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Holidaymakers searching for holiday rentals in San Casciano in Val di Pesa also enquired about villas in Cortona, apartments in Greve in Chianti and apartments in Lucca

Make a holiday rental property or villa in San Casciano in Val di Pesa, Italy your home away from home

Deep in the hills of the Chianti region of Tuscany is the hilltop town of San Casciano in Val di Pesa. Inhabited since the 7th century BC, San Casciano Val di Pesa has an ancient feel, with buildings and monuments of many styles mixing perfectly throughout the village in amazing harmony. Holiday rental accommodation in San Casciano in Val di Pesa is a fantastic option for those who wish to sample true Tuscan life in the peace of the stunning Chianti landscape, yet with all the major attractions of Tuscany at your disposal.

Things to do on holiday in San Casciano in Val di Pesa, Italy

There are some excellent historical attractions in the area worth visiting. Sections of the 14th century defensive walls which once protected San Casciano in Val di Pesa can still be seen, and there are some wonderful works of art adorning the interior of the Collegiata, the Church of the Miserocordia and the Compagnia del Suffragio which are certainly worth investigating if you have any interest in art. The huge 14th century castle, the Castello di Bibbione dominates the landscape, and can be seen from almost anywhere in the village. The Sacred Arts Museum is located in the Church of Santa Maria del Gesu, displaying many important works.

Walking the streets of San Casciano in Val di Pesa is a delight. The wide boulevards are filled with delightful little boutiques, sunny pavement cafes and restaurants pouring mouth watering smells into the air. Sitting in the sun outside a café and watching the world go by is a timeless delight in San Casciano Val di Pesa, with beautiful terracotta villas and ancient stone defences providing a backdrop that even seasoned travellers will be affected by.

The Pesa Valley is a great place to walk too. The blossoming groves and colourful meadows of the Pesa Valley make it a great place to walk, and if you get up onto any of the ridge ways which dissect the area, you can discover some magnificent viewpoints over the Tuscan countryside.

Places to visit on holiday in San Casciano in Val di Pesa, Italy

The highly popular Renaissance cities of Florence and Siena are both within easy reach of any self catering holiday property in San Casciano in Val di Pesa. The birthplace of the Renaissance movement, Florence is a magnificent place to visit, and one you should really see at least once during your lifetime. The famous city centre has been declared a UNESCO World Heritage Site due to the amazing concentration of important works, and although it really is an amazing place to visit, being able to escape the crowds in the evenings is a true delight.

Weather in San Casciano in Val di Pesa, Italy

Summers in San Casciano in Val di Pesa are blissfully warm, with temperatures averaging around 30°C. In the winter months, temperatures average 8°C during January and February, with daily conditions often perfect for sightseeing or walking through the vineyards of the Tuscan countryside.

Travel to San Casciano in Val di Pesa, Italy

A holiday rental villa in San Casciano Val di Pesa is just 16km from Florence International Airport (FLR). Luckily for those of us visiting from the UK, Meridiana Airlines run a service from London Gatwick (LGW) straight to Florence. There are many transfer options, with car hire companies, bus services and pre-paid taxis.

