Guadalupe holiday rentals

We found 675 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Guadalupe to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a washer and dryer. At the end of the day, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Guadalupe

Showing deals for:20 Nov - 27 Nov

Dining
Back garden & pool
Living room
Private kitchen
Exceptional
(52 reviews)

Elegant, fully equipped residence with heated pool and great views

San Rafael

9% off
AU$3,913
for 7 nights, 1 home
AU$559 per night
includes taxes & fees
Elegant, fully equipped residence with heated pool and great views
Games room
Pool
Living area
Business centre
Exceptional
(11 reviews)

Relaxing Apartment Ifreses! 17th Floor view!!!

Curridabat

9% off
AU$627
for 7 nights, 1 apartment
AU$90 per night
includes taxes & fees
Relaxing Apartment Ifreses! 17th Floor view!!!
Room
Interior
Exterior detail
Private kitchen
Wonderful
(9 reviews)

Cozy Escazú Apartment with great view & location

San Rafael

8% off
AU$1,315
for 7 nights, 1 apartment
AU$188 per night
includes taxes & fees
Cozy Escazú Apartment with great view & location
Room
Pool
Fitness facility
Lobby
Exceptional
(6 reviews)

Relaxing Apartment in the heart of San Jose

San José

9% off
AU$650
for 7 nights, 1 apartment
AU$93 per night
includes taxes & fees
Relaxing Apartment in the heart of San Jose
Room
Pool
Fitness facility
Children’s area
Exceptional
(8 reviews)

Relaxing Apartment in Latitud Yoses 21st floor AC/ WIFI

San José

10% off
AU$620
for 7 nights, 1 apartment
AU$89 per night
includes taxes & fees
Relaxing Apartment in Latitud Yoses 21st floor AC/ WIFI
Fitness facility
Pool
Dining
Room
Exceptional
(28 reviews)

Relaxing Apt 17th Floor w Balcony Pool A/C Wifi

San José

11% off
AU$674
for 7 nights, 1 apartment
AU$96 per night
includes taxes & fees
Relaxing Apt 17th Floor w Balcony Pool A/C Wifi
Interior
Dining
Living area
Pool
Exceptional
(49 reviews)

Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR

San José

9% off
AU$2,418
for 7 nights, 1 home
AU$345 per night
includes taxes & fees
Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR

  • 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, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Guadalupe getaway

Learn about the unique charm of Guadalupe with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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 things to do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Guadalupe a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Hacienda Alsacia (14.3 mi / 23 km)
  • Doka Estate (15 mi / 24.1 km)
  • Simon Bolivar Zoo (1.6 mi / 2.5 km)
  • Spirogyra Butterfly Garden (1.6 mi / 2.6 km)
  • Amusement Park San Jose (5.4 mi / 8.7 km)
  • Cafe Britt Coffee Farm (6.3 mi / 10.2 km)

Exploring the natural landscape of Guadalupe

Whether you're looking for fun outdoor activities or just want to take in the scenery, Guadalupe is a great place to get out in nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Morazan Park (1.9 mi / 3 km)
  • Central Park (2.2 mi / 3.6 km)
  • Sabana Park (3.6 mi / 5.8 km)
  • Juan Santamaría Park (12 mi / 19.3 km)
  • Parque Nacional Volcan Irazu (13 mi / 20.8 km)
  • Barva Volcano (13.3 mi / 21.4 km)

Transport 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 centre. If you can't find a flight that works for your travel itinerary, you could also fly into San José (SJO-Juan Santamaría Intl.), which is 11 mi (17.7 km) away.

