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Vacation rentals in Guadalupe

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Top-rated vacation rentals in Guadalupe

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Apartment in La Uruca

5 out of 5 average rating, 23 reviews

Top-floor overlooking uptown | a/c & parking

JorgeRating, 5 stars3 days ago

Amazing host and view. The unit is located in a very centric location making everything g required accessible! If you love to exercise then you will not be disappointed with the Gym! There is a swimming section, basketball, and much more. The building has security all around making you feel secured 24/7. Definitely my go to unit for future travels! Book it you won’t regret it.

Condo in Rohrmoser

4.93 out of 5 average rating, 136 reviews

Luxury, comfort and strategic location San José

BritneyRating, 5 stars2 weeks ago

The host was very nice and responded very fast anytime i had a question. The area is very nice and the place is very clean. Everyone in the building is nice and friendly and there i a lot of things to do. I would definitely come back again 10/10

Loft in Curridabat

4.87 out of 5 average rating, 216 reviews

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

JosephRating, 5 stars1 week ago

I have stayed here twice because it is a great place to stay with many conveniences. A combination of local eateries as well as international fastfood chains are within easy walking distance. The train station is just a 5 minute walk away. This studio is fully equipped with all eating utensils and appliances for a comfortable stay. The swimming pool and barbecue pit are a great feature and the views from. the top floor are amazing. Jorge puts a little extra Into providing a welcoming experience including fashioning the bath towels into swans. This is a great place to stay and is reasonably priced.

Loft in Escalante

4.79 out of 5 average rating, 279 reviews

Apartment with a privileged view of the capital

SilviaRating, 5 stars1 day ago

Muchas gracias por todo, mi hija y yo la pasamos genial, el lugar es maravilloso, en la parte más hermosa de barrio Escalante, la mejor ubicación, cerca de todo y a la vez muy seguro, la vista asombrosa y te provee todo lo que necesitas. Si buscas un lugar elegante donde disfrutar tu estadía en San José, esta es tu opción. Thank you so much for everything. My daughter and I had a wonderful time. The place is wonderful, in the most beautiful part of the Escalante neighborhood. It's the best location, close to everything yet very safe. The view is amazing, and it provides everything you need. Looking for an elegant place to enjoy your stay in San José? This is your choice.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Guadalupe vacation rentals

Free parking on premises

Air conditioning

Stay near Guadalupe's top sights

Barrio Escalante190 locals recommend

Hospital La Católica12 locals recommend

Mas x menos87 locals recommend

Ciudad de la Investigacion3 locals recommend

Mall San Pedro65 locals recommend

Kid's museum63 locals recommend

Other great vacation rentals in Guadalupe

Condo in Río Oro

4.83 out of 5 average rating, 69 reviews

Modern Lakeview Penthouse: Pool/Gym

NicholasRating, 5 stars2 days ago

my daughter and i always love to stay in avalon on our daddy/daughter trips to the valley, and this condo was by far the most like home. amazing 3rd floor location, corner of the building (ridiculously quiet), and over the lake. coming from guanacaste, its nice to have that many windows to open on colder nights, and was almost torture to leave early on a sunday to beat holiday traffic heading back north. absolutely amazing stay.

Place to stay in Montecito

5 out of 5 average rating, 4 reviews

Mountain House 12 Bedrooms (+27 guests) Wifi + GYM

GianinaRating, 5 stars3 months ago

Quiet place spacious and clean we were very comfortable during the stay and we had a very nice time Thank you for your attention

Condo in Granadilla

4.86 out of 5 average rating, 14 reviews

Urban oasis. Enjoy spectacular moments here

HeraeusRating, 5 stars3 weeks ago

Thank you so much for having our visitors. They always feel at home and well cared for.

Apartment in La Uruca

4.79 out of 5 average rating, 28 reviews

The Relax Hub Downtown w/ AC 20 Min From Airport

JohnRating, 5 stars1 month ago

Great place much better than I expected. Very clean and professionally managed

Townhouse in Alajuela

4.83 out of 5 average rating, 58 reviews

House in condominium. With pool, 2 bedrooms.

WilliamRating, 5 stars3 weeks ago

A place to stay again.

Apartment in Rohrmoser

4.78 out of 5 average rating, 32 reviews

Penthouse apartment

KaleeRating, 5 stars1 month ago

Maripaz was so helpful throughout my stay, very quick and responsive. The apartment is beautiful and the amenities of the building were very nice as well. As others mentioned, the construction and obstruction of view was a bit of a pain, but obviously something outside of the host's control. Overall, I'd highly recommend this stay, the host does a wonderful job. Be careful with the glass door on the shower- I had an incident, but the host responded immediately and was so helpful.

Home in San Rafael

4.8 out of 5 average rating, 54 reviews

Cozy summer house

FuzzyRating, 5 stars2 weeks ago

From start to finish Tracee was a great host. She communicated very well, even though we do not speak much English. The site said she communicate in about 4 hours. That was not true at all. It was more like 15 minutes. She sent all the documentation to get in to the gated community. She is a great communicator and did everything in her power to make our stay worthwhile and peaceful. The price was very reasonable also for the two bedroom, two bath villa. Thanks Tracee for all the help with everything.

Apartment in San José

4.66 out of 5 average rating, 38 reviews

New mountain view 2 bedroom - amazing amenities.

JefryRating, 5 stars1 week ago

Excellent location

Quick stats about vacation rentals in Guadalupe

Total rentals
200 properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
5.7K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
10 properties have a pool

Frequently Asked Questions

How much does it cost to stay in guesthouse rentals in Guadalupe?
Experience the best of Guadalupe with our guesthouse rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Guadalupe have a kitchen?
Absolutely! We offer over 60 apartment rentals with a kitchen in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Guadalupe?
Yes! Work meets play with ease at over 110 vacation rentals in Guadalupe featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Guadalupe vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Guadalupe, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Guadalupe have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Guadalupe?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 40 homes with a kitchen, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Guadalupe have free parking?
Absolutely! We offer over 30 apartment rentals with free parking in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Guadalupe have wifi?
Absolutely! We offer over 60 apartment rentals with wifi in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Guadalupe?
Four-legged friends are welcome in Guadalupe. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Guadalupe?
Guadalupe has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore