
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$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 7,990 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 50 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

4.8 Average rating
Guadalupe stays are highly rated by guests—averaging 4.8 out of 5!
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.

Original Studio - San José -Barrio Escalante A/C
Disfruta de la sencillez de este alojamiento tranquilo y céntrico en el corazón de Barrio Escalante, uno de los lugares más exclusivos de la ciudad de San José donde encontrarás alta variedad gastronómica, hospitales privados, clínicas dentales, Estéticas . Nuestro Studio te ofrecerá todo lo necesario para contar con una estadía más que placentera. Si de centros comerciales hablamos , encontrarás Multiplaza del Este y Mall San Pedro los más cercanos donde encontrarás de todo! Nos vemos !✌️

Cozy Apartment, near everything
Welcome to our cozy apartment, perfect for your Airbnb stay! As you step inside, you'll be greeted by an open-concept living area that combines a cozy living room, a dining area, and a fully equipped kitchenette. A sofa and a table firepit perfect to unwind after a long day. The bedroom is furnished with a comfortable bed adorned with soft linens and fluffy pillows. Adjacent to the bedroom, you'll find a modern bathroom with a walk-in shower and all the necessary amenities. Book with us today

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, YouTube y otros.

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.

Modern and Comfortable Apartment in Guadalupe
Spacious, comfortable and very clean apartment. Lots of natural light and ventilation. Located only 10 minutes from downtown San Jose. We invite digital nomads, local and foreign visitors, to check out the details or our accommodations. If your visit to San Jose is short stay or long term stay, for work, medical tourism or vacation, our place offers you the comfort of home away from home. We provide an attentive and respectful service and a pleasant atmosphere to our guests.

Estudio céntrico en San Pedro | 200+ reseñas
Estudio céntrico en San Pedro, con excelente valoración y más de 200 reseñas de huéspedes. Ideal para moverte caminando y disfrutar San José con facilidad. Espacio cómodo, seguro y totalmente equipado, perfecto para estancias cortas o largas. Ubicación estratégica cerca de la UCR, restaurantes, supermercados y transporte público. Ideal para viajeros solos o parejas. Alojamiento con amplia experiencia y excelentes valoraciones de huéspedes.

Oasis Ecalante Apartamento 2H 1B
¡Descubre el encanto de Barrio Escalante desde nuestro acogedor apartamento de 2 habitaciones! La habitación principal te ofrece cama queen, escritorio y TV. La segunda habitación cuenta con una cama individual y escritorio. Adicional cuenta con un baño cómodo. Disfruta de espacios amplios en la sala, comedor y cocina totalmente equipada. Ubicado estratégicamente, estarás rodeado de cafés, restaurantes y la vibrante vida nocturna.

Vivi's Hideaway
Enjoy this peaceful and centrally-located apartment, with sweeping 21st floor views of San Jose and the surrounding mountains. Fast internet, cool a/c, and a luxurious king sized, memory foam mattress await you after a day of exploring the Central Valley. Located in an exclusive high rise apartment, you will have access to one of the only rooftop pools in the central valley, a full gym, and inspiring coworking areas.

Secret Garden Privé
Secret Garden Prive is a tiny house with a private terrace and garden, creating a peaceful jungle-like retreat in the city. Located within walking distance of Barrio Escalante, known for its top restaurants and nightlife. Unlike most stays in the area, this is not a high-rise tower, offering more privacy, greenery, and a relaxed atmosphere. Nature, comfort, and location in one place.
Popular amenities for Guadalupe vacation rentals
Stay near Guadalupe's top sights
Other great vacation rentals in Guadalupe

SECRT Escalante · 19th Floor · View + Parking

Summit Escape: Peace & Comfort

Apartment in Secrt Escalante, San José, CR

Accessible · Jacuzzi · Fast WiFi · Central Area

Cozy Studio with Balcony & View

Tropical-inspired urban retreat on the 22nd floor

Alice in Wonderland-themed w/ Rooftop & 360° Views

Nebulae - Water Cube Suite & YogaDeck
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$10,671 GYD | G$10,671 GYD | G$10,881 GYD | G$9,416 GYD | G$9,416 GYD | G$9,834 GYD | G$9,834 GYD | G$9,834 GYD | G$9,834 GYD | G$10,044 GYD | G$10,253 GYD | G$11,299 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 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.
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 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 10 condo 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 90 apartment rentals with wifi in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Guadalupe have free parking?
Absolutely! We offer over 30 apartment 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 90 homes with wifi, over 80 homes with a kitchen, over 30 homes with free parking, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- 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
- Poás Volcano National Park
- Chirripo National Park
- Parque Nacional Los Quetzales
- Parque Nacional Braulio Carrillo
- University of Costa Rica
- Carara National Park
- Turrialba Volcano National Park
- Playa Jacó
- Multiplaza Escazú
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- La Cruz del Monte de la Cruz
- Parque Central
- Britt Coffee Tour





