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Holiday Rentals in Castiglion Fiorentino

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The best holiday rentals in Castiglion Fiorentino

Check out our pick of great holiday rentals in Castiglion Fiorentino

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San Lazzo Luxury Room - ROOM & PERSONAL SPA

Castiglion Fiorentino

Set in Castiglion Fiorentino, 20 km from Piazza Grande and 44 km from Terme di Montepulciano, San Lazzo Luxury Room - ROOM & PERSONAL SPA offers air conditioning. A hot tub is available for guests.

G
Granit
From
Switzerland
What a dream! Everything is so cool you want to stay there more and more!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 101 reviews
Price from
US$246.62
1 night, 2 adults

San Michele al Castello

Castiglion Fiorentino

Set within 20 km of Piazza Grande and 44 km of Terme di Montepulciano, San Michele al Castello offers rooms with air conditioning and a private bathroom in Castiglion Fiorentino.

T
Tonia
From
Spain
Our visit was amazing - we’re just disappointed that we only stayed one night. Our hosts, Sonia, Marcello and Sonia’s parents who greeted us were absolutely lovely - very welcoming, friendly and accommodating. The room was beautiful - very stylish and comfortable and the views from both the room and the terrace were breathtaking. I would highly recommend staying and although we have stayed in a few different places on our trip around Italy, this was without doubt the highlight.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 232 reviews
Price from
US$116.40
1 night, 2 adults

Le Mura Luxury Room ROOM & PERSONAL SPA

Castiglion Fiorentino

Situated in Castiglion Fiorentino, 20 km from Piazza Grande, Le Mura Luxury Room ROOM & PERSONAL SPA provides accommodation with a sauna, a hot tub and a spa centre.

E
Einar
From
Iceland
amazing room, great restaurant under the room is also wery good, fully recommend
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 121 reviews
Price from
US$206.29
1 night, 2 adults

Da Daniela

Castiglion Fiorentino

Featuring garden views, Da Daniela provides accommodation with a balcony, around 20 km from Piazza Grande. This property offers access to a terrace, free private parking and free WiFi.

R
Reuben Bonnici
From
Malta
It was modern, big, comfortable, free parking, clean, perfect.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 26 reviews
Price from
US$109.48
1 night, 2 adults

Suite Romantica con Giardino in Dimora Storica - Camera e Appartamento - B&B Palazzo Robicci

Castiglion Fiorentino

Featuring garden views, Suite Romantica con Giardino in Dimora Storica - Camera e Appartamento - B&B Palazzo Robicci offers accommodation with a garden and a balcony, around 20 km from Piazza Grande.

S
Samantha
From
Italy
Well organized welcome Lovely breakfast at the bar
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 37 reviews
Price from
US$121.01
1 night, 2 adults

Borgo Sant'Andrea al Pozzo

Castiglion Fiorentino

Located in Castiglion Fiorentino, 20 km from Piazza Grande and 46 km from Terme di Montepulciano, Borgo Sant'Andrea al Pozzo offers a garden and air conditioning.

P
Piotr
From
Poland
Apartament was prepared perdectly. It is bigger than anticipated and very will decoraged. Bed was comfy and generally all was very good.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 16 reviews
Price from
US$168.26
1 night, 2 adults

Casa FONTESECCA

Castiglion Fiorentino

Offering a garden and city view, Casa FONTESECCA is set in Castiglion Fiorentino, 20 km from Piazza Grande and 46 km from Terme di Montepulciano.

C
Catherine
From
United Kingdom
Lovely spacious apartment with 2 dining areas. We'll located for an event we were attending in the town. Fabulous views. Plenty of parking. Very clean. Host very accommodating with arrival times.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 17 reviews
Price from
US$184.39
1 night, 2 adults

Tuttomio Suite con idromassaggio

Castiglion Fiorentino

Featuring a spa bath, Tuttomio Suite con idromassaggio is located in Castiglion Fiorentino.

L
Lone
From
Denmark
The host Sarah and her husbond were amacing People. The suite was so beautyful. The breakfast in the morning was served og made in the suite by Sarah. Local produkts. We were there for 2 days in august, and We highly recommend this place. It also has a beautyful terrace. The location was perfekt.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 47 reviews
Price from
US$265.06
1 night, 2 adults

Casa dei Girasoli

Castiglion Fiorentino

Boasting air-conditioned accommodation with a pool with a view, garden view and a patio, Casa dei Girasoli is set in Castiglion Fiorentino.

R
Ramesh
From
United Kingdom
Amazing host, Luigi was so helpful with our arrival and during our time in Castiglion. He was such a warm man who made us feel at home. The pool area and the space was also fantastic
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 9 reviews
Price from
US$342.85
1 night, 2 adults

San Michele al Borgo

Castiglion Fiorentino

Set within 20 km of Piazza Grande and 44 km of Terme di Montepulciano in Castiglion Fiorentino, San Michele al Borgo provides accommodation with seating area.

