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House holiday rentals in Guadalupe

Find and book unique houses on Airbnb

Top-rated house rentals in Guadalupe

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite
An aerial view showcases a charming house surrounded by lush greenery and rolling hills. The property features a curved pathway leading to the home, set against a backdrop of dramatic clouds and distant mountain views, highlighting the tranquil privacy of the location.
Home in Guadalupe
4.95 out of 5 average rating, 129 reviews

Amazing view of San Jose (20 min)- Casa los Cielos

Casa Los Cielos is elegant but rustic, with beautiful Costa Rican woodwork throughout. Rooms all have stunning views including the San Jose valley and surrounding mountains. It is nestled in a cool (78F), peaceful mountainous area, is perfect for families, retreats, or groups of friends. Enjoy the chimney, fire pit, BBQ grill and horses in neigboring lot.Pets are welcome! - 20 min from downtown San Jose - 50 min drive to Int'l airport - 1h 45m from beach - 5 min drive to restaurants, stores

Superhost
A lookout platform features a tiled floor and wooden steps, overlooking a vast landscape. Panoramic views of mountains are visible under a serene sky, with mist rolling through the valleys below. Lush greenery surrounds the area, enhancing the natural beauty.
Home in Concepción de San Isidro
4.82 out of 5 average rating, 400 reviews

Boutique Working Coffee Ranch 3

“This is seriously the most stunning and charming Airbnb I’ve ever been to!" This private park setting in one of the most exclusive coffee growing regions in the world has a panoramic view deck perfect for wedding proposals and weddings. Enjoy bush-to-cup coffee in our 3-acre Bird Sanctuary with panoramic views of Irazu Volcano and Braulio Carrillo National Park. Our lookout platform features the 360-degree views of the central valley. Our listings feature modern rooms built to US standards.

Top guest favourite
Home in Guácima
4.94 out of 5 average rating, 230 reviews

Airport SJO, 24/7 security, spacious & cosi house

Our 2 floors house is perfect for families who need to spend some days in San Jose, Costa Rica or just to be close from the airport Juan Santamaría for one or more nights. The house has 3 bedrooms upstairs and can accommodate up to 6 adults plus 2 children. Has a full equipped kitchen and a gorgeous backyard with bbq and social area. 2 full bathrooms upstairs and 1/2 bathroom at first floor. The property is located in a gated community and has 24/7 security. Also has 2 parking spots included.

Guest favourite
A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.
Home in Escazu
4.98 out of 5 average rating, 317 reviews

KING BED, deluxe stay, @HillView, green areas, A/C

Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

Guest favourite
Home in Alajuela
4.96 out of 5 average rating, 111 reviews

Luxury Retreat Near SJO – Nature, Comfort & Style

Riverside retreat 15 minutes from SJO airport, no San Jose traffic. Modern architecture with floor-to-ceiling windows, full kitchen, king loft bedroom and two twin-bed nooks, sleeps 4. New four person outdoor jacuzzi. Auto Mercado 5 min away, lots of restaurants nearby (or deliver via Uber Eats). Gateway to Volcán Poás and coffee tours. Fast WiFi, AC, secure parking, optional breakfast and BMW rental. Nature meets convenience, your perfect Costa Rica base without the city chaos.

Top guest favourite
An outdoor area is featured with a patio made of stone tiles, bordered by lush green grass. Potted plants are arranged around the space, and a wooden table stands ready for use. The roof extends outward, providing shade to the area.
Home in Cartago
4.99 out of 5 average rating, 251 reviews

Casa Guadalupe, modern, relaxing and comfortable.

Comfortably enjoy the warmth of Casa Guadalupe, and wake up with wonderful views of the Irazú Volcano in the best climate in the country. Our guests confirm this with their 5-star reviews of our sophisticated service. Close to archaeological sites, the ruins of Carthage, the Basilica of Los Angeles, the Municipal Museum, and a wide variety of beautiful natural places. Enjoy fishing, rafting, canopy and more, hiking, a varied gastronomic offer in the surroundings

Guest favourite
A modern house exterior is showcased with a combination of blue and grey panels. Large windows provide natural light, while vibrant green plants surround the entrance. Steps lead to a bright yellow door, emphasizing the fresh and inviting design.
Home in San Isidro
4.95 out of 5 average rating, 329 reviews

George´s House on the mountain.

