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The 10 Best Vacation Homes in Cortona, Italy

Check out our selection of great vacation homes in Cortona

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Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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The air-conditioned holiday home consists of 1 bedroom, a living room, a fully equipped kitchen with a microwave and a coffee machine, and 1 bathroom with a bidet and a hair dryer. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation features a private entrance.

Very nice place with exceptional hosts. We received outstanding accommodation. The property is sparkling clean and provides everything you need for a great stay. Highly recommend.

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9.1
Wonderful
144 reviews
Price from
$102
per night

Featuring air-conditioned accommodation with a private pool, Villa Bella Cortona- Luxury Tuscan Villa is set in Cortona. This property offers access to a balcony, free private parking and free WiFi. The accommodation offers airport transfers, while a car rental service is also available.

Everything about this place is amazing. The house and garden is beautiful. The rooms are decorated with the Italian feel and all the modern necessities. The big kitchen is perfect for a group of our size and needs. And the gym in the extra building is great as we are a big group who like to keep active. As the weather was very warm it was great that the house had AC in all the rooms. Raffaele and his wife were great at making us feel welcome and very helpful if we had any questions. We would very much like to return.

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9.8
Exceptional
5 reviews
Price from
$765
per night

This holiday home has 2 bedrooms, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 1 bathroom. Towels and bed linen are available in the holiday home. The accommodation offers a fireplace.

The house was traditional but had been beautifully modernised. Kitchen and bathroom were very well-appointed. Despite being hidden away in the olive groves above Pergo, parking is available (approx 100m from the house).

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9.4
Wonderful
28 reviews
Price from
$96
per night

The holiday home is fitted with 2 bedrooms, 1 bathroom, bed linen, towels, a flat-screen TV, a dining area, a fully equipped kitchen, and a terrace with mountain views. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance.

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9.1
Wonderful
25 reviews
Price from
$70
per night

The spacious holiday home features 4 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a balcony with mountain views. This holiday home also includes a patio that doubles up as an outdoor dining area. The property offers garden views.

Everything about our stay exceeded expectations. Booking was easy and exceptional value for money. The hosts were kind and went above and beyond to make our stay as comfortable as possible. Gastón and Andrea even helped us with travelling to the train station as we had arrived from Milan. Upon arrival the house was perfectly clean and comfortable, with all the commodities we could have needed like towels, cooking equipment, salt, oil etc. The hosts even provided a clothes horse and detergent so that we could clean our clothes (we had been on some very muddy walks to a nearby festival so this was much appreciated). The garden was beautiful and well maintained, we made good use of the hot tub and Andrea and Gastón ensured it was clean and ready for us each day. Thank you so much to you both for a wonderful stay, we will definitely be back if we get the opportunity and highly recommend this home to any travellers to Tuscany.

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10
Exceptional
9 reviews

The recently renovated holiday home features 2 bedrooms, a flat-screen TV with streaming services and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. The air-conditioned unit at the property features a hot tub and a dressing room. The property has an outdoor dining area.

Gorgeous, spacious, well-kept apartment. Fantastic location down a side alley in the heart of Cortona, with everything we needed for a wonderful stay.

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9.9
Exceptional
15 reviews
Price from
$218
per night

The holiday home with a terrace and garden views features 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 1 bathroom with a bidet. Towels and bed linen are provided in the holiday home. There is also a seating area and a fireplace.

The hosts are very nice and welcoming people. They treat you almost like their personal guest. Location is very quiet, picturesque and convenient in the same time. You could walk 10 minutes to the train station and from there within 1.5 hour or less travel by train to Florence, Perugia, Orvieto and Assisi. Castiglione del Lago is very close, so is the beautiful hill town Cortona.

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9.7
Exceptional
24 reviews
Price from
$108
per night

A recently renovated holiday home set in Cortona, Il Fico di Cortona features a garden. The air-conditioned accommodation is 29 km from Piazza Grande, and guests can benefit from private parking available on site and free WiFi. Terme di Montepulciano is 36 km away and Perugia Train Station is 46 km from the holiday home.

