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Compare 1499 Villas in Castelfiorentino with updated reviews, rates, and availability.

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Exterior

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

10.0 out of 10, Exceptional, (95)
"Our host was responsive to our questions and needs. He also arranged a women to come to the property and prepare dinner for us on two separate nights.To our host, thank you."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
POOL

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10.0 out of 10, Exceptional, (84)
"Alessandro was a fantastic host! He always made us feel right at home. Addressing all of our questions regarding the local area. The property was exactly what we expected. The surrounding area was magnificent. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Exterior

Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

10.0 out of 10, Exceptional, (105)
"We were 5 teens and 2 adults. The house was great - so much space, all the bedrooms were a nice size with en-suites, the pool table was very well used, there was so much to do in the house, the kitchen was very well stocked for cooking a few meals, and there was a beautiful view from the terrace. We would definitely stay again."
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Private villa near Certaldo and San Gimignano with swimming pool and large garden.
Exterior

Private villa near Certaldo and San Gimignano with swimming pool and large garden.

9.4 out of 10, Exceptional, (28)
"The location of the villa is fantastic and the villa itself is extremely well laid out, clean and comfortable. We loved our stay and the host was incredibly helpful and friendly. We would be happy to stay again, our one suggestion would be that perhaps some of the finishings could be updated, they were obviously very trendy and cutting edge when designed, but perhaps could be improved by some modernisation, and I think the villa would then be perfect."
Private villa near Certaldo and San Gimignano with swimming pool and large garden.
Alfresco Splendid Panoramic Villa with private heatable pool and jacuzzi
Pool

Alfresco Splendid Panoramic Villa with private heatable pool and jacuzzi

9.6 out of 10, Exceptional, (15)
"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 with private heatable pool and jacuzzi
Exclusive Tuscan Villa with Black Pool & Jacuzzi
Pool

Exclusive Tuscan Villa with Black Pool & Jacuzzi

9.4 out of 10, Exceptional, (71)
"Luca is a very hospitable and friendly host! The house is exactly as in the pictures with a private entry gate and parking. The jacuzzi is heated and very relaxing. We really enjoyed the late night BBQs next to the pool. The house is perfect for 2-9 people. If you would like a relaxing holiday with privacy and luxury this is the perfect spot for you!"
Exclusive Tuscan Villa with Black Pool & Jacuzzi
Luxury Villa in the Florentine hills
livingroom

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (130)
"We loved our stay. From the start David sent all kinds of information. We had a few more questions about the bus and the area, David sent answers with in minutes with GPS maps. We loved the view, the Persimmon and Pomegranate from the trees in the yard were delicious. All of the bedrooms and bathrooms were awesome, everything was clean. We stayed at 3 other locations this trip and this was our favorite. My wife said the blow dryer was the best blow dryer in Italy."
Luxury Villa in the Florentine hills
Vacation home L'Ulivo in Tuscany,
Pool

Vacation home L'Ulivo in Tuscany,

9.6 out of 10, Exceptional, (15)
"L’Ulivo is a spacious and very comfortable home. We loved all the balconies to enjoy the view from. Emmanuel was very kind and helpful during our stay. It was a good base to explore Lucca, Florence, and Pisa. "
Vacation home L'Ulivo in Tuscany,
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
View of the Villa from garden-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
Authentic country house originally a convent, dates back to around the year 1000
Outdoor dining

Authentic country house originally a convent, dates back to around the year 1000

9.6 out of 10, Exceptional, (50)
"Beautiful place and a very friendly and helpful host. Authentic Tuscan farmhouse with no frills. Lovely views all round, especially from the terrace. Excellent bar/ restaurant within walking distance. It was very hot when we were there, so the location of the pool across the road was a problem. Otherwise,great."
Authentic country house originally a convent, dates back to around the year 1000
Your panoramic house in Tuscany between vineyards and olive groves.
Your residence in Tuscany

