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Condo holiday rentals in Guadalupe

Find and book unique condos on Airbnb

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Popular amenities for Guadalupe condo rentals

Weekly condo rentals

Superhost
Condo in Escalante
4.89 out of 5 average rating, 64 reviews

ART & STYLE - Wonderful space for a couple

JamieRating, 5 stars1 month ago
This was an excellent unit. Much cozier and comfortable than many I’ve stayed in. When I arrived, there was a broken window shade. I let the host know and they immediately offered to fix it! They were also very understanding when I broke a pitcher of water on the ground. Thanks!
Superhost
Condo in Curridabat
4.87 out of 5 average rating, 54 reviews

Luxurious Suite Apartment

MarquisRating, 5 stars2 weeks ago
I can’t recommend this place enough, it’s by far one of my favorite Airbnbs. Diana is a great host, this location is perfect and the morning view is AMAZING!! I will definitely be returning. Thank you so much
Guest favourite
Condo in San José
4.86 out of 5 average rating, 65 reviews

Relaxing Apt 20th Floor! Pool Wifi AC.

HazelRating, 5 stars1 month ago
Excellent place! I loved it… very comfortable and nice! I highly recommend it if you are interested in moving to any area of the country, this is an excellent starting point, so that you can organize your itinerary. It's an area where you can find everything and with excellent hosts! I certainly hope to visit them again ♥️
Superhost
Condo in San José
4.85 out of 5 average rating, 20 reviews

Apart Tot Equip 1HAB 2BA Cond Lujoso Piscina+Gym

YeseniaRating, 5 stars2 weeks ago
It is an excellent place to stay. It has everything you need and more. The pool, gym and play and rest areas give it a plus. I felt calm and safe with my child. Jennifer is a great host
Guest favourite
Condo in Heredia
4.85 out of 5 average rating, 374 reviews

Relaxing, charming & private fully equipped Condo

DanielaRating, 5 stars1 week ago
Comfortable, nice and clean place. Location is accesible and friendly
Top Guest favourite
Condo in La Uruca
4.97 out of 5 average rating, 59 reviews

An oasis in the city, new apartment

IrisRating, 5 stars3 weeks ago
We loved this place! By far the best bang for our buck. Definitely looking forward to booking with Zaida again. Thank you!
Top Guest favourite
Condo in Cinco Esquinas
4.98 out of 5 average rating, 60 reviews

Centrally located 1BDR modern apt (views+pool)

JayRating, 5 stars1 week ago
Everything was great. No complaints
Guest favourite
Condo in Curridabat
4.94 out of 5 average rating, 63 reviews

Beautiful apartment, overlooking the mountains.

BeatrizRating, 5 stars4 weeks ago
Rigo is an excellent host, I loved the excellent communication he had from the beginning and I take a lot of encouragement. The apartment was like feeling at home, and I was fascinated by the cleanliness and cleanliness in everything. I am very satisfied because more than a home, it was a pleasant experience.

Pet-friendly condo rentals

Superhost
Condo in Curridabat
4.85 out of 5 average rating, 181 reviews

Cozy Private Apartment in San José

IndiraRating, 5 stars4 weeks ago
Excellent place, centrally located and equipped with everything you could need. Independent entrance and unbeatable location. I loved it, I was very comfortable.
Guest favourite
Condo in Mata Redonda
4.92 out of 5 average rating, 157 reviews

30 mins SJO | Pool View | Premium Appt | Parking

OscarRating, 5 stars2 months ago
Great communication with the hosts, very beautiful the tower and the apartment specifically!
Superhost
Condo in La Uruca
4.92 out of 5 average rating, 118 reviews

ChiVa House Centric&Safe Apt Digital Nomad 6px A/C

MaythemiRating, 5 stars2 weeks ago
This apartment is the one I would like to stay at every time I have to go to San Jose. After a busy day in the city, it's the perfect place to relax and rest, it is very quiet neighborhood and the location is very convenient as it is very easy to get to. The kitchen is well equipped, with good stainless steel pots so I would have even be able to cook a meal! Very comfortable bed, a perfect walk-in closet and all the appliances I needed. Sheyla is very helpful and attentive, she replies promptly to all messages and is very kind! I highly recommend this apartment and hope to be able stay here on my next trip to San José!
Guest favourite
Condo in Alajuela
4.93 out of 5 average rating, 235 reviews

Apartment 10 Min from Airport JSM + Parking + WIFI

FordonRating, 5 stars1 week ago
Steven is a great host. accommodating and responsive. place is always clean and comfortable. Will continue to stay here in the foreseeable future when in San Jose
Guest favourite
Condo in Mata Redonda
4.84 out of 5 average rating, 291 reviews

Alicia's Garden Apartment at Secrt

LeslieRating, 5 stars6 days ago
Great location, perfect stay for a couple or a single person. Amazing building, all amenities included and everything was as described.
Guest favourite
Condo in Hatillo
4.9 out of 5 average rating, 125 reviews

Warm and nice apartment with Netflix and secure parking

DanielRating, 5 stars2 weeks ago
Very kind and the apartment is super comfortable
Superhost
Condo in Sabana
4.8 out of 5 average rating, 108 reviews