Modern house in an area full of nature and peace. Just 2 km is the center of San Isidro de Heredia where they can find all the services of banks, supermarkets, pharmacies, restaura.nts, Buses. (Taxi from home to downtown at a cost of $ 3)Just 35 minutes from Juan Santamaria Airport and 25 minutes from San Jose. Nearby natural attractions such as Poas Volcano, Irazu Volcano, Barva, Pacuare Rafting, Canopy Tours, Cable Car, museum and many more attractions

Superhost
A circular stone fire pit is surrounded by three woven chairs on a pebbled surface. The expansive sky above features a mix of blue and white clouds, while a scenic view of the valley stretches in the background.
Home in San Isidro
4.93 out of 5 average rating, 178 reviews

Munaska

Quiet and centrally located apartment with a beautiful panoramic view of the Central Valley, featuring a fully equipped kitchen, terrace, 1 bedroom with a queen-size bed, plus a bathtub. Shared areas include the patio, fire pit and parking. Additionally, our accommodation has a strategic location between the tourist areas of Del Valle central, located 6 km from Hacienda Alsacia Starbucks, 9 km from Juan Santa María airport and 16 km from Poas Volcano.

Guest favourite
A spacious bed with neutral-toned bedding is positioned near large glass windows, offering a nighttime city view filled with twinkling lights. Soft curtains frame the windows, complementing the warm color palette of decorative pillows arranged on the bed.
Home in Curridabat
4.94 out of 5 average rating, 161 reviews

Smart loft in the heart of the city, A/C and Wi-Fi

Enjoy the tranquility of this smart, elegant and centrally located loft with city views! Ideal for relaxing. It has all the amenities you need to make your stay the most pleasant with the highest quality. Its location is favorable as it is close to restaurants, shopping centers, and supermarkets. It's just 15 minutes from downtown San José. It has a large number of amenities such as a heated pool, cinema, study room, gym and coworking area.

Top guest favourite
A cozy living room features two cushioned sofas, one adorned with decorative pillows. A fireplace is situated against a stone wall, radiating warmth. Natural light filters through large windows framed in wood, creating a bright and inviting space. A coffee table rests on a patterned rug.
Home in Cartago
4.95 out of 5 average rating, 344 reviews

Country house, Cozy Fireplace and an amazing view

Enjoy a stay near the Irazú Volcano in this country house with an incredible view to the city. Located in a large property which is shared with another house we have on Airbnb as well but with enough space from each other so there is enough privacy for our guests, with gardens and surrounded by trees, the perfect place to rest. We have 24-hour surveillance for the safety of our guests. Enjoy this beautiful place and feel at home!

Guest favourite
A comfortable living room area is showcased with a brown sofa adorned with cream and red cushions. An artistic wall hanging depicts a scenic street. A standing lamp and sheer white curtains complement the natural light coming in from the window.
Home in Alajuela
4.94 out of 5 average rating, 651 reviews

3 min from SJO Airport, Parking and A/C

Welcome to our newly renovated house. This charming place is located in a safe and peaceful neighborhood at just 3 minutes from Juan Santamaría International Airport also from Mango Plaza, City Mall, Walmart and Plaza Real. Suitable for couples, families, solo adventurers and business travelers. Enjoy the comfort and the special touches that will make all difference.

Guest favourite
An indoor pool is framed by vibrant green walls and a wooden ceiling. Comfortable lounge chairs in light green surround the pool. A hammock is elegantly positioned nearby, while an open sliding door reveals a spacious living area with cozy seating and organized shelving.
Home in Río Oro
4.89 out of 5 average rating, 132 reviews

4BR Casa Peces Santa Ana, Indoor Pool & Sauna !

Casa Peces is located in nice neighbourhood, near to. the best private hospital, shopping centers, Gastronomic areas , theatres, hipódromos la Cañada as well just 60min from volcanos, water rafting Pacuare River and the best beaches of Costa Rica. Beautiful contemporary Style family town home in Rio Oro, Santa Ana, with 4BR, 3 baths and private indoor pool.

Popular amenities for house rentals in Guadalupe

When is the best time to visit Guadalupe?

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Avg. price$38 SGD$38 SGD$41 SGD$51 SGD$51 SGD$51 SGD$51 SGD$51 SGD$50 SGD$50 SGD$45 SGD$45 SGD
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Quick stats about house rentals in Guadalupe

  • Total holiday rentals

    Explore 50 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 410 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 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!