
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.

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.

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.

27th floor 2BR, Sunset View, A/C
Enjoy a stylish experience in this beautiful mid-century designer 2 Bedroom, 2 Bath with gorgeous views of San Jose located in trendy Barrio Escalante, gastronomic area with more than fifty restaurants, local and international. The apartment offers a living area, an open kitchen with all the modern amenities and quartz finishes , beautiful terrace showing spectacular sunsets, in-home washer/dryer, both bedrooms with AC, electric blackout blinds ..etc, located on the 27th floor.

Stylish Studio in Escalante – Central & Modern
Experience modern comfort in the heart of San José’s trendy Barrio Escalante. A stylish studio with balcony views, cozy design, and everything you need for work or relaxation—steps away from the city’s best cafes, restaurants, and nightlife. Disfruta la experiencia de hospedarte en un moderno estudio en el corazón de Barrio Escalante. Con balcón, diseño acogedor y todas las comodidades, estarás a pocos pasos de los mejores cafés, restaurantes y vida nocturna de San José.

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.

Apartment in Escalante Olive Loft 14th
A modern and elegant studio on the 14th floor, with an amazing sunset view. Located in the heart of Barrio Escalante, close to bars and excellent restaurants with a wide variety of cuisine, opposite one of the 100 best cafés in the world. Perfect for couples, solo travelers or digital nomads looking for comfort in a safe and walkable location. Escalante is the cultural and gastronomic epicenter of San José, with active local life at any time of the day.

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.

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.

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 ***

Oasis Ecalante Apartment 2H 1B
Discover the charm of Barrio Escalante from our cozy 2 bedroom apartment! The master bedroom offers a queen-size bed, desk, and TV. The second bedroom features a twin bed and desk. Additionally, it has a comfortable bathroom. Enjoy spacious areas in the living room, dining room, and fully-equipped kitchen. Strategically located, you'll be surrounded by cafes, restaurants, and vibrant nightlife.

Apt#4 Modern Studio, central, peaceful, modern.
Edificio La Patrona: San Pedro, San José. Los Yoses sur This comfortable, clean, fully equipped studio is located 1.5km from the center of San Jose. There is wifi in the apartment and check-in and check-out are easily accessible with the 24/7 security guard. This space is well taken care of, safe, and centrally located for a great time in San Jose. Hosts speak English and Spanish
Popular amenities for Guadalupe vacation rentals
Stay near Guadalupe's top sights
Other great vacation rentals in Guadalupe

Modern Studio with Infinity Pool View / Escalante

Complete modern, quiet and safe apartment

Vino Spot - AC-Free parking

Cozy Tropical Loft, strategically located.

Modern, Central and Practical Apartment

Escalante Relax 12th

Private Apartment Moravia 4 people

Beautiful apartment, overlooking the mountains.
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$8,577 GYD | G$8,996 GYD | G$8,996 GYD | G$9,414 GYD | G$9,414 GYD | G$9,833 GYD | G$9,833 GYD | G$9,833 GYD | G$9,833 GYD | G$10,042 GYD | G$10,251 GYD | G$11,297 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 condo rentals in Guadalupe?
Experience the best of Guadalupe with our condo 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 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 condo rentals in Guadalupe have a kitchen?
Absolutely! We offer over 30 condo rentals with a kitchen in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in Guadalupe have wifi?
Absolutely! We offer over 10 serviced 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 40 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 40 homes with free parking, over 110 homes with wifi, over 40 homes with air conditioning, over 90 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 G$2,092 GYD 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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- Jaco Beach
- Dominical Beach
- La Sabana Park
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Poás Volcano National Park
- Parque Diversiones
- Marina Pez Vela
- Parque Nacional Braulio Carrillo
- Chirripo National Park
- Parque Nacional Los Quetzales
- Carara National Park
- Irazú Volcano National Park
- La Cruz del Monte de la Cruz
- Parque Viva
- Turrialba Volcano National Park
- University of Costa Rica
- Playa Jacó
- Catarata del Toro
- Plaza de la Cultura
- Pre-Columbian Gold Museum
- Parque Central
- Río Agrio Waterfall
- Children’s Museum




