Estia Villas - Vacation Rentals in Castellina in Chianti
Villa
10.0
(
66 Reviews
)
11 Bedrooms
11 Bathrooms
23 Guests
5700 ft²
-
Private Pool -
Fireplace/Heating -
Pool -
Ocean View
US $3,046
/Night
7 Nights - $21,324
10.0
(
21 Reviews
)
10 Bedrooms
10 Bathrooms
20 Guests
223.89 ft²
-
Oceanfront -
Fireplace/Heating
-
Pool
-
Ocean View
US $312
/Night
7 Nights - $2,183
Villa
1 Bedroom
1 Bathroom
-
Balcony/Terrace -
Pet Friendly -
Internet -
Child Friendly
US $1,636
/Night
7 Nights - $11,452
Villa
10.0
(
58 Reviews
)
6 Bedrooms
5 Bathrooms
16 Guests
4844 ft²
-
Private Pool
-
Hot Tub -
Fireplace/Heating
-
Pool
US $870
/Night
7 Nights - $6,092
Villa
10.0
(
16 Reviews
)
6 Bedrooms
5 Bathrooms
12 Guests
6458 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $908
/Night
7 Nights - $6,358
Villa
10.0
(
5 Reviews
)
8 Bedrooms
6 Bathrooms
16 Guests
3444 ft²
-
Hot Tub
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $644
/Night
7 Nights - $4,508
Villa
10.0
(
3 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
1938 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $427
/Night
7 Nights - $2,988
Villa
10.0
(
2 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
3229 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $493
/Night
7 Nights - $3,451
Luxury Places to Stay in Castellina in Chianti
Over 450+
Luxury Places to Stay in or Near Castellina in Chianti
New
Villa
11 Bedrooms
11 Bathrooms
19 Guests
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
Unlock the Best Price
Villa
10 Bedrooms
11 Bathrooms
19 Guests
6620 ft²
-
Private Pool
-
Spa -
Fireplace/Heating
-
Pool
US $9,887
/Night
7 Nights - $69,211
Villa
9 Bedrooms
9 Bathrooms
18 Guests
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $5,573
/Night
7 Nights - $39,009
Villa
9 Bedrooms
10 Bathrooms
18 Guests
6458 ft²
-
Fireplace/Heating
-
Pool
-
Kitchen -
Parking
US $5,122
/Night
7 Nights - $35,856
House
9 Bedrooms
9 Bathrooms
20 Guests
-
Fireplace/Heating
-
Air Conditioner -
Internet
-
Child Friendly
US $2,327
/Night
7 Nights - $16,290
Villa
8 Bedrooms
8 Bathrooms
16 Guests
-
Hot Tub
-
Fireplace/Heating
-
Internet
-
Bedding/Linens
US $2,230
/Night
7 Nights - $15,607
Villa
5 Bedrooms
4 Bathrooms
10 Guests
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $1,770
/Night
7 Nights - $12,387
Villa
10.0
(
1 Review
)
5 Bedrooms
4 Bathrooms
10 Guests
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Pet Friendly
US $1,767
/Night
7 Nights - $12,367
Find More Castellina in Chianti Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Castellina in Chianti
Over 342+
Top-Rated Vacation Rentals with a Pool in or Near Castellina in Chianti
Villa
10.0
(
162 Reviews
)
4 Bedrooms
5 Bathrooms
10 Guests
2153 ft²
-
Private Pool
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $921
/Night
7 Nights - $6,444
House
10.0
(
113 Reviews
)
3 Bedrooms
1 Bathroom
5 Guests
1076 ft²
-
Fireplace/Heating
-
Pool
-
Ocean View
-
Balcony/Terrace
US $184
/Night
7 Nights - $1,289
Other
10.0
(
112 Reviews
)
1 Bedroom
1 Bathroom
-
Spa
-
Pool
-
Balcony/Terrace
-
Breakfast
US $301
/Night
7 Nights - $2,109
House
10.0
(
75 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
2799 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $451
/Night
7 Nights - $3,157
Apartment
10.0
(
72 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1012 ft²
-
Private Pool
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $348
/Night
7 Nights - $2,434
House
10.0
(
52 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1722 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $452
/Night
7 Nights - $3,166
House
10.0
(
50 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
431 ft²
-
Private Pool
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $246
/Night
7 Nights - $1,721
Villa
10.0
(
38 Reviews
)
9 Bedrooms
7 Bathrooms
27 Guests
5834 ft²
-
Private Pool
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $1,445
/Night
7 Nights - $10,114
Pet-Friendly Vacation Rentals in Castellina in Chianti
Over 241+
Pet-Friendly Vacation Rentals in or Near Castellina in Chianti
House
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1076 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $982
/Night
7 Nights - $6,876
House
8.5
(
5 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
645.83 ft²
-
Pet Friendly
-
Parking
-
Air Conditioner
-
Internet
US $99
/Night
7 Nights - $692
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Fireplace/Heating
-
Balcony/Terrace
-
Breakfast
-
Pet Friendly
US $288
/Night
7 Nights - $2,016
House
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
807 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $170
/Night
7 Nights - $1,190
House
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
5 Guests
-
Fireplace/Heating
-
Pool
-
Ocean View
-