M
Monica
From
Australia
We didn't stay here, we stayed at sister property, as we were upgraded, San Michele al Castello which is BEAUTIFUL. Staff are lovely, views and garden divine and breakfast cakes oh my goodness. I'm still dreaming about Marcella's crostata. Beautiful owners. I can't recommend San Michele al CASTELLO enough.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 90 reviews
Price from
US$123.31
1 night, 2 adults
All holiday rentals in Castiglion Fiorentino

Most booked holiday rentals in Castiglion Fiorentino and surroundings in the past month

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Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 84 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 94 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 47 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 121 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 90 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 101 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 128 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 101 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 232 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 453 reviews

Highly rated holiday rentals in Castiglion Fiorentino and nearby

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 17 reviews

Set in Castiglion Fiorentino, 20 km from Piazza Grande and 44 km from Terme di Montepulciano, Casa Traquandi offers air-conditioned accommodation with a balcony and free WiFi.

From US$134.61 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 84 reviews

Offering garden views, Casa di Mezzacosta is an accommodation located in Castiglion Fiorentino, 24 km from Piazza Grande and 47 km from Terme di Montepulciano.

From US$74.91 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 27 reviews

Set just 24 km from Piazza Grande, La Maestà Tuscan Sun provides accommodation in Castiglion Fiorentino with access to a rooftop pool, a garden, as well as luggage storage space.

From US$121.01 per night

Appartamento Grey

Arezzo
8.0+ review score
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 156 reviews

Appartamento Grey is located in Arezzo and has a private pool and inner courtyard views. There is a private entrance at the apartment for the convenience of those who stay.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 963 reviews

Featuring a wide garden with swimming pool, La Cantina Relais offers rooms with Wi-Fi in Rigutino. This country house produces organic products including Vin Santo wine, olive oil, honey and jams.

From US$170.10 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 23 reviews

Featuring mountain views, Dolce Casa 2 by Tiny Away provides accommodation with a garden, around 42 km from Terme di Montepulciano.

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 44 reviews

Featuring mountain views, Dolce Casa 1 by Tiny Away is located in Arezzo, around 42 km from Terme di Montepulciano. Both free WiFi and parking on-site are available at the holiday home free of charge.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 55 reviews

Boasting pool with a view and views of pool, Margherita Holiday Home is a farm stay set in a historic building in Cortona, 28 km from Piazza Grande.

From US$180.01 per night

Enjoy breakfast in Castiglion Fiorentino and nearby

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 241 reviews

Offering garden views, Agriturismo La Colmata is an accommodation located in Cesa, 20 km from Piazza Grande and 37 km from Terme di Montepulciano.

From US$167.11 per night

La Corte Di Ambra

Cortona
Breakfast options
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 88 reviews

La Corte Di Ambra is located in Cortona's historical centre. Free Wi-Fi access is available in all areas.

From US$218.97 per night

Dolce Maria

Cortona
Breakfast options
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 417 reviews

Just 100 metres from Piazza della Repubblica, the Dolce Maria is located in the mediaeval hill town of Cortona.

From US$132.53 per night

B&B San Francesco

Cortona
Breakfast options
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 416 reviews

Located in Cortona, 31 km from Piazza Grande and 37 km from Terme di Montepulciano, B&B San Francesco provides accommodation with free WiFi in a historic building.

From US$119.85 per night

Casa Dreosti

Cortona
Breakfast options
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 194 reviews

Set within 32 km of Piazza Grande and 38 km of Terme di Montepulciano, Casa Dreosti offers rooms with air conditioning and a private bathroom in Cortona.

From US$142.79 per night

Locanda Petrella

Cortona
Breakfast options
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 397 reviews

With a quiet location in Cortona's pedestrian area, Locanda Petrella is a 5-minute walk from Cortona Cathedral. It is set on the second floor of a historic building dating back to the 1800s.

From US$149.82 per night

Casa Kita

Cortona
Breakfast options
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 224 reviews

Featuring mountain views, Casa Kita offers accommodation with terrace, around 31 km from Piazza Grande. With lake views, this accommodation provides a patio. The guest house features family rooms.

From US$119.85 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 20 reviews

Situated in Castiglion Fiorentino, 20 km from Piazza Grande and 44 km from Terme di Montepulciano, Casa Letizia features accommodation with free WiFi in a historic building.

These holiday rentals in Castiglion Fiorentino and nearby have options with free cancellation

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Borgo Dolci Colline Resort Cipresso provides a hot tub and free private parking, and is within 22 km of Piazza Grande and 46 km of Terme di Montepulciano.

From US$165.45 per night

B&B Il Mandorlo

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 42 reviews

Offering a garden and garden view, B&B Il Mandorlo is situated in Cortona, 28 km from Piazza Grande and 38 km from Terme di Montepulciano.