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  • 2 BR Apartment
  • 1 BA
  • 538 sq. ft.
Exceptional! 5/5
(69 reviews)
avg/night
Premier Partner
69
  • 2 BR Apartment
  • 1 BA
  • 559 sq. ft.
Exceptional! 5/5
(59 reviews)
avg/night
Premier Partner
59
  • 1 BR Apartment
  • 1 BA
  • 430 sq. ft.
Wonderful! 4.8/5
(24 reviews)
avg/night
Premier Partner
24
  • 1 BR Apartment
  • 1 BA
  • 592 sq. ft.
Wonderful! 4.8/5
(10 reviews)
avg/night
Premier Partner
10
Viewed 7 times in the last 48 hours
  • 2 BR Barn
  • 2 BA
  • 807 sq. ft.
Wonderful! 4.8/5
(16 reviews)
avg/night
Premier Partner
16
  • 2 BR Chateau / Country House
  • 2 BA
  • 807 sq. ft.
Wonderful! 4.9/5
(49 reviews)
avg/night
49
  • 1 BR Apartment
  • 1 BA
  • 592 sq. ft.
Wonderful! 4.8/5
(41 reviews)
avg/night
Premier Partner
41
  • 2 BR Chateau / Country House
  • 2 BA
  • 861 sq. ft.
Wonderful! 4.8/5
(46 reviews)
avg/night
46
  • 3 BR House
  • 2 BA
  • 1076 sq. ft.
Wonderful! 4.9/5
(27 reviews)
avg/night
Premier Partner
27
  • 4 BR Villa
  • 2 BA
  • 1937 sq. ft.
Wonderful! 4.8/5
(11 reviews)
avg/night
Premier Partner
11
  • 3 BR Villa
  • 2 BA
  • 2500 sq ft
Wonderful! 4.8/5
(24 reviews)
avg/night
Premier Partner
24
  • 2 BR Villa
  • 2 BA
Wonderful! 4.8/5
(13 reviews)
avg/night
Premier Partner
13
Viewed 6 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 807 sq. ft.
avg/night
Premier Partner
Viewed 14 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • Separate Toilet
  • 1722 sq. ft.
Wonderful! 4.9/5
(10 reviews)
avg/night
Premier Partner
10
  • 1 BR Apartment
  • 1 BA
  • 699 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
8
  • 2 BR Villa
  • 2 BA
  • 2500 sq ft
Exceptional! 5/5
(19 reviews)
avg/night
Premier Partner
19
  • 2 BR Cottage
  • 1 BA
  • 807 sq. ft.
Wonderful! 4.9/5
(56 reviews)
avg/night
56
  • 3 BR Apartment
  • 2 BA
  • 1022 sq. ft.
Wonderful! 4.9/5
(30 reviews)
avg/night
Premier Partner
30
  • 1 BR Chateau / Country House
  • 1 BA
  • 559 sq. ft.
Wonderful! 4.9/5
(35 reviews)
avg/night
35
  • 1 BR Apartment
  • 1 BA
  • 699 sq. ft.
Excellent! 4.6/5
(9 reviews)
avg/night
9
  • 3 BR Villa
  • 3 BA
  • 2475 sq. ft.
Excellent! 4.7/5
(15 reviews)
avg/night
Premier Partner
15
  • 2 BR Corporate Apartment
  • 2 BA
  • 1076 sq. ft.
Excellent! 4.7/5
(9 reviews)
avg/night
9
Viewed 237 times in the last 48 hours
  • 3 BR Castle
  • 3 BA
  • 1291 sq. ft.
Wonderful! 4.9/5
(10 reviews)
avg/night
10
  • 4 BR House
  • 2 BA
  • 1937 sq. ft.
Excellent! 4.7/5
(20 reviews)
avg/night
Premier Partner
20
Viewed 7 times in the last 48 hours
  • Studio
  • 1 BA
  • 645 sq. ft.
Wonderful! 4.9/5
(12 reviews)
avg/night
12
  • 2 BR Cottage
  • 1 BA
  • 1291 sq. ft.
Wonderful! 4.8/5
(40 reviews)
avg/night
40
  • 2 BR Farmhouse
  • 2 BA
  • 753 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
6
  • 1 BR Apartment
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(26 reviews)
avg/night
26
  • 4 BR Villa
  • 2 BA
  • 1506 sq. ft.
Wonderful! 4.9/5
(21 reviews)
avg/night
21
  • 2 BR Cottage
  • 2 BA
  • 861 sq. ft.
Exceptional! 5/5
(17 reviews)
avg/night
17
  • 2 BR Apartment
  • 1 BA
  • 861 sq. ft.
avg/night
Premier Partner
  • 1 BR Apartment
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
6
Viewed 6 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 968 sq. ft.
Wonderful! 4.8/5
(13 reviews)
avg/night
Premier Partner
13
Viewed 50 times in the last 48 hours
  • 2 BR Castle
  • 2 BA
  • 753 sq. ft.
Excellent! 4.7/5
(10 reviews)
avg/night
Premier Partner
10
  • 4 BR House
  • 3 BA
  • 2260 sq. ft.
Excellent! 4.6/5
(29 reviews)
avg/night
29
Viewed 10 times in the last 48 hours
  • 1 BR Farmhouse
  • 1 BA
  • 376 sq. ft.
Wonderful! 4.8/5
(8 reviews)
avg/night
8
  • 1 BR Apartment
  • 1 BA
avg/night
1
Viewed 12 times in the last 48 hours
  • 1 BR Castle
  • 1 BA
  • 269 sq. ft.
avg/night
1
  • 5 BR Apartment
  • 3 BA
  • 2798 sq. ft.
avg/night
  • 3 BR Cottage
  • 3 BA
  • 1829 sq. ft.
avg/night
1
  • 2 BR Farmhouse
  • 2 BA
  • 753 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
6
  • 5 BR House
  • 3 BA
  • 2152 sq. ft.
Wonderful! 4.9/5
(30 reviews)
avg/night
Premier Partner
30
  • 2 BR Apartment
  • 1 BA
  • 484 sq. ft.
avg/night
Premier Partner
1
  • 2 BR Chateau / Country House
  • 1 BA
  • 753 sq. ft.
Exceptional! 5/5
(26 reviews)
avg/night
26
  • 3 BR Villa
  • 2 BA
Excellent! 4.6/5
(26 reviews)
avg/night
26
Viewed 13 times in the last 48 hours
  • 2 BR Castle
  • 2 BA
  • 861 sq. ft.
avg/night
3
  • 1 BR Apartment
  • 1 BA
  • 538 sq. ft.
Excellent! 4.7/5
(10 reviews)
avg/night
Premier Partner
10
  • 1 BR Farmhouse
  • 1 BA
  • 376 sq. ft.
Wonderful! 4.8/5
(8 reviews)
avg/night
8
Viewed 11 times in the last 48 hours
  • 5 BR Villa
  • 6 BA
  • 3767 sq. ft.
avg/night
3
Viewed 7 times in the last 48 hours
  • 8 BR Villa
  • 9 BA
  • 4843 sq. ft.
Wonderful! 4.9/5
(14 reviews)
avg/night
Premier Partner
14