Balcony/Terrace
US $128
/Night
7 Nights - $893
House
9.8
(
60 Reviews
)
3 Bedrooms
1 Bathroom
16 Guests
861 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $192
/Night
7 Nights - $1,344
House
9.8
(
51 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
754 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Pet Friendly
US $216
/Night
7 Nights - $1,509
House
9.8
(
6 Reviews
)
9 Bedrooms
6 Bathrooms
16 Guests
3380 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $900
/Night
7 Nights - $6,298
See More Pet-Friendly Vacation Rentals in Castellina in Chianti on PetFriendly.io
Large Vacation Homes & Villas in Castellina in Chianti
Over 156+
Large Vacation Homes & Villas in or Near Castellina in Chianti
Villa
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
646 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $292
/Night
7 Nights - $2,046
10.0
(
49 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
627.9 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $193
/Night
7 Nights - $1,352
Villa
1 Bedroom
1 Bathroom
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $1,589
/Night
7 Nights - $11,123
Villa
9.4
(
3 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
754 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $195
/Night
7 Nights - $1,365
Villa
8.0
(
4 Reviews
)
2 Bedrooms
3 Bathrooms
6 Guests
1184 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Ocean View
US $301
/Night
7 Nights - $2,105
Villa
8.0
(
1 Review
)
5 Bedrooms
4 Bathrooms
10 Guests
4844 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $1,037
/Night
7 Nights - $7,256
Villa
8.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
6 Guests
1152 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $336
/Night
7 Nights - $2,354
Villa
6.0
(
1 Review
)
10 Bedrooms
6 Bathrooms
16 Guests
1496 ft²
-
Private Pool
-
Spa
-
Fireplace/Heating
-
Pool
US $652
/Night
7 Nights - $4,562
See More Family Vacation Rentals in Castellina in Chianti on FVR
Wheelchair Accessible Vacation Homes in Castellina in Chianti
Over 14+
Wheelchair Accessible Vacation Homes in or Near Castellina in Chianti
1 Bedroom
1 Bathroom
6 Guests
968.75 ft²
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Child Friendly
US $194
/Night
7 Nights - $1,359
US $262
/Night
7 Nights - $1,831
1 Bedroom
1 Bathroom
4 Guests
592.02 ft²
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Child Friendly
US $133
/Night
7 Nights - $931
8.2
(
222 Reviews
)
1 Bathroom
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Breakfast
US $97
/Night
7 Nights - $678
9.7
(
335 Reviews
)
17 Bedrooms
5 Bathrooms
10 Guests
299.24 ft²
-
Oceanfront
-
Fireplace/Heating
-
Pool
-
Ocean View
US $348
/Night
7 Nights - $2,434
9.4
(
78 Reviews
)
11 Bedrooms
10 Bathrooms
22 Guests
558.19 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $87
/Night
7 Nights - $609
9.3
(
424 Reviews
)
17 Bedrooms
3 Bathrooms
8 Guests
556.14 ft²
-
Oceanfront
-
Fireplace/Heating
-
Pool
-
Ocean View
US $225
/Night
7 Nights - $1,573
9.1
(
560 Reviews
)
22 Bedrooms
22 Bathrooms
67 Guests
1202.87 ft²
-
Oceanfront
-
Fireplace/Heating
-
Pool
-
Ocean View
US $198
/Night
7 Nights - $1,389
Castellina in Chianti Vacation Rentals and Airbnb Places to Stay Under $200
Over 179+
Castellina in Chianti Vacation Rentals and Airbnb Places to Stay Under $200
House
9.6
(
80 Reviews
)
3 Bedrooms
2 Bathrooms
5 Guests
861 ft²
-
Hot Tub
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $104
/Night
7 Nights - $728
9.0
(
21 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
699.65 ft²
-
Hot Tub
-
Pool
-
Balcony/Terrace
-
Kitchen
US $84
/Night
7 Nights - $585
House
9.8
(
36 Reviews
)
1 Bedroom
1 Bathroom
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $88
/Night
7 Nights - $616
House
10.0
(
30 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
2067 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $195
/Night
7 Nights - $1,363
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
3 Guests
538 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $158
/Night
7 Nights - $1,107
Apartment
10.0
(
9 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
969 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $143
/Night
7 Nights - $1,004
House
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
538 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $165
/Night
7 Nights - $1,153
House
9.4
(
8 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
592 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Pet Friendly
US $98
/Night
7 Nights - $683
Instantly Bookable Vacation Homes in Castellina in Chianti
Over 179+
Instantly Bookable Vacation Homes in or Near Castellina in Chianti
House
10.0
(
8 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
861 ft²
-
Fireplace/Heating
-
Pool
-
Ocean View
-
Balcony/Terrace