Unique Apartment in a New and Modern Condominium

DilanRating, 5 stars1 month ago
Excellent place, it's always a pleasure to come, just like in the photos, everything is perfect and its location is excellent, thank you!
Guest favourite
Condo in Mata Redonda
4.9 out of 5 average rating, 234 reviews

Trendy Apart. Sabana w/View, HighSpdWiFi & Parking

EdsartRating, 5 stars2 weeks ago
very good location for business arangements. the apartment looks over the pool. it does not feel you are in a tower. Great amanaties. large apartment

Condo rentals with a pool

Guest favourite
Condo in Mata Redonda
4.95 out of 5 average rating, 44 reviews

Incredible views (28th floor) and great location

PamelaRating, 5 stars3 weeks ago
Stayed for four months at this condo and I always felt safe. The location is unbeatable with access to public transportation and good platform transportation services (Uber and Lyft). Jorge and Mauren always responded quickly to my questions and requests. I'll definitely go back to this condo when needed. Thank you for making my stay a very good one!
Guest favourite
Condo in Escalante
4.97 out of 5 average rating, 38 reviews

Sunsets & Style — Modern Stay in Trendy Escalante

ScottRating, 5 stars2 weeks ago
I said that Giovanni’s during my first trip to Costa Rica. Location was great. There were tons of things to do nearby. The building is very secure and the food was really good. Downstairs at the pasta bar, but also nearby restaurants never takes more than four or five minutes for an Uber to arrive at the condo. Definitely work. Price and I will definitely stay there again. Next time that I’m in San Jose.
Guest favourite
Condo in Sabana
4.93 out of 5 average rating, 140 reviews

Luxury Apartment, San José, La Sabana, Del Lago

KareemRating, 5 stars2 weeks ago
I stayed here for 2 months whilst studying in San Jose. The flat was great - fully kitted out for a long stay, great location next to the park but walkable into the centre, and excellent amenities in the flat itself with a gym and a pool. Check in and out both very easy, hosts super responsive during the stay. Strongly recommend!
Guest favourite
Condo in La Uruca
4.9 out of 5 average rating, 29 reviews

The Luxe Lounge on 16th Floor, Downtown W/AC

MarionRating, 5 stars1 month ago
I've stayed at three different luxury buildings in San Jose and this was by far the best. The location is central, and you have all the trappings of a resort at your disposal: two pools, a gym, sauna and lovely rooftop spaces for working and lounging, with great views. There's an upscale food court across from the building, where everything is excellent, including the coffee at Cafe Etiopia, and even a small convenience store. The place costs a little bit more than some like it, but we were glad to have the two bathrooms. We discovered a bunch of "hidden" amenities, like umbrellas, rain ponchos, and extra chargers. In the kitchen you even have an air fryer, blender, and toaster. Communication with the host was cordial and prompt. We'd not only come back again, but would buy a condo just like this one if we hit the lottery.
Superhost
Condo in Escalante
4.81 out of 5 average rating, 93 reviews

Modern/comfort great views 2Bdr 2Bath Escalante

SaurayaRating, 5 stars1 week ago
I had the most amazing stay at this Airbnb in San Jose! The apartment was absolutely perfect—clean, stylish, and super comfortable. The building itself was beautiful and felt very secure, with great amenities. One of the best parts was the location—surrounded by walkable streets, cute cafes, restaurants, and shops all just steps away. Everything I needed was within reach, and it made exploring the area so easy and enjoyable. Highly recommend staying here if you want the perfect mix of comfort and convenience! I’ll be back!!
Superhost
Condo in Rohrmoser
4.86 out of 5 average rating, 96 reviews

Luxury SkyView Apartment 2BR

BrenerRating, 5 stars4 weeks ago
Everything was perfect!
Superhost
Condo in Rohrmoser
4.9 out of 5 average rating, 41 reviews

Cloud Nine Penthouse - Urban Bliss

CorrinaRating, 5 stars2 months ago
we ran into a major snag that was not at all the fault of the host, but people should be aware and hopefully the building will communicate better in the future. Management posted in the elevator that power would be out from 7:30-8:30 in the morning on Easter Sunday. Inconvenient enough, but electricity (elevators) we're not restored until about 12:15! We had luggage and are both disabled. So we were stuck. There was also no communication from the building that it would have extend that long past the scheduled time. otherwise perhaps we could have hired someone to help? So we missed expensive flights for 3 people, and also expensive, important medical appointments in Mexico. I think we had some insurance so will probably get some reimbursement, and the hosts were very generous and offered to help. I assume this was an unusual situation. Aside from that, this is a beautiful apartment and wonderful building. Views from Secrt Sabana and Sky Garden in mornings are spectacular.
Superhost
Condo in La Uruca
4.84 out of 5 average rating, 80 reviews

Stylish High-Rise • Luxury Stay in Downtown SJ

AlonsoRating, 5 stars2 days ago
The apartment is as advertised. The location is perfect and nearby you will find what you need to spend a comfortable vacation.

Quick stats about condo rentals in Guadalupe

  • Total rentals

    10 properties

  • Nightly prices starting at

    $17 NZD before taxes and fees

  • Total number of reviews

    820 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

Destinations to explore