
Holiday houses in Guadalupe
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Top-rated holiday rentals in Guadalupe
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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.

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

Brand new 1 bed loft with spectacular city view
Keep it simple at this peaceful and centrally-located place. Experience the exclusivity of this modern studio in Barrio Escalante, with an unbeatable location just minutes from downtown San Jose, 30 minutes from Tobias Bolaños airport. Enjoy your stay surrounded by smart amenities and beautiful views of the city, complete with Wi-Fi connection, a full-size bed, private bathroom, kitchen and access to superior conveniences, such as a rooftop with jacuzzi and deck, lounge room, gym and BBQ area.

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!

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.

La Vecindá - The Studio - Unbeatable Location
A small apartment in the heart of San José, in a traditional "Vecindad" type complex: several apartments around common internal patios, due to this there’s a high Humidity in this space. No Parking available in the property. Street Parking is available. The best location: in the middle of the most culturally active neighborhoods of San José (Amón, Otoya, Escalante, San Jose, La California), with the main theaters, museums, galleries, plazas, gastronomy, nightlife, shows and much more.

Amazing View at 20th SJO Floor Loft! Parking&Pool
There is no better way to experience the beauty of San Jose than by sleeping in the heart of the city with a spectacular vista of the north of the capital. The landscape of the Irazú volcano on the horizon will be the perfect complement to enjoying the sunrise in your bed. This apartment is perfect to start your experience in Costa Rica, relax after a business trip, or spend a romantic night with your partner. All from a privileged area within a walking distance of restaurants and shops.

Alchemy Studio- Comfort, Fast Wifi & Design
Alchemy Studio is a contemporary style comfortable space designed for single guests or couples who are looking for a private apartment that offers high end commodities at an affordable price. It is located strategically in the heart of San Pedro an academic & multicultural town located close to Bario Escalante an emerging gastronomic area & San Jose Downtown. You can find Restaurants, Public and Private Banks, ATMs, Pharmacies, Supermarkets and Public Transportation only steps way.

Loft 18th floor. Panoramic view + pool + balcony
✨ Piso 18 con vista panorámica y brisa fresca ✨ Este loft moderno combina estilo y comodidad con un balcón integrado y cortinas blackout para mayor confort. Perfecto para parejas, viajes de trabajo o estancias largas, ofrece Wi-Fi rápido, área de iworking, piscina y parqueo privado. Ubicado en una zona segura y céntrica de Curridabat, tendrás todo a tu alcance. Como Súper Anfitrión Top 10% en Costa Rica, garantizo atención rápida y dedicada para que tu estadía sea inolvidable. 🌟

Cosy & Modern MiniHouse in Private Residential
Este es un espacio nuevo que ofrece todas las comodidades, muy bien iluminado, moderno y acogedor. Totalmente equipado y privado. Además está en un residencial tranquilo, con muchas zonas verdes, privado y seguro, parqueo bajo techo, con traslado rápido a comercios, 5 minutos de la Universidad de Costa Rica, 15 minutos del centro de San Jose y restaurantes. Muchas zonas verdes alrededor. Cocina equipada, buena señal WiFi, suficiente para teletrabajo. Agua caliente, Smart TV.

Apartment with tropical garden in Bº Escalante!
To experience the atmosphere in one of the most emblematic places in San José, Barrio Escalante, full of gastronomy, art and history. An apartment full of details, with a beautiful tropical garden and terrace in front of the rooms. With all the comforts to feel at home. An injection of life within the warmth of this old Josephine neighborhood. Close to everything you need and still on a quiet street. With parking for a small car (sedan or a compact).

Nota Escalante Great Views W/ AC
Nota Escalante is a modern tower in barrio escalante. The apartment is a very stylish and minimalistic studio with some special touches to make you feel great at a unique cozy spot just 200m from the best restaurants of Costa Rica and some fantastic night life. Barrio Escalante is a very special neighborhood in Costa Rica known for its amazing restaurants. The apartment features a electrically reclining bed and electric shades for maximum comfort.
Popular amenities for Guadalupe holiday rentals
Other great holiday rentals in Guadalupe

Casita de Yadi – Apt #2

Apartment in EscalanteOlive Loft 14th

3 bedroom house in a condominium in the San Jose

Safe and comfortable downtown apartment

Private Apartment in Moravia for 4 people/1 Parking space

Apartment in San Pedro

Cozy apartment close to everything

Oasis de Escalante - Private Studio
Quick stats about holiday rentals in Guadalupe
Total rentals
230 properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
6.1K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
70 properties have a pool
Destinations to explore
- San Andrés Holiday rentals
- San José Holiday rentals
- Tamarindo Holiday rentals
- Puerto Viejo de Talamanca Holiday rentals
- Santa Teresa Beach Holiday rentals
- Jaco Holiday rentals
- Managua Holiday rentals
- Uvita Holiday rentals
- Boquete Holiday rentals
- Playas del Coco Holiday rentals
- La Fortuna Holiday rentals
- Liberia Holiday rentals
- Fitness-friendly rentals Guadalupe
- Smoking-friendly rentals Guadalupe
- Condo rentals Guadalupe
- Rentals with outdoor seating Guadalupe
- Rentals with a hot tub Guadalupe
- House rentals Guadalupe
- Rentals with a washing machine and dryer Guadalupe
- Pet-friendly rentals Guadalupe
- Rentals with breakfast Guadalupe
- Guesthouse rentals Guadalupe
- Rentals with a fire pit Guadalupe
- Rentals with a patio Guadalupe
- Family-friendly rentals Guadalupe
- Apartment rentals Guadalupe
- Rentals with pools Guadalupe
- Jaco Beach
- Dominical Beach
- La Sabana Park
- Playa Blanca
- Manuel Antonio National Park
- Hotel Punta Leona
- Poás Volcano National Park
- Parque Diversiones
- Chirripó National Park
- Braulio Carrillo National Park
- Marina Pez Vela
- Los Quetzales National Park
- Playa Boca Barranca
- Cariari Country Club
- Juan Castro Blanco National Park
- Irazú Volcano National Park
- Carara National Park
- La Iguana Golf Course
- La Cruz del Monte de la Cruz
- La Cangreja National Park
- Playa Gemelas
- Turrialba Volcano National Park