
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$2,091 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.
FamilyValueCheckout
4.95 out of 5 average rating, 538 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
FamilyLocationAmenities
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.
LocationValueView
4.89 out of 5 average rating, 117 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.
ValueFamilyWifi
4.94 out of 5 average rating, 353 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.
LocationValueAir conditioning
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
ValueLocationTV
4.88 out of 5 average rating, 286 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.
FamilyValueCleanliness
4.93 out of 5 average rating, 143 reviews
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.
ValueFamilyAccess
4.9 out of 5 average rating, 503 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.
LocationValueView
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.
LocationFamilyQuiet
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.
LocationValueAccess
4.96 out of 5 average rating, 123 reviews
Apartment designed for your rest
Relax with the whole family at this peaceful place to stay. Enjoy its beautiful pool, coworking area, playground, barbecue. A central place with many places to visit around it. Tranquility, rest and fun. It has parking for sedan and SUV vehicles in a parking tower inside the condo.
FamilyLocationAccuracy
4.81 out of 5 average rating, 149 reviewsPopular amenities for Guadalupe condo rentals
Weekly condo rentals

Escazú Haven #2· 2BR· Urban Cozy· A/C·WiFi·Parking
ValueFamilyNearby
4.97 out of 5 average rating, 101 reviews
Urban Jewel on the 30th floor; SECRT
LocationFamilySleep quality
4.94 out of 5 average rating, 228 reviews
Top Pick in La Sabana: Comfy & Spotless, San José
ValueFamilyComfort
4.95 out of 5 average rating, 174 reviews
Charming Apartment w A/C Near to the Int. Airport
LocationValueSleep quality
4.94 out of 5 average rating, 387 reviews
Modern Cozy Apartment, Amazing Amenities
LocationFamilyCondition
4.95 out of 5 average rating, 193 reviews
Perfect City Sunset Retreat 18th floor
FamilyLocationWifi
4.84 out of 5 average rating, 225 reviews
Amazing Apart SECRT Sabana/ AC+Gym+Swimming pool
FamilyLocationParking
4.84 out of 5 average rating, 111 reviews
Magical Penthouse in Prime Location+ Cima Hospital
LocationValueBathroom
4.89 out of 5 average rating, 244 reviewsPet-friendly condo rentals

CozyApartment 10 Min fromJSM Airport+Parking+wifi
ValueLocationCheckout
4.93 out of 5 average rating, 322 reviews
9.9 mill SJO | Pool View | Cozy Loft | Parking
FamilyLocationDecor
4.92 out of 5 average rating, 233 reviews
Casa Verde · 7 min from SJO · Pool+Gym · Fast WiFi
LocationFamilyQuiet
4.97 out of 5 average rating, 148 reviews
Alicia's Garden Apartment at Secrt
LocationFamilyKitchen
4.83 out of 5 average rating, 371 reviews
Ponderosa Flat
ValueFamilyView
4.88 out of 5 average rating, 120 reviews
5 min from Airport | Transfer ($) | Pool | Gym
FamilyValueWifi
4.95 out of 5 average rating, 314 reviews
Cozy&secure apt Stunning views 15 min from airport
LocationValueHot tub
4.86 out of 5 average rating, 626 reviews
Unique Apartment in a New and Modern Condominium
ValueFamilyAir conditioning
4.83 out of 5 average rating, 164 reviewsCondo rentals with a pool

Luxury & Comfy Apartment in San Jose, 30th floor.
ValueFamilyAccess
4.96 out of 5 average rating, 219 reviews
Sky Garden 1905 | Rooftop Pool • Gym • Cowork
LocationValueComfort
4.94 out of 5 average rating, 108 reviews
Fully equipped apartment in Nunciatura
LocationFamilyAccuracy
4.85 out of 5 average rating, 175 reviews
Concrete Jungle Experience 25th Floor Secrt Sabana
LocationFamilyParking
4.88 out of 5 average rating, 246 reviews
SanJoseito, Luxury in the City
FamilyValueAccess
4.93 out of 5 average rating, 189 reviews
Cozy Studio w A/C perfect to Home Office or Relax
ValueLocationWifi
4.84 out of 5 average rating, 126 reviews
Loft 25th Floor | Panoramic San José View A/C
FamilyLocationOutdoor spaces
4.9 out of 5 average rating, 163 reviews
Aparta Secrt Escalante panoramic view 12th floor
LocationHospitalityWifi
4.89 out of 5 average rating, 18 reviewsWhen is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$11,498 GYD | G$10,871 GYD | G$11,289 GYD | G$11,289 GYD | G$11,080 GYD | G$11,289 GYD | G$9,826 GYD | G$9,826 GYD | G$10,244 GYD | G$10,244 GYD | G$11,080 GYD | G$12,334 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
- 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





