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Montepulciano 4+ bedroom Vacation Rentals, Homes & More - 35 Rentals Available.

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35 Vacation rentals

Filters applied: 4+ Bedrooms

1 / 34

Sant'Albino Villa

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

from $537 / night

1 / 15

Valiano Villa

  • 5
  • 9
  • 7 nights min
  • Child friendly

$296

Book

from $296 / night

1 / 33

Sant'Albino Villa

  • 8
  • 16
  • 7 nights min
  • Ask about children
  • Ask about pets

$3593

Inquire

from $3593 / night

1 / 17

Montepulciano Villa

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

$321

Book

from $321 / night

1 / 15

Montepulciano Villa

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

from $863 / night

(1)

1 / 17

Montepulciano Villa

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

$383

Very Good (1 reviews)

Book

from $383 / night

(3)

1 / 22

Montepulciano Villa

  • 6
  • 15
  • 7 nights min
  • Ask about children
  • Ask about pets

$843

Very Good (3 reviews)

Book

from $843 / night

1 / 32

Montepulciano House

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

from $356 / night

1 / 35

Montepulciano House

  • 7
  • 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $543 / night

(1)

1 / 25

Montepulciano Villa

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

$415

Excellent (1 reviews)

Inquire

from $415 / night

(1)

1 / 20

Montepulciano House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Pet friendly

$296

Excellent (1 reviews)

Inquire

from $296 / night

1 / 28

Sant'Albino Villa

  • 5
  • 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $356 / night

1 / 20

Montepulciano Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$479

Book

from $479 / night

1 / 30

Acquaviva di Montepulciano Apartment

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

from $548 / night

1 / 36

Montepulciano House

  • 8
  • 16
  • Min stay varies

Inquire for Rates

Inquire

Pricing unknown

1 / 24

Abbadia di Montepulciano Villa

  • 4
  • 10
  • 7 nights min
  • Nearest beach 201 mi
  • Swimming pool
  • Child friendly

from $296 / night

1 / 33

Montepulciano House

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

from $829 / night

1 / 43

Montepulciano Villa

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

from $740 / night

1 / 49

Montepulciano Villa

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

$740

Book

from $740 / night

1 / 30

Abbadia di Montepulciano Apartment

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

from $192 / night

1 / 20

Montepulciano Villa

  • 5
  • 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

from $592 / night

1 / 30

Acquaviva di Montepulciano Villa

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

from $548 / night

1 / 25

Montepulciano Villa

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

$320

Book

from $320 / night

1 / 51

Montepulciano Villa

  • 7
  • 50
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$664

Book

from $664 / night

1 / 24

Montepulciano Villa

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

$487

Book

from $487 / night

1 / 56

Montepulciano Villa

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

$729

Book

from $729 / night

1 / 23

Montepulciano Villa

  • 7
  • 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $719 / night

1 / 30

Montepulciano Villa

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

from $564 / night

(1)

1 / 30

Montepulciano Villa

  • 8
  • 16
  • Min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$711

Very Good (1 reviews)

Inquire

from $711 / night

1 / 30

Montepulciano Villa

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

from $799 / night

1 / 36

Bivio di San Biagio House

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

from $739 / night

1 / 23

Montepulciano Villa

  • 7
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $253 / night

1 / 30

Sant'Albino Villa

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

from $584 / night

1 / 30

Abbadia di Montepulciano Villa

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

from $192 / night

1 / 16

Sant'Albino Villa

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

from $384 / night

Your search has been expanded 6.9 miles to include more rentals

1 / 30

Montefollonico Villa - 2.6 miles away

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

from $241 / night

(1)

1 / 13

Chianciano Terme House - 3.5 miles away

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

$271

Excellent (1 reviews)

Inquire

from $271 / night

1 / 30

Montefollonico Villa - 3.6 miles away

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

from $327 / night

1 / 33

Montefollonico House - 3.7 miles away

  • 4
  • 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $829 / night

1 / 30

Monticchiello Villa - 3.8 miles away

  • 8
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1296

Inquire

from $1296 / night

1 / 24

Monticchiello House - 3.8 miles away

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

Inquire for Rates

Inquire

Pricing unknown

1 / 31

Chianciano Terme House - 3.9 miles away

  • 11
  • 8
  • 7 nights min
  • Ask about children

from $376 / night

1 / 41

Chianciano Terme House - 3.9 miles away

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

from $726 / night

1 / 30

Chianciano Terme Villa - 3.9 miles away

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

from $820 / night

1 / 30

Chianciano Terme Villa - 3.9 miles away

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

from $698 / night

1 / 29

Chianciano Terme Villa - 3.9 miles away

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

from $618 / night

1 / 30

Chianciano Terme Villa - 3.9 miles away

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

from $954 / night

1 / 20

Chianciano Terme House - 3.9 miles away

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

from $635 / night

1 / 29

Chianciano Terme Villa - 3.9 miles away

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

from $717 / night

(1)

1 / 45

Chianciano Terme House - 3.9 miles away

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

$844

Excellent (1 reviews)

Inquire

from $844 / night

1 / 43

Pienza Villa - 4.1 miles away

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

$687

Book

from $687 / night

1 / 30

Petroio Villa - 4.4 miles away

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

from $548 / night

1 / 29

Chianciano Terme House - 4.6 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool

from $296 / night

1 / 30

Pienza Villa - 5 miles away

  • 7
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $300 / night

1 / 24

Pienza Villa - 5 miles away

  • 7
  • 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $314 / night

1 / 30

Pienza Apartment - 5 miles away

  • 7
  • 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $300 / night

1 / 25

Torrita di Siena Villa - 5.1 miles away

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

from $360 / night

1 / 36

Chianciano Terme House - 5.2 miles away

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $203 / night

1 / 28

Chianciano Terme House - 5.2 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$203

Book

from $203 / night

1 / 26

Macciano Villa - 5.2 miles away

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $219 / night

1 / 28

Pienza Villa - 5.6 miles away

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

$2469

Inquire

from $2469 / night

1 / 28

Pienza Villa - 5.6 miles away

  • 6
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $884 / night

1 / 38

Pienza House - 5.6 miles away

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1015

Inquire

from $1015 / night

1 / 37

Montalcino Villa - 5.7 miles away

  • 6
  • 12
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$1956

Book

from $1956 / night

1 / 41

Pienza Villa - 5.7 miles away

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

$609

Book

from $609 / night

1 / 29

Pienza Villa - 6 miles away

  • 8
  • 14
  • 7 nights min
  • Child friendly
  • Ask about pets

from $982 / night

1 / 18

Pienza Villa - 6.1 miles away

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

from $745 / night

1 / 24

Montalcino House - 6.1 miles away

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $484 / night

1 / 54

Sarteano Villa - 6.4 miles away

  • 8
  • 16
  • 7 nights min
  • Child friendly
  • Air conditioning

$682

Book

from $682 / night

1 / 30

Pienza Villa - 6.6 miles away

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $574 / night

1 / 28

Pienza Villa - 6.6 miles away

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $575 / night

1 / 57

Sinalunga Villa - 6.6 miles away

  • 9
  • 18
  • 7 nights min
  • Child friendly
  • Air conditioning

$1657

Book

from $1657 / night

1 / 37

Pienza House - 6.9 miles away

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

from $508 / night

1 / 26

Pienza House - 6.9 miles away

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

from $592 / night

1 / 22

Castelmuzio Villa - 6.9 miles away

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from $592 / night