Search 105,200+ Vacation Rentals

Castellina In Chianti 4+ bedroom Vacation Rentals, Homes & More - 17 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

17 Vacation rentals

Filters applied: 4 Bedrooms

1 / 16

Castellina In Chianti House

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $499 / night

1 / 33

Castellina In Chianti House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$277

Book

from $277 / night

1 / 21

Castellina In Chianti House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$147

Book

from $147 / night

1 / 20

Castellina In Chianti Apartment

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$152

Book

from $152 / night

1 / 20

Castellina In Chianti House

  • 4
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$133

Book

from $133 / night

1 / 20

Castellina In Chianti House

  • 4
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$128

Book

from $128 / night

1 / 8

Castellina In Chianti House

  • 4
  • 7
  • Min stay varies
  • Swimming pool

from $226 / night

1 / 15

Castellina In Chianti House

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $293 / night

1 / 24

Castellina In Chianti House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

from $543 / night

1 / 34

Castellina In Chianti House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$346

Book

from $346 / night

1 / 20

Castellina In Chianti House

  • 5
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$172

Book

from $172 / night

1 / 30

Castellina In Chianti Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$346

Book

from $346 / night

1 / 16

Castellina In Chianti House

  • 5
  • 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $340 / night

1 / 31

Castellina In Chianti House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

Inquire for Rates

Inquire

Pricing unknown

1 / 31

Castellina In Chianti House

  • 6
  • 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$199

Book

from $199 / night

1 / 18

Castellina In Chianti House

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $386 / night

1 / 22

Castellina In Chianti Villa

  • 6
  • 12
  • 7 nights min
  • Nearest beach 193 mi
  • Swimming pool
  • Child friendly

from $715 / night

Your search has been expanded 9.2 miles to include more rentals

1 / 20

Radda in Chianti Apartment - 3.2 miles away

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly

$207

Book

from $207 / night

1 / 43

Radda in Chianti House - 3.2 miles away

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$453

Book

from $453 / night

(1)

1 / 26

Radda in Chianti Villa - 3.8 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$320

Very Good (1 reviews)

Book

from $320 / night

(11)

1 / 32

Lucarelli Villa - 4.6 miles away

  • 6
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$460

Very Good (11 reviews)

Book

from $460 / night

1 / 23

Tuscany Villa - 4.6 miles away

  • 6
  • 10
  • 7 nights min
  • Ask about children
  • Ask about pets

$464

Book

from $464 / night

(4)

1 / 40

Quercegrossa Villa - 5.4 miles away

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children

$612

Excellent (4 reviews)

Book

from $612 / night

(2)

1 / 28

Tuscany Villa - 5.5 miles away

  • 6
  • 12
  • 7 nights min
  • Ask about children
  • Ask about pets

$617

Excellent (2 reviews)

Book

from $617 / night

(1)

1 / 31

Radda in Chianti House - 6.7 miles away

  • 5
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children

$546

Excellent (1 reviews)

Book

from $546 / night

1 / 31

Radda in Chianti Villa - 6.7 miles away

  • 5
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly

$767

Book

from $767 / night

1 / 23

Tuscany Villa - 6.8 miles away

  • 5
  • 9
  • 7 nights min
  • Ask about children
  • Ask about pets

$550

Book

from $550 / night

1 / 34

Castelnuovo Berardenga House - 7 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly

$314

Book

from $314 / night

1 / 28

San Donato in Poggio Villa - 7 miles away

  • 5
  • 12
  • 7 nights min
  • Nearest beach 209 mi
  • Swimming pool
  • Child friendly

from $846 / night

1 / 20

Castelnuovo Berardenga Villa - 7.7 miles away

  • 6
  • 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$462

Book

from $462 / night

1 / 36

San Donato in Poggio House - 7.9 miles away

  • 4
  • 7
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $117 / night

1 / 25

Poggibonsi Villa - 8 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$277

Book

from $277 / night

1 / 85

Tuscany Villa - 8.4 miles away

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $677 / night

1 / 30

Poggibonsi House - 8.4 miles away

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

Inquire for Rates

Inquire

Pricing unknown

1 / 47

Tuscany Castle - 8.7 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1863

Inquire

from $1863 / night

(1)

1 / 28

Siena Villa - 8.7 miles away

  • 6
  • 12
  • 7 nights min
  • Ask about children
  • Ask about pets

$651

Excellent (1 reviews)

Book

from $651 / night

(1)

1 / 36

Staggia House - 8.8 miles away

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$651

Excellent (1 reviews)

Inquire

from $651 / night

1 / 29

Radda in Chianti House - 8.9 miles away

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly

$460

Book

from $460 / night

1 / 24

Volpaia Villa - 8.9 miles away

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children

$460

Book

from $460 / night

1 / 34

Radda in Chianti House - 9.2 miles away

  • 6
  • 11
  • 7 nights min
  • Swimming pool
  • Child friendly

$460

Book

from $460 / night