
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$2,092 GYD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 50 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

4.8 Average rating
Guadalupe stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated vacation rentals in Guadalupe
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy Apartment, near everything
Welcome to our cozy apartment, perfect for your Airbnb stay! As you step inside, you'll be greeted by an open-concept living area that combines a cozy living room, a dining area, and a fully equipped kitchenette. A sofa and a table firepit perfect to unwind after a long day. The bedroom is furnished with a comfortable bed adorned with soft linens and fluffy pillows. Adjacent to the bedroom, you'll find a modern bathroom with a walk-in shower and all the necessary amenities. Book with us today

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.

Original Studio - San José -Barrio Escalante A/C
Disfruta de la sencillez de este alojamiento tranquilo y céntrico en el corazón de Barrio Escalante, uno de los lugares más exclusivos de la ciudad de San José donde encontrarás alta variedad gastronómica, hospitales privados, clínicas dentales, Estéticas . Nuestro Studio te ofrecerá todo lo necesario para contar con una estadía más que placentera. Si de centros comerciales hablamos , encontrarás Multiplaza del Este y Mall San Pedro los más cercanos donde encontrarás de todo! Nos vemos !✌️

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.

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.

Lucy's Studio - Escalante Neighborhood
Located in one of San José's most vibrant areas, this elegant studio combines comfort and style in a cozy space. Its excellent location allows you to enjoy the best gastronomic and cultural offerings, with a wide variety of restaurants, cafes and bars within walking distance. The studio has quality finishes and an ideal atmosphere to relax. Perfect for those looking to be in the middle of the urban movement without sacrificing the tranquility of a private space.

Cozy & Modern MiniHouse • Cerca UCR • Seguro
This is a modern space that offers all the comforts, very well lit and cozy. Fully equipped and private. It is also in a quiet residential, 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 area around. Equipped kitchen, good WiFi signal, enough for teleworking. Hot water, Smart TV with Netflix, YouTube and more.

Centrally located studio in San Pedro | 200+ reviews
Centrally located studio in San Pedro, with an excellent rating and over 200 guest reviews. Ideal for getting around on foot and enjoying San José with ease. Comfortable, safe, and fully equipped space, perfect for short or long stays. Convenient location close to the UCR, restaurants, supermarkets, and public transportation. Ideal for solo travelers or couples. Host with extensive experience and excellent guest reviews.

Apartment with an excellent view, A/C, parking included
Cozy apartment in one of the best neighborhoods in Curridabat. In this apartment you will find everything you need to feel at home. It has all the necessary services and amenities. Air conditioning, free parking, equipped kitchen, etc. If you need anything extra, we'll try to get it for you!! The building has a wealth of amenities designed for your well-being and comfort. Swimming pool, coworking, gym, among others.

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.
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

Entire home in Tibás. Welcome home

Cozy Studio with Balcony & View

SECRT Escalante · 19th Floor · View + Parking

Accessible · Jacuzzi · Fast WiFi · Central Area

Modern Escalante Studio w/ Pool + Rooftop Terrace
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$10,668 GYD | G$10,668 GYD | G$10,877 GYD | G$9,413 GYD | G$9,413 GYD | G$9,831 GYD | G$9,831 GYD | G$9,831 GYD | G$9,831 GYD | G$10,040 GYD | G$10,250 GYD | G$11,296 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 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.
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- Rentals with breakfast Guadalupe
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- Fitness-friendly rentals Guadalupe
- Rentals with a patio Guadalupe
- Rentals with outdoor seating Guadalupe
- Condo rentals Guadalupe
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- Apartment rentals Guadalupe
- Pet-friendly 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
- 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
- Carara National Park
- Turrialba Volcano National Park
- Playa Jacó
- Multiplaza Escazú
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- La Cruz del Monte de la Cruz
- Parque Central
- Britt Coffee Tour





