Search 105,200+ Vacation Rentals

Montepulciano 3-bedroom Vacation Rentals, Homes & More - 121 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

121 Vacation rentals

Filters applied: 3+ Bedrooms

(9)

1 / 34

Montepulciano Apartment

  • 3
  • 6
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$128.00

Very Good (9 reviews)

Inquire

from $128.00 / night

(1)

1 / 34

Sant'Albino Villa

  • 7
  • 21
  • 7 nights min
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly

$558.00

Excellent (1 reviews)

Inquire

from $558.00 / night

1 / 20

Montepulciano House

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

$1,036.00

Inquire

from $1,036.00 / night

(16)

1 / 47

Montepulciano House

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$721.00

Excellent (16 reviews)

Inquire

from $721.00 / night

(1)

1 / 30

Bivio di San Biagio Villa

  • 7
  • 15
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$575.00

Excellent (1 reviews)

Book

from $575.00 / night

1 / 41

Montepulciano House

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

$535.00

Inquire

from $535.00 / night

1 / 43

Montepulciano Villa

  • 7
  • 16
  • min stay varies
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly

$559.00

Inquire

from $559.00 / night

(1)

1 / 30

Montepulciano Villa

  • 8
  • 16
  • 4 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$814.00

Very Good (1 reviews)

Inquire

from $814.00 / night

1 / 24

Montepulciano Villa

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

$558.00

Book

from $558.00 / night

Your search has been expanded 19.5 miles to include more rentals

1 / 46

Colle di Val d'Elsa Villa - 12.7 miles away

  • 18
  • 30
  • 7 nights min
  • Ask about children
  • Ask about pets

$7,219.00

Inquire

from $7,219.00 / night

1 / 20

Buonconvento House - 15.4 miles away

  • 5
  • 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$495.00

Inquire

from $495.00 / night

1 / 20

Chiusdino House - 17.3 miles away

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Pet friendly

$380.00

Inquire

from $380.00 / night

(1)

1 / 20

Siena Apartment - 0.1 miles away

  • 3
  • 6
  • 4 nights min
  • Ask about children
  • Pet friendly

$207.00

Excellent (1 reviews)

Inquire

from $207.00 / night

1 / 20

Siena House - 7.9 miles away

  • 8
  • 14
  • 7 nights min
  • Ask about children
  • Pet friendly

$448.00

Inquire

from $448.00 / night

1 / 20

Siena House - 19.5 miles away

  • 9
  • 20
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$1,489.00

Inquire

from $1,489.00 / night

1 / 20

Monticiano House - 14.9 miles away

  • 5
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$206.00

Inquire

from $206.00 / night

1 / 20

Sovicille Apartment - 6.2 miles away

  • 3
  • 5
  • 7 nights min
  • Ask about children
  • Pet friendly

$139.00

Inquire

from $139.00 / night

1 / 20

Monastero d'Ombrone Villa - 12.8 miles away

  • 7
  • 14
  • 7 nights min
  • Child friendly

$525.00

Inquire

from $525.00 / night

1 / 32

San Donato in Poggio Apartment - 14.9 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$262.00

Inquire

from $262.00 / night

(63)

1 / 27

Poggibonsi Apartment - 10.6 miles away

  • 3
  • 7
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$252.00

Excellent (63 reviews)

Inquire

from $252.00 / night

1 / 36

San Casciano in Val di Pesa Villa - 19.5 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$234.00

Inquire

from $234.00 / night

(1)

1 / 28

Radda in Chianti House - 11.4 miles away

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$825.00

Very Good (1 reviews)

Inquire

from $825.00 / night

1 / 48

Panzano in Chianti House - 15.2 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,476.00

Inquire

from $1,476.00 / night

(13)

1 / 18

Barberino Val d'Elsa Apartment - 17.1 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$246.00

Excellent (13 reviews)

Inquire

from $246.00 / night

(1)

1 / 34

Barberino Val d'Elsa House - 17.1 miles away

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$390.00

Excellent (1 reviews)

Inquire

from $390.00 / night

(10)

1 / 24

San Gimignano Apartment - 17.1 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$294.00

Excellent (10 reviews)

Inquire

from $294.00 / night

(1)

1 / 127

Tavarnelle Val di Pesa Villa - 19.3 miles away

  • 11
  • 20
  • 7 nights min
  • Nearest beach 145 mi
  • Swimming pool
  • Child friendly

$1,240.00

Very Good (1 reviews)

Inquire

from $1,240.00 / night

1 / 50

Tavarnelle Val di Pesa Villa - 17.7 miles away

  • 6
  • 12
  • 7 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$698.00

Inquire

from $698.00 / night

1 / 20

Monticiano House - 15.5 miles away

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

$307.00

Inquire

from $307.00 / night

1 / 50

Bucine Villa - 17.9 miles away

  • 9
  • 20
  • min stay varies
  • Ask about children

Responds fast! Avg. 2 hours 38 minutes

$1,628.00

Book

from $1,628.00 / night

1 / 79

Tavarnelle Val di Pesa Villa - 17.8 miles away

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

Responds fast! Avg. 2 hours 38 minutes

$1,008.00

Book

from $1,008.00 / night

(3)

1 / 33

Castellina In Chianti Farmhouse - 8.5 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$201.00

Very Good (3 reviews)

Inquire

from $201.00 / night

1 / 38

San Giovanni d'Asso House - 17.5 miles away

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$295.00

Inquire

from $295.00 / night

1 / 20

Monteriggioni House - 7 miles away

  • 3
  • 7
  • 7 nights min
  • Ask about children
  • Pet friendly

$234.00

Inquire

from $234.00 / night

(18)

1 / 26

Castellina In Chianti House - 10.2 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$335.00

Excellent (18 reviews)

Inquire

from $335.00 / night

(1)

1 / 20

Murlo Apartment - 10.3 miles away

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

$188.00

Excellent (1 reviews)

Inquire

from $188.00 / night

1 / 28

Tavarnelle Val di Pesa House - 18.2 miles away

  • 7
  • 15
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$391.00

Inquire

from $391.00 / night

1 / 20

Monticiano House - 14.9 miles away

  • 14
  • 27
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$4,429.00

Inquire

from $4,429.00 / night

1 / 30

Tavarnelle Val di Pesa Villa - 19.1 miles away

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

$930.00

Book

from $930.00 / night

1 / 42

Castelnuovo Berardenga Villa - 7.9 miles away

  • 5
  • 10
  • 7 nights min
  • Child friendly

$1,270.00

Inquire

from $1,270.00 / night