San Casciano In Val di Pesa Holiday Apartments & Villas (300+)

Recent Reviews

A beautiful rustic villa, quiet and peaceful countryside surrounds you. Heaven in Tuscany.

5 of 5
A well appointed and well maintained Villa in beautiful countryside. The hosts are incredibly attentive. Caterina will always respond to your questions or help with arranging or giving you ideas for places to eat, visit etc. Her mother Angela, is fantastic....have a wonderful Tuscan meal cooked for you one night.....you won’t regret it! Incredible. We are a family of 9 (6 adults and 3 children) and the space worked perfectly. Great eating space from outside the kitchen in the mornings to sundowners in the day room near the pool in the evening!! Air conditioning throughout, nice hideaway spaces if you need to relax away from the kids with a good book (not often)! The property is well looked after, Valerio the gardener will be around most mornings to clean the good sized pool, the villa is also really well located. For those feeling energetic it’s a 2km run or bike ride to the local deli and other shops in the square. For Tennis fans a nice small club, lessons with Matteo were brilliant. It’s also so easy to get from the town of Impruneta to lovely restaurants or visiting local sites. Florence is 20 mins away, Sienna and San Gimignano not more than 50mins. We also saw Pisa and Lucca about an hour but all easy to get to. You’ll want for nothing at this Villa, not even ice.....the ice machine was a godsend on barmy hot evenings! Again I must stress how excellent the hosts were throughout our stay, it’s all the extra touches that make a holiday and the owners really understand this......I am sure we will return very soon!!
  • Review Submitted: Aug 09, 2018
  • Date of Stay: Jul 2018

A little glimpse of paradise

5 of 5
Il Bacio is a beautiful and peaceful oasis in rural Tuscany which is both perfect to get away from it all and ideally situated to visit the historic cultural centres of Florence, Siena and Pisa as well as the nearby Mediaeval gems of Radda, Castelina, San Gimignano and Volterra. Sonia and Franco are great hosts and a tour of their winery, with sampling of their wine and olive oil made on site, is a must. Accommodation is simple but comfortable and the pool is great to unwind in at the end of the hot Tuscan summer days. Warmly recommended!
  • Review Submitted: Jul 27, 2018
  • Date of Stay: Jul 2018