US $202
/Night
7 Nights - $1,411
Cottage
10.0
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1561 ft²
-
Fireplace/Heating
-
Pool
-
Ocean View
-
Balcony/Terrace
US $484
/Night
7 Nights - $3,391
House
10.0
(
4 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
1938 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Internet
US $362
/Night
7 Nights - $2,533
Apartment
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
1184 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Breakfast
-
Kitchen
US $422
/Night
7 Nights - $2,953
Apartment
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
4 Guests
1346 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $223
/Night
7 Nights - $1,562
House
9.6
(
34 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
1184 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $204
/Night
7 Nights - $1,430
House
9.6
(
4 Reviews
)
3 Bedrooms
1 Bathroom
4 Guests
861 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $227
/Night
7 Nights - $1,592
House
9.0
(
27 Reviews
)
3 Bedrooms
1 Bathroom
4 Guests
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $122
/Night
7 Nights - $853
About Castellina in Chianti Vacation Rentals
With more than 123 Castellina in Chianti 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 Castellina in Chianti.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Castellina in Chianti, 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 Castellina in Chianti. Places to stay near Castellina in Chianti are 2048.4 ft² on average, with prices averaging US $1,184 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Castellina in Chianti 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 Castellina in Chianti
| Type | Count |
|---|---|
| Villas | 115 |
| Holiday Apartments | 2 |
| B&B | 2 |
| Vacation Homes | 2 |
| Hotels | 1 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Castellina in Chianti
★ 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 Castellina in Chianti.
Weather in Castellina in Chianti
View the weather forecast for Castellina in Chianti before booking your Castellina in Chianti 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
High Low
Top Attractions Around Castellina in Chianti, IT
Estiavillas offers a large selection of top attractions around Castellina in Chianti. Research things to do on your vacation before you visit Castellina in Chianti.
Buondonno Winery
City Hall Castellina In Chianti
Casa Vinicola Luigi Cecchi
Walls of Monteriggioni
Montecalvario
Archaeological Museum of Chianti
Uffizi Gallery
Ponte Vecchio
Cathedral of Santa Maria del Fiore
Pitti Palace
Palazzo Vecchio
Piazza del Duomo
Piazza della Signoria
Piazza del Campo
Piazzale Michelangelo
Gallery of the Academy of Florence
Basilica of Santa Maria Novella
Careggi Hospital
Leonardo da Vinci Museum
Siena Cathedral
Other Places to Stay Near Castellina in Chianti, IT
Sicelle
605 Properties
Buondonno Winery
557 Properties
Ricavo
451 Properties
Fonterutoli
379 Properties
Lilliano
372 Properties
Cavallari
371 Properties
Archaeological Museum of Chianti
360 Properties
City Hall Castellina In Chianti
359 Properties
Montecalvario
357 Properties
Casa Vinicola Luigi Cecchi
356 Properties
Walls of Monteriggioni
350 Properties
Cignan Bianco
280 Properties
Complexes around Castellina in Chianti, IT
Castellina in Chianti Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Castellina in Chianti?
There are a lot of options in Castellina in Chianti. If you plan on staying in the Castellina in Chianti area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Castellina in Chianti:
- Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
- ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
- Quiet and Beautiful Property, Large Pool, Airco in bedrooms
- Podere La Valle 9BR, 16-20 Guests Retreats & Family In Restored Farm Spa & Pool
- Villa Gran Sogno
- Wonderful private villa with WIFI, private pool, TV, patio and panoramic view, close to Siena
- Private villa in the heart of chianti with view of siena
- Casanovina, Castellina in Chianti, Siena and Chianti
- Villa La Casina
- La Corte Di Campalli by Salogi Villas
How many vacation rentals have private pools in Castellina in Chianti?
There are 77 vacation rentals with private pools near Castellina in Chianti. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Castellina in Chianti are best for families?
If you are looking for a family-friendly vacation home in Castellina in Chianti, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Castellina in Chianti:
How many vacation rentals are available in Castellina in Chianti?
Currently, the total number of properties listed in 2026 is over 123 in the Castellina in Chianti area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Castellina in Chianti.
