Holiday houses in Guadalupe
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Top-rated holiday rentals in Guadalupe
Guests agree: these stays are highly rated for location, cleanliness and more.
Guesthouse in San Antonio
4.98 out of 5 average rating, 152 reviewsAmazing City Views/Guest house Escazú (2 Guests+2)
Had a great time! Beautiful home, nice accomodations. Lots of rain, but it was the rainy season. Rodrigo is friendly and extremely helpful.
Apartment in Escalante
4.96 out of 5 average rating, 228 reviewsQueen Bed Yogui Studio + Hot Tub
Definetly recommended! The appartment was very clean and the view is absolutely fantastic. Gabriel was a nice host and the communication was fast and good. In the surrounding area are a lot of bars and restaurants and it felt always safe to walk around.
Apartment in Santa Ana
4.93 out of 5 average rating, 40 reviewsTranquil Oasis: 1BR Retreat
Great, location, great host, easy check in, super fafe, clean , you’ll get everything you need, 100% recommended!
Condo in Mata Redonda
4.95 out of 5 average rating, 84 reviewsConcrete Jungle Experience 25th Floor Secrt Sabana
The place looks just like the photos. Very good location.
Apartment in San Rafael de Escazú
4.89 out of 5 average rating, 18 reviewsUpscale comfy in top-rated area
Fantastic location, great security, friendly neighbors. We were in town for medical procedure with our pets and this was the perfect place to prepare and recover before heading back home 4 hours away. The owners were quickly responsive to any questions and concerns and were a step ahead of us with feeling welcomed.
Villa in Pilas, Alajuela Province,
4.93 out of 5 average rating, 180 reviewsPrivate Spacious Villa w/ Pool & Views near SJO
Great listing, great home
Condo in Sabana
4.76 out of 5 average rating, 17 reviewsWanderlust Wonderland: Work & Relax in Costa Rica
Amazing place, our stay was short but sweet, I highly recommend this place. The rooftop is great to explore and is very close to a lot of local restaurants and other places of interest.
Condo in Rohrmoser
4.92 out of 5 average rating, 132 reviewsLuxury, comfort and strategic location San José
The apartment was beautiful, clean and spacious. The air conditioners in the rooms worked well. We had everything we needed - did not really cook - made coffee and eggs. The apartment faces a park and the building has a nice gym and pool. The apt is walking distance to a shopping plaza, small bars/coffee shops and also to the highway (with its pros and cons/noise). We would come back to Veronica's apt!
Cabin in San Isidro
4.85 out of 5 average rating, 394 reviewsMountain View Cabin Cabin
Great place to stay and look at the city lights
Loft in Curridabat
4.86 out of 5 average rating, 199 reviewsBeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD
Nice studio with all the amenities you need. The city view is stunning. The pool on the top floor is a huge plus to the stay. Close to everything you need to see in San José.
Apartment in Escalante
4.9 out of 5 average rating, 190 reviewsAmazing Private Terrace Flat A/C+Pool+Gym+100MB
Great host’s,great place,great location!!!
Condo in San Rafael
4.84 out of 5 average rating, 19 reviews3BR Home w/ AC & high speed internet near airport
The place was fantastic for what we needed. Walkable access to many great restaurants, a small grocery store that had plenty to work with, and a gym. Well outfitted kitchen, great WiFi and smart tv. Comfy beds. It’s in a gated community with several other clusters of condos, each with their own gate & security. Be prepared to tell security you are renting an Air B&B with the info that Michael sends you every time you come in. Michael’s communication was excellent and friendly. Very great value four our family of four! I
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Other great holiday rentals in Guadalupe
Condo in Río Oro
4.87 out of 5 average rating, 62 reviewsModern Lakeview Penthouse: Pool/Gym
The condo is in a really really nice private and secure complex. It was very clean and nicely decorated. Comfortable beds and extra blankets. We will definitely stay here again!
Place to stay in Montecito
5 out of 5 average rating, 4 reviewsCasa de Montaña 12 Hab. (+27 guests) Wifi+GYM
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 San José
4.72 out of 5 average rating, 131 reviewsPenthouse with incredible views of the city
Marlene was very accommodating. We had to leave our other Airbnb. Marleny has. 2 night stay requirement and we only needed 1 night stay to head back to Jaco, she changed the requirements for us. We do not know Marleny at all. We had a group of 9 and she was just so nice and caring. We needed a hdmi cord for my son’s Xbox. She brought one right up to us. Thank you sooooo much. Everyone should book her home. Absolutely stunning the view is everything.
Apartment in Mata Redonda
4.92 out of 5 average rating, 24 reviewsBlue Nun at 29's
Everything perfect beautiful place has it all
Apartment in La Uruca
4.86 out of 5 average rating, 22 reviewsThe Relax Hub Downtown w/ AC 20 Min From Airport
the place is amazing everything you need to feel more ar home.they even have a great zen room .our host was always quick to respond and so nice.
Townhouse in Alajuela
4.83 out of 5 average rating, 53 reviewsHouse in condominium. With pool, 2 bedrooms.
Very helpful and accommodating with a special request. I will definitely consider staying here again!
Apartment in Rohrmoser
4.77 out of 5 average rating, 26 reviewsPenthouse apartment
It's a beautiful one bedroom condo on the 23rd floor. In regards to safety it is card accessed. So your room key only allows you to access your own floor and the rooftop pool area. Her home is very tastefully decorated. Very clean . Balcony has nice view of the city. She provided 3 bags of chips along with 3 bottles of water. On the 24th floor is the roof top pool, barbecue area etc. I highly recommend checking it out. There's a great little coffee machine in the lobby, an Indian restaurant and a casual breakfast, lunch and dinner place within 200 feet of her home. I will stay her again. Eliot
Apartment in San José
4.68 out of 5 average rating, 31 reviewsNew mountain view 2 bedroom - amazing amenities.
Super clean. Gorgeous views. Host left us a bottle of wine and some treats which was lovely. Would definitely return!
Quick stats about holiday rentals in Guadalupe
Total rentals
210 properties
Nightly prices starting at
$16 AUD before taxes and fees
Total number of reviews
5.1K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Destinations to explore
- San José Holiday rentals
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