Guadalupe Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Guadalupe holiday rentals

Terrace/patio
Airport SJO Residence 2 Edward & Familia

Apartment in Cacique

Airport SJO Residence 2 Edward & Familia
3.5 star property
10.0 out of 10, Exceptional, (169)
"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
Free cots/infant beds, free WiFi, bed sheets
Las Cabanas

Cabin in Venecia

Las Cabanas
3.0 star property
8.8 out of 10, Excellent, (13)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is S$59
includes taxes & fees
24 Dec - 25 Dec
Las Cabanas
Blackout curtains, free WiFi, bed sheets
Nina´s - Juan Santamaria

Apartment in Rio Segundo

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

Villa in La Fortuna

Almendros Eco-Villas
3.0 star property
9.0 out of 10, Wonderful, (23)
"Beautiful property Love it!"
United States
Claudia
Almendros Eco-Villas
Front of property
Chalets Vistas del Poas

Cabin in Vara Blanca

Chalets Vistas del Poas
3.0 star property
9.8 out of 10, Exceptional, (16)
"Excellent property and amazing hosts!!"
United States
pilar
The price is S$129
includes taxes & fees
5 Jan - 6 Jan, 2026
Chalets Vistas del Poas
Free WiFi, bed sheets
Hotel Los Sueños de Bajos del Toro

Villa in Toro Amarillo

Hotel Los Sueños de Bajos del Toro
3.0 star property
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 S$263
includes taxes & fees
24 Dec - 25 Dec
Hotel Los Sueños de Bajos del Toro
Exterior
Hospedaje La Amistad

Apartment in Rio Cuarto

Hospedaje La Amistad
3.0 star property
The price is S$58
includes taxes & fees
24 Dec - 25 Dec
Hospedaje La Amistad
Exterior
Aloj Entero 1km Juan Santamaría Airport

Apartment in San Antonio

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
9.4 out of 10, Exceptional, (24)
"Nice, clean space, with everything we needed. Recommend"
United States
Yuri
The price is S$129
includes taxes & fees
5 Jan - 6 Jan, 2026
Aloj Entero 1km Juan Santamaría Airport
Front of property
Tilawa La Fortuna Glamping

Chalet in La Fortuna

Tilawa La Fortuna Glamping
3.0 star property
The price is S$105
includes taxes & fees
5 Jan - 6 Jan, 2026
Tilawa La Fortuna Glamping
32-cm flat-screen TV with cable channels
Villa garita inn

Villa in La Garita

Villa garita inn
4.0 star property
10.0 out of 10, Exceptional, (1)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
The price is S$177
includes taxes & fees
16 Jan - 17 Jan, 2026
Villa garita inn
Terrace/patio
Cabañas El Bosque del Arenal

Cabin in Peñas Blancas

Cabañas El Bosque del Arenal
3.0 star property
10.0 out of 10, Exceptional, (2)
"It was a beautiful jungle view and the staff was as friendly and helpful as possible. "
United States
Chris
The price is S$85
includes taxes & fees
28 Dec - 29 Dec
Cabañas El Bosque del Arenal
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

Hotel Mango

Hotel Mango

10/10 Excellent
"I loved the focus on guest comfort. It was a beautiful space with a lovely lounge area with pool and a pleasant restaurant. The staff was very friendly and helpful."
Amy Koshoffer 1-night trip
Posted 1 day ago
Hotel Mango

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 Balneario Las Musas, or get outside and enjoy nature at Parque Central. In the wider area, you’ll find San Ramon Municipal Market and Quesada City 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.