Search Villas in Castelfiorentino

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Castelfiorentino villas

Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is AED 50,597
AED 50,597 total
includes taxes & fees
3 Feb - 4 Feb
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Exterior

Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is AED 386
AED 540 total
includes taxes & fees
26 Jan - 27 Jan
Villa Cattleya
Exterior

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Careggi Rifredi
10.0 out of 10, Exceptional, (1 review)
"Staff went over and above for us. Food was wonderful service 5 stars"
United States
robert g.
The price is AED 40,821
AED 40,821 total
includes taxes & fees
29 Jan - 30 Jan
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Pool

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is AED 20,155
AED 22,299 total
includes taxes & fees
24 Jan - 25 Jan
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Outdoor spa tub

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Toscana
10.0 out of 10, Exceptional, (1 review)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
United States
Leopard I.
The price is AED 7,641
AED 8,640 total
includes taxes & fees
27 Jan - 28 Jan
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Pool

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is AED 6,869
AED 6,878 total
includes taxes & fees
1 Feb - 2 Feb
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (1 review)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveler
The price is AED 7,530
AED 10,269 total
includes taxes & fees
1 Feb - 2 Feb
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior

Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi

Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi
Monsummano Terme PT
8.0 out of 10, Very Good, (1 review)
"Cons: Badet tilhørende soverom nede, burde vært i bedre stand"
Denmark
Anonymous traveler
The price is AED 11,504
AED 12,734 total
includes taxes & fees
2 Feb - 3 Feb
Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is AED 204
AED 1,056 total
includes taxes & fees
16 Feb - 17 Feb
Casa dei Renai by Rentbeat
Exterior

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Montespertoli
10.0 out of 10, Exceptional, (12 reviews)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
The price is AED 5,488
AED 6,277 total
includes taxes & fees
25 Jan - 26 Jan
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Outdoor dining

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
United States
Lidija M.
The price is AED 1,490
AED 1,945 total
includes taxes & fees
27 Jan - 28 Jan
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (38 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is AED 5,574
AED 6,376 total
includes taxes & fees
25 Jan - 26 Jan
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior

VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12

VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12
Pistoia
The price is AED 15,412
AED 17,571 total
includes taxes & fees
24 Jan - 25 Jan
VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12
Exterior

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (7 reviews)
"Judy was amazing and very helpfulNothing to do with the property, but I sure you pre book all nights out/transportation"
United States
Frank V.
The price is AED 2,779
AED 5,124 total
includes taxes & fees
25 Jan - 26 Jan
Beautiful Tuscan home between Florence & Siena
Exterior

Villa w/ personal concierge service, heated pool only 20 min to Florence center

Villa w/ personal concierge service, heated pool only 20 min to Florence center
impruneta
10.0 out of 10, Exceptional, (106 reviews)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is AED 4,869
AED 5,581 total
includes taxes & fees
26 Jan - 27 Jan
Villa w/ personal concierge service, heated pool only 20 min to Florence center
Exterior

Villa 'Bella Toscana Relax' with Mountain View, Wi-Fi and Air Conditioning

Villa 'Bella Toscana Relax' with Mountain View, Wi-Fi and Air Conditioning
Monsummano Terme
10.0 out of 10, Exceptional, (1 review)
"We had an awesome stay at the villa bella toscana. The property is quiet big with a beautiful pool area, a small fitness room and enough space to enjoy yourself outside in sun. The house was clean and cosy. The big kitchen offers a great place to cook together or play boardgames at the table. Outside there is also a big covered table to have marvelous dinners with up to 10 people, even if it's raining. The villa is near the center of this small town, so you can visit the weekly market by foot...
Germany
Julian Z.
The price is AED 3,885
AED 4,464 total
includes taxes & fees
24 Jan - 25 Jan
Villa 'Bella Toscana Relax' with Mountain View, Wi-Fi and Air Conditioning
Exterior

Country House with heated pool near the center

Country House with heated pool near the center
Careggi Rifredi
9.4 out of 10, Exceptional, (10 reviews)
"The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. "
United States
Nancy P.
The price is AED 863
AED 1,571 total
includes taxes & fees
26 Jan - 27 Jan
Country House with heated pool near the center
Terrace/patio

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is AED 1,381
AED 2,786 total
includes taxes & fees
17 Feb - 18 Feb
Viniard Villa - Residence Le Rose in Chianti
Exterior detail

Villa Franco

Villa Franco
Castelfranco di Sotto
The price is AED 1,295
AED 2,202 total
includes taxes & fees
24 Jan - 25 Jan
Villa Franco
Pool

Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning

Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
Tavarnelle Val di Pesa
The price is AED 4,659
AED 5,810 total
includes taxes & fees
24 Jan - 25 Jan
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castelfiorentino Hotel Reviews

The Market Urban Hotel

The Market Urban Hotel

10/10 Excellent
"Room402 , stayed for 3 nights! didn’t find any issues. Strongly recommend this hotel and I will be back "
Kayvan 3-night trip
Posted 2 days ago
The Market Urban Hotel

Explore a world of travel with Expedia