Search 105,200+ Vacation Rentals

Montepulciano Vacation Rentals & Homes with Swimming Pool - 34 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

34 Vacation rentals

Filters applied: Swimming pool

1 / 51

Acquaviva di Montepulciano Villa

  • -1
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$402

Book

from $402 / night

(2)

1 / 61

Montepulciano Villa

  • -1
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$366

Excellent (2 reviews)

Book

from $366 / night

1 / 34

Sant'Albino Villa

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

from $492 / night

1 / 35

Montepulciano House

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

from $489 / night

1 / 64

Montepulciano Villa

  • -1
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$558

Book

from $558 / night

(4)

1 / 56

Montepulciano Villa

  • -1
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$337

Very Good (4 reviews)

Book

from $337 / night

(8)

1 / 28

Montepulciano Apartment

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

$123

Very Good (8 reviews)

Inquire

from $123 / night

(1)

1 / 23

Montepulciano Villa

  • -1
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$327

Excellent (1 reviews)

Book

from $327 / night

(2)

1 / 27

Montepulciano Apartment

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

$123

Excellent (2 reviews)

Inquire

from $123 / night

1 / 60

Montepulciano Villa

  • -1
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$407

Book

from $407 / night

(15)

1 / 28

Montepulciano Apartment

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

$123

Very Good (15 reviews)

Inquire

from $123 / night

(2)

1 / 52

Montepulciano Villa

  • -1
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$488

Excellent (2 reviews)

Book

from $488 / night

1 / 33

Montepulciano House

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

from $747 / night

1 / 34

Montepulciano Villa

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

$599

Book

from $599 / night

1 / 24

Abbadia di Montepulciano Villa

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

from $267 / night

1 / 20

Montepulciano Villa

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

$431

Book

from $431 / night

(11)

1 / 23

Montepulciano Apartment

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

$108

Excellent (11 reviews)

Inquire

from $108 / night

1 / 43

Montepulciano Villa

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

from $667 / night

1 / 24

Montepulciano Villa

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

$488

Book

from $488 / night

(1)

1 / 30

Montepulciano Villa

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

$640

Very Good (1 reviews)

Inquire

from $640 / night

1 / 25

Montepulciano Villa

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

$320

Book

from $320 / night

(1)

1 / 25

Montepulciano Apartment

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

$87

Very Good (1 reviews)

Inquire

from $87 / night

(16)

1 / 55

Montepulciano House

  • -1
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$641

Excellent (16 reviews)

Inquire

from $641 / night

(3)

1 / 25

Montepulciano Apartment

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

$128

Excellent (3 reviews)

Inquire

from $128 / night

1 / 49

Montepulciano Villa

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

$667

Book

from $667 / night

1 / 32

Montepulciano House

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

from $320 / night

(1)

1 / 20

Montepulciano House

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

$269

Excellent (1 reviews)

Inquire

from $269 / night

1 / 28

Sant'Albino Villa

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

from $323 / night

1 / 7

Montepulciano House

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

from $107 / night

1 / 6

Montepulciano House

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

from $77 / night

(1)

1 / 36

Montepulciano House

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

$339

Average (1 reviews)

Inquire

from $339 / night

(1)

1 / 9

Montepulciano House

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

$153

Excellent (1 reviews)

Inquire

from $153 / night

1 / 9

Montepulciano House

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

from $183 / night

(9)

1 / 54

Montepulciano House

  • -1
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$421

Very Good (9 reviews)

Inquire

from $421 / night

Your search has been expanded 5.6 miles to include more rentals

1 / 37

Monticchiello Apartment - 5.5 miles away

  • -1
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $352 / night

1 / 54

Monticchiello House - 5.5 miles away

  • -1
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $653 / night

1 / 44

Monticchiello Apartment - 5.5 miles away

  • -1
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $273 / night

1 / 9

Chianciano Terme House - 5.6 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $115 / night

(1)

1 / 13

Chianciano Terme House - 5.6 miles away

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

$229

Excellent (1 reviews)

Inquire

from $229 / night

1 / 9

Chianciano Terme House - 5.6 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $115 / night