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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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Home in Guadalupe

4.83 out of 5 average rating, 151 reviews

Cozy Tropical Loft, strategically located.

Tropical loft, an oasis within the city. Two storey, open plan house, surrounded by gardens. Close to San Jose city center and its main amenities. Public transport and Walmart located within 200 meters. Strategic location to access universities, Escalante's Bars and Rest. and main roads leading to national parks and beaches. Safe neighborhood, with lots of green space within the property. Hammocks, decks, balconies and a roof terrace make this contemporary house, the perfect place for your stay.

Apartment in San José

4.92 out of 5 average rating, 400 reviews

Best Panoramic View of the Central Valley

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

Home in Guadalupe

4.95 out of 5 average rating, 81 reviews

Amazing view of San Jose (20 min)- Casa los Cielos

Casa Los Cielos is elegant but simple, with beautiful Costa Rican woodwork throughout. Rooms all have stunning views including the San Jose valley and surrounding mountains. The Casa,nestled in a cool (78F during the day), peaceful mountainous area, is perfect for families, retreats, or groups of friends. Enjoy the chimney, fire pit, BBQ grill and horses in neigboring lot. - 20 min from downtown San Jose - 50 min drive to Int'l airport - 1h 45m from beach - 5 min drive to restaurants, stores

Apartment in Guadalupe

4.94 out of 5 average rating, 49 reviews

Full family apartment, quiet and safe family friendly apartment

Disfruta de este apartamento familiar totalmente equipado. Muy seguro, silencioso, confortable, con entrada y parqueo privado bajo techo. Internet (150Mgs) y con 2 televisores con cable. Ubicado a 15 minutos del centro de San José y a 5 minutos de grandes centros comerciales Enjoy this beautiful quiet, secure, comfortable family place with private parking and entrance under roof, WiFi, and Cable TV's. Located only 15 minutes from downtown San José and less than 5 minutes from shopping malls.

Apartment in San José

4.96 out of 5 average rating, 139 reviews

Queen Bed Yogui Studio + Hot Tub

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.

Loft in Curridabat

4.93 out of 5 average rating, 187 reviews

Studio con vista espectacular! Amazing View Studio

Ubicado en el piso 23 de torre iFreses en Curridabat, cuenta con vista a la zona Sur de 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. Ahora como cama Queen. 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. Now with queen bed.

Apartment in San José

4.92 out of 5 average rating, 133 reviews

Upscale apartment at URBN Escalante

This 26th-floor condo (2614) is fully furnished. Has a dining room, laundry area with washer and dryer, kitchen equipped with refrigerator, microwave oven, stove with digital oven, coffee maker, two bedrooms with queen and double beds, 2 full bathrooms, HD Smart TVs in the dorms as well in the living room. The building’s amenities include a 24/7 lobby, tempered pool, gym, and more. URBN Escalante is an unbeatable urban point with services, entertainment, and restaurants just a step away.

Apartment in San Pedro

4.93 out of 5 average rating, 46 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!

Loft in Curridabat

4.93 out of 5 average rating, 297 reviews

Amazing View at 20th SJO Floor Loft! Parking&Pool

There is no better way to experience the beauty of San Jose than by sleeping in the heart of the city with a spectacular vista of the north of the capital. The landscape of the Irazú volcano on the horizon will be the perfect complement to enjoying the sunrise in your bed. This apartment is perfect to start your experience in Costa Rica, relax after a business trip, or spend a romantic night with your partner. All from a privileged area within a walking distance of restaurants and shops.

Condo in Freses

4.86 out of 5 average rating, 118 reviews

NEST Suite 22nd floor

We offer you a 2-bedroom 2 full bathroom with an open balcony so you can spend a quality and relaxing time with the best view of San Jose. The apartment is in a secure building with security and concierge 24/7, several amenities that you can take advantage of like spa, gym, lounge etc. Within walking distance, you have 2 shopping centers with supermarkets, pharmacies, and several restaurant options You will also find underground secure parking. Make sure to read house rules closely.

Ice dome in San José

5.0 out of 5 average rating, 101 reviews

Glass yluc, waterfalls, transportation, breakfasts

Cerquita del Cielo Glamping- Adults only You can imagine sleeping under a million stars, in the midst of majestic nature and waking up to the sound of birds and waterfalls in a 100% sustainable glass igloo with solar power and rising water Includes: - Round trip transportation from Santa Ana. Gift to wind tours -Tour to the waterfalls. -Private bbq area, equipped for cooking -Mirador towards sunset - Private net -Private jacuzzi with hydromassage -Desayuno room service

Apartment in San José

4.86 out of 5 average rating, 192 reviews

Cosy & Modern MiniHouse in Private Residential

Este es un espacio nuevo que ofrece todas las comodidades, muy bien iluminado, moderno y acogedor. Totalmente equipado y privado. Además está en un lugar tranquilo, privado y seguro, con parqueo bajo techo, muy bien ubicado y con acceso 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, WiFi de 40 mbps promedio, agua caliente, 2 Smart TVs.

Vacation rentals for every style

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Popular amenities for Guadalupe vacation rentals

Free parking on premises

Air conditioning

Stay near Guadalupe's top sights

Novacentro8 locals recommend

Plaza Carolina12 locals recommend

Guadalupe Commercial Center4 locals recommend

Maxi Pali5 locals recommend

Automercado7 locals recommend

La Antojeria Mexicana5 locals recommend

Other great vacation rentals in Guadalupe

Apartment in San José

5.0 out of 5 average rating, 23 reviews

Apartment in San Jose Barrio Escalante

Apartment in San José

4.9 out of 5 average rating, 20 reviews

Ideal Studio in Escalante

Apartment in Curridabat

4.96 out of 5 average rating, 26 reviews

Apartment, Spectacular Vista

Home in Escazu

5.0 out of 5 average rating, 80 reviews

KING BED, deluxe stay, @Hill View, green areas

Condo in San José

4.94 out of 5 average rating, 88 reviews

Downtown San Jose, Luxury Apartment, 14th floor

Condo in Granadilla

4.98 out of 5 average rating, 82 reviews

Appartment overlooking forest

Apartment in San José

4.95 out of 5 average rating, 58 reviews

27th floor 2BR, Sunset View, A/C

Apartment in San José

4.92 out of 5 average rating, 78 reviews

Nota Escalante Great Views W/ AC

Quick stats about vacation rentals in Guadalupe

Total rentals
210 properties
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
4.5K reviews
Nightly prices starting at
$10 before taxes and fees

Frequently Asked Questions

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.
Do apartment rentals in Guadalupe have a kitchen?
Absolutely! We offer over 70 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 100 vacation rentals in Guadalupe featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Guadalupe have air conditioning?
Absolutely! We offer over 10 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 70 homes with a kitchen, over 70 homes with wifi, over 30 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do condo rentals in Guadalupe have free parking?
Absolutely! We offer over 10 condo rentals with free parking in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Guadalupe have wifi?
Absolutely! We offer over 50 house 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 40 vacation rentals for guests traveling with pets.

Destinations to explore