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Vacation rentals in Guadalupe

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Top-rated vacation rentals in Guadalupe

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious lounge area is featured with large windows, providing panoramic views of San José. Comfortable sofas are arranged around a central coffee table, and an artistic light fixture adds a touch of elegance. Subtle decor elements enhance the inviting space.
Apartment in Barrio Escalante
4.9 out of 5 average rating, 565 reviews

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

Guest favorite
A rooftop jacuzzi is positioned against a stunning sunset backdrop. It is surrounded by clear glass panels, offering a panoramic view of the city. The deck is made of dark wood, enhancing the tranquil outdoor space.
Condo in Barrio Escalante
4.95 out of 5 average rating, 472 reviews

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.

Guest favorite
A spacious rooftop deck is featured with modern outdoor seating and a BBQ grill. Panoramic views of the city are visible through large glass doors, creating an open connection to the indoor lounge area. Natural light complements the contemporary design.
Loft in Barrio Escalante
4.87 out of 5 average rating, 375 reviews

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.

Guest favorite
A bright bedroom features a spacious bed with a dark blue throw blanket. Floor-to-ceiling windows provide an expansive view of the city and mountains. A bedside table holds a sleek lamp, while a textured area rug adds comfort to the wooden floor.
Apartment in San Pedro
4.92 out of 5 average rating, 117 reviews

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!

Top guest favorite
A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.
Home in Escazu
4.99 out of 5 average rating, 282 reviews

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.

Guest favorite
Apartment in Aran Juez
4.81 out of 5 average rating, 342 reviews

La Vecindá - The Studio - Great Location

NO PARKING AVAILABLE / NO HAY PARQUEO🚫🚙 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. 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.

Guest favorite
A modern living space features a grey sofa with colorful cushions, complemented by a coffee table and a small plant. In the background, a dining area is visible with white chairs around a wooden table, illuminated by soft overhead lighting.
Apartment in San Pedro
4.93 out of 5 average rating, 269 reviews

Urban Alchemy- Spacious Apartment & Fast Wifi

At Urban Alchemy we have thought of all the details you need to have the perfect stay in San Jose. We offer complementary high quality coffee for our guests. Strategic location, beaches, volcanoes and national parks in less than 2 hours. The main public transportation services are only 3 blocks away from the apartment. You can find restaurants, ATMs, Banks, Convenience Stores, Postal Services, Pharmacy services and a shopping mall steps away from the apartment.

Guest favorite
Apartment in Curridabat
4.93 out of 5 average rating, 178 reviews

Ifreses Apartment: clean/balcony/WiFi/desk

The space is very comfortable as it is equipped with kitchen utensils, a work table, Wi-Fi, TV, air conditioning, an individual armchair, a two-person armchair, shelves, closets, etc. that make it very cozy. It also has a balcony with sliding doors that allows you to enjoy beautiful views of San José and the mountains, incredible sunsets and fresh air. Most of the ratings highlight the cleanliness of the space, something we particularly care about offering.

Superhost
A spacious rooftop terrace features a plush seating area with a covered grill, surrounded by a natural stone pathway. Large glass panels provide panoramic views of the neighborhood, with a mix of clouds and blue skies visible above.
Apartment in Barrio Escalante
4.9 out of 5 average rating, 177 reviews

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.

Guest favorite
A bright sitting area features wooden seating against the walls, complemented by a small step ladder leading to an upper space. Large windows allow natural light to fill the room, while a glimpse of the outdoor balcony and greenery can be seen through the open door.
Apartment in San José
4.87 out of 5 average rating, 249 reviews

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.

Top guest favorite
A rooftop area features a long, light-colored table with multiple chairs, alongside a sleek infinity pool. The space is framed by large glass panels, offering expansive views of the mountains and the cityscape beyond. Clear skies and soft clouds enhance the inviting atmosphere.
Apartment in Curridabat
4.95 out of 5 average rating, 133 reviews

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.

Guest favorite
Loft in Curridabat
4.88 out of 5 average rating, 277 reviews

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

Studio Apartment on the 18th floor. Peaceful and centrally-located place. KING SIZE BED GREAT VIEW of the mountains. The apartment is close to supermarkets, shopping malls, restaurants, and cafeterias. Located in a beautiful and fancy neighborhood. Close to bus stops and San Jose Metro-Area Fast Uber rides. *** This building is smoke free, therefore is not allowed to smoke in any location nor in the apartment ***

Popular amenities for Guadalupe vacation rentals

When is the best time to visit Guadalupe?

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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 vacation rentals in Guadalupe

  • Total vacation rentals

    Explore 240 vacation rentals in Guadalupe

  • Nightly prices starting at

    Guadalupe vacation rentals start at $10 per night before taxes and fees

  • Verified guest reviews

    Over 7,300 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

    70 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    230 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

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