
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.

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.

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

Coffee Ranch # 3 Guesthouse
“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.

Smart loft en el corazón de la Ciudad A/C y wifi
Disfruta de la tranquilidad de este smart loft, elegante y céntrico con vista a la ciudad! Ideal para relajarse. Cuenta con todos los servicios necesarios para hacer de tu estadía la más agradable con la más alta calidad. Su ubicación es favorable ya que se encuentra cerca de restaurantes, centros comerciales y supermercados. Está a solo 15 min del casco central de San José. Cuenta con una gran cantidad de amenidades como piscina temperada, cine, sala de estudio, gimnasio y área de coworking.

Tiny House-Historic Area-Short Walk to City Center
Our cozy house is located in the oldest historical district of San José, former neighborhood to four of our past presidents. A perfect location to use as base to explore the city or even the country. We are walking distance to central avenue, the National Museum, Jade Museum, Gold Museum, National Theater, Cathedral and many other sites. We are a 5 minute drive from Barrio Escalante, filled with restaurants for every taste. We have supermarkets, pharmacies, shops and parks very close by.

Provechozas #4 Casa Mango
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)

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.

Mango Tree House
Private Oasis in Alajuela. 5 minutes away from the International Airport Juan Santamaria. Two mango trees in the garden provide a natural habitat for squirrels and a diversity of birds. Lovely decking to the garden ideal to chill with a glass of wine, take the sun in the morning with your breakfast. Pet friendly! No Kids. You are spoil for choice with vast variety of restaurants, bars and shops within 5 minutes walk. On a Main Road so yes, it can be noisy and there is no cable tv.

Casa familiar, 8 personas, cómoda, garaje, aire
Moderna y acogedora casa, cerca de centros comerciales, cines, restaurantes abiertos 24 horas, y malls. Amigable para familias o trabajo, para paseos, placer o negocios. Lugar silencioso con vegetación, amigable y cerca de los principales centros de ciudad. Con áreas infantiles, con hermoso parque para mascotas a pocos metros de distancia. Segura, y cerca de transporte público de todo tipo. Bus, taxis, Uber, etc. Sin problemas de agua, suministro propio de agua potable.

Pura Vida 506 House in Heredia
En Pura Vida 506 House se ofrece un ambiente tranquilo y sofisticado, ideal para quienes buscan confort y accesibilidad. Su ubicación estratégica permite un fácil acceso al aeropuerto SJO (20-30 minutos), a los impresionantes volcanes cercanos y al centro de la ciudad, brindando un equilibrio perfecto entre la serenidad del entorno y la proximidad a principales puntos de interés. Es el lugar ideal para disfrutar de una estancia relajante, sin alejarse de la ciudad.

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
Popular amenities for house rentals in Guadalupe
House rentals with a pool

Casa Relax en Condo Costa Rica

Nebulae - Water Cube Suite

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

Beautiful house with private pool

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Hidden Paradise Resort, 10 min from SJO Airport

Luxury Townhouse (8p max)-Pool & Fitness-Escazu

3BR Home w/ AC & high speed internet near airport
Weekly house rentals

Modern Urban Retreat Home in San José - La Sabana

Casa Tiquicia

Hogar Ameno

Casa Vintage Pupo

Casa Sabana Sur totalmente equipada wifi alt-calid

Entire House & Free Parking 10 min to SJO Airport

Spacious & Modern Home w/ King-Size Bed and Garage

Casa Hoja Blanca Escazú
Private house rentals

Cerca del Aeropuerto

Cerca de supermercado de la cadena Walmart

Fully Equipped • 3 beds • 2 cars • 20-min airport

Casa Trópica

Casa de verano acogedora

Luxury Retreat Near SJO – Nature, Comfort & Style

Near airport and the National Convention Center

Luxury Cartago Home with Mountain Views
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $51 SGD | $51 SGD | $51 SGD | $51 SGD | $51 SGD | $51 SGD | $51 SGD | $51 SGD | $50 SGD | $44 SGD | $45 SGD | $37 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 540 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
20 properties have a dedicated workspace

Wifi availability
50 of Guadalupe holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Guadalupe rentals

4.9 Average rating
Guadalupe stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- San José Holiday rentals
- San Andrés Holiday rentals
- Tamarindo Holiday rentals
- Playa Santa Teresa Holiday rentals
- Puerto Viejo de Talamanca Holiday rentals
- Jaco Holiday rentals
- Managua Holiday rentals
- La Fortuna Holiday rentals
- Uvita Holiday rentals
- Boquete Holiday rentals
- Playa del Coco Holiday rentals
- Nosara Holiday rentals
- Rentals with outdoor seating Guadalupe
- Rentals with a hot tub Guadalupe
- Apartment rentals Guadalupe
- Pet-friendly rentals Guadalupe
- Smoking-friendly rentals Guadalupe
- Flat rentals Guadalupe
- Rentals with pools Guadalupe
- Rentals with breakfast Guadalupe
- Fitness-friendly rentals Guadalupe
- Rentals with a firepit Guadalupe
- Rentals with a patio Guadalupe
- Guest house rentals Guadalupe
- Family-friendly rentals 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
- Parque Nacional Manuel Antonio
- Poás Volcano National Park
- Parque Diversiones
- Chirripo National Park
- Marina Pez Vela
- Cariari Country Club
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Juan Castro Blanco National Park
- Playa Boca Barranca
- Irazú Volcano National Park
- Carara National Park
- La Iguana Golf Course
- Turrialba Volcano National Park
- La Cruz del Monte de la Cruz
- La Cangreja National Park
- Playa Gemelas
- Playa Savegre




