Castelfiorentino Villas ￥34,059

Rolling hills, vineyards, and scattered buildings in a hilly landscape.

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Our top choices for Castelfiorentino villas

Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

Oltrarno

￥184,283 total

includes taxes & fees

Aug 1 - Aug 2

Casa dei Renai by Rentbeat

Signa

￥46,779 total

includes taxes & fees

Jul 20 - Jul 21

The three owls of san gimignano

San Gimignano

￥37,248 total

includes taxes & fees

Jul 24 - Jul 25

Rooster House, cooking classes and opera

Toscana

￥22,292 total

includes taxes & fees

Jul 21 - Jul 22

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

Certaldo

￥1,837,450 total

includes taxes & fees

Aug 13 - Aug 14

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Monteriggioni

Alvaro

￥34,059 total

includes taxes & fees

Jul 21 - Jul 22

Villa Cattleya

Casciana Terme

Stéphane S.

￥23,407 total

includes taxes & fees

Jul 21 - Jul 22

2 outdoor pools, pool umbrellas, sun loungers

La Lunaria di Lajatico

Lajatico

Julia

￥60,369 total

includes taxes & fees

Jul 20 - Jul 21

"A Casa di Franca Villa con piscina"

Gambassi Terme

"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...

Anonymous traveler

￥247,951 total

includes taxes & fees

Jul 24 - Jul 25

Luxury Villa in the Florentine hills

Florence

edward p.

￥61,676 total

includes taxes & fees

Jul 20 - Jul 21

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

Montespertoli

Scott M.

￥435,073 total

includes taxes & fees

Jul 23 - Jul 24

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

San Vivaldo

￥336,726 total

includes taxes & fees

Aug 6 - Aug 7

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Certaldo - Firenze

Kelly C.

￥116,447 total

includes taxes & fees

Jul 20 - Jul 21

Villa "Arnilù" with Private Pool & Wi-Fi

San Gimignano

￥986,418 total

includes taxes & fees

Jul 21 - Jul 22

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

Impruneta

Maria H.

￥70,815 total

includes taxes & fees

Jul 24 - Jul 25

Villa Cielo Toscano in San Miniato with Exclusive Pool

San Miniato

￥319,152 total

includes taxes & fees

Aug 8 - Aug 9

Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning

Legoli

￥581,088 total

includes taxes & fees

Aug 17 - Aug 18

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

Montespertoli

Ed M.

￥355,564 total

includes taxes & fees

Aug 6 - Aug 7

Podere Le Casette - Five Bedroom Villa, Sleeps 10

Cassia

Geoff B.

￥218,372 total

includes taxes & fees

Aug 16 - Aug 17

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning

San Casciano in Val di Pesa

￥696,476 total

includes taxes & fees

Jul 30 - Jul 31

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Top Castelfiorentino Hotel Reviews

IQ Hotel Firenze

10/10 Excellent

"The IQ Hotel Firenze was an excellent experience with modern amenities. The location is decent but far enough from train station that Taxi made more sense with luggage. The staff were extremely helpful. The bar was okay, quiet. The restaurant was good. The room had an outstanding walk-in shower with overhead rain shower head. Thank you IQ Firenze for a lovely stay."

Hotel Calimala Florence

8/10 Good

"I stayed here for 4 nights to celebrate my husband’s 50 th birthday. The hotel has a fabulous location, bang in the centre of the city and it really couldn’t be more central. The lobby bar and the reception are really exquisitely decorated. We had an executive suite in the west building. The suite was as advertised. Lovely furnishings and lots of space. A comfortable large bed with nice bed linen. The room felt airy and bright which I loved.In respect of the room, there was a bit lacking in terms of providing water in the room. Apparently only the first day the water is free which personally I think is tight given we were staying in a suite. However, we had to ask twice for a refill of water to the mini bar in our room. We did get one free alcoholic drink at the bar at check in which I thought was a great touch. I would also add that the air con didn’t seem to be fully functioning. The room wasn’t that cold although they did offer a 10% discount for this. Staff wise - I can’t say there was any personal touch or acknowledgement to celebrate my husband’s birthday. . Not even a happy birthday on the tv screen when we checked in. Just his name. I booked the roof top bar which was ok. I also booked breakfast for us both one day at 44 euros which I thought was very expensive given the limited choice and it was a bit disorganised. Overall a lovely stay, with some area for improvement to make the hotel amazing."

Hotel Paris

10/10 Excellent

"We had a very comfortable stay at hotel Paris! The staff were incredibly helpful, especially Vittorio! He was exceptional friendly, professional, and kind. This hotel was near all of the places we wanted to go to making it very convenient whenever we wanted to walk back to the hotel and take a break. It is very simple, there are no big amenities like a pool or a spa, simply a nice place to rest as you spend your day in Florence."

Radisson Blu Hotel, Florence

8/10 Good

"Spacious room junior suite. Nice to have option of 2 swimming pools Unfortunately spa facilities not available when we stayed in July 2026. Looks like opened recently so still scaling up. Overall staff friendly and helpful. It is around 20-25 mins from Florence centre costs around 30eiroa each way but faorly easy to get can from main stn and a few taxi ranks in centre . Worth staying to save on monies compared to city hotels"

Find out more about Castelfiorentino

Castelfiorentino Villas information

Number of reviews	2
Accommodation	1796 Villas
Lowest Price	￥34,059
Highest Price	￥199,704

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castelfiorentino villas

Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

Casa dei Renai by Rentbeat

The three owls of san gimignano

Rooster House, cooking classes and opera

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

Villa Montecastello

Villa Cattleya

La Lunaria di Lajatico

"A Casa di Franca Villa con piscina"

Luxury Villa in the Florentine hills

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

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa "Arnilù" with Private Pool & Wi-Fi

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

Villa Cielo Toscano in San Miniato with Exclusive Pool

Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning

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

Podere Le Casette - Five Bedroom Villa, Sleeps 10

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning

Find vacation rentals that suit your style

Top Castelfiorentino Hotel Reviews

IQ Hotel Firenze

The Social Hub Florence Belfiore

Hotel Calimala Florence

The Social Hub Florence Lavagnini

Hotel Albani Firenze

Hotel Paris

Radisson Blu Hotel, Florence

Aurum Firenze

25hours Hotel Florence Piazza San Paolino

Find out more about Castelfiorentino

Castelfiorentino Villas information

Explore a world of travel with Expedia

Search Villas in Castelfiorentino

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castelfiorentino villas

Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

Casa dei Renai by Rentbeat

The three owls of san gimignano

Rooster House, cooking classes and opera

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

Villa Montecastello

Villa Cattleya

La Lunaria di Lajatico

"A Casa di Franca Villa con piscina"

Luxury Villa in the Florentine hills

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

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa "Arnilù" with Private Pool & Wi-Fi

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

Villa Cielo Toscano in San Miniato with Exclusive Pool

Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning

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

Podere Le Casette - Five Bedroom Villa, Sleeps 10

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning

Find vacation rentals that suit your style

Top Castelfiorentino Hotel Reviews

IQ Hotel Firenze

Find out more about Castelfiorentino

Castelfiorentino Villas information

Explore a world of travel with Expedia