Guadalupe Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Guadalupe holiday rentals

Chalets Vistas del Poas

Chalets Vistas del Poas
3.0 star property
Vara Blanca
9.8 out of 10, Exceptional, (22 reviews)
"Family run, amazing staff, adorable A frame cabins in the clouds."
United States
Krista
The price is NZ$185
includes taxes & fees
29 Apr - 30 Apr
Chalets Vistas del Poas

Nido de Montaña

Nido de Montaña
3.0 star property
Sabanilla
10.0 out of 10, Exceptional, (2 reviews)
"Habitación impecable y equipada con todo lo necesario incluso para preparar alimentos. Fabuloso restaurante dentro de las instalaciones. "
Mexico
Antonio
The price is NZ$167
includes taxes & fees
3 May - 4 May
Nido de Montaña

Cabañas Lunas del Poas

Cabañas Lunas del Poas
3.0 star property
Sabana Redonda
7.0 out of 10, Good, (2 reviews)
"Très rustique beau jardin mais propreté laisse a désirer. N arriver pas avent 3 heures vous aurez droit a des gros soupir surtout si votre espagnol laisse a désirer. Lit et oreiller moyennement confortable. "
Canada
Christine
The price is NZ$162
includes taxes & fees
26 Apr - 27 Apr
Cabañas Lunas del Poas

Villa garita inn

Villa garita inn
3.0 star property
La Garita
10.0 out of 10, Exceptional, (2 reviews)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
The price is NZ$237
includes taxes & fees
23 Apr - 24 Apr
Villa garita inn

Las Cabanas

Las Cabanas
3.0 star property
Venecia
8.4 out of 10, Very good, (16 reviews)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is NZ$86
includes taxes & fees
30 Apr - 1 May
Las Cabanas

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, (8 reviews)
"Beautiful mountain paradise, great chalet with impressive design, looking at a mountain and little waterfall out the window. Magical, feels like a personal mountain and waterfall and river. So nice and minutes from DinoLand and the Blue Falls- great hikes and big waterfalls!!!"
United States
Ronald
The price is NZ$344
includes taxes & fees
30 Apr - 1 May
Hotel Los Sueños de Bajos del Toro

Cabañas El Bosque del Arenal

Cabañas El Bosque del Arenal
3.0 star property
Peñas Blancas
10.0 out of 10, Exceptional, (4 reviews)
"Spacious room, nice and friendly staff. Ac worked good, hot water and nice view. "
United States
Dario
The price is NZ$101
includes taxes & fees
26 Apr - 27 Apr
Cabañas El Bosque del Arenal

Aloj Entero 1km Juan Santamaría Airport

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
San Antonio
9.2 out of 10, Wonderful, (32 reviews)
"Great place to stay for a late arrival or catch a very early flight.. Spaces and clean... Will stay again next time if we arrived late or catch an early flight "
United States
Lam
The price is NZ$169
includes taxes & fees
30 Apr - 1 May
Aloj Entero 1km Juan Santamaría Airport

Villazul 2

Villazul 2
4.0 star property
Sabana Redonda
9.2 out of 10, Wonderful, (15 reviews)
"Amazing place! Really enjoyed our stay with the family. Very safe, clean and modern location"
United States
Eli
The price is NZ$172
includes taxes & fees
23 Apr - 24 Apr
Villazul 2

Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
10.0 out of 10, Exceptional, (4 reviews)
"Nice poroperty. New,modern and chique"
United States
Brian
The price is NZ$205
includes taxes & fees
21 May - 22 May
Club Heasa - Men Only

Nina´s - Juan Santamaria

Nina´s - Juan Santamaria
3.0 star property
Rio Segundo
7.4 out of 10, Good, (77 reviews)
"Great clean place to stay for the night before a flight."
United States
Ryan
The price is NZ$120
includes taxes & fees
24 Apr - 25 Apr
Nina´s - Juan Santamaria