We stayed for 9 nights in Sept 2022. It was the perfect place to stay as our home base, for our tour of Tuscany. Sonia's lovely house is in the town of Camucia ,on a pretty hillside in a residential area. The train station is 1 km away so it was an easy trip to Florence by train and there is a mini bus up the hill to Cortona every hour. In Camucia, Il fico di Cortona, is a short walk to a lovely restaurant and a grocery store is within 1 km . It is a quick drive to Camucia's town center with other restaurants and shops and easy access to highways. The house is very clean and well supplied with everything . The air conditioning, WiFi and TV were great and there is a dishwasher, washer, iron and hair dryer too. This lovely 2 bedroom house has a wonderful little kitchen and a big bathroom with a big shower and separate bathtub. There is a patio to sit outside and a BBQ. We had easy parking for our car next to the house on a quiet street. Sonia is a wonderful host and was always available if we needed anything. Sonia speaks very good English too . We loved our stay and would highly recommend Il Fico di Cortona to anyone looking for a nice place to stay in Tuscany .

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9.7
Exceptional
6 reviews
Price from
$128
per night

The holiday home with a terrace and city views features 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a walk-in shower. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance.

Beautiful property located in the town centre

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9.5
Exceptional
6 reviews
Price from
$140
per night

This holiday home is fitted with 3 bedrooms, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 2 bathrooms fitted with a bidet. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. The property has an outdoor dining area.

Lorenzo was very communicative. The view magnificent

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9.4
Wonderful
9 reviews
Price from
$210
per night

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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Most booked vacation homes in Cortona this month

Enjoy breakfast in Cortona!

  • Villa Bella Cortona- Luxury Tuscan Villa
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Featuring a garden, Villa Bella Cortona- Luxury Tuscan Villa provides accommodations in Cortona. This property offers access to a balcony, free private parking, and free Wifi.

    la villa è bellissima e dotata di tutti i comfort, sono molto attenti alle necessità dei clienti. La posizione è ottima, è un posto riservato ma vicino a tutti i servizi.

  • Wellness Tuscany House
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 9 reviews

    Providing a garden, Wellness Tuscany House provides accommodations in Cortona. This vacation home features free private parking, a mini-market, and free Wifi.

  • Casa Primo
    Breakfast options
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 15 reviews

    29 miles from Perugia Train Station in Cortona, Casa Primo provides accommodations with access to a hot tub.

    La pulizia, la gentilezza dei proprietari, la puntualità, lo stile

  • Casa Ersilia
    Breakfast options
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 24 reviews

    Casa Ersilia offers accommodations in Cortona, 22 miles from Piazza Grande and 27 miles from Perugia Cathedral. This property offers access to a terrace and free private parking.

    il senso dell'ospitalita. come essere a casa propria

  • Il Fico di Cortona
    Breakfast options
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews

    Housed in a historic building, the recently renovated Il Fico di Cortona offers accommodations with a garden and free Wifi.

    Accoglienza, pulizzia, location...ottime..!! Contiamo di ritornarci.

  • La vecchia casa di moda
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 6 reviews

    La vecchia casa di moda offers accommodations in Cortona, 23 miles from Montepulciano Terme and 29 miles from Perugia Train Station. With city views, this accommodation provides a terrace.

    Me encantó. Es un alojamiento excelente en todos los sentidos: casa, ubicación, dueño...

  • Cortona: uno sguardo sull'Infinito
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 9 reviews

    Cortona: uno sguardo sull'Infinito offers accommodations in Cortona, 23 miles from Montepulciano Terme and 30 miles from Perugia Train Station. With lake views, this accommodation offers a terrace.

  • La Bandita
    Breakfast options
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Providing a garden, La Bandita features accommodations in Cortona. With garden views, this accommodation offers a terrace.