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (33)
"Simona and Enrico were at the house to great us and also have a new washer installed. The home is everything we hoped for- clean, a well stocked kitchen, large upstairs bathroom and breathtaking views. It was the perfect place for us to unwind after several days in hotels. The home has several information brochures for wine tasting and restaurants.. Simon’s and Enrico were the perfect hosts. Highly recommend their home. "
Your panoramic house in Tuscany between vineyards and olive groves.
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Pool

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

10.0 out of 10, Exceptional, (46)
"This place exceeded all of our expectations. The host and his family were amazing and very accommodated. Perfect size for two couples. Bedrooms and bathrooms were private. The location was perfect. We were able to take daily trips everywhere in Tuscany between 15 minutes and one hour. The house and pool were even better than the pictures portray. The place came stocked with everything you need For your vacation. If ever back in Tuscany I would definitely stay here again."
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
Exterior

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
Pool

Villa with view and private pool

10.0 out of 10, Exceptional, (20)
"We loved the villa and the location. We couldn’t have asked for a better view giving us a wonderful feeling of Tuscany. The closeness to Volterra, coupled with the great supermarket and lovely pizzerias made it special. Guilia was very responsive and helpful at all times. We would come back in a heartbeat. "
Villa with view and private pool
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Pool

Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.

9.6 out of 10, Exceptional, (17)
"Our 2-wk. reservation (Oct. 5-19) was actually increased by a week Sept. 28-Oct. 5, making it a 3-wk reservation, however, due to a medical issue, we had to return to the USA 10 days early. Gabriella was a wonderful property manager assisting us with seeking medical and hospital care. Lovely property and location."
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Typical Tuscan villa with pool, near Lucca. Beautiful panoramic terrace
Outdoor dining

Typical Tuscan villa with pool, near Lucca. Beautiful panoramic terrace

9.8 out of 10, Exceptional, (41)
"This was our second time staying at the property. Lido and Massimo are fantastic hosts, so kind, helpful and quick to sort any issues. Montecarlo is a beautiful place and the house is an excellent base to explore more of the area. Would definitely recommend! "
Typical Tuscan villa with pool, near Lucca. Beautiful panoramic terrace
Molino del Ponte, Radda in Chianti, Italy
Aerial view

Molino del Ponte, Radda in Chianti, Italy

9.6 out of 10, Exceptional, (5)
"En un mot.. parfait "
Molino del Ponte, Radda in Chianti, Italy
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
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
VILLA GIOTTO, FLORENCE
Pool

VILLA GIOTTO, FLORENCE

9.4 out of 10, Exceptional, (3)
"The villa was great. My family and I had a fantastic time. Lorenzo was the perfect host. Always there when needed to help with a dinner reservation or to answer questions about how to do something or where to go. If you want Italian charm...this is it. And the pool was spectacular. I can't recommend more highly."
VILLA GIOTTO, FLORENCE
Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax
Pool

Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax

9.8 out of 10, Exceptional, (63)
"Stay was wonderful. Host met us upon arrival and explained everything to us. The only small comment would be that a regular toaster would be nice. "
Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax
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
Restaurant

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1280)
"Overall our stay in Hu Firenze was great. The restaurant on location was really cool and tasted pretty great too. The staff was friendly and helpful. Our little house was a big tent basically. Interesting but annoying when people would come check it out or tap on our house (happened a couple times). It was kinda funny but always awkward. We had a bed, closet, mini fridge, and bathroom. They had a shuttle to take you partially into town or you could walk to Firenze Rovezzano (train station)....
The price is AED 237
AED 287 total
includes taxes & fees
1 Dec - 2 Dec
Hu Firenze Camping In Town
PopArtment
Lobby sitting area

PopArtment

9.0 out of 10, Wonderful, (683)
"Great place for families."
The price is AED 239
AED 305 total
includes taxes & fees
2 Dec - 3 Dec
PopArtment
Forte16
Outdoor spa tub

Forte16

9.6 out of 10, Exceptional, (756)
"Clean and modern accounting accommodations "
The price is AED 384
AED 457 total
includes taxes & fees
25 Nov - 26 Nov
Forte16
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.