Estia Villas - Vacation Rentals in San Casciano in Val di Pesa
Villa
9.8
(
39 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
3767 ft²
-
Private Pool -
Hot Tub -
Parking -
Pool
US $1,116
/Night
7 Nights - $7,810
Villa
4 Bedrooms
3 Bathrooms
16 Guests
4843.76 ft²
-
Parking
-
Pool
-
Balcony/Terrace -
Kitchen
US $496
/Night
7 Nights - $3,471
Villa
10.0
(
133 Reviews
)
9 Bedrooms
8 Bathrooms
18 Guests
5597 ft²
-
Private Pool
-
Breakfast -
Parking
-
Pool
US $1,270
/Night
7 Nights - $8,889
Villa
Beautiful private villa with private pool, WIFI, A/C, hot tub, TV, panoramic view, close to Florence
9.8
(
26 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
1722 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $290
/Night
7 Nights - $2,030
Villa
10.0
(
29 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
1722 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $299
/Night
7 Nights - $2,095
Villa
10.0
(
37 Reviews
)
6 Bedrooms
4 Bathrooms
12 Guests
2702 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $518
/Night
7 Nights - $3,626
Villa
9.6
(
21 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
1991 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,218
/Night
7 Nights - $8,525
Villa
10.0
(
57 Reviews
)
4 Bedrooms
2 Bathrooms
6 Guests
1938 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $392
/Night
7 Nights - $2,746
Luxury Places to Stay in San Casciano in Val di Pesa
Over 415+
Luxury Places to Stay in or Near San Casciano in Val di Pesa
Villa
8 Bedrooms
8 Bathrooms
16 Guests
6458 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
Unlock the Best Price
New
Villa
5 Bedrooms
6 Bathrooms
12 Guests
5382 ft²
-
Private Pool
-
Hot Tub
-
Breakfast
-
Parking
US $8,214
/Night
7 Nights - $57,500
House
13 Bedrooms
11 Bathrooms
30 Guests
5382 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $5,078
/Night
7 Nights - $35,547
New
Villa
14 Bedrooms
11 Bathrooms
28 Guests
-
Internet -
Pet Friendly -
Child Friendly -
Laundry
US $3,880
/Night
7 Nights - $27,163
Villa
5 Bedrooms
8 Bathrooms
15 Guests
6243 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $2,679
/Night
7 Nights - $18,755
Villa
10.0
(
6 Reviews
)
6 Bedrooms
5 Bathrooms
12 Guests
-
Private Pool
-
Breakfast
-
Parking
-
Pool
US $2,588
/Night
7 Nights - $18,114
New
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $2,514
/Night
7 Nights - $17,601
Villa
6 Bedrooms
7 Bathrooms
15 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $2,460
/Night
7 Nights - $17,221
Find More San Casciano in Val di Pesa Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in San Casciano in Val di Pesa
Over 258+
Top-Rated Vacation Rentals with a Pool in or Near San Casciano in Val di Pesa
Villa
10.0
(
62 Reviews
)
5 Bedrooms
5 Bathrooms
10 Guests
4844 ft²
-
Private Pool
-
Breakfast
-
Parking
-
Pool
US $841
/Night
7 Nights - $5,884
House
10.0
(
55 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
969 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $313
/Night
7 Nights - $2,194
New
Villa
10.0
(
47 Reviews
)
9 Bedrooms
8 Bathrooms
18 Guests
8500 ft²
-
Private Pool
-
Breakfast
-
Parking
-
Pool
US $1,364
/Night
7 Nights - $9,548
Apartment
10.0
(
21 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
969 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $193
/Night
7 Nights - $1,353
House
10.0
(
15 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
700 ft²
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Internet
US $201
/Night
7 Nights - $1,409
House
10.0
(
11 Reviews
)
3 Bedrooms
3 Bathrooms
5 Guests
1830 ft²
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Internet
US $262
/Night
7 Nights - $1,833
Apartment
10.0
(
8 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1345 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $344
/Night
7 Nights - $2,405
Villa
10.0
(
7 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
4306 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $978
/Night
7 Nights - $6,843
Pet-Friendly Vacation Rentals in San Casciano in Val di Pesa
Over 190+
Pet-Friendly Vacation Rentals in or Near San Casciano in Val di Pesa
Apartment
9.4
(
9 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
732 ft²
-
Private Pool
-
Hot Tub
-
Breakfast
-
Parking
US $192
/Night
7 Nights - $1,341
Apartment
6.8
(
5 Reviews
)
7 Bedrooms
5 Bathrooms
18 Guests
525.28 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $188
/Night
7 Nights - $1,313
House
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
5 Guests
1076 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $212
/Night
7 Nights - $1,487
Apartment
10.0
(
6 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
484 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $163
/Night
7 Nights - $1,141
House
8.6
(
14 Reviews
)
6 Bedrooms
6 Bathrooms
12 Guests
3767 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $319
/Night
7 Nights - $2,234
Apartment
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
732 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $168
/Night
7 Nights - $1,176
Apartment
9.6
(
20 Reviews
)
3 Bedrooms
4 Bathrooms
6 Guests
2153 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $297
/Night
7 Nights - $2,080
Apartment
Apartment with A/C, WIFI, pool, TV, terrace, pets allowed, panoramic view, close to Greve In Chianti
9.4
(
25 Reviews
)
3 Bedrooms
4 Bathrooms
6 Guests
2153 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $289
/Night
7 Nights - $2,026
See More Pet-Friendly Vacation Rentals in San Casciano in Val di Pesa on PetFriendly.io
Large Vacation Homes & Villas in San Casciano in Val di Pesa
Over 124+
Large Vacation Homes & Villas in or Near San Casciano in Val di Pesa
Villa
10.0
(
2 Reviews
)
6 Bedrooms
6 Bathrooms
11 Guests
4306 ft²
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $1,515
/Night
7 Nights - $10,608
Villa
10.0
(
2 Reviews
)
5 Bedrooms
6 Bathrooms
12 Guests
5381.95 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,341
/Night
7 Nights - $9,385
