
Condo vacation rentals in Guadalupe
Find and book unique condos on Airbnb
Top-rated condo rentals in Guadalupe
Guests agree: these condos are highly rated for location, cleanliness, and more.

Quiet Gorgeous Queen Bed Studio Apartment+Jacuzzi
Extremely safe doorman building located in one of the 50 coolest neighborhoods in the world according to the time out magazine. Best Location in town !!! Be received by staff who will enable an ease check-in with a smart lock into the apartment. Enjoy the view of an amazing sunset in the jacuzzi, then get ready to dine in one of the 70 restaurants in the area. Afterwards, come back to sleep in an extremely comfortable queen bed. Wake up and make an exquisite cup of gourmet costarican coffee.

Luxury 14th-Floor Apartment with Views in San José
Discover tranquility in this centrally-located haven near Barrio Escalante. Enjoy a cozy retreat just steps from the city’s top restaurants, offering local and international cuisine. You will find a grocery store just in front of the main gate. Next to the building, there is a bowling and a Mall 5 minutes waking. Immerse yourself in culture with nearby museums, cinemas, and art scenes. You’re less than an hour from stunning natural attractions-volcanoes, mountains, and beaches await!

Industrial 2BR perfect location w/AC + sunset view
Take a morning stroll in the park before heading back to your centrally-located, industrial 2 br apartment that will welcome you with high-speed wifi, top-of-the-line kitchen appliances, amazing decor, comfortable beds, and sunset views from a 12th floor overlooking the city. Not only will you have access to unparalleled amenities like a semi-Olympic pool, saunas, gym, and co-working space, you will be a walking distance from the best restaurants, coffee shops, and grocery stores in town.

NEST Suite 22nd floor
We offer you a 2-bedroom 2 full bathroom with an open balcony so you can spend a quality and relaxing time with the best view of San Jose. The apartment is in a secure building with security and concierge 24/7, several amenities that you can take advantage of like spa, gym, lounge etc. Within walking distance, you have 2 shopping centers with supermarkets, pharmacies, and several restaurant options You will also find underground secure parking. Make sure to read house rules closely.

Stylish 1 BR w A/C, Private Terrace
Enjoy a stylish experience at this centrally-located condominium, less than half a mile from downtown and in the heart of the trendy gastronomic Barrio Escalante with countless options of restaurants and bars. Whether working remotely, visiting friends, health tourism or on holiday, with speedy internet, fully equipped kitchen and bathroom, a very calm and serene terrace, gym and pool, coworking, lounge and bar, you will feel right at home with the touch of the latin culture.

Relaxing, charming & private fully equipped Condo
Relax in a quiet, cozy place, with all the comforts for you to enjoy your stay. Non-smoking apartment or inside the premises. *No A/C* Torres de Heredia condominium. the apartment has 1 bedroom with king size bed, fiber optic Wi-Fi, tv cable, a fully equipped kitchen, Fridge, Microwave, Coffee maker and dining table, and living room. The condominium has 24/7 security. Social area with pool, BBQ, terrace sofas to relax, pool, and coworking area. *No A/C*

Apartment with tropical garden in Bº Escalante!
To experience the atmosphere in one of the most emblematic places in San José, Barrio Escalante, full of gastronomy, art and history. An apartment full of details, with a beautiful tropical garden and terrace in front of the rooms. With all the comforts to feel at home. An injection of life within the warmth of this old Josephine neighborhood. Close to everything you need and still on a quiet street. With parking for a small car (sedan or a compact).

URBN-Escalante apartment with parking
Brand new studio with the best location in town. Comfortable and cozy studio apartment with fully furnished kitchen, dining table, works pace, queen bed, one full bathroom, living area, indoor parking and balcony. The apartment is in a brand new 29 story building, with many social areas and amenities: gym, pool, yoga studio, laundry area, library and the lounges and work spaces with literally the best views of the city.

Architect's Apartment, 21st Floor, Amazing View
Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Zona muy transitable, cerca de parques, centros comerciales y restaurantes. Aeropuerto: A 16 km, serían 35 min aproximadamente, dependiendo del tráfico. Parque metropolitano La Sabana: 1km Parqueo Privado No A/C

Nest House for Rest, Relax, Work. Near UCR
Este es un lugar especial y único, podrás oír el sonido relajante del río y los pájaros mientras descansas o trabajas. Es como un pulmoncito en la ciudad donde aún se puede apreciar mucha flora y fauna. A 15 minutos del centro de San Jose, a 15 min caminando de la UCR. En un residencial privado, seguro y tranquilo.

Spectacular place
This unique place has a style all its own. Strategically located near free zones and the airport Tower B, 11th floor, Torres de Heredia condominium, in front of the Metro free zone In a condominium tower with excellent common areas It has parking and 24-hour security

Bohemian Apt IFreses! Pool, Wifi, Gym
Apartamento ideal para descansar con una increíble vista, tiene todo lo que necesitas para estadías cortas o largas! Contamos con parqueo para ustedes! sin embargo motos o pickups no entran en la torre deberan parquear afuera o en parqueo privado
Popular amenities for Guadalupe condo rentals
Weekly condo rentals

Apartment in Barrio Escalante,San José with A/C

Loft Bö-607 | Style and comfort in Barrio Escalante

Sunsets & Style — Modern Stay in Trendy Escalante

Stunning Cozy Flat w/ Mountain Views+Wi-Fi + Gym

Bo-Escalante. Parking, A/C, WiFi, Pool, Gym

Modern/comfort great views 2Bdr 2Bath Escalante

WoodRechelle: Warmth, Elegance

Centrally located 1BDR modern apt (views+pool)
Pet-friendly condo rentals

30 mins SJO | Pool View | Premium Appt | Parking

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

Ponderosa Flat

Cozy Apartment 10 Min fromJSM Airport+Parking+wifi

Alicia's Garden Apartment at Secrt

Modern & Cozy Apartment!

Warm apartment, security and free parking

5 min from Airport | Transfer ($) | Pool | Gym
Condo rentals with a pool

ART & STYLE - Wonderful space for a couple

Incredible views (28th floor) and great location

Khaya Apartment

URBAN LUX APT w/Prime Location•Fast WIFI•Pool•Gym

Luxury SkyView Apartment 2BR

360 Rooftop view! Pools, Gym, AC, 3 bedrooms

Apartment in Bö Escalante

Comfortable apartment in upscale neighborhood
Quick stats about condo rentals in Guadalupe

Total vacation rentals
Explore 30 vacation rentals in Guadalupe

Nightly prices starting at
Guadalupe vacation rentals start at R171 ZAR per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Guadalupe vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Guadalupe rentals

4.8 Average rating
Guadalupe stays are highly rated by guests—averaging 4.8 out of 5!
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