
Holiday rentals 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

Spacious studio with balcony
Welcome to this cozy boho apartment, designed to inspire and offer a relaxing stay. This is the perfect retreat for those seeking both style and serenity. Step out onto your private balcony and enjoy stunning city views. Located in a vibrant gastronomic district, this apartment offers a culinary adventure right at your doorstep. Plus, it's within walking distance of most of the city’s highlights, restaurants and shops. While the city buzzes outside, the apartment remains a peaceful sanctuary.

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.

Nebulae Loft · Design Stay with Jacuzzi & Firepit
Nebulae Loft is a contemporary architecture and design experience, created for guests who want to stay in a space that feels different, comfortable, and full of character @ 20m from SJO airport. Surrounded by trees, the loft offers two BDs, two BRs, a living room, and a fully equipped kitchen. Outside, it features two balconies, a terrace with a firepit, a jacuzzi, and a BBQ area, ideal for enjoying and sharing. Events allowed with prior authorization. Special events at Nebulae/Laureal.

Apto Colibrí. Belén. Descanso o trabajo.
Encantador, moderno y rodeado de naturaleza. Ubicado en una zona céntrica pero silenciosa, centro de movimiento hacia las provincias más importantes, ideal para quienes buscan tranquilidad sin alejarse de la ciudad; cerca de parques empresariales, zonas corporativas, Pedregal y a pocos minutos del aeropuerto, lo que lo hace perfecto para viajeros de negocios. Con Wi-Fi rápido, estable y un jardín lleno de vida, donde podrás ver colibríes, abejas y mariposas alimentándose de las flores.

Cosy & Modern MiniHouse • Cerca UCR • Seguro
Este es un espacio moderno que ofrece todas las comodidades, muy bien iluminado y acogedor. Totalmente equipado y privado. Además está en un residencial tranquilo, con muchas zonas verdes, privado y seguro, parqueo bajo techo. 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 con Netflix.

Apartment with excellent location. AC/wifi
Your 23rd-floor retreat with spectacular views! Wake up every morning in a cozy apartment located on the 23rd floor, where the sweeping views of the city from the balcony provide the perfect backdrop for your morning coffee or a sunset drink. Its location is perfect: just steps away are restaurants serving a variety of cuisines, a shopping center with a supermarket, pharmacy, and hospital, all within walking distance, making your stay convenient and worry-free.

The Coffee Loft
The perfect get away just outside of San José on the hills of San Rafael de Heredia surrounded by coffee fields. The Coffee house is a fully equipped loft with the best views of San José from the top of the mountain while drinking local hand-picked and grown coffee. Brand new and fully renovated has a full kithcen and a beautiful handmade dining room table that sits in front of a rock covered fireplace. This location is in very secure and private area.

Apto con excelente vista, A/C, parqueo incluido
Apartamento acogedor en uno de los mejores barrios de Curridabat, en este apartamento encontraras todo lo necesario para sentirte como en casa, tiene todos los servicios y comodidades necesarias. Aire acondicionado, parqueo gratuito, cocina equipada etc. Si necesitas algo adicional intentaremos conseguirtelo!! . El edificio cuenta con una gran cantidad de amenidades diseñadas para tu bienestar y comodidad. Piscina, coworking ,gimnasio entre otros.

Lovely one bedroom loft with a nice comfy patio.
Super cool one bedroom apartment located in downtown San José. Recently renovated, great patio, very stylish and comfortable. Seven blocks away from La Sabana Metropolitan Park and six blocks away from San Jose's Mercado Central. The place is located near the city's main attractions, bus stops, restaurants and bars. The apartment is fully equipped and has a very nice patio with a Hammock, great for chilling in sunny afternoons.

Tropical Escape
El apartamento se encuentra completamente equipado con todas las amenidades de entretenimiento, cocina y lavado para ser su segundo hogar en la ciudad. Es un lugar seguro, espacioso, elegante y muy céntrico perfecto para escapar del bullicioso y acelerado ritmo citadino y transportarse a la pacífica esencia tropical de Costa Rica. IMPORTANTE: Este es un condominio de ambiente FAMILIAR y TRANQUILO. MULTA DE $50 por ruido.
Popular amenities for Guadalupe holiday rentals
Stay near Guadalupe's top sights
Other great holiday rentals in Guadalupe

Apartment in Barrio Escalante,San José with A/C

Stylish Studio in Escalante – Central & Modern

Apartamento completo moderno, tranquilo y seguro

Modern 12th Floor | Views + Pool & Gym

Estudio céntrico en San Pedro | 200+ reseñas

Amazing Contemporary Penthouse in San José Tower

Cozy apartment close to everything

Oasis de Escalante - Estudio Privado
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $65 SGD | $65 SGD | $67 SGD | $58 SGD | $58 SGD | $60 SGD | $60 SGD | $60 SGD | $60 SGD | $62 SGD | $63 SGD | $69 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Guadalupe?
Guadalupe has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in guesthouse rentals in Guadalupe?
Experience the best of Guadalupe with our guesthouse rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Guadalupe?
Four-legged friends are welcome in Guadalupe. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Guadalupe?
Yes! Work meets play with ease at over 140 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 80 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.
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.
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.
Do condo rentals in Guadalupe have free parking?
Absolutely! We offer over 10 condo rentals with free parking in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Guadalupe?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 30 homes with a kitchen, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Guadalupe

Total holiday rentals
Explore 250 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 8,060 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
250 of Guadalupe holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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- Pet-friendly rentals Guadalupe
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- Rentals with pools Guadalupe
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- Family-friendly rentals Guadalupe
- Rentals with breakfast Guadalupe
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- Flat rentals Guadalupe
- Rentals with a patio Guadalupe
- Apartment rentals Guadalupe
- Rentals with a firepit Guadalupe
- House rentals Guadalupe
- Rentals with a washing machine and dryer Guadalupe
- Fitness-friendly rentals Guadalupe
- Rentals with outdoor seating Guadalupe
- 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
- Playa Jacó
- La Cruz del Monte de la Cruz
- El Miro
- Multiplaza Escazú
- Children’s Museum
- City Mall Alajuela
- Nauyaca Waterfalls
- Parque Central