Save money on vacation homes in Cortona – budget options available!

  • La piccola Posta di Cortona
    Budget options available
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 143 reviews

    La piccola Posta di Cortona offers accommodations in Cortona, 20 miles from Piazza Grande and 30 miles from Perugia Cathedral.

    Gentilezza, caffè (con la moka) e camomilla disponibili.

  • Nonna Nesti
    Budget options available
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 25 reviews

    23 miles from Piazza Grande in Cortona, Nonna Nesti features accommodations with access to a solarium. This vacation home offers free private parking, a 24-hour front desk, and free Wifi.

    Sabrina is a very nice person and the apartment was very nice and very clean.

  • Villa Le Ginestre
    Budget options available
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 10 reviews

    19 miles from Piazza Grande in Cortona, Villa Le Ginestre provides accommodations with access to an open-air bath. This property offers a private pool, free Wifi, and free private parking.

  • La Vista - Together in Tuscany
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 24 reviews

    Featuring a garden, La Vista - Together in Tuscany provides accommodations in Cortona. This property offers access to a patio, free private parking, and free Wifi.

    Great location. Easy way into historic city center.

  • Casa Capanni alla Fila
    Budget options available
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews

    Casa Capanni alla Fila offers accommodations in Cortona, 21 miles from Piazza Grande and 22 miles from Montepulciano Terme. This property offers a private pool, free Wifi, and free private parking.

  • Casale Grillo
    Budget options available
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 7 reviews

    Offering an open-air bath, Casale Grillo offers accommodations in Cortona. This property offers access to a balcony, free private parking, and free Wifi.

    Bijzonder mooi huis, lieve eigenaren en prachtige locatie.

  • Tenuta La Scure la cappella
    Budget options available
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 19 reviews

    Featuring a garden, Tenuta La Scure la cappella features accommodations in Cortona. This property offers a private pool and free private parking.

    Piękne miejsce, bardzo dobre jedzenie, przemili gospodarze.

  • The Small Castle
    Budget options available
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 20 reviews

    The Small Castle offers accommodations in Cortona, 19 miles from Piazza Grande and 23 miles from Montepulciano Terme.

    Posizione fantastica, in zona centralissima ma tranquilla

Great access to the city center! Check these vacation homes in Cortona

  • Villa Agriturismo Cuiano - Pierle
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Offering a garden, Villa Agriturismo Cuiano - Pierle offers accommodations in Cortona. Both free Wifi and parking on-site are available at the villa free of charge.

  • Villa Chiara
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Offering free bikes, Villa Chiara offers accommodations in Cortona. Both free Wifi and parking on-site are accessible at the villa free of charge. Outdoor dining is also possible at Villa Chiara.

  • Casa Maria Nuova
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Within 19 miles of Piazza Grande and 23 miles of Montepulciano Terme, Casa Maria Nuova features free Wifi and free bikes.

  • Villa I Cocciai
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Providing free bikes, Villa I Cocciai provides accommodations in Cortona. Both free Wifi and parking on-site are available at the villa free of charge.

  • BORGO IN SAN ANGELO
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 3 reviews

    Featuring garden views, BORGO IN SAN ANGELO in Cortona provides accommodations and barbecue facilities. With pool views, this accommodation offers a patio and a swimming pool.

  • Maestà Del Sasso
    Central location
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 15 reviews

    Maestà Del Sasso is located in Cortona, just 19 miles from Piazza Grande and 22 miles from Montepulciano Terme. With lake views, this accommodation features a balcony and a swimming pool.

    wunderschönes Haus mir viel Platz großem Garten und Pool. Sehr schöne Gegend.

  • Agriturismo Le Celle
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 8 reviews

    Offering a garden, Agriturismo Le Celle offers accommodations in Cortona. This property offers access to a terrace, free private parking, and free Wifi.

