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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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Top guest favourite
A spacious living area is highlighted by a green sectional sofa adorned with colorful cushions. A wooden coffee table sits in front, with plants enhancing the natural light that fills the room. Nearby, a dining area is visible, featuring a wooden table set for meals.
Home in Alajuela
4.95 out of 5 average rating, 158 reviews

Casa Güitite (10 min from airport)

Our home is in Alajuela, in a calm neighborhood just minutes from Juan Santamaría International Airport and close to local attractions. We offer 5 rooms (3 with private bathrooms, one of them with a single bed). The house has a garage for 2 regular cars and has 2 additional full bathrooms. Enjoy a fully equipped kitchen or relax on the hammock and enjoy the gardens, often visited by hummingbirds and butterflies. Check-in: 10am–10pm ($50 extra for after-hours check-in) Parking height: 2m/6.5ft

Guest favourite
The master bedroom features a spacious bed adorned with soft linens and decorative pillows. A cozy chair sits beside a shelf with potted plants, while double glass doors open to an outdoor patio surrounded by lush greenery.
Home in Alajuela
4.97 out of 5 average rating, 580 reviews

Tropical Oasis 5 min to SJO airport W/ cozy deck

After a long flight, there's nothing better than arriving at your own private oasis just 5 minutes from the airport, where you can unwind on the spacious outdoor patio. And if you are returning home this is the perfect place to recharge and prepare yourself for a flight. Every detail in our rental was designed with the goal of creating a space that feels welcoming and inviting. From the soft linens to the private outdoor patio, I have created a space where you can enjoy the Pura Vida lifestyle.

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, 126 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, 399 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, 221 reviews

Airport SJO, security 24/7, comfortable 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 deck with bbq and social area. 2 full bathrooms upstairs and 1/2 bathroom at first floor. The property is located in a private residential and has security 24/7. Also has 2 parking spots included.

Guest favourite
A spacious balcony is depicted featuring a round black table with textured placemats. A vibrant mural showcases lush vegetation and a mountain in the background, enhancing the natural setting. The balcony's wooden railing offers an unobstructed view of the surrounding area.
Home in Río Segundo
4.85 out of 5 average rating, 212 reviews

Enjoy Casa Mango #4

Welcome to PROVECHOZAS: CASA MANGO! This unit is located on a family-owned property home with fruit trees & wildlife. This stylish place with a cozy full size bed, and one cama/sofa (living room) , beatiful balcony, amazing art and private & central place to rest & recharge, making it the perfect option to plan your next adventure or unwind before your flight. We offer one parking indoor space Locations: SJO airport (3km) City Mall (200 meters) Sport Center (300 meters) City Center (2km)

Top 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
4.99 out of 5 average rating, 300 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.

Superhost
The outdoor area features a private pool with steps and a ramp for accessibility. A covered terrace with seating overlooks the pool. Lush greenery surrounds the space, enhancing the natural atmosphere. A pool lift is visible, ensuring inclusivity for all guests.
Home in Alajuela
4.89 out of 5 average rating, 131 reviews

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Welcome to Casa Gaudi! You will find our 3 bedroom/3.5 bath one story house is a perfect, tropical vacation getaway in a secluded area surrounded by nature & yet close to the city & airport It is disabled ready with wide, step free hallways & ramps with a roll-in shower & pool lift It is perfect for your family and friends, with amenities for all ages: crib & toys for toddlers, board games, tree swing & lots of space to explore and fast wifi Send us a message with your questions!

Guest favourite
Home in Alajuela
4.96 out of 5 average rating, 105 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, 247 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

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
4.93 out of 5 average rating, 153 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.

Popular amenities for house rentals in Guadalupe

When is the best time to visit Guadalupe?

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Avg. price$51 SGD$51 SGD$51 SGD$51 SGD$51 SGD$51 SGD$51 SGD$51 SGD$50 SGD$50 SGD$44 SGD$44 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!