House
10.0
(
1 Review
)
9 Bedrooms
8 Bathrooms
18 Guests
5382 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $737
/Night
7 Nights - $5,157
House
10.0
(
1 Review
)
5 Bedrooms
3 Bathrooms
9 Guests
2476 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $397
/Night
7 Nights - $2,781
Villa
9.6
(
58 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
3229 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $762
/Night
7 Nights - $5,334
Villa
9.4
(
10 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
1830 ft²
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $478
/Night
7 Nights - $3,347
![[VILLA ACQUAPIETRA FLORENCE⭐] Pool | Vineyards | Olive trees](https://imgservice.123presto.com/640x287/villa-it-san-casciano-val-di-pesa-ha-61410870243-0.jpg)
Villa
8.6
(
4 Reviews
)
7 Bedrooms
7 Bathrooms
16 Guests
3983 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $1,024
/Night
7 Nights - $7,165
Villa
4 Bedrooms
3 Bathrooms
9 Guests
2153 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $1,924
/Night
7 Nights - $13,471
See More Family Vacation Rentals in San Casciano in Val di Pesa on FVR
Wheelchair Accessible Vacation Homes in San Casciano in Val di Pesa
Over 20+
Wheelchair Accessible Vacation Homes in or Near San Casciano in Val di Pesa
House
10 Bedrooms
8 Bathrooms
16 Guests
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $1,552
/Night
7 Nights - $10,863
House
10.0
(
2 Reviews
)
3 Bedrooms
3 Bathrooms
9 Guests
1453.13 ft²
-
Oceanfront -
Hot Tub
-
Breakfast
-
EV Charge Station
US $350
/Night
7 Nights - $2,450
US $222
/Night
7 Nights - $1,553
Villa
10.0
(
1 Review
)
8 Bedrooms
7 Bathrooms
15 Guests
-
Private Pool
-
Breakfast
-
Parking
-
Pool
US $1,490
/Night
7 Nights - $10,430
House
9.5
(
56 Reviews
)
2 Bedrooms
3 Bathrooms
5 Guests
457.47 ft²
-
Oceanfront
-
Breakfast
-
Parking
-
Ocean View
US $89
/Night
7 Nights - $620
House
11 Bedrooms
9 Bathrooms
20 Guests
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $3,170
/Night
7 Nights - $22,190
House
9.4
(
1120 Reviews
)
30 Bedrooms
9 Bathrooms
22 Guests
281.21 ft²
-
Oceanfront
-
Breakfast
-
Parking
-
Pool
US $568
/Night
7 Nights - $3,973
House
11 Bedrooms
9 Bathrooms
20 Guests
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $2,594
/Night
7 Nights - $18,157
San Casciano in Val di Pesa Vacation Rentals and Airbnb Places to Stay Under $200
Over 176+
San Casciano in Val di Pesa Vacation Rentals and Airbnb Places to Stay Under $200
House
9.8
(
25 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1076 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $167
/Night
7 Nights - $1,172
Bed & Breakfast
8.8
(
203 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
290.63 ft²
-
Parking
-
Balcony/Terrace
-
Air Conditioner -
Internet
US $75
/Night
7 Nights - $522
House
9.2
(
83 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $143
/Night
7 Nights - $1,004
Apartment
10.0
(
4 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
710 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $163
/Night
7 Nights - $1,141
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
646 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $191
/Night
7 Nights - $1,337
Apartment
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
732 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $163
/Night
7 Nights - $1,141
Apartment
9.6
(
4 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
710 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $168
/Night
7 Nights - $1,176
Apartment
10.0
(
5 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1076 ft²
-
Parking
-
Kitchen
-
Internet
-
Pet Friendly
US $157
/Night
7 Nights - $1,098
Instantly Bookable Vacation Homes in San Casciano in Val di Pesa
Over 178+
Instantly Bookable Vacation Homes in or Near San Casciano in Val di Pesa
House
10.0
(
4 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
1615 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $445
/Night
7 Nights - $3,116
Apartment
9.8
(
18 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
710 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $206
/Night
7 Nights - $1,445
Apartment
9.6
(
7 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
883 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $215
/Night
7 Nights - $1,508
Apartment
9.8
(
15 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
710 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $213
/Night
7 Nights - $1,492
Apartment
10.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1076 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $283
/Night
7 Nights - $1,983
Apartment
9.4
(
3 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1076 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $284
/Night
7 Nights - $1,990
Apartment
9.6
(
4 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
646 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $252
/Night
7 Nights - $1,765
House
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
753 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $385
/Night
7 Nights - $2,694
About San Casciano in Val di Pesa Vacation Rentals
With more than 96 San Casciano in Val di Pesa vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in San Casciano in Val di Pesa.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas San Casciano in Val di Pesa, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in San Casciano in Val di Pesa. Places to stay near San Casciano in Val di Pesa are 2310.25 ft² on average, with prices averaging US $1,234 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in San Casciano in Val di Pesa with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in San Casciano in Val di Pesa
| Type | Count |
|---|---|
| Villas | 83 |
| Vacation Homes | 8 |
| Hotels | 3 |
| Holiday Apartments | 2 |
Use these Quick Filters to Find a Vacation Rental in San Casciano in Val di Pesa
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in San Casciano in Val di Pesa.
