Guadalupe Vacation 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 vacation rentals

Chalets Vistas del Poas

Chalets Vistas del Poas
3.0 star property
Vara Blanca
9.8 out of 10, Exceptional, (20 reviews)
"Family run, amazing staff, adorable A frame cabins in the clouds."
United States
Krista
The price is CA $114
CA $129 total
includes taxes & fees
Apr 7 - Apr 8
Chalets Vistas del Poas

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 CA $56
CA $63 total
includes taxes & fees
Apr 20 - Apr 21
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, (7 reviews)
"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 CA $249
CA $281 total
includes taxes & fees
Apr 7 - Apr 8
Hotel Los Sueños de Bajos del Toro

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 CA $109
CA $124 total
includes taxes & fees
Apr 14 - Apr 15
Nido de Montaña

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 CA $73
CA $82 total
includes taxes & fees
Mar 29 - Mar 30
Cabañas El Bosque del Arenal

Los Lagos Casas de Campo

Los Lagos Casas de Campo
3.5 star property
La Fortuna
9.8 out of 10, Exceptional, (18 reviews)
"Nice house about 20 minutes outside of town. Pool is nice- it’s heated at night. Beware of the rooster that starts crowing at 2 am. "
United States
Ky
Los Lagos Casas de Campo

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 CA $276
CA $315 total
includes taxes & fees
Apr 1 - Apr 2
Casa del Rio, a little oasis 15 minutes from the airport

Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
10.0 out of 10, Exceptional, (3 reviews)
"Nice poroperty. New,modern and chique"
United States
Brian
The price is CA $148
CA $167 total
includes taxes & fees
Apr 25 - Apr 26
Club Heasa - Men Only

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 CA $116
CA $138 total
includes taxes & fees
Mar 30 - Mar 31
Aloj Entero 1km Juan Santamaría Airport

Villa garita inn

Villa garita inn
4.0 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 CA $134
CA $179 total
includes taxes & fees
Apr 13 - Apr 14
Villa garita inn

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 CA $118
CA $133 total
includes taxes & fees
Apr 7 - Apr 8
Cabañas Lunas del Poas

Villa Azul

Villa Azul
3.5 star property
Quesada
Villa Azul

Hidden Paradise in La Garita with Private Pool

Hidden Paradise in La Garita with Private Pool
La Garita
9.6 out of 10, Exceptional, (89 reviews)
"Great stay- amazing location after airport and loved getting to hang out in the pool and in the outdoor patio areas in the mornings and see all the birds!"
United States
Hadley M.
The price is CA $225
CA $313 total
includes taxes & fees
Apr 11 - Apr 12
Hidden Paradise in La Garita with Private Pool

Nina´s - Juan Santamaria

Nina´s - Juan Santamaria
3.0 star property
Rio Segundo
7.6 out of 10, Good, (73 reviews)
"Great clean place to stay for the night before a flight."
United States
Ryan
The price is CA $91
CA $103 total
includes taxes & fees
Mar 28 - Mar 29
Nina´s - Juan Santamaria

Secure Central Valley Escape Near SJO + 27 Ideal for Families Modern Convenience

Secure Central Valley Escape Near SJO + 27 Ideal for Families Modern Convenience
Guácima
10.0 out of 10, Exceptional, (4 reviews)
"Had a wonderful stay! The condo was clean with a modern look and feel. It had all the essentials and nice amenities. The host was attentive and quick with responses. It truly felt like a home away from home. "
United States
Anonymous traveller
Secure Central Valley Escape Near SJO + 27 Ideal for Families Modern Convenience

Villas Vistas Paraiso

Villas Vistas Paraiso
Venecia
10.0 out of 10, Exceptional, (1 review)
"Logement très calme en pleine nature. Maria et sa maman étaient très acceuillantes. Elles nous on fait découvrir leur région . Balade avec la maman et coco le chien près de la rivière. très très bons échanges. Super petit déjeuner copieux. Très bonne adresse"
France
BENEDITE
The price is CA $131
CA $166 total
includes taxes & fees
Apr 20 - Apr 21
Villas Vistas Paraiso

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 CA $62
CA $95 total
includes taxes & fees
Mar 29 - Mar 30
Wooden Cabin for 4 people

Apart. Valhalla San Ramon

Apart. Valhalla San Ramon
Tejar
8.4 out of 10, Very good, (7 reviews)
"Great little apartment with all the necessities and within walking distance to anything downtown"
United States
Steve R.
The price is CA $33
CA $83 total
includes taxes & fees
Mar 29 - Mar 30
Apart. Valhalla San Ramon

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 CA $222
CA $253 total
includes taxes & fees
Mar 30 - Mar 31
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

Rivera Family Airport Apartments

Rivera Family Airport Apartments
3.0 star property
Rio Segundo
6.6 out of 10, (27 reviews)
"Not sure id recommend for single travellers it's on a back street - near a busy bar. i turned the fan on to drown out the street noise. Lots of men hanging around. But you get what you pay for. clean comfortable bed. Basic apartment but fine for just a sleep over"
United Kingdom
Catherine
The price is CA $88
CA $100 total
includes taxes & fees
Mar 28 - Mar 29
Rivera Family Airport Apartments
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Guadalupe. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Quesada City Park. In the larger area, you’ll find San Ramon Municipal Market and San Ramon Nonato Church.

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.