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Holiday houses in Guadalupe

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Top-rated holiday 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.

23–30 Jun

$160 NZD per night

Guest favourite

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

19–26 Nov

$134 NZD per night

Guest favourite

Apartment in San José

4.96 out of 5 average rating, 140 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.

28 Jan – 4 Feb

$93 NZD per night

Guest favourite

Loft in Curridabat

4.93 out of 5 average rating, 188 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.

27 May – 3 Jun

$78 NZD per night

Guest favourite

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.

13–20 Oct

$199 NZD per night

Guest favourite

Loft in Curridabat

4.93 out of 5 average rating, 298 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.

22 Feb – 1 Mar

$108 NZD per night

Guest favourite

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.

20–27 May

$187 NZD per night

Guest favourite

Apartment in San Pedro de Montes de Oca

4.86 out of 5 average rating, 330 reviews

Alchemy Studio- Comfort, Fast Wifi & Design

Alchemy Studio is a contemporary style comfortable space designed for single guests or couples who are looking for a private apartment that offers high end commodities at an affordable price. It is located strategically in the heart of San Pedro an academic & multicultural town located close to Bario Escalante an emerging gastronomic area & San Jose Downtown. You can find Restaurants, Public and Private Banks, ATMs, Pharmacies, Supermarkets and Public Transportation only steps way.

12–19 Aug

$57 NZD per night

Guest favourite

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 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 energy and rising water Includes: -Transport round trip from Santa Ana. Royal tour of the wind farms - Falls tour. - Private bbq area, equipped for cooking -Looking into the sunset -Tree net private -Private Jacuzzi with whirlpool -Breakfast room service

9–16 Dec

$523 NZD per night

Guest favourite

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.

1–8 Oct

$67 NZD per night

Guest favourite

Loft in Curridabat

4.83 out of 5 average rating, 145 reviews

* Loft 18th Floor * King Size Bed * SuPERHOST *

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 ***

30 Aug – 6 Sep

$71 NZD per night

Apartment in San José

4.87 out of 5 average rating, 127 reviews

26th floor cozy apartment near a gastronomic area

Enjoy relaxing in a colorful space with a beautiful view! That's right, guests of this apartment will be able to enjoy stunning views of the surrounding mountains and the San José Valley from their very own living room and dining area. You'll of course be right within a convenient urban center, within walking distance to restaurants and beautiful attractions alike.

5–12 May

$134 NZD per night

Holiday rentals for every style

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Popular amenities for Guadalupe holiday 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 holiday rentals in Guadalupe

Guest favourite

Home in Curridabat

4.93 out of 5 average rating, 194 reviews

Casa Ayarcos, An Elegant Luxury Home You'll Enjoy!

18–25 Aug

$237 NZD per night

Guest favourite

Apartment in San José

4.97 out of 5 average rating, 156 reviews

Arona’s#5 Boutique 3Bedroom unit+free gated garage

31 Mar – 7 Apr

$157 NZD per night

Apartment in San Pedro

4.79 out of 5 average rating, 105 reviews

Cozy & Fully Equipped Apartment

22–29 Aug

$56 NZD per night

Guest favourite

Loft in San José

4.86 out of 5 average rating, 164 reviews

Brand new 1 bed loft with spectacular city view

30 Oct – 6 Nov

$95 NZD per night

Guest favourite

Condo in San Jose

4.93 out of 5 average rating, 136 reviews

Beautiful Apartment, A/C In The Heart Of The City

27 Aug – 3 Sep

$120 NZD per night

Guest favourite

Condo in San José

4.95 out of 5 average rating, 201 reviews

Modern condo with amaizing view in Los Yoses

6–13 Jan

$116 NZD per night

Guest favourite

Loft in San José

4.89 out of 5 average rating, 161 reviews

Historic Barrio Amon, bright with private balcony

20–27 Apr

$84 NZD per night

Guest favourite

Condo in San José

4.97 out of 5 average rating, 111 reviews

Modern apartment at gastronomic epicenter

25 Jul – 1 Aug

$140 NZD per night

Quick stats about holiday 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
$17 NZD before taxes and fees

Destinations to explore