
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.

Modern/comfort great views 2Bath 2Bdr Escalante
This gorgeous and comfy condo has great natural light flowing through the apt. creating a wonderful ambience & great vibe. decorated with lots of love & taste & great effort thinking about your comfort & tranquility for an enjoyable stay. enjoy city views from your balcony. From the 29th floor of the URBN Tower you have fantastic views of the City Skyline & Mountains at day and stunning sunset views at night. Barrio Escalante is the trendy zone of the city, about 25min from Int'l Airport.

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.

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).

Cozy loft with panoramic view of San José
The loft is equipped so you can rest all day or work from here. You have a beautiful view of San José. It has a kitchen, comfortable bed, a comfortable bathroom, and all the amenities. But if you decide to go out for a walk, you will have the most relevant gastronomic area of San José, graffiti, restaurants, parks so you can have a coffee in a safe area full of the Costa Rican capital spirit. Work or rest, in a central and accessible area.

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.

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

Mercury

SanJoseito, Luxury in the City

Luxury Apartment, San José, La Sabana, Del Lago

Bö-hemian 1201

Urban Jewel on the 30th floor; SECRT

WoodRechelle: Warmth, Elegance

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

Near SJO airport new apartment A C free 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

Warm apartment, security and free parking

5 min from Airport | Transfer ($) | Pool | Gym

Comfort A/C and strategic location SJO Airport
Condo rentals with a pool

ART & STYLE - Wonderful space for a couple

Concrete Jungle Experience 25th Floor Secrt Sabana

Relaxing Apt 20th Floor! Pool Wifi AC.

Sunsets & Style — Modern Stay in Trendy Escalante

Urban Lux Apt•Pool•Prime Location• Parking •GYM•AC

Magical Penthouse in Prime Location+ Cima Hospital

Comfortable apartment in upscale neighborhood

Cloud Nine Penthouse - Urban Bliss
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 G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 1,060 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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- Condo rentals San Jose Province
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- Jaco Beach
- Dominical Beach
- La Sabana Park
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Poás Volcano National Park
- Parque Diversiones
- Marina Pez Vela
- Chirripo National Park
- Parque Nacional Los Quetzales
- Parque Nacional Braulio Carrillo
- Carara National Park
- Irazú Volcano National Park
- La Cruz del Monte de la Cruz
- Turrialba Volcano National Park
- Parque Viva
- University of Costa Rica
- Playa Jacó
- National Theatre of Costa Rica
- Hotel Pumilio
- Río Agrio Waterfall
- Catarata del Toro
- Britt Coffee Tour
- Parque Central