MAGNOLIA

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 58 reviews

Featuring garden views, MAGNOLIA provides accommodation with a garden and a patio, around 38 km from Terme di Montepulciano.

From US$160.19 per night

Ginevra Suite

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 101 reviews

Situated in Cortona, 29 km from Piazza Grande and 33 km from Terme di Montepulciano, Ginevra Suite features air-conditioned accommodation with a balcony and free WiFi.

Cortona Shabby Chic House

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 58 reviews

Set within the Cortona Old Town district in Cortona, Cortona Shabby Chic House has air conditioning, a balcony, and inner courtyard views.

From US$126.77 per night

SIGNORELLI HOUSE

Cortona
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 9 reviews

SIGNORELLI HOUSE is situated in the Cortona Old Town district of Cortona, 48 km from Perugia Train Station, 50 km from Corso Vannucci and 35 km from Magione Motorspeedway.

From US$749.09 per night

Noi Due a Cortona

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 61 reviews

Set in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano, Noi Due a Cortona offers air conditioning.

Casa Vacanze Beppina Cortona

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 52 reviews

Offering city views, Casa Vacanze Beppina Cortona is an accommodation set in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station. The property has quiet street views.

From US$131.38 per night

Holiday Rentals with swimming pools in Castiglion Fiorentino and nearby

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 3 reviews

Boasting quiet street views, Dolci Colline Resort Capannina is located in Castiglion Fiorentino, around 46 km from Magione Motorspeedway.

From US$140 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring an outdoor pool, a sauna and a hot tub, Borgo Dolci Colline Resort Ziraia is located in Castiglion Fiorentino, 22 km from Piazza Grande and 46 km from Terme di Montepulciano.

From US$178.18 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Featuring an outdoor pool, a sauna and a hot tub, Borgo Dolci Colline Resort Limonaia is located in Castiglion Fiorentino, 22 km from Piazza Grande and 47 km from Terme di Montepulciano.

From US$152.72 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 3 reviews

Boasting an outdoor pool, a sauna and a hot tub, Borgo Dolci Colline Resort Querce is situated in Castiglion Fiorentino, 22 km from Piazza Grande and 46 km from Terme di Montepulciano.

From US$178.18 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Situated in Castiglion Fiorentino, 22 km from Piazza Grande and 47 km from Terme di Montepulciano, Borgo Dolci Colline Resort Loggia offers barbecue facilities and air conditioning.

From US$190.90 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Borgo Dolci Colline Resort Granaio offers a hot tub and free private parking, and is within 22 km of Piazza Grande and 46 km of Terme di Montepulciano.

From US$483.61 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 56 reviews

Featuring air-conditioned accommodation with a private pool, mountain view and a balcony, Casa Biagiotti is set in Cortona.

L'Orangerie

Cortona
Swimming pool

Featuring a garden, private pool and mountain views, L'Orangerie is located in Cortona. There is an on-site restaurant, plus free private parking and free WiFi are available.

From US$321.53 per night

FAQ about holiday rentals in Castiglion Fiorentino

Holiday rentals that guests love in Castiglion Fiorentino

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Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews
Perfect location, lovely owners who supplied us with a small gift of their garden products. Very good location, clean and lovely house, air conditioning working perfectly. We wholeheartedly recommend this place to anyone considering a vacation rental in Tuscany.
Guest review by
chomik
Solo traveller
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews
The host Manuela was super nice, easy to communicate with, always helping solve our requests or questions. The villa is amazing, nice pool big house.. just perfect!
Guest review by
Petr
Family with young children
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 15 reviews
Beautiful house with amazing view. We have been to Tuscany a few times and this was by far the best location we had. The house was fully equipped with everything imaginable. With a fully gated, large garden, it is also a petfriendly location. A 15-20 minute drive to the old village with great restaurants, while the house is quiet, private and surrounded by nature. Leo and Elena were great hosts, and we would be very happy to come again.
Guest review by
Silke Pinkhof
People with friends
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3 reviews
This place felt more personal than a lot of other villa's we have stayed in.
Guest review by
Kelly
Solo traveller
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
Everything was amazing. The villa, the pool, the property. We enjoyed our stay so much.
Guest review by
Mikhail
Family with young children
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
Beautiful villa nestled in a gorgeous medieval town.
Guest review by
Daniel
People with friends
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 37 reviews
Authentic and romantic palace or villa at the medieval wall in Castiglion Fiorentina. Tosca is a very pleasant and professional host to accommodate an unforgettable stay.
Guest review by
Anonymous
Young couple
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review
Beautiful villa, very peaceful, very well equipped with everything you need. Only a 20 minute walk to town/station. Panacotta made for us one evening by the host
Guest review by
Alison
Family with young children