Farm
- Britt Coffee Tour
- La Cruz del Monte de la Cruz





