
Condo vacation rentals in Guadalupe
Find and book unique condos on Airbnb
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$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 1,290 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 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!
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.

Concrete Jungle Experience 25th Floor Secrt Sabana
Welcome to Concrete Jungle Experience! Nestled in Secrt Sabana, one of the most beautiful condos in San Jose, Costa Rica, our full apartment offers a unique stay. Located just 200 meters from La Sabana Park and a short drive from Downtown San Jose and Juan Santamaria Airport, our place combines urban convenience with tropical charm. Enjoy top-notch amenities like a pool, cinema, gym, and photo-worthy spots. Experience the essence of Costa Rica's tropical forests right in the heart of the city!

Modern Loft in San José with Rooftop Pool
Spectacular apartment in East San José, ideal for couples or digital nomads. It features fast WiFi, a fully equipped kitchen, private bathroom, blackout curtains, and a balcony with mountain views. At the condominium, you can enjoy a rooftop pool on the 25th floor 🏊♂️, a 24/7 gym 🏋️♀️, BBQ area 🍖, cinema room, game room with karaoke, iWork space, climbing wall, art room, laundry facilities, and 24/7 security 🔐. ⚠️ Vehicles over 5.2 m long and 1.5 m high do not fit in the parking lot.

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.

Studio with view, balcony and free parking · URBN
Stay on the 12th floor of URBN Escalante, San José’s iconic tower, with city views from your private balcony. Enjoy a queen bed, a fully equipped kitchen, fast Wi-Fi, workspace, and FREE indoor parking. Located in the heart of Barrio Escalante, with 70+ restaurants, cafés, and bars within a 5-minute walk. Building amenities include a gym, heated pool, laundry room, coworking space, library, yoga room, cinema, and rooftop views. Check-in at the lobby is available 24/7

La Madriguera Serena/ SECRT Sabana.
The Madriguera Serena is located in the heart of San José, a few minutes from La Sabana, the city's green lung. Its location is ideal for both business travelers and those who want to explore the capital in comfort. Surrounded by cafes, restaurants, supermarkets and services, you can easily get around on foot or by public transport. You'll be close to corporate centers, medical areas, stadiums, and main access roads, without giving up a quiet and safe environment.

Urban Jewel on the 30th floor; SECRT
Immerse yourself in the magic of this apartment on the 30th floor of SECRT Sabana, inspired by *Alice in Wonderland*. Designed with warm plant and light decor, it features a private bedroom, closet, and workspace. Fully equipped kitchen with basics included, and bathroom with amenities. Enjoy spectacular views and purchase snacks, drinks, and personal items available in the apartment. Everything you need for a unique and comfortable stay. Parking $15 extra

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.

Loft in a condominium, excellent location.
Enjoy a stylish experience in this centrally-located, air-conditioned accommodation. The studio is on the 11th floor of a luxurious tower located in the best area of the city for its safety and proximity to a variety of places. Barrio Escalante, which has all kinds of restaurants, is 400 meters away. Barrio La California is 500 meters away, ideal for nightlife. In front of the tower (15 meters) there is a large super market . It does not have parking.

Relaxing apartment 21st floor WiFi, A/C, Pool.
Experience the best of San José in this apartment! You'll stay on the 21st floor, with a spectacular view from both the balcony and the room. The apartment has all the amenities you need for both long and short stays. The pool is heated and the gym is well equipped! The location is amazing, you have a Starbucks in front and a mini super 24/7 across the street, Supermarket 500 meters away, malls, museums and Escalante neighborhood! Book now!

Modern Loft with Spectacular View in Escalante
Enjoy a comfortable and cozy stay in the heart of Barrio Escalante, one of the most vibrant and gastronomic areas of San José. This modern, fully equipped studio located across from the iconic Francia Park features a double bed, double sofa bed, full bathroom, functional kitchen and a beautiful private balcony with a spectacular view of the mountains to the south of the city, ideal for relaxing at sunrise or at the end of the day.

ChiVa House Centric&Safe Apt Digital Nomad 6px A/C
Disfruta de la comodidad y la versatilidad que te ofrece ChiVa House. El apartamento se encuentra en la torre 2, piso, de un condominio resisencial familiar, muy tranquilo, silencioso y seguro. El condominio es completamente cerrado, y cuenta con seguridad 24/7. El apartamento está totalmente equipado para que su estadia sea como en casa, nos hemos esmerado en ofrecer detalles para tu confort.
Popular amenities for Guadalupe condo rentals
Weekly condo rentals

9.9 mill SJO | Pool View | Cozy Loft | Parking

Perfect City Sunset Retreat 18th floor

Scenic, 3BR Condo | Pool, Gym & 24/7 Security

CozyApartment 10 Min fromJSM Airport+Parking+wifi

Industrial 2BR perfect location w/AC + sunset view

Skyline Loft 22nd Fl • Views + Pool + Gym + AC

Charming Apartment w A/C Near to the Int. Airport

The Gourmet Terrace & Coffee View w/AC
Pet-friendly condo rentals

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

Near SJO airport new apartment A C free parking

Apartment with tropical garden in Bº Escalante!

Amazing Apart SECRT Sabana/ AC+Gym+Swimming pool

Ponderosa Flat

Alicia's Garden Apartment at Secrt

Unique Apartment in a New and Modern Condominium

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

Design & View URBN Escalante | WiFi + Coworking

Sky Garden 1905 | Cozy Stay & Rooftop Pool

Fully equipped apartment in Nunciatura

Sunsets & Style — Modern Stay in Trendy Escalante

Magical Penthouse in Prime Location+ Cima Hospital

Luxury Apartment, San José, La Sabana, Del Lago

Modern Cozy Apartment, Amazing Amenities

Urbn Escalante Downtown View
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$11,504 GYD | G$10,877 GYD | G$11,295 GYD | G$11,295 GYD | G$11,086 GYD | G$11,295 GYD | G$9,831 GYD | G$9,831 GYD | G$10,249 GYD | G$10,249 GYD | G$11,086 GYD | G$12,341 GYD |
| Avg. temp | 22°C | 23°C | 24°C | 24°C | 24°C | 24°C | 24°C | 23°C | 23°C | 23°C | 23°C | 23°C |
Destinations to explore
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- Jaco Beach
- Dominical Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Parque Diversiones
- Marina Pez Vela
- Poás Volcano National Park
- Chirripo National Park
- University of Costa Rica
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Multiplaza Escazú
- Playa Jacó
- Turrialba Volcano National Park
- Carara National Park
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- City Mall Alajuela
- Basilica De Nuestra Señora De Los Ángeles
- Multiplaza Curridabat