Yakari Grei Bungalows

Yakari Grei Bungalows
4.0 star property
Peñas Blancas
7.8 out of 10, Good, (7 reviews)
"The host is very good, always makes sure you have everything you need!"
United States
Andrew
The price is NZ$225
includes taxes & fees
23 Apr - 24 Apr
Yakari Grei Bungalows

Tilawa La Fortuna Glamping

Tilawa La Fortuna Glamping
3.0 star property
La Fortuna
8.0 out of 10, Very good, (2 reviews)
"Beautiful, nice and clean set-up. "
United States
Ramon Carlo
The price is NZ$111
includes taxes & fees
30 Apr - 1 May
Tilawa La Fortuna Glamping

Wooden Cabin for 4 people

Wooden Cabin for 4 people
Venecia
10.0 out of 10, Exceptional, (1 review)
"Amazing stay! "
Canada
gretty
The price is NZ$117
includes taxes & fees
23 Apr - 24 Apr
Wooden Cabin for 4 people

Rivera Family Airport Apartments

Rivera Family Airport Apartments
3.0 star property
Rio Segundo
6.2 out of 10, (30 reviews)
"A clean no frills room with comfortable bed and essential amenities."
United States
Benjamin
The price is NZ$96
includes taxes & fees
26 Apr - 27 Apr
Rivera Family Airport Apartments

Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

Luxury Villa Carao. Jungle Paradise with Starlink WiFi!
San Mateo
10.0 out of 10, Exceptional, (2 reviews)
"Amazing! Incredible, stunning views. Lovely and well designed bungalow. Super responsive host. "
United States
Maria
The price is NZ$310
includes taxes & fees
23 Apr - 24 Apr
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse

Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse
Atenas
10.0 out of 10, Exceptional, (6 reviews)
"Quiet ,safe, beautiful property "
United States
alex
The price is NZ$251
includes taxes & fees
24 Apr - 25 Apr
Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse

The time is ripe for a pure relaxation experience

The time is ripe for a pure relaxation experience
Quesada, San Carlos
10.0 out of 10, Exceptional, (1 review)
"★★★★★ We had such a wonderful stay at this property! The owners, a lovely Swiss couple, are truly kind and beautiful people who made our experience feel incredibly warm and personal. They went above and beyond to make our stay special, and it really showed in every detail. The kids absolutely loved the heated jacuzzi—it was a highlight for them! And the breakfast each morning was delicious, fresh, and clearly made with care. This place has such a welcoming and peaceful atmosphere, and we’re...
United States
Anastasiya
The price is NZ$479
includes taxes & fees
23 Apr - 24 Apr
The time is ripe for a pure relaxation experience

Casa del Rio, a little oasis 15 minutes from the airport

Casa del Rio, a little oasis 15 minutes from the airport
Alajuela
10.0 out of 10, Exceptional, (1 review)
"This was a beautiful VRBO and a perfect way to end our vacation in CR before heading to the nearby airport in the am- so easy. Communication via text with owner and next door neighbor Julian made finding the VRBO a bit easier in the somewhat gated community...We ended up ordering Uber Eats and that worked great cause we just wanted to chill and relax - GREAT bed and wonderful VRBO. More texting and Julian again in the morning and it was easy to head out again. Thank you so much for great last...
United States
Amanda L.
The price is NZ$377
includes taxes & fees
29 Apr - 30 Apr
Casa del Rio, a little oasis 15 minutes from the airport

Quinta Túru

Quinta Túru
Marsella, Venecia de San Carlos
The price is NZ$226
includes taxes & fees
29 Apr - 30 Apr
Quinta Túru
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.
Save an average of 15% on thousands of hotels when you're signed in

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 favorite 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 depends 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 NZ$86 per night. Entering your travel dates in the search wizard you might find 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 a coffee maker.

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 Quesada City Park. In the wider area, you’ll find San Ramon Municipal Market and Juan Castro Blanco National Park.

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.