
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.

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.

Modern Cozy Apartment, Amazing Amenities
Steps from La Sabana Metropolitan Park and the National Stadium, this modern, quiet 12th-floor apartment is ideal for couples and digital nomads. You’re minutes from downtown San José with easy access to restaurants, cafés, bars, and museums. Designed around a signature coffee bar—perfect for slow mornings, focused workdays, or a cozy night in. Check in anytime via the 24/7 lobby (quick registration), then enter with a digital door lock. Enjoy a dedicated desk and fast 196 Mbps Wi-Fi.

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.

Studio apartment in gastronomic Escalante
Apartamento tipo estudio URBN Escalante (piso 22). Baño completo, cama matrimonial, sillón, toallas, tv por cable e internet y Google Chromecast, refrigeradora, plantilla de inducción, utensilios de cocina, coffeemaker, ventilador eléctrico. Áreas compartidas: piscina, gym, área de reuniones, terraza, bar, sala de yoga, biblioteca y más. Gran variedad de restaurantes en los alrededores. ESTACIONAMIENTO DE PAGO: Preguntar previamente por disponibilidad. VISITANTES son restringidos.

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.

City view, A/C near the airport, 1903
It is an apartment with an excellent distribution and a modern and contemporary aspect, located near the La Sabana Metropolitan Park, an area with excellent restaurants, entertainment venues, and very close to shopping centers, Juan Santamaría airport, etc; It is on the 19th floor, with a view to the east, the mountains and the city steal the show at all hours of the day, without a doubt the sunset and night are the favorites for their colors and lights.

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).

2 - Beautiful full condo in Otoya neighborhood
Complete Condo Complex, Located in a strategic area in San José, exclusive area very close to everything: restaurants, bars, parks, Simón Bolívar zoo, museums, theaters, malls, easy access to buses, train, you can walk, very close to the Foreign Relations building, Embassy of Mexico, Sociatel Hostel. Our condos are fully equipped with luxury finishes, fast Internet, private access among others. **We have 2 parking spaces subject to availability**

Oasis Barrio Escalante perfect/sunsets studio A/C
Brand new studio in a great location. 'URBN Escalante', a majestic 29-story building that has the best views and sunsets in San José, Alajuela and Heredia. Complemented by many amenities for your enjoyment. Unique common areas where Costa Rican hospitality will welcome you. Located in the modern Barrio Escalante, an old luxury residential area with unique architecture from the 40s and 70s.

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.

Skyline Loft 22nd Fl | Panoramic Views · San José
Wake up 22 floors above San José with an uninterrupted 180° view of La Sabana Park, the Central Valley mountains, and the city skyline. This modern skyline loft pairs hotel-level comfort with the freedom of a private apartment—perfect for business trips, staycations, or digital-nomad escapes.
Popular amenities for Guadalupe condo rentals
Weekly condo rentals

Apartment in Barrio Escalante,San José with A/C

Café facing the Volcano

Sunsets & Style — Modern Stay in Trendy Escalante

Luxury Apartment, San José, La Sabana, Del Lago

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

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

Flofy Apartment - Pool - Parking - Security

Luxury SkyView Apartment 2BR
Pet-friendly condo rentals

Fully-Eqpd 2BR 2BA in Luxury GC w/Pool+Gym+24/7Sec

30 mins SJO | Pool View | Premium Appt | Parking

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

Cozy Apartment 10 Min fromJSM Airport+Parking+wifi

Alicia's Garden Apartment at Secrt

Modern & Cozy Apartment!

Warm apartment, security and free parking

Unique Apartment in a New and Modern Condominium
Condo rentals with a pool

Lovely space - awesome San Jose view from 26th fl

Apartment designed for your rest

Loft Bö-607 | Style and comfort in Barrio Escalante

COZY studio w/ Sky pool, WiFi, WIFI & GYM

Relaxing Apt 20th Floor! Pool Wifi AC.

SanJoseito, Luxury in the City

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

Bö-hemian 1201
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 ﺩ.ﺇ37 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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