Search 105,200+ Vacation Rentals

Montepulciano Vacation Rentals & Homes with Swimming Pool - 40 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

40 Vacation rentals

Filters applied: Swimming pool

1 / 34

Sant'Albino Villa

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

from $513 / night

1 / 35

Montepulciano House

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

from $514 / night

(2)

1 / 25

Montepulciano Apartment

  • 1
  • 2
  • Min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$90

Very Good (2 reviews)

Inquire

from $90 / night

(16)

1 / 28

Montepulciano Apartment

  • 2
  • 6
  • Min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$129

Excellent (16 reviews)

Inquire

from $129 / night

(2)

1 / 27

Montepulciano Apartment

  • 2
  • 6
  • Min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$129

Excellent (2 reviews)

Inquire

from $129 / night

1 / 33

Montepulciano House

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

from $786 / night

(11)

1 / 23

Montepulciano Apartment

  • 2
  • 5
  • Min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$113

Excellent (11 reviews)

Inquire

from $113 / night

1 / 43

Montepulciano Villa

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

from $701 / night

(8)

1 / 28

Montepulciano Apartment

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

$129

Very Good (8 reviews)

Inquire

from $129 / night

(1)

1 / 20

Montepulciano House

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

$281

Excellent (1 reviews)

Inquire

from $281 / night

1 / 24

Abbadia di Montepulciano Villa

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

from $281 / night

1 / 49

Montepulciano Villa

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

$701

Book

from $701 / night

(1)

1 / 30

Montepulciano Villa

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

$673

Very Good (1 reviews)

Inquire

from $673 / night

1 / 32

Montepulciano House

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

from $337 / night

(3)

1 / 25

Montepulciano Apartment

  • 2
  • 6
  • 3 nights min
  • Swimming pool
  • Pet friendly

$135

Excellent (3 reviews)

Inquire

from $135 / night

1 / 20

Montepulciano Villa

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

$453

Book

from $453 / night

1 / 24

Montepulciano Villa

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

$513

Book

from $513 / night

1 / 7

Montepulciano House

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $113 / night

(1)

1 / 9

Montepulciano House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$161

Excellent (1 reviews)

Inquire

from $161 / night

1 / 34

Montepulciano Villa

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

$629

Book

from $629 / night

1 / 30

Montepulciano Villa

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

from $536 / night

1 / 30

Acquaviva di Montepulciano Villa

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

from $521 / night

1 / 25

Montepulciano Villa

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

$337

Book

from $337 / night

1 / 30

Acquaviva di Montepulciano Apartment

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

from $521 / night

1 / 30

Montepulciano Villa

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

from $759 / night

1 / 36

Bivio di San Biagio House

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

from $701 / night

1 / 30

Montepulciano Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $182 / night

1 / 23

Montepulciano Villa

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

from $719 / night

1 / 28

Sant'Albino Villa

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

from $337 / night

1 / 23

Montepulciano Villa

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

from $240 / night

1 / 30

Abbadia di Montepulciano Apartment

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

from $183 / night

(1)

1 / 36

Montepulciano House

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

$353

Average (1 reviews)

Inquire

from $353 / night

1 / 6

Montepulciano House

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $81 / night

1 / 30

Abbadia di Montepulciano Villa

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

from $183 / night

1 / 30

Sant'Albino Villa

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

from $555 / night

1 / 29

Montepulciano Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $174 / night

1 / 17

Abbadia di Montepulciano Apartment

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $176 / night

1 / 28

Abbadia di Montepulciano Villa

  • 10
  • 23
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $401 / night

1 / 9

Montepulciano House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $193 / night

1 / 16

Sant'Albino Villa

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

from $364 / night