    House, including the kitchen was very well equipped. There was everything you could wish for!

  • Casale Vacanze Il Granaio
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 36 reviews

    One bedroom apartment of 230 ft² with garden, private entrance and reserved outdoor parking, consisting of large living room with kitchenette, bedroom and bathroom on the ground floor + bedroom on the...

    Posizione magnifica, siamo tra gli olivi toscani!!

  • Villa Augusto
    Central location
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 91 reviews

    Villa Augusto offers air-conditioned rooms in Cortona. This property offers access to a terrace, pool at the pool table, free private parking, and free Wifi.

    L’excellent accueil , la grande propreté et le calme .

  • Pergaccio Deluxe House
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 28 reviews

    Pergaccio Deluxe House offers accommodations in Cortona, 22 miles from Piazza Grande and 26 miles from Montepulciano Terme.

    Very authentic and in such a beautiful location. Just mins drive from the old town cortona and so many little local restaurants and wineries.

  • Villa Serena & Dépendances
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 8 reviews

    A noble property of the 18th century, Villa Serena & Dépendances is surrounded by extensive gardens and offers free parking and self-catering accommodations. Cortona is one mile away.

    Fantastisk. Alt var perfekt savnede dog en bruser ved poolen

  • Villa Nigra in Cortona with a private swimming pool
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 4 reviews

    Villa Nigra in Cortona with a private swimming pool enjoys a location in Cortona, 30 miles from Perugia Train Station and 22 miles from Magione Motorspeedway. 19 miles from Piazza Grande and 23 miles...

  • Beautiful Home In Cortona With 3 Bedrooms And Wifi
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 4 reviews

    Beautiful Home In Cortona With 3 Bedrooms And Wifi offers accommodations in Cortona, 23 miles from Montepulciano Terme and 30 miles from Perugia Train Station.

  • Sweet Cortona
    Central location
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 43 reviews

    Sweet Cortona offers accommodations in Cortona, 21 miles from Magione Motorspeedway.

    ottima la posizione, proprio nel centro di Cortona

  • Villa Primula by PosarelliVillas
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 7 reviews

    Located in the center of Camucia, Villa Primula by PosarelliVillas offers a garden and an outdoor pool. Dating back to the 19th century, this property features antique furnishings and free Wi-Fi.

  • La Casa Dei Nonni
    Central location
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 35 reviews

    La Casa Dei Nonni offers accommodations in Cortona, 30 miles from Perugia Train Station and 31 miles from Corso Vannucci.

    posizione strategica, casa pulita e host accogliente

  • Casa del Sole 4, Emma Villas
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    18 miles from Piazza Grande in Cortona, Casa del Sole 4, Emma Villas features accommodations with access to a solarium. This property offers a private pool, free Wifi, and free private parking.

  • Mulino a Vento
    Central location
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    Mulino a Vento offers accommodations in Cortona, 21 miles from Piazza Grande and 25 miles from Montepulciano Terme. This property offers a private pool, free Wifi, and free private parking.

  • LA CAPANNINA 2&2, Emma Villas
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2 reviews

    19 miles from Piazza Grande in Cortona, LA CAPANNINA 2&2, Emma Villas provides accommodations with access to a solarium and open-air bath.

  • Villa Rosa
    Central location
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 8 reviews

    Villa Rosa is a villa located a 5-minute drive from Cortona. Guests benefit from a patio with outdoor furniture and a swimming pool.

    De ligging, de ruimte. Het huis was Goes schoongemaakt en fris beddengoed.

  • Villa San marco
    Central location
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 14 reviews

    Villa San marco is located in Cortona, just 20 miles from Piazza Grande and 30 miles from Perugia Cathedral. With garden views, this accommodation features a balcony.

    In the countryside. Very relaxing. Lovely host. Lovely garden.

  • Démodé
    Central location
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 51 reviews

    Démodé is located in Cortona, just 20 miles from Piazza Grande and 23 miles from Montepulciano Terme.