Weather in San Casciano in Val di Pesa
View the weather forecast for San Casciano in Val di Pesa before booking your San Casciano in Val di Pesa Vacation Rentals to confirm your best time to go.
December - February
High Low
March - May
High Low
June - August
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September - November
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Top Attractions Around San Casciano in Val di Pesa, IT
Estiavillas offers a large selection of top attractions around San Casciano in Val di Pesa. Research things to do on your vacation before you visit San Casciano in Val di Pesa.
Cantina Antinori
Torre Del Chianti
Monastary of Sorelle Clarisse
San Casciano Museum
Church of San Martino ad Argiano
Uffizi Gallery
Ponte Vecchio
Cathedral of Santa Maria del Fiore
Pitti Palace
Palazzo Vecchio
Piazza del Duomo
Piazza della Signoria
Piazzale Michelangelo
Gallery of the Academy of Florence
Basilica of Santa Maria Novella
Careggi Hospital
Leonardo da Vinci Museum
Fortezza da Basso
Basilica of Santa Croce
The Mall Luxury Outlet
Other Places to Stay Near San Casciano in Val di Pesa, IT
Bargino
428 Properties
Cantina Antinori
405 Properties
Montefiridolfi
368 Properties
Calzaiolo
362 Properties
Il Serraglio
347 Properties
Cerbaia
346 Properties
Vicchiomaggio
345 Properties
San Pancrazio
306 Properties
Sant'Andrea in Percussina
305 Properties
Romola
276 Properties
Chiesanuova
271 Properties
Mercatale Val di Pesa
24 Properties
Complexes around San Casciano in Val di Pesa, IT
Tenuta San Casciano Val Di Pesa
6 Properties
Pozzo Dei Desideri
5 Properties
Vasche Holiday Tuscany
4 Properties
Agriturismo Ceppi Firenze
3 Properties
Casa Scopeti
3 Properties
Country Farm Mercatale
3 Properties
Villa Coltifredi
3 Properties
Montignana
2 Properties
Villa Patio Greve Chianti
1 Properties
San Casciano in Val di Pesa Vacation Rental Frequently Asked Questions
What are the top vacation rentals in San Casciano in Val di Pesa?
There are a lot of options in San Casciano in Val di Pesa. If you plan on staying in the San Casciano in Val di Pesa area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in San Casciano in Val di Pesa:
- "Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
- Casale Tagliafune,a XV century's Country Villa near Florence with vineyards view
- Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
- FABULOUS 9BR-8.5BA VILLA WITH PRIVATE HEATED POOL, IN PRIME LOCATION NEAR FLORENCE!
- Archipettoli - a historical manor house with stunning panoramic views
- Casa Scopeti - Villa with private swimming pool
- Beautiful Tuscan home between Florence & Siena
- A Charming Country House in the Tuscan Chianti with pool and gardens
- Historic Villa-Farm with Vineyards & Olives Trees
- Villa D'Agnola by MMega
How many vacation rentals have private pools in San Casciano in Val di Pesa?
There are 58 vacation rentals with private pools near San Casciano in Val di Pesa. Top-rated homes that have access to a swimming pool include:
Which vacation homes in San Casciano in Val di Pesa are best for families?
If you are looking for a family-friendly vacation home in San Casciano in Val di Pesa, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in San Casciano in Val di Pesa:
How many vacation rentals are available in San Casciano in Val di Pesa?
Currently, the total number of properties listed in 2026 is over 96 in the San Casciano in Val di Pesa area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in San Casciano in Val di Pesa.
