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Featured Villas in Castelfiorentino

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Outdoor pool
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
10.0 out of 10, Exceptional, (92)
"Lovely large 4 bedroom house with spectacular views of San Gimignano. Really enjoyed our stay and highly recommend this rental. Everything was perfect including the pool. Alessandro "
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Luxury Villa in the Florentine hills
Fridge, microwave, oven, stovetop
Luxury Villa in the Florentine hills
9.8 out of 10, Exceptional, (127)
"My wife and I chose this Villa based on the location as well as the pictures provided in the advertisement. The location was absolutely fabulous. My son and daughter in law joined us the first week, and all the excursions in the Tuscon region were within a hour to an hour and a half drive from the Villa. It was very convenient. Also there are a couple very small towns nearby where we did our grocery shopping as well as small specialty shops and restaurants. The Villa was very clean and had...
Luxury Villa in the Florentine hills
Tailored stay・Villa w/ heated pool, concierge service, 8 mile to Florence Center
Outdoor pool, a heated pool, pool loungers
Tailored stay・Villa w/ heated pool, concierge service, 8 mile to Florence Center
10.0 out of 10, Exceptional, (94)
"Our group of 10 just checked out of the villa today. Five couples from the USA and we were all extremely pleased with our accommodations and time spent in the region of Impruneta. Our hostess, Caterina and her family were responsive to every question whether it was local restaurants, local tours of pottery, specific Florence Shopping options, parking or train schedules. We utilized almost every area of the Villa specifically the clean and refreshing swimming pool, ping pong table and well...
Tailored stay・Villa w/ heated pool, concierge service, 8 mile to Florence Center
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Outdoor pool
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
10.0 out of 10, Exceptional, (79)
"This was our second villa rental in the San Gimignano area, our first at Alessandro's villa and it was amazing! Alessandro was very responsive and helpful from the moment we booked the year prior, until the day we checked out. We were a group of 6 adults and had plenty of room. The villa has every amenity you might need during your stay. At check in Alessandro provided us with helpful information about the surrounding area. The villa is in a beautiful setting surrounded by vineyards and olive...
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge
Property grounds
VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge
10.0 out of 10, Exceptional, (33)
"We had a wonderful time staying at Villa Belsole for a week in late August. The house worked out a very good option for our group of 5 adults and 4 children. Plenty of space to spread out. The pool was a perfect size and nicely situated in the garden close to the house. The surrounding are so beautiful and peaceful. A great base to explore surrounding towns like Florence, Siena, Pisa and San Gimignano."
VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge
Montecarlo, 1.5 acres, private pool, walk to restaurants. WIFI Close Lucca
Outdoor pool
Montecarlo, 1.5 acres, private pool, walk to restaurants. WIFI Close Lucca
9.6 out of 10, Exceptional, (18)
"We were a family group of 13 & felt the house met all our needs. Franco greeted us warmly and was on hand with lots of help. We loved the beautiful town of Montecarlo, a 20 minute walk away, where we enjoyed our first lunch together & several evenings. Spent an afternoon locally on a vineyard tour which was superb. The villa was brilliantly located for day trips into Lucca, Florence & Pizza. The pool was beautiful and relaxing & enjoyed by the whole group. It was cleaned regularly throughout our...
Montecarlo, 1.5 acres, private pool, walk to restaurants. WIFI Close Lucca
Super panoramic villa for 8 guests walking to town, private pool, AirCond, Wifi
Outdoor dining
Super panoramic villa for 8 guests walking to town, private pool, AirCond, Wifi
10.0 out of 10, Exceptional, (40)
"We absolutely loved the location and the villa! One of the best places we have ever stayed."
Super panoramic villa for 8 guests walking to town, private pool, AirCond, Wifi
Alfresco Splendid Panoramic Villa among the olive trees
A heated pool
Alfresco Splendid Panoramic Villa among the olive trees
9.8 out of 10, Exceptional, (14)
"The property was great as the views were breathtaking, the villa was quite spacious and comfortable. The only thing lacking was air conditioning in the kitchen and dining area. Nicole the chef was outstanding, engaging and lots of fun. She made the Villa Alfresco an experience to remember. Gerald, the custodian, was always willing to lend a helping hand and provided constant care on a daily basis to see if anything was lacking. The experience was beyond expectations. It was the first time we...
Alfresco Splendid Panoramic Villa among the olive trees
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Outdoor pool
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
9.8 out of 10, Exceptional, (93)
"We had a fantastic stay at Villa Murgiano. The Villa is conveniently located within 30 minutes of Florence amidst stunning olive and grape groves. We had a large group of extended family (11 adults) and everyone felt they had enough privacy and space to spread out. There are many spots, indoors and outside, to gather to eat, read, have a coffee, play games, etc. Katia is a fabulous host and gave us many suggestions on places to visit, park, and activities. Her suggestion on a private chef was...
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Vacation home L'Ulivo in Tuscany,
Outdoor pool
Vacation home L'Ulivo in Tuscany,
9.8 out of 10, Exceptional, (13)
"The house was amazing, we had the entire top floor of the house, which had large bedrooms, common area and kitchen. The entire place was very nice and was quiet, which made it easy to relax and end a nice holiday. The pool area is share with other renters in the area, but was not an issue during our stay. I would definitely stay here again."
