
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.
4.95 out of 5 average rating, 536 reviews
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
4.94 out of 5 average rating, 105 reviews
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.
4.89 out of 5 average rating, 116 reviews
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.
4.95 out of 5 average rating, 174 reviews
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.
4.94 out of 5 average rating, 352 reviews
Modern/comfort top floor apt perfect view Sabana
Enjoy a beautiful top-floor apartment with spectacular panoramic views of the city, which you can take in from the comfort of your private balcony. The apartment is ideally located just 400 meters from La Sabana Metropolitan Park, one of San José’s most popular green spaces, perfect for walking, jogging, relaxing, or simply enjoying the outdoors. ✈️ Juan Santamaría International Airport (SJO): approximately 10 miles (16 km) away, around 17 minutes by car in normal traffic conditions.
4.86 out of 5 average rating, 925 reviews
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
4.88 out of 5 average rating, 285 reviews
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.
4.93 out of 5 average rating, 142 reviews
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).
4.94 out of 5 average rating, 264 reviews
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.
4.94 out of 5 average rating, 188 reviews
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.
5.0 out of 5 average rating, 104 reviews
Nest House for Rest, Relax, Work. Near UCR
This is a special and unique place, you can hear the relaxing sound of the river and the birds while you rest or work. It's like a little lung in the city where you can still see a lot of flora and fauna. 15 minutes from downtown San Jose, 15 minutes walk from the UCR. In a private, safe and quiet residential area.
4.96 out of 5 average rating, 122 reviewsPopular amenities for Guadalupe condo rentals
Weekly condo rentals

City view, A/C near the airport, 1903
4.9 out of 5 average rating, 501 reviews
SanJoseito, Luxury in the City
4.93 out of 5 average rating, 189 reviews
Apartment designed for your rest
4.81 out of 5 average rating, 149 reviews
Oasis | URBN Escalante | A/C • Queen • Pool
4.92 out of 5 average rating, 301 reviews
Magical Penthouse in Prime Location+ Cima Hospital
4.89 out of 5 average rating, 244 reviews
Luxury & Comfy Apartment in San Jose, 30th floor.
4.96 out of 5 average rating, 218 reviews
Modern Cozy Apartment, Amazing Amenities
4.95 out of 5 average rating, 193 reviews
Concrete Jungle Experience 25th Floor Secrt Sabana
4.88 out of 5 average rating, 245 reviewsPet-friendly condo rentals

CozyApartment 10 Min fromJSM Airport+Parking+wifi
4.93 out of 5 average rating, 322 reviews
Cosy Studio with View, HighSpeedWiFi & Parking
4.88 out of 5 average rating, 283 reviews
9.9 mill SJO | Pool View | Cozy Loft | Parking
4.92 out of 5 average rating, 232 reviews
5 min from Airport | Transfer ($) | Pool | Gym
4.95 out of 5 average rating, 313 reviews
Amazing Apart SECRT Sabana/ AC+Gym+Swimming pool
4.84 out of 5 average rating, 111 reviews
Alicia's Garden Apartment at Secrt
4.83 out of 5 average rating, 371 reviews
Ponderosa Flat
4.88 out of 5 average rating, 120 reviews
Unique Apartment in a New and Modern Condominium
4.83 out of 5 average rating, 164 reviewsCondo rentals with a pool

Cozy Studio w A/C perfect to Home Office or Relax
4.84 out of 5 average rating, 125 reviews
Fully equipped apartment in Nunciatura
4.85 out of 5 average rating, 175 reviews
Cozy&secure apt Stunning views 15 min from airport
4.86 out of 5 average rating, 625 reviews
Sky Garden 1905 | Rooftop Pool • Gym • Cowork
4.94 out of 5 average rating, 108 reviews
Luxury Apartment, San José, La Sabana, Del Lago
4.93 out of 5 average rating, 181 reviews
Secrt Escalante Amazing views and terrace
4.86 out of 5 average rating, 36 reviews
Khaya Stay San José Costa Rica
4.97 out of 5 average rating, 98 reviews
Design & View URBN Escalante | WiFi + Coworking
4.84 out of 5 average rating, 83 reviewsWhen is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$11,507 GYD | G$10,879 GYD | G$11,298 GYD | G$11,298 GYD | G$11,089 GYD | G$11,298 GYD | G$9,833 GYD | G$9,833 GYD | G$10,252 GYD | G$10,252 GYD | G$11,089 GYD | G$12,344 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 |
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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
- University of Costa Rica
- Poás Volcano National Park
- Chirripo National Park
- Parque Nacional Braulio Carrillo
- Multiplaza Escazú
- Parque Nacional Los Quetzales
- Playa Jacó
- Carara National Park
- Turrialba Volcano National Park
- El Miro
- Hacienda Alsacia Starbucks Coffee Farm
- City Mall Alajuela
- Children’s Museum
- Britt Coffee Tour
- Basilica De Nuestra Señora De Los Ángeles





