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Castellina In Chianti 4+ bedroom Vacation Rentals, Homes & More - 29 Rentals Available.

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29 Vacation rentals

Filters applied: 4+ Bedrooms

1 / 18

Castellina In Chianti House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

from $544 / night

1 / 8

Castellina In Chianti House

  • 4
  • 7
  • Min stay varies
  • Swimming pool

from $249 / night

1 / 33

Castellina In Chianti House

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

$302

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from $302 / night

1 / 22

Castellina In Chianti Villa

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

from $780 / night

1 / 24

Castellina In Chianti House

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

from $587 / night

1 / 18

Castellina In Chianti Villa

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

from $370 / night

1 / 31

Castellina In Chianti House

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

$219

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from $219 / night

1 / 20

Castellina In Chianti Apartment

  • 4
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$167

Book

from $167 / night

1 / 21

Castellina In Chianti Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $173 / night

1 / 13

Castellina In Chianti Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $159 / night

1 / 30

Castellina In Chianti Apartment

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

from $411 / night

1 / 20

Castellina In Chianti House

  • 5
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$187

Book

from $187 / night

1 / 20

Castellina In Chianti House

  • 4
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$145

Book

from $145 / night

1 / 43

Castellina In Chianti House

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

$377

Book

from $377 / night

1 / 17

Castellina In Chianti Villa

  • 11
  • 21
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $385 / night

1 / 21

Castellina In Chianti House

  • 4
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$161

Book

from $161 / night

1 / 20

Castellina In Chianti House

  • 4
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$140

Book

from $140 / night

1 / 30

Castellina In Chianti Villa

  • 6
  • 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $235 / night

1 / 18

Castellina In Chianti Villa

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

from $370 / night

1 / 30

Castellina In Chianti Apartment

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

from $430 / night

1 / 30

Castellina In Chianti Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $326 / night

1 / 14

Castellina In Chianti Apartment

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $179 / night

1 / 30

Castellina In Chianti Villa

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

from $407 / night

1 / 31

Castellina In Chianti House

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

Inquire for Rates

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Pricing unknown

1 / 18

Castellina In Chianti Villa

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

from $151 / night

1 / 13

Castellina In Chianti Villa

  • 4
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $137 / night

1 / 30

Castellina In Chianti Villa

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

from $407 / night

1 / 15

Castellina In Chianti Villa

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

from $213 / night

1 / 38

Castellina In Chianti Villa

  • 5
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$377

Book

from $377 / night

Your search has been expanded 5 miles to include more rentals

1 / 43

Radda in Chianti House - 2 miles away

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

$498

Book

from $498 / night

1 / 126

Radda in Chianti House - 2 miles away

  • 11
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly

$504

Book

from $504 / night

1 / 68

Radda in Chianti House - 2 miles away

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly

$403

Book

from $403 / night

1 / 20

Radda in Chianti Apartment - 2 miles away

  • 4
  • 50
  • Min stay varies
  • Swimming pool
  • Child friendly

$226

Book

from $226 / night

1 / 30

Tuscany Villa - 2 miles away

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $464 / night

1 / 17

Tuscany Apartment - 2 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $212 / night

1 / 29

Tuscany Villa - 2 miles away

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $463 / night

1 / 29

Tuscany Villa - 2 miles away

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $485 / night

(1)

1 / 35

Radda in Chianti Villa - 2.3 miles away

  • 4
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$349

Very Good (1 reviews)

Book

from $349 / night

1 / 26

Tuscany Villa - 2.3 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $376 / night

(12)

1 / 32

Lucarelli Villa - 2.8 miles away

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

$501

Very Good (12 reviews)

Book

from $501 / night

(1)

1 / 33

Lucarelli Villa - 2.9 miles away

  • 6
  • 10
  • 7 nights min
  • Child friendly
  • Pet friendly

$466

Excellent (1 reviews)

Book

from $466 / night

1 / 23

Tuscany Villa - 2.9 miles away

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

$501

Book

from $501 / night

(2)

1 / 35

Quercegrossa Villa - 3.4 miles away

  • 6
  • 12
  • 7 nights min
  • Child friendly

$620

Excellent (2 reviews)

Book

from $620 / night

(4)

1 / 40

Quercegrossa Villa - 3.4 miles away

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

$667

Excellent (4 reviews)

Book

from $667 / night

(2)

1 / 28

Tuscany Villa - 3.4 miles away

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

$667

Excellent (2 reviews)

Book

from $667 / night

1 / 26

Barberino Val d'Elsa House - 3.7 miles away

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1314

Book

from $1314 / night

(1)

1 / 31

Radda in Chianti House - 4.1 miles away

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

$595

Excellent (1 reviews)

Book

from $595 / night

1 / 30

Radda in Chianti Villa - 4.1 miles away

  • 5
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $673 / night

1 / 31

Radda in Chianti Villa - 4.2 miles away

  • 5
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly

$837

Book

from $837 / night

1 / 38

Radda in Chianti Villa - 4.2 miles away

  • 5
  • 9
  • 7 nights min
  • Child friendly

$553

Book

from $553 / night

1 / 23

Tuscany Villa - 4.2 miles away

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

$595

Book

from $595 / night

1 / 24

Poggibonsi Apartment - 4.3 miles away

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

from $157 / night

1 / 34

Castelnuovo Berardenga House - 4.3 miles away

  • 5
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly

$344

Book

from $344 / night

1 / 32

Castelnuovo Berardenga House - 4.3 miles away

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly

$399

Book

from $399 / night

1 / 30

Vagliagli Villa - 4.3 miles away

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

from $427 / night

1 / 30

Vagliagli Villa - 4.3 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $369 / night

1 / 28

San Donato in Poggio Villa - 4.4 miles away

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

from $929 / night

1 / 52

Radda in Chianti House - 4.7 miles away

  • 13
  • 50
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$4255

Inquire

from $4255 / night

1 / 19

Radda in Chianti Villa - 4.7 miles away

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

from $296 / night

1 / 28

Poggibonsi House - 4.7 miles away

  • 7
  • 18
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $414 / night

1 / 20

Barberino Val d'Elsa Villa - 4.8 miles away

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$732

Book

from $732 / night

1 / 14

San Donato in Poggio Villa - 4.8 miles away

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

from $609 / night

1 / 20

Barberino Val d'Elsa Villa - 4.8 miles away

  • 7
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$565

Book

from $565 / night

1 / 16

San Donato in Poggio Villa - 4.8 miles away

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $790 / night

1 / 26

Poggibonsi House - 4.8 miles away

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $610 / night

1 / 15

Quercegrossa Villa - 4.8 miles away

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $544 / night

1 / 40

Castelnuovo Berardenga Villa - 4.8 miles away

  • 6
  • 50
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$504

Book

from $504 / night

1 / 36

San Donato in Poggio House - 4.9 miles away

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

from $126 / night

1 / 25

Poggibonsi Villa - 5 miles away

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

$304

Book

from $304 / night