
Vacation rentals in Guadalupe
Find and book unique accommodations on Airbnb
Quick stats about vacation rentals in Guadalupe

Total vacation rentals
Explore 250 vacation rentals in Guadalupe

Nightly prices starting at
Guadalupe vacation rentals start at G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 8,060 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
250 of Guadalupe vacation rentals include wi-fi 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
Top-rated vacation 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.

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/ Amazing View Studio
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.

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.

Cozy & Modern MiniHouse • Cerca UCR • Seguro
This is a modern space that offers all the comforts, very well lit and cozy. Fully equipped and private. It is also in a quiet residential, 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 area around. Equipped kitchen, good WiFi signal, enough for teleworking. Hot water, Smart TV with Netflix, YouTube and more.

10th floor Apartment w/ Sky-Level Pool in San José
Private, comfortable, and strategically located in the heart of Curridabat. This studio on the 10th floor of the iFreses building is perfect for couples, students, or travelers seeking a quiet and functional space. It offers all the essentials for a pleasant stay and is surrounded by universities, shopping centers, and restaurants. Its location makes it a strategic base to explore San José and plan your journey through Costa Rica.

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.

Centrally located studio in San Pedro | 200+ reviews
Centrally located studio in San Pedro, with an excellent rating and over 200 guest reviews. Ideal for getting around on foot and enjoying San José with ease. Comfortable, safe, and fully equipped space, perfect for short or long stays. Convenient location close to the UCR, restaurants, supermarkets, and public transportation. Ideal for solo travelers or couples. Host with extensive experience and excellent guest reviews.

Stylish Loft with Stunning Panoramic Views
Just 9km from SJO airport. Romantic and elegant loft for couples with stunning panoramic views. The perfect place to unwind after a long flight or before heading back home. Relax in the hot tub while enjoying the breathtaking view, and take advantage of the TV, air conditioning, and automated black-out curtains for ultimate comfort. The airbnb is located in Pilas, San isidro de Alajuela

Trunk C - Climbing Bonsai
Discover a modern oasis in the heart of San José! This charming studio in Bonsai, a boutique apartment building in Barrio Escalante, uniquely combines urban comfort with natural connection. Experience modern living with a natural touch in this apartment, where the city and tranquility are in perfect harmony. Book your stay at Bonsai and experience San José like never before!
Popular amenities for Guadalupe vacation rentals
Stay near Guadalupe's top sights
Other great vacation rentals in Guadalupe

Complete modern, quiet and safe apartment

Mercury

Tropical-inspired urban retreat on the 22nd floor

SECRT Escalante · 19th Floor · View + Parking

Secrt 2111 | Panoramic View, Rooftop & Pool

Amazing Contemporary Penthouse in San José Tower

Modern Escalante Studio w/ Pool + Rooftop Terrace

Alice in Wonderland-themed w/ Rooftop & 360° Views
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$10,666 GYD | G$10,666 GYD | G$10,875 GYD | G$9,411 GYD | G$9,411 GYD | G$9,830 GYD | G$9,830 GYD | G$9,830 GYD | G$9,830 GYD | G$10,039 GYD | G$10,248 GYD | G$11,294 GYD |
| 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 condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 condo rentals 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.
Do house rentals in Guadalupe have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Guadalupe have wifi?
Absolutely! We offer over 110 apartment rentals with wifi in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Guadalupe have free parking?
Absolutely! We offer over 20 house rentals with free parking 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 110 homes with wifi, over 90 homes with a kitchen, over 40 homes with free parking, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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- Guesthouse rentals Guadalupe
- Rentals with outdoor seating Guadalupe
- Condo rentals Guadalupe
- Smoking-friendly rentals Guadalupe
- Pet-friendly rentals Guadalupe
- Apartment rentals Guadalupe
- Rentals with a fire pit Guadalupe
- Rentals with pools Guadalupe
- Rentals with a hot tub Guadalupe
- House rentals Guadalupe
- Family-friendly rentals Guadalupe
- Rentals with breakfast Guadalupe
- Rentals with a washer and dryer Guadalupe
- Rentals with a patio Guadalupe
- Fitness-friendly rentals Guadalupe
- Jaco Beach
- Dominical Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Parque Diversiones
- Marina Pez Vela
- Chirripo National Park
- Poás Volcano National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- University of Costa Rica
- Playa Jacó
- Turrialba Volcano National Park
- Carara National Park
- Multiplaza Escazú
- El Miro
- Children’s Museum
- Parque Central
- Hacienda Alsacia Starbucks Coffee Farm
- Britt Coffee Tour
- La Cruz del Monte de la Cruz





