
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.

Well located, Safe w AC Laundry & Parking San José
Luxury apartment with A/C, cozy, and perfectly located in the heart of the city. This fully equipped space, with modern and elegant decoration, offers you the freedom to live safely and comfortably while exploring everything the city has to offer. Close to tourist attractions, banks, supermarkets, and restaurants. (The condominium has 8 restaurants within the facilities) The International Airport (SJO) is 20 minutes away, La Sabana Park and the new National Stadium are 3 min away in San Jose.

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!

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.

5 min from Airport | Transfer ($) | Pool | Gym
The condo has 2 bedrooms, a living room, dining room, kitchen, 2 bathrooms, and is located 2 miles from SJO Airport. Additionally, you’ll be just 2 minutes away from City Mall and Walmart. • Airport Transfer Available (at an additional cost) • 24/7 security • Pool • Gym • Coworking space • High-speed internet • Clubhouse • Parking You'll find in the apartment coffee, a fully equipped kitchen, AC units (in the bedrooms and living room), TV, king-size bed, and full-size bed.

Joya Urbana on the 30th floor; SECRET
Immerse yourself in the magic of this apartment on the 30th floor of SECRT Sabana, inspired by *Alice in Wonderland of Wonders*. Designed with warm decoration of plants and lights, it has a private bedroom, closet, and workspace. Fully equipped kitchen with basics included, and bathroom with amenities. Enjoy spectacular views and buy snacks, drinks, and personal items available in the apartment. Everything you need for a unique and comfortable stay. Parking $15 additional

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).

MINT Apt 17th Floor View IFreses w/ Pool Wifi AC
Enjoy a unique stay in this stylish apartment with a panoramic view and prime location. Fully equipped with air conditioning, a complete kitchen, Smart TV, and blackout curtains for maximum comfort. Exclusive amenities: ✔ Pool for relaxation ✔ Game room for entertainment ✔ Private cinema for an immersive experience ✔ Coworking space for a productive stay Perfect for business or leisure trips. Book now and enjoy the experience!

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
Popular amenities for Guadalupe condo rentals
Weekly condo rentals

Apartment in Barrio Escalante,San José with A/C

Concrete Jungle Experience 25th Floor Secrt Sabana

Sunsets & Style — Modern Stay in Trendy Escalante

Cozy Apartment 10 Min fromJSM Airport+Parking+wifi

Ponderosa Flat

Centrally located 1BDR modern apt (views+pool)

Industrial 2BR perfect location w/AC + sunset view

River view! & Cozy Apt. Central Modern Amenities
Pet-friendly condo rentals

Luxury on 19th Floor-A/C and Close to SJO Airport

Studio: Pool, Security, Peace

30 mins SJO | Pool View | Premium Appt | Parking

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

Alicia's Garden Apartment at Secrt

Modern & Cozy Apartment!

Unique Apartment in a New and Modern Condominium

Warm apartment, security and free parking
Condo rentals with a pool

Condominium full of amenities

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

AC and King Bed - Full Equipped Apartment

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

Luxury SkyView Apartment 2BR

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

Apartment in Bö Escalante

WoodRechelle: Warmth, Elegance
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 R170 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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