
Apartment holiday rentals in Guadalupe
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Guadalupe

Total holiday rentals
Explore 30 holiday rentals in Guadalupe

Nightly prices starting at
Guadalupe holiday rentals start at $13 SGD per night before taxes and fees

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Guadalupe holiday rentals include wifi 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 apartment rentals in Guadalupe
Guests agree: these apartments 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.

Luxury 14th-Floor Apartment with Views in San José
Discover tranquility in this centrally-located haven near Barrio Escalante. Enjoy a cozy retreat just steps from the city’s top restaurants, offering local and international cuisine. You will find a grocery store just in front of the main gate. Next to the building, there is a bowling and a Mall 5 minutes waking. Immerse yourself in culture with nearby museums, cinemas, and art scenes. You’re less than an hour from stunning natural attractions-volcanoes, mountains, and beaches await!

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.

The Gourmet Terrace & Coffee View w/AC
Newly renovated space, located in the heart of the city. Barrio Escalante will not only show you one of most iconic & trendy neighborhoods of San José, it is also one of the greatest gastronomical places in the San José. If you like the experience of walking around, discovering amazing places to have Breakfast & Brunch, or a good lunch, or having cocktails in one of the highest rooftops in town or grabbing a late dinner with great music & wine, in a distinctive environment. This is for you.

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

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.

Studio with a 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

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.

Charming Apartment w A/C Near to the Int. Airport
Welcome to this charming and stylish apartment on the 24th floor, with exquisite décor. It has two rooms, with high-quality beds: one Queen and one double. And a sofa bed in the living room 1 parking space The kitchen is fully stocked. Enjoy your culinary skills with your loved ones The tower has extraordinary amenities such as a heated pool, gym and themed rooms Airport: 16 kilometers, approximately 35 minutes depending on the traffic

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.
Popular amenities for Guadalupe apartment rentals
Weekly apartment rentals

ChiVa House Centric&Safe Apt Digital Nomad 6px A/C

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

Concrete Jungle Experience 25th Floor Secrt Sabana

Beautiful top floor apt. panoramic view Sabana a/c

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

MINT Apt 17th Floor View IFreses w/ Pool Wifi AC

Oasis Escalante Queen Bed & Sofa Bed with A/C

Urbn Escalante Downtown View
Pet-friendly apartment rentals

Casa Verde · 7 min from SJO · Pool+Gym · Fast WiFi

Amazing Apart SECRT Sabana/ AC+Gym+Swimming pool

Alicia's Garden Apartment and Secrt

CozyApartment 10 Min fromJSM Airport+Parking+wifi

Ponderosa Flat

Apartment Alajuela, Alajuela Airport, free zones

Near SJO airport new apartment A C free parking

Spacious Apt with Park and City Views
Apartment rentals with a pool

Top Pick in La Sabana: Comfy & Spotless, San José

Flofy Apartment - Pool - Parking - Security!

Modern Cozy Apartment, Amazing Amenities

Perfect City Sunset Retreat 18th floor

Sky Garden 1905 | Cozy Stay & Rooftop Pool

Stylish 1 BR w A/C, Private Terrace

Magical Penthouse in Prime Location+ Cima Hospital

Fully equipped apartment in Nunciatura
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $70 SGD | $67 SGD | $69 SGD | $69 SGD | $68 SGD | $69 SGD | $60 SGD | $60 SGD | $63 SGD | $63 SGD | $68 SGD | $75 SGD |
| 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
- 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
- Parque Nacional Braulio Carrillo
- University of Costa Rica
- 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
- Parque Central
- Multiplaza Curridabat
- Basilica De Nuestra Señora De Los Ángeles





