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

Stylish Studio with Sky Bar & City Views
New and exclusive Golden Coffee Studio, inspired by the history of Costa Rican coffee this apartment brings the best views of San Jose city. Walkable of the beaten heart of trendy gastronomic area Barrio Escalante, surrounded by the local vibes this place is on the best spot downtown for you to get ready and discover Costa Rica. One master room and a unique queen wallbed make this place an inviting and fun place for couples, friends and families. Spectacular amenities 100MBps Fiber optic Wifi

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

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.

Studio with a beautiful view
Located on the 23rd floor of Torre iFreses in Curridabat, it overlooks the South area of San José. Dentro del estudio encontrá todo lo necesario para su estadía, podrá hacer uso de las amenidades del condominio como la piscina y iwork. Located on the 23rd floor of iFreses tower in Curridabat, with great view of the south of San José city. Inside, you will have all that you need. You could use some of the amenities of the condo like pool and iwork. Check-in 3:00pm and Check-out 11:00am.

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.

Casa Botánica de Aranjuez
Casa Botanica de Aranjuez is a beautifully restored and furnished house with the best of vibes. Original Spanish tiles, 3 spacious bedrooms with king size beds and hardwood floors will ensure a memorable stay. Our lush garden effortlessly brings nature into our home. Relax in this quiet urban setting with all the requierd comforts as you discover San Jose´s historical neighborhoods and surrounding natural wonders. Start or end your Costarican journey here, you wont regret it.

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.

Cozy & 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.

La Casita Rústica, nature, birds and butterflies.
Located in the mountains of the north of the Central Valley, a quiet place to rest and get in touch with nature. Surrounded by a 2,700-meter garden, with a collection of plants appealing to birds and butterflies. 6 kilometers from the National University with just one trip by public transport. 25 minutes from Braulio Carrillo National Park. A maximum of two small or medium pets are accepted (check before booking). Non-aggressive towards other people or other pets.

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

San José Studio, San Pedro

Lovely 2 bedroom, fully furnished apartment

Amazing Penthouse in San José

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
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $53 SGD | $56 SGD | $56 SGD | $59 SGD | $59 SGD | $61 SGD | $61 SGD | $61 SGD | $61 SGD | $56 SGD | $55 SGD | $55 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 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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.
How much does it cost to stay in loft rentals in Guadalupe?
Experience the best of Guadalupe with our loft rentals, starting at about $20 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 apartment rentals in Guadalupe have air conditioning?
Absolutely! We offer over 40 apartment rentals with air conditioning in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Guadalupe?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 100 homes with wifi, over 40 homes with air conditioning, over 90 homes with a kitchen, over 40 homes with free parking, 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 guesthouse rentals in Guadalupe have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Guadalupe

Total holiday rentals
Explore 230 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 6,120 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
230 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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- House rentals Guadalupe
- Smoking-friendly rentals Guadalupe
- Rentals with a firepit Guadalupe
- Rentals with pools Guadalupe
- Rentals with a hot tub Guadalupe
- Flat rentals Guadalupe
- Family-friendly rentals Guadalupe
- Rentals with a washing machine and dryer Guadalupe
- Rentals with a patio Guadalupe
- Rentals with outdoor seating Guadalupe
- Guest house rentals Guadalupe
- Fitness-friendly rentals Guadalupe
- Pet-friendly rentals Guadalupe
- Apartment rentals Guadalupe
- Rentals with breakfast Guadalupe
- Jaco Beach
- Dominical Beach
- La Sabana Park
- Playa Blanca
- Manuel Antonio National Park
- Poás Volcano National Park
- Parque Diversiones
- Chirripó National Park
- Marina Pez Vela
- Braulio Carrillo National Park
- Los Quetzales National Park
- Cariari Country Club
- Playa Boca Barranca
- Juan Castro Blanco National Park
- Irazú Volcano National Park
- Carara National Park
- La Iguana Golf Course
- La Cangreja National Park
- La Cruz del Monte de la Cruz
- Turrialba Volcano National Park
- Playa Gemelas




