Guadalupe Holiday Rentals

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Our top choices for Guadalupe holiday rentals

Airport SJO Residence 2 Edward & Familia

Airport SJO Residence 2 Edward & Familia
3.5 star property
Cacique
10.0 out of 10, Exceptional, (170)
"Host was excellent, property was very clean, and located very close to the airport, but you can hear other guests in other rooms very easily, privacy is limited. "
United States
Brock
Airport SJO Residence 2 Edward & Familia

Hotel Los Sueños de Bajos del Toro

Hotel Los Sueños de Bajos del Toro
3.0 star property
Toro Amarillo
10.0 out of 10, Exceptional, (6)
"This was a wonderful first stop on our vacation as is it was midway betweeen San Jose and La Fortuna. We stayed in the family villa for 2 nights and found it to be spacious with beautifully landscaped grounds. The local waterfalls were easily accessible and we could walk to local restaurants. It was a highlight of our trip!"
United States
Susan
The price is AU$303
includes taxes & fees
29 Dec - 30 Dec
Hotel Los Sueños de Bajos del Toro

Chalets Vistas del Poas

Chalets Vistas del Poas
3.0 star property
Vara Blanca
9.8 out of 10, Exceptional, (16)
"Excellent property and amazing hosts!!"
United States
pilar
The price is AU$149
includes taxes & fees
6 Jan - 7 Jan 2026
Chalets Vistas del Poas

Aloj Entero 1km Juan Santamaría Airport

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
San Antonio
9.2 out of 10, Wonderful, (26)
"This is a very spacious accommodation. We only had three adults and only used two beds, but the place could accommodate a group of 8."
United States
Lenard
The price is AU$149
includes taxes & fees
3 Jan - 4 Jan 2026
Aloj Entero 1km Juan Santamaría Airport

Villazul 2

Villazul 2
4.0 star property
Sabana Redonda
9.4 out of 10, Exceptional, (14)
"Amazing place! Really enjoyed our stay with the family. Very safe, clean and modern location"
United States
Eli
The price is AU$151
includes taxes & fees
29 Dec - 30 Dec
Villazul 2

Almendros Eco-Villas

Almendros Eco-Villas
3.0 star property
La Fortuna
8.8 out of 10, Excellent, (24)
"The property was not well maintained, the small personal pool was not clean, no cushions on the chairs, overall not clean"
United States
Ethan
Almendros Eco-Villas

Las Cabanas

Las Cabanas
3.0 star property
Venecia
9.0 out of 10, Wonderful, (14)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is AU$68
includes taxes & fees
30 Dec - 31 Dec
Las Cabanas

Nina´s - Juan Santamaria

Nina´s - Juan Santamaria
3.0 star property
Rio Segundo
7.2 out of 10, Good, (49)
"A spotless gem minutes from the airport offering incredible value. "
Canada
Richard
Nina´s - Juan Santamaria

Villas Josipek

Villas Josipek
3.0 star property
Peñas Blancas
6.6 out of 10, (24)
"Beautiful grounds, great family who owns it, nice breakfast. You need to have a car to get around"
United States
Janet
The price is AU$177
includes taxes & fees
1 Jan - 2 Jan 2026
Villas Josipek

Hidden Paradise in La Garita with Private Pool

Hidden Paradise in La Garita with Private Pool
La Garita
9.6 out of 10, Exceptional, (78)
"Very well set up inside and outside with every comfort for the whole family. The whole neigborhood is really beautiful."
United States
Colin M.
The price is AU$376
includes taxes & fees
4 Jan - 5 Jan 2026
Hidden Paradise in La Garita with Private Pool

Villa Azul

Villa Azul
3.5 star property
Quesada
The price is AU$232
includes taxes & fees
2 Jan - 3 Jan 2026
Villa Azul

Arboleda's House- By the River, Forest & Gardens

Arboleda's House- By the River, Forest & Gardens
La Fortuna, San Carlos
10.0 out of 10, Exceptional, (65)
"Everything was great! Comfy beds and loved the backyard! Property manager was awesome!"
United States
Ambelry C.
The price is AU$230
includes taxes & fees
19 Jan - 20 Jan 2026
Arboleda's House- By the River, Forest & Gardens

Villazul 1

Villazul 1
4.0 star property
Sabana Redonda
9.0 out of 10, Wonderful, (2)
"Great view and beautiful property, including outdoor dining area with heaters. The jacuzzi took a long time to heat up, so we couldn't use it until the second day we were there. "
United States
Robyn
The price is AU$143
includes taxes & fees
4 Jan - 5 Jan 2026
Villazul 1

Chalet-style cabin

Chalet-style cabin
Venecia
Chalet-style cabin

Tilawa La Fortuna Glamping

Tilawa La Fortuna Glamping
3.0 star property
La Fortuna
The price is AU$121
includes taxes & fees
29 Dec - 30 Dec
Tilawa La Fortuna Glamping

Brand new Lovely Loft, at 3 Minutes From San Jose Airport

Brand new Lovely Loft, at 3 Minutes From San Jose Airport
Alajuela
10.0 out of 10, Exceptional, (3)
"Great stay for a night near a hotel, uber eats is your friend, not the greatest neighborhood "
United States
Ryan
The price is AU$163
includes taxes & fees
3 Jan - 4 Jan 2026
Brand new Lovely Loft, at 3 Minutes From San Jose Airport

Breakfast With Toucans And Monkeys

Breakfast With Toucans And Monkeys
San Miguel
10.0 out of 10, Exceptional, (47)
"Very cool spot in the cool mountains! Surrounded by nature. Great bird watching and a very nicce hike to the sarapique river."
United States
Jason H.
The price is AU$334
includes taxes & fees
29 Dec - 30 Dec
Breakfast With Toucans And Monkeys

Entire Comfy apartment for your, 5 min SJO airport

Entire Comfy apartment for your, 5 min SJO airport
Bajo Cornizal
9.6 out of 10, Exceptional, (12)
"The apartment was close to the airport and comfortably slept 5 and the host was friendly."
United States
Patrick
The price is AU$125
includes taxes & fees
2 Jan - 3 Jan 2026
Entire Comfy apartment for your, 5 min SJO airport

Green Paradise House

Green Paradise House
3.5 star property
La Fortuna
The price is AU$592
includes taxes & fees
9 Jan - 10 Jan 2026
Green Paradise House

Wooden Cabin for 4 people

Wooden Cabin for 4 people
Venecia
The price is AU$106
includes taxes & fees
4 Jan - 5 Jan 2026
Wooden Cabin for 4 people
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Guadalupe Hotel Reviews

Find out more about Guadalupe

Everything you need to know about Guadalupe holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Guadalupe holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Guadalupe holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Guadalupe holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Guadalupe. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Guadalupe holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Guadalupe holiday rentals we have selected for you start as low as AU$68 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Guadalupe rentals

At Expedia, we put the best Guadalupe holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Guadalupe rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Guadalupe holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Guadalupe. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Guadalupe?

Yes, there are holiday rentals close to the most popular sights in Guadalupe, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Guadalupe has to offer?

Yakari Grei Bungalows: This holiday home rental outside of Guadalupe offers a furnished balcony, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and kitchenware.

What can I see and do in Guadalupe?

While exploring the area, visit family-friendly sights like Doka Estate, or get outside and enjoy nature at Parque Central. In the wider area, you’ll find San Ramon Municipal Market and Jardín Botánico Else Kientzler.

What are holiday rentals like in Guadalupe?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Guadalupe. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family getaway.