Frequently asked questions

What is the best area to stay in Guadalupe when booking a holiday rental?
When considering a holiday rental in Guadalupe, San José Province, a popular area to stay is the charming neighbourhood itself, known for its vibrant setting and accessibility. Guadalupe offers a delightful mix of local culture, with various shops, cafes, and restaurants that provide an authentic Costa Rican experience.A standout attraction in the area is the nearby Parque de la Paz, a lovely park that serves as a tranquil escape from the bustling city life, superb for leisurely strolls or picnics. Additionally, the neighbourhood is conveniently located near the National Museum of Costa Rica, which is just a short drive away and offers fascinating insights into the country's history and heritage.In terms of holiday rentals, Guadalupe boasts a variety of options, ranging from cozy apartments to larger family homes, making it suitable for different group sizes and preferences. The area is known for its friendly community and welcoming vibe, ensuring that visitors feel right at home while exploring the beauty of Costa Rica.
What is the most popular type of holiday rental accomodation in Guadalupe?
In Guadalupe, holiday houses are the most popular type of holiday rental, with several available throughout the area. These properties typically offer ample space, featuring multiple bedrooms, fully equipped kitchens, and spacious living areas ideal for families or groups. Many also include outdoor spaces such as gardens or patios, superb for enjoying the pleasant Costa Rican climate.
Are there pet-friendly house rentals in Guadalupe?
In Guadalupe, San José Province, there are several pet-friendly house rentals available for travellers. These accommodations often feature spacious layouts, gardens, and outdoor areas, providing ample room for pets to enjoy. Expect amenities such as fully equipped kitchens, Wi-Fi, and sometimes even private patios where you can relax while your furry friends roam freely.The neighbourhood itself is known for its friendly atmosphere and local parks, which are ideal for walking dogs and enjoying outdoor activities. Nearby, you'll find various pet-friendly cafes and shops, ideal for those travelling with pets.
Are there any remote work holiday rentals in Guadalupe?
In Guadalupe, San José Province, there are several remote work-friendly holiday rentals available, making it an excellent choice for those looking to combine work and leisure. Many properties feature amenities such as high-speed internet through a third-party service, ensuring a reliable connection for remote work. Additionally, travellers can expect comfortable workspaces and living areas that offer a productive environment.The neighbourhood itself is vibrant, providing easy access to local cafes and restaurants where you can take breaks or enjoy meals. For those looking to explore, nearby attractions include parks and cultural sites that showcase the rich heritage of the area. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Guadalupe?
In Guadalupe, popular rental amenities include options that cater to pet owners, as many properties permit dogs and other pets. Travellers can also expect reliable WiFi, making it convenient for those who may need to stay connected during their visit. These amenities contribute to a friendly setting for guests looking to enjoy the tranquil surroundings of the San José Province while having their furry companions with them.
What are the top attractions in Guadalupe?
In Guadalupe, San José Province, visitors can discover a variety of attractions that showcase the local culture and natural beauty. The area is known for its vibrant community and proximity to San José, making it an excellent base for exploring the capital's cultural offerings. The nearby Parque La Sabana is a popular destination, providing expansive green spaces for picnics and outdoor activities, along with sports facilities and walking paths.For those interested in art and history, the Museo de Arte Costarricense, situated in the nearby La Sabana area, features a diverse collection of Costa Rican art and is housed in a former airport terminal, adding to its charm. Additionally, the bustling local markets offer a taste of traditional Costa Rican cuisine and handicrafts, providing visitors with a genuine experience of the area's culture.Guadalupe itself is characterised by its lively option, with various cafes and restaurants that reflect the local flavours, making it a delightful neighbourhood for food enthusiasts.
Are all fees included in the Guadalupe holiday homes prices shown on Stayz?
Stayz 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.
Are there any Guadalupe holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Guadalupe holiday homes?
You can find great discounts on holiday homes in Guadalupe on Stayz, 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 change or cancel my Guadalupe holiday home booking on Stayz?
To find Guadalupe holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Guadalupe?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Guadalupe holiday home?
Book your Guadalupe holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Guadalupe?
Prices for holiday homes 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. Stayz offers something for every taste and budget, from affordable homes in Guadalupe to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.