Guadalupe vacation rentals

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August 2025

September 2025

Scroll through and select from vacation rentals in Guadalupe to find one that's perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll have the amenities you expect and more, including WiFi and parking. Whatever you're looking for, you'll find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Guadalupe

Showing deals for:Nov 21 - Nov 28

Exceptional

(5 reviews)

Mountain Home Overlooking The San Jose' Valley

Aserri

10% off

includes taxes & fees

Exceptional

(30 reviews)

Zona tranquila e histórica en el corazón del centro, al lado del jardín botánico

San José

10% off

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Guadalupe

Elegant and cozy house, Air conditioning, near by the Airport

Sleeps 10 · 5 bedrooms · 3+ bathrooms

Ram & Thaila Shangri-La Luxury 8 pax 4-br residence w/indoor pool, Jacuzzi & gym

Sleeps 8 · 4 bedrooms · 4+ bathrooms

Top rated rentals - Guadalupe

Premier Host

Luxury in the city

We very happy to find everything we needed and much more in this luxurious condo. Beautiful pool and gym area as well. The front desk staff were very helpful with our arrival and departure,

Carolyn G.

Stayed Feb 2025

Living Rm with local pink beige brown and red limestone, fireplace is never used

Costa Rica Heredia Gem

The host Steve was terrific ! The 2 BR 2 Bath upper house (some stairs involved) was large with a view of the Irazu Volcano to the east. It's at the end of Calle Pittier - a narrow residential street with a hill at each end but walking it is good exercise. The 4 of us frequently also used Uber to get around. Lots of tropical birds to observe & ID

Don + Debbie C.

Stayed Jan 2025

Premier Host

Eclectic and comfortable

Although to arrive at the property there is a narrow short bumpy road one will be amazed at the solitude and beauty of the property that is essentially at the end of the road . We ordered delicious pizza make by Betty and bought some of Eduardo’s amazing and homemade coffee grown and roasted on a wood fire on the property. All in all a great stay.

Terrence L.

Stayed Dec 2020

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value

Find out more about Guadalupe

Choose a vacation rental for your Guadalupe getaway

Experience the unique character of Guadalupe with a stay in a vacation home rental. This city has something for everyone. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Guadalupe

Are you searching for top things to see and do while you're in town? Venture out of your vacation home and check out everything that Guadalupe has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

Ojo de Agua Spa Park (10.2 mi / 16.4 km)
Hacienda Alsacia (14.3 mi / 23 km)
Spirogyra Butterfly Garden (1.6 mi / 2.6 km)
Cafe Britt Coffee Farm (6.3 mi / 10.2 km)
Valle del Sol (10.6 mi / 17 km)
Doka Estate (15 mi / 24.1 km)

Exploring the natural landscape of Guadalupe

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Guadalupe is a great spot to appreciate mother nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

National Park (1.7 mi / 2.7 km)
Morazan Park (1.9 mi / 3 km)
Central Park (2.2 mi / 3.6 km)
Sabana Park (3.6 mi / 5.8 km)
Ojo de Agua Spa Park (10.2 mi / 16.4 km)
Juan Santamaría Park (12 mi / 19.3 km)

Transportation options to and around Guadalupe

Fly into San José (SYQ-Tobías Bolaños Intl.), the closest airport, located 6 mi (9.7 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Juan Santamaria Intl. Airport (SJO), which is 11 mi (17.7 km) away.

Frequently asked questions

What is the best area to stay in Guadalupe when booking a vacation rental?

When considering a vacation rental in Guadalupe, San José Province, a fantastic area to stay in is the neighbourhood of San Francisco de Dos Ríos. This charming district offers a vibrant local atmosphere and is conveniently located near San José, providing easy access to the city's attractions. One of the top highlights in the vicinity is the picturesque Parque la Sabana, a sprawling urban park great for leisurely strolls, picnics, and various recreational activities. Additionally, the nearby Museo de Arte Costarricense showcases an impressive collection of Costa Rican art, making it a must-visit for culture enthusiasts.

Another delightful option is the area around La Uruca, known for its lively markets and local eateries. Staying here allows you to experience authentic Costa Rican cuisine while being close to attractions like the Estadio Nacional, where you can catch a football match or concert. This neighbourhood also boasts a good selection of vacation rentals, ensuring a variety of properties to choose from, whether you are seeking a cosy apartment or a spacious family home.

How much does it cost to rent a vacation home in Guadalupe?

Prices for vacation rentals in Guadalupe vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Guadalupe to more spacious homes.

Are there any discounts for Guadalupe vacation house rentals?

You can find great discounts on house rentals in Guadalupe on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I find long-stay vacation rentals in Guadalupe?

A long-stay vacation rental in Guadalupe is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Are there any Guadalupe vacation rentals with parking?

Vrbo offers a wide selection of vacation rentals in Guadalupe with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

How early should I book a Guadalupe vacation rental?

Book your Guadalupe vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

What are the top attractions in Guadalupe?

In Guadalupe, San José Province, visitors can enjoy a mix of cultural and natural attractions. The area is known for its proximity to San José, allowing easy access to the vibrant capital's museums and theatres. The National Museum of Costa Rica, located nearby, offers insight into the country's rich history and culture.

Can I change or cancel my Guadalupe home rental booking on Vrbo?

To find Guadalupe vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the Guadalupe vacation rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.