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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, 111 reviews
Price from
US$251.20
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.

M
Magdalena
From
Poland
Most fantastic hotel in Tuscany. We visited several places but this was the best. Not only are the rooms really nice, also the garden and the view from it is outstanding. The service is really great and helpful. All the best.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 225 reviews
Price from
US$118.56
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, 114 reviews
Price from
US$210.12
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$111.52
1 night, 2 adults

Agriturismo Villa La Fontina

Castiglion Fiorentino

Offering garden views, Agriturismo Villa La Fontina is an accommodation set in Castiglion Fiorentino, 18 km from Piazza Grande and 44 km from Terme di Montepulciano.

B
Barbara
From
Poland
Amazing place with a soul and with huge history behind that. Valentina (owner) is wonderful, full of power and creativity, which force her to create such wonderful place. She did and is still doing tremendous "her own hands" work to run that place and effects are WOW. I recommend take some time to talk with Valentina :) Rooms are beautiful, bathrooms are very big. Everything is detaily clean. Breakfast is very good, she can prepare on your request. It is served with detailed precious. Deeply recommend that place! Thank you Valentina for your welcome, we will come in few years to see effect of your job of renovating mail building!!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 74 reviews
Price from
US$199.55
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, 36 reviews
Price from
US$123.25
1 night, 2 adults

VILLA Podere IL GIARDINO

Castiglion Fiorentino

Located in Castiglion Fiorentino, within 48 km of Terme di Montepulciano, VILLA Podere IL GIARDINO is an accommodation offering pool views.

S
Stuart
From
United Kingdom
Beautiful house in stunning grounds, very spacious and exceptionally clean, the pool was perfect
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 7 reviews
Price from
US$563.45
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, 15 reviews
Price from
US$187.82
1 night, 2 adults

Tuttomio Suite con idromassaggio

Castiglion Fiorentino

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

C
Catalin
From
Romania
The property itself is a masterpiece. It’s even better than in the pictures, good quality really authentic finishes. Sara is the best host I’ve ever seen (and I’ve been traveling a bit). She goes above and beyond to make your stay perfect. She even prepared us the evening bath with natural essential oils which were fantastic after a day of exploring Tuscany. On top of that, she recommended us all kinds of places to visit and restaurants which were really good and gave us insights as a local. Is someone wants to go in this area, should really try Tuttomio. It’s therapy for the soul.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 46 reviews
Price from
US$269.99
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, 8 reviews
Price from
US$349.22
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 8.3
Very good - What previous guests thought, 40 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 78 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 29 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 114 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 98 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 95 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 60 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 111 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 225 reviews

Popular with guests booking holiday rentals in Castiglion Fiorentino

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 444 reviews

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

Dolci Colline Resort Capannina, boasting a garden, is located in Pergognano, 45 km from Magione Motorspeedway and 49 km from Parco Sculpture Del Chianti.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Located in Pergognano, 21 km from Piazza Grande and 44 km from Terme di Montepulciano, Borgo Dolci Colline Resort Ziraia offers air conditioning.

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 21 km of Piazza Grande and 44 km of Terme di Montepulciano.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Borgo Dolci Colline Resort Limonaia provides a hot tub and free private parking, and is within 21 km of Piazza Grande and 44 km of Terme di Montepulciano.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 3 reviews

Situated in Pergognano, 21 km from Piazza Grande and 44 km from Terme di Montepulciano, Borgo Dolci Colline Resort Querce offers air conditioning.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Boasting a year-round outdoor pool, a sauna and a hot tub, Borgo Dolci Colline Resort Loggia is situated in Pergognano, 21 km from Piazza Grande and 44 km from Terme di Montepulciano.

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 21 km of Piazza Grande and 44 km of Terme di Montepulciano.

From US$1,101.85 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 148 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.

Highly rated holiday rentals in Castiglion Fiorentino and nearby

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 956 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.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 25 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 8.4
Very good - What previous guests thought, 47 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, 54 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.

B&B Il Mandorlo

Cortona
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 44 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.

Casa Biagiotti

Cortona
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 55 reviews

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

Leopoldina L'Orto

Arezzo
8.0+ review score
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 138 reviews

Offering a garden and garden view, Leopoldina L'Orto is situated in Arezzo, 14 km from Piazza Grande and 43 km from Terme di Montepulciano.

Agrisalotto

Cortona
8.0+ review score
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 144 reviews

Boasting an infinity pool and views of pool, Agrisalotto is a farm stay set in a historic building in Cortona, 30 km from Piazza Grande.

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

MAGNOLIA

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 59 reviews

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

Il Nido di Cortona

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

Offering city views, Il Nido di Cortona is an accommodation set in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station.

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.

Noi Due a Cortona

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

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

Casa Teatro

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 28 reviews

Set in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station, Casa Teatro offers air conditioning.

La Corte Di Ambra

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 84 reviews

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

Dolce Maria

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 409 reviews

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

Casa Vacanze Beppina Cortona

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.6
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.

Enjoy breakfast in Castiglion Fiorentino and nearby

Casa Ambra

Cortona
Breakfast options
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 57 reviews

Located in Cortona, 30 km from Piazza Grande, Casa Ambra has free bikes, private parking and rooms with free WiFi access.

Casa Dreosti

Cortona
Breakfast options
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 189 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.

Locanda Petrella

Cortona
Breakfast options
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 403 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.

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 22 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.

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 98 reviews

Situated in Castiglion Fiorentino, Tuscany region, Suite La Gioconda is located 44 km from Terme di Montepulciano. The property features city and quiet street views, and is 20 km from Piazza Grande.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 5 reviews

Housed in a historic building, Camera e Appartamento Toscana - B&B Palazzo Robicci offers accommodation with a garden and free WiFi in Castiglion Fiorentino, 20 km from Piazza Grande.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 36 reviews

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.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 35 reviews

Featuring city views, Camera Romantica con Giardino in Dimora Storica - B&B Palazzo Robicci offers accommodation with a patio, around 20 km from Piazza Grande.

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, 14 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, 36 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