Vacation home L'Ulivo in Tuscany,
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Outdoor pool
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
9.6 out of 10, Exceptional, (53)
"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
New 2 bed villa with large panoramic pool 40min to beaches
Outdoor dining
New 2 bed villa with large panoramic pool 40min to beaches
10.0 out of 10, Exceptional, (33)
"My wife and I had a fantastic week at the villa, we are very grateful to Mrs Consuelo for the hospitality and everything she did for us, what a fantastic lady!!! A great thank you to Mr Marcello for the free wine and fresh salad from the allotment, again thank you very much from Antonio & Louise from London"
New 2 bed villa with large panoramic pool 40min to beaches
Casa Martina-Detached house, fenced garden and swimming pool for exclusive use!
Outdoor pool
Casa Martina-Detached house, fenced garden and swimming pool for exclusive use!
9.4 out of 10, Exceptional, (8)
"The house is superb. The patio is covered and lit romantically. It offers insect repellent light. The pool is clean and shady during the day (chairs, not the pool itself). It is also fenced, as is the whole property, which helps if you travel with children or pets (dogs have their own outside bar installed). Rooms are spacious and have misquote nets which is extremely rare. They are also air conditioned. Kitchen is well equipped. The owners are extremely nice and welcoming. They will take care...
Casa Martina-Detached house, fenced garden and swimming pool for exclusive use!
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
Interior
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
9.8 out of 10, Exceptional, (25)
"Beautiful property and old world charm. Perfectly located and lovely hosts."
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
Villa with view and private pool
Outdoor pool
Villa with view and private pool
10.0 out of 10, Exceptional, (19)
"We thoroughly enjoyed our stay at the villa. It was relaxing and comfortable and well stocked. Gullia did an amazing job giving suggestions of places to go and things to do. We wish the pool would have been heated bc the weather was chilly during our stay but everything else was perfect."
Villa with view and private pool
Villa Feudo, incredible villa with private pool and park, located in Cerbaia, in the Tuscan coun...
Fridge, microwave, oven, stovetop
Villa Feudo, incredible villa with private pool and park, located in Cerbaia, in the Tuscan coun...
10.0 out of 10, Exceptional, (6)
"Great location, close to Florence. Comfortable beds."
Villa Feudo, incredible villa with private pool and park, located in Cerbaia, in the Tuscan coun...
Villa with amazing pool and private tennis for private use
Pool
Villa with amazing pool and private tennis for private use
9.8 out of 10, Exceptional, (34)
"We stayed at this wonderfull property for a week and we had a great experience! The owner is kind and available, the property was perfect for our needs and you enjoyed the pool and the peace of the place! We are greatful for everything and we hope we can enjoy Tuscany soon!"
Villa with amazing pool and private tennis for private use
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
View from property
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
9.6 out of 10, Exceptional, (16)
"We enjoyed a delightful two weeks staying at Villa Il Borrachio in September. Apartment Azalea is spacious, well equipped and set on two floors. The two bedrooms on the first floor have double beds and en-suites whilst the bedroom on the ground floor has two single beds with a bathroom located on the other side of the kitchen/dining area. There is a wonderful view from the living room of the countryside with San Gimignano in the distance. The wi-fi was good and with our laptop plus hdmi cable we...
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Villa in Gambassi with pool, A/C, village and restaurant at walking distance,
Outdoor pool
Villa in Gambassi with pool, A/C, village and restaurant at walking distance,
9.0 out of 10, Wonderful, (2)
"Très belle maison et cadre agréable "
Villa in Gambassi with pool, A/C, village and restaurant at walking distance,
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Outdoor pool
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
10.0 out of 10, Exceptional, (4)
"Roberta was amazing. Villa was spotless and we appreciated all the little touches she provided. Beds were comfortable, kitchen well equipped and the pizza oven was so much fun. Pool was perfect temperature and amazing sunsets with a cocktail finished a perfect evening. Easy to walk or drive to town. "
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
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See all available properties in Castelfiorentino
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.
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Other property types in Castelfiorentino

Hu Firenze Camping In Town
Seasonal outdoor pool
Hu Firenze Camping In Town
8.8 out of 10, Excellent, (1198)
"Such good value for money! Great location near by Florence with a shuttle bus service makes it an ideal stay for the city!"
The price is AU$147
includes taxes & fees
8 Oct - 9 Oct
Hu Firenze Camping In Town
Forte16
Terrace/patio
Forte16
9.6 out of 10, Exceptional, (739)
"Clean and tidy hotel with roof top terrace and jacuzzi plus swimming pool and spa on basement level. 15-20 minute walk to the Duomo in the buzzing centre of Florence. Local supermarkets and restaurants within 3-4 minute walk but much more choice the closer you get to the centre. "
The price is AU$315
includes taxes & fees
27 Oct - 28 Oct
Forte16
Fattoria il Milione Agriturismo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Fattoria il Milione Agriturismo
3.0 star property
8.2 out of 10, Very good, (154)
"Thankyou so much for making this a lovely experience for our family. It was full of character "
The price is AU$162
includes taxes & fees
27 Oct - 28 Oct
Fattoria il Milione Agriturismo
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.