    Particolare l'ambientazione e centralissima la posizione!

  • Fonte Comelia
    Central location
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 14 reviews

    Offering a terrace with a hut tub which overlooks the Tuscan countryside, Fonte Comelia is set on the hills 1.2 mi from Cortona.

    La casa è veramente bella, l'idromassaggio è la ciliegina sulla torta.

  • Holiday Home Bramasole by Interhome
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 2 reviews

    Holiday Home Bramasole by Interhome is located in Cortona, just 20 miles from Piazza Grande and 25 miles from Montepulciano Terme.

  • VILLA PONENTE
    Central location
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 2 reviews

    20 miles from Piazza Grande in Cortona, VILLA PONENTE offers accommodations with access to a solarium and open-air bath. This property offers a private pool and free private parking.

  • Casale San Martino by PosarelliVillas
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1 review

    Casale San Martino by PosarelliVillas offers accommodations in Cortona, 18 miles from Piazza Grande and 24 miles from Montepulciano Terme.

  • Villa Calcinaio by PosarelliVillas
    7.5
    Scored 7.5
    Good
    Rated good
     · 2 reviews

    Surrounded by the Tuscan hills, Villa Calcinaio by PosarelliVillas is 1.6 mi from the historic center of Cortona.

  • Casa Bacco - Together in Tuscany
    7.2
    Scored 7.2
    Good
    Rated good
     · 6 reviews

    Casa Bacco - Together in Tuscany offers accommodations in Cortona, 19 miles from Piazza Grande and 23 miles from Montepulciano Terme.

FAQ about vacation homes in Cortona






Vacation Homes That Guests Love in Cortona

  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 55 reviews
    Very comfortable and very clean. Extremely cosy.
    Daniele
    Family with young children
  • Avg. price/night: $106.60
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 28 reviews
    We loved the location and the views over the countryside in a very small rural hamlet, very quiet away from the hustle and bustle. Very large accommodation over two floors, nicely presented and stylish. Had the feeling of a holiday home. Large hob and plenty of plates, cups etc but unfortunately not suitably sizes of saucepans or frying pan. Internet speed 14mb
    Tim
    Young couple
  • 9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 78 reviews
    A beautiful little home in the heart of Cortona. The host was friendly, welcoming and showed us around the place when we arrived. The apartment was very clean, a full functional kitchen with two bedrooms and bathrooms. 10/10 :)
    Christina
    Young couple
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 7 reviews
    We had a nice stay. The hostst are very welcoming. The appartment is a little bit outdated but very clean and tidy. We really felt at home right away. It was so peaceful and quiet at the pool area.
    Joep
    Young couple
  • Avg. price/night: $416.43
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 463 reviews
    Staff were very welcoming and helpful. Situated in a great location. Hotel was very clean and modern.
    Antony
    Young couple
  • Avg. price/night: $107.67
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 313 reviews
    This was a fabulously remodeled 200+ year old property. It was very clean and it met all our needs. Alessandra was very welcoming and provided us with all the information we needed to make our stay comfortable
    Esther
    Young couple
  • Avg. price/night: $139.98
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 385 reviews
    Superb room in an old palace. Very clean and cosy. Amazing furniture and decoration. Breakfast was simply stunning. Staff very courteous and helpful.
    Antonella
    Solo traveler
  • Avg. price/night: $227.19
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 424 reviews
    Our room was amazing, very clean and we probably had the best view in Cortona. Will definitely consider coming back here!
    David
    Young couple
  • Avg. price/night: $117.37
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 209 reviews
    breakfast was basic but amazing. I enjoyed it. Staff was friendly. Great location. easy to find. Room was big and very clean. Overall very good value stay.
    Xiao Ying
    Family with young children
  • 9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 18 reviews
    the view, the space and it was very clean
    Marie
    Young couple

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