Guadalupe Vacation Rentals

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Check prices for these dates

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

Our top choices for Guadalupe vacation 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, (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
Living area
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 P10,574
P11,949 total
includes taxes & fees
Dec 29 - Dec 30
Hotel Los Sueños de Bajos del Toro
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 P5,195
P5,870 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Chalets Vistas del Poas
Terrace/patio
Aloj Entero 1km Juan Santamaría Airport

Apartment in San Antonio

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
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 P4,934
P5,869 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Aloj Entero 1km Juan Santamaría Airport
Premium bedding, free WiFi, bed sheets
Villazul 2

Villa in Sabana Redonda

Villazul 2
4.0 star property
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 P5,264
P5,948 total
includes taxes & fees
Dec 29 - Dec 30
Villazul 2
Private kitchen
Almendros Eco-Villas

Villa in La Fortuna

Almendros Eco-Villas
3.0 star property
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
Free cribs/infant beds, free WiFi, bed sheets
Las Cabanas

Cabin in Venecia

Las Cabanas
3.0 star property
9.0 out of 10, Wonderful, (14)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is P2,379
P2,689 total
includes taxes & fees
Dec 30 - Dec 31
Las Cabanas
Blackout drapes, 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
Terrace/patio
Villas Josipek

Vacation Home in Peñas Blancas

Villas Josipek
3.0 star property
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 P6,168
P6,970 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Villas Josipek
Outdoor pool
Villa Azul

Villa in Quesada

Villa Azul
3.5 star property
The price is P6,808
P9,161 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Villa Azul
Exterior
Villazul 1

Villa in Sabana Redonda

Villazul 1
4.0 star property
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 P4,997
P5,646 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Villazul 1
Exterior
Tilawa La Fortuna Glamping

Chalet in La Fortuna

Tilawa La Fortuna Glamping
3.0 star property
The price is P4,230
P4,780 total
includes taxes & fees
Dec 29 - Dec 30
Tilawa La Fortuna Glamping
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

Tilajari Hotel Resort

Tilajari Hotel Resort

10/10 Excellent
"Helpful staff"
Li 1-night trip
Posted 21 hours ago
Tilajari Hotel Resort

Find out more about Guadalupe

Search for holiday rentals in Guadalupe on Expedia! You can easily find your home rentals, villas, holiday apartments in Guadalupe using one of the methods below:

  • View our selection of featured holiday rentals in Guadalupe
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Look no further and take a look at our great range of rental properties in Guadalupe!

Frequently asked questions

Are there vacation rentals in Guadalupe?

Yes, you can find vacation rentals near the most popular points of interest in Guadalupe, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Guadalupe?

Yakari Grei Bungalows: This vacation home rental outside of Guadalupe offers a furnished balcony, a terrace, and a barbecue grill 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 larger area, you’ll find San Ramon Municipal Market and Jardín Botánico Else Kientzler.

What are vacation rentals like in Guadalupe?

Vacation rentals are private properties you can stay in for several days or more in Guadalupe. Vacation rentals feature amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.