
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$2,090 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.

Scenic, 3BR Condo | Pool, Gym & 24/7 Security
Located at walking distance from Sabana Park, this modern retreat offers the perfect blend of city energy and private peace in the heart of San Jose - High speed Internet (fiber) - Blackout curtains and quality beds to recharge. - Nice restaurants across street - Stunning rooftop gardens with 360 views - 3 Bedrooms with 3beds + Sofa bed - 2 TVs with digital channels. - Kitchen ready to cook anything. - Balcony - Laundry area with washing machine available - Air Conditioning - 2 car parking

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.

Top Pick in La Sabana: Comfy & Spotless, San José
Luxury apartment, spotlessly clean, with high-speed Wi-Fi, 24/7 security, free parking, self check-in, AC, in-unit washer and dryer, blackout curtains for a restful night’s sleep, Smart TV, and a fully equipped kitchen. Strategically located just 25 minutes from Juan Santamaría International Airport, with easy access to downtown San José, La Sabana, and the National Stadium. 8 restaurants, cafés, a supermarket, and a vibrant dining district are conveniently located just across the street.

SanJoseito, Luxury in the City
SanJoseito, where comfort and luxury meet URBN Chic. Come enjoy San Jose in our upscale 2 bed 2 bath condo where comfort and function are our key concerns. Because we live in this condo with our two young children, function and space is a must! As such, we have carefully curated the furniture and selections to ensure your stay meets all your needs. From our 200 MBPS internet offering, to the large smart TVs, and luxury matresses, you will find SanJoseito has set the bar high!

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.

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 and art, 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).

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.

River View Retreat · Pool · 20 min to Airport
Relax to the sound of the river and birdsong, with sweeping views of nature in the heart of San José. Aura is a modern apartment in a brand-new luxury residential tower — 20 minutes from the airport, walking distance to La Sabana Park (San José's central park), the National Stadium, and the Convention Center. Superhost · Guest Favorite · ★5.0 from 80+ stays.

Beautiful top floor apt. panoramic view Sabana a/c
This beautiful apartment is on the top floor of the Tower, with a spectacular panoramic view of the mountains, the city and the sunset, which you can comfortably observe on the balcony and just 400 meters from the Sabana Metropolitan Park. *** Juan Santamaria International Airport (10 miles -17 minutes normal traffic) ***
Popular amenities for Guadalupe condo rentals
Weekly condo rentals

City view, A/C near the airport, 1903

Industrial 2BR perfect location w/AC + sunset view

Perfect City Sunset Retreat 18th floor

Luxury & Comfy Apartment in San Jose, 30th floor.

Magical Penthouse in Prime Location+ Cima Hospital

Stylish 1 BR w A/C, Private Terrace

Concrete Jungle Experience 25th Floor Secrt Sabana

Casa Verde · 7 min from SJO · Pool+Gym · Fast WiFi
Pet-friendly condo rentals

Cosy Studio with View, HighSpeedWiFi & Parking

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

CozyApartment 10 Min fromJSM Airport+Parking+wifi

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

Alicia's Garden Apartment at Secrt

9.9 mill SJO | Pool View | Cozy Loft | Parking

Ponderosa Flat

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

Modern Cozy Apartment, Amazing Amenities

The Studio Torre Los Yoses!

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

Stylish whole apt • Upscaled Comfort in La Sabana

Loft 25th Floor | Panoramic San José View A/C

Urban Jewel on the 30th floor; SECRT

Design & View URBN Escalante | WiFi + Coworking

Aparta Secrt Escalante panoramic view 12th floor
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$11,497 GYD | G$10,870 GYD | G$11,288 GYD | G$11,288 GYD | G$11,079 GYD | G$11,288 GYD | G$9,825 GYD | G$9,825 GYD | G$10,243 GYD | G$10,243 GYD | G$11,079 GYD | G$12,333 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
- University of Costa Rica
- Chirripo National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Multiplaza Escazú
- Playa Jacó
- Turrialba Volcano National Park
- Carara National Park
- El Miro
- City Mall Alajuela
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- Britt Coffee Tour
- Basilica De Nuestra Señora De Los Ángeles





