
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.

Luxury Romantic Villa in Escazu w/Jacuzzi & Views
Secluded, Private, Romantic surrounded with nature, Modern luxury brand new house in Escazu (the Beverly Hills of CR). Stunning views ,5 min from Restaurants, supermarkets, Banks. 3 person Jacuzzi , Orthopedic Beds and pillows, Fiber Optic Internet, WiFi, A/C, Washer+ Dryer, Dish washer, Reverse Osmosis filtered water, Big Refrigerator, Pro-Electric Range and cookware. 3 TELEVISIONS : 55",55",48" W/ Netflix, Cable, 50 music channels.. Dolby Atmos surround Lockable Walk in Closet with safe.

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

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.

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.

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.

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

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

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.

3 min from SJO airport, Kaeli House. Free parking
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. We’ve a security from 6pm to 6am

Casa Delios, Luxury Near the Airport, Private Pool
Relax with the whole family at this peaceful place to rest inside a gated community with all the amenities needed for a pleasant and restful stay. We guarantee a outstanding service and that we will deliver our house to fullfil your expectations. This house is in a gated community with a 24/7 maintenance and security. We hope to have the great pleasure to host you and your family and friends!

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.

Mountain View+Near SJO Airp+Fast WiFi
Our property is in a peaceful rural area just 20 minutes from the airport. Enjoy a quiet neighborhood, open living space, and stunning mountain views. We’re about an hour from volcanoes and waterfalls, and 1.5 hours from the beach. We’d be happy to guide you so you can make the most of your stay.
Popular amenities for house rentals in Guadalupe
House rentals with a pool

New 3BR Condo | by SJO Airport & Convention Center

Casa Lindora

Private house with pool and Jacuzzi

Villa Garden Escondido

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

El Dorado Apartment Near SJO Airport

Playa Bejuco Condominium 243

City Scapes Home2BR 2131ft2 Amenities Security24X7
Weekly house rentals

Modern Urban Retreat Home in San José - La Sabana

Casa Musicolores: Alojamiento entero/completo

Costa Rica Sweet and Peaceful Private Home !

Ciudad Colón, House with a Beautiful View

Hogar completo en Tibás. Bienvenidos a casa

Lovely apartment in Zapote

Casa Trópica

Mediterranean Villa
Private house rentals

Casa Bambú | Naturaleza, vistas y paz en Escazú

Vintage-style family home.

San José Studio, San Pedro

Spacious 120 m² in Escalante – Great for Families

The TROPICAL ORCHID Villa

A house with a beautiful view

Casitica Pura Vida View - Your Bed In The Clouds

Spacious Studio Near SJO Airport w/ Parking
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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 |
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!
Destinations to explore
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- Guest house rentals Guadalupe
- Rentals with breakfast Guadalupe
- Rentals with a hot tub Guadalupe
- Rentals with pools Guadalupe
- Family-friendly rentals Guadalupe
- Apartment rentals Guadalupe
- Rentals with outdoor seating Guadalupe
- Rentals with a patio Guadalupe
- Fitness-friendly rentals Guadalupe
- Pet-friendly rentals Guadalupe
- Flat rentals Guadalupe
- Smoking-friendly rentals Guadalupe
- Rentals with a firepit Guadalupe
- Rentals with a washing machine and dryer Guadalupe
- House rentals San Jose Province
- House rentals Costa Rica
- Jaco Beach
- Dominical Beach
- La Sabana Park
- Playa Blanca
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Parque Viva
- Parque Diversiones
- Poás Volcano National Park
- Marina Pez Vela
- Chirripo National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Carara National Park
- Turrialba Volcano National Park
- University of Costa Rica
- La Cruz del Monte de la Cruz
- El Miro
- Playa Jacó
- Multiplaza Escazú
- Nauyaca Waterfalls
- Children’s Museum
- City Mall Alajuela
- Parque Central





