
Holiday houses in Guadalupe
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Top-rated holiday rentals in Guadalupe
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Guadalupe Apartment near Hospital La Catolica
Experience a spacious, comfortable, and impeccably clean apartment with abundant natural light and excellent ventilation. Whether you’re here for a short stay or a long-term visit, for work, medical tourism, or vacation, our accommodations offer the comfort of home away from home. We warmly welcome nomad workers, retired couples, and individuals to explore the details of our offerings. Enjoy attentive and respectful service in a pleasant atmosphere, ensuring a delightful stay for all our guests.

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.

Beautiful loft pool, gym and excellent location
Disfrute de una experiencia elegante en este lugar céntrico de San José, a poca distancia de los lugares más modernos, históricos y turísticos. Disfruta tranquilamente de un apartamento a estrenar con todo lo necesario para tu estancia. Tendrás un supermercado frente al edificio, pero también bares y restaurantes en Barrio Escalante. Acceso a excelentes amenidades: Gimnasio, 2 albercas, área de BBQ, firepit al aire libre, sala de cine, roof garden para disfrutar de vistas únicas de San José.

Exclusive Apartment in Downtown Costa Rica
This penthouse is in one of the most exclusive areas of Costa Rica, excellent restaurants, the nightlife is intense, full of life. The apartment has places to work inside the building, a gym, an pool, 24-hour security and the apartment is spacious, the view it has is impressive! day or night "it takes your breath away" its minimalist decoration gives you peace in a world "full of complications" …you are a winner, and you deserve a night that brings you closer to that top level you deserve!

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.

*NEW* Luxury Condo | Stunning Views
Luxury condo with stunning views of the mountains & city. Just footsteps away from trendy coffee shops, bustling bars & over 50 restaurants. Located just 25 minutes from the airport. The building has 24/7 security, swimming pool & gym. This modern & professionally decorated condo offers a fully equipped kitchen, Full Size bed + a Queen pullout sofa bed. High Speed Wifi, AC & Smart TV’s in the bedroom & living room. This comfortable & cozy space truly feels like a home away from home.

Stylish 1 BR w A/C, Private Terrace
Enjoy a stylish experience at this centrally-located condominium, less than half a mile from downtown and in the heart of the trendy gastronomic Barrio Escalante with countless options of restaurants and bars. Whether working remotely, visiting friends, health tourism or on holiday, with speedy internet, fully equipped kitchen and bathroom, a very calm and serene terrace, gym and pool, coworking, lounge and bar, you will feel right at home with the touch of the latin culture.

Apartamento en Escalante Olive Loft 14th
A modern and elegant studio on the 14th floor, with an amazing sunset view. Located in the heart of Barrio Escalante, close to bars and excellent restaurants with a wide variety of cuisine, opposite one of the 100 best cafés in the world. Perfect for couples, solo travelers or digital nomads looking for comfort in a safe and walkable location. Escalante is the cultural and gastronomic epicenter of San José, with active local life at any time of the day.

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.

Cozy and excellently located apartment.
Excellent location apartment. 5 minutes walk from the University of Costa Rica. 3 minutes from the State Distance University. Banks, shopping centers and restaurants nearby. Public transportation to downtown San José, in front of the apartment. Rustic and modern decor at the same time. Wifi and cable TV. Researchers, academics, professionals, tourists in general, welcome. Two floors, very safe. Free PARKING for guests between 6:00 pm and 8:00 am.

Cozy & Modern MiniHouse • Cerca UCR • Seguro
This is a modern space that offers all the amenities, very well lit and cozy. Fully equipped and private. It is also in a quiet residential area, with many green areas, private and safe, indoor parking. Quick transfer to shops, 5 minutes from the University of Costa Rica, 15 minutes from downtown San Jose and restaurants. Lots of green areas around. Equipped kitchen, good WiFi signal, enough for teleworking. Hot water, Smart TV with Netflix.
Popular amenities for Guadalupe holiday rentals
Stay near Guadalupe's top sights
Other great holiday rentals in Guadalupe

Complete modern, quiet and safe apartment

Casa Otoya 1365: Rest in the heart of San José

Superb views | Near Everywhere | Luxury Hideout

Cozy Tropical Loft, strategically located.

Studio loft 24th floor

Casa Malinche 1020 - Comfortable, safe and central

Oasis 37

Apartment in Escalante
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $68 NZD | $71 NZD | $71 NZD | $75 NZD | $75 NZD | $78 NZD | $78 NZD | $78 NZD | $78 NZD | $80 NZD | $81 NZD | $90 NZD |
| 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 |
Frequently Asked Questions
How much does it cost to stay in serviced apartment rentals in Guadalupe?
Experience the best of Guadalupe with our serviced apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Guadalupe have a kitchen?
Absolutely! We offer over 90 apartment rentals with a kitchen in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Guadalupe?
Yes! Work meets play with ease at over 130 vacation rentals in Guadalupe featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Guadalupe vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Guadalupe, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Guadalupe have air conditioning?
Absolutely! We offer over 20 condo rentals with air conditioning in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Loft Rentals in Guadalupe?
Enhance your stay in our Loft Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Guadalupe have free parking?
Absolutely! We offer over 40 apartment rentals with free parking in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Do loft rentals in Guadalupe have wifi?
Absolutely! We offer over 10 loft rentals with wifi in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Guadalupe?
Four-legged friends are welcome in Guadalupe. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Guadalupe?
Guadalupe has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Guadalupe

Total holiday rentals
Explore 240 holiday rentals in Guadalupe

Nightly prices starting at
Guadalupe holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 7,300 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
230 of Guadalupe holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Guadalupe rentals

4.7 Average rating
Guadalupe stays receive an average rating of 4.7 out of 5 from guests
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- Jaco Beach
- Dominical Beach
- La Sabana Park
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Poás Volcano National Park
- Parque Diversiones
- Marina Pez Vela
- Chirripo National Park
- Parque Nacional Los Quetzales
- Parque Nacional Braulio Carrillo
- Carara National Park
- Irazú Volcano National Park
- La Cruz del Monte de la Cruz
- Turrialba Volcano National Park
- Parque Viva
- University of Costa Rica
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- National Theatre of Costa Rica
- Hotel Pumilio
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- Catarata del Toro
- Britt Coffee Tour
- Parque Central




