Search 105,200+ Vacation Rentals

Castelfiorentino Vacation Rentals & Homes with Swimming Pool - 18 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

18 Vacation rentals

Filters applied: Swimming pool

1 / 36

Castelfiorentino House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $120 / night

1 / 36

Castelfiorentino House

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $71 / night

1 / 36

Castelfiorentino House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $132 / night

1 / 36

Castelfiorentino House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $120 / night

1 / 30

Castelfiorentino House

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

from $132 / night

(1)

1 / 36

Castelfiorentino House

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

$260

Excellent (1 reviews)

Inquire

from $260 / night

1 / 32

Castelfiorentino House

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $127 / night

1 / 43

Castelfiorentino Villa

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

$1324

Book

from $1324 / night

1 / 36

Castelfiorentino House

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

$1325

Inquire

from $1325 / night

1 / 36

Castelfiorentino House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $124 / night

1 / 36

Castelfiorentino House

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $71 / night

1 / 26

Castelfiorentino House

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $124 / night

1 / 30

Castelfiorentino House

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $124 / night

1 / 34

Castelfiorentino House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $124 / night

1 / 36

Castelfiorentino House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $118 / night

1 / 26

Castelfiorentino Villa

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

$1538

Inquire

from $1538 / night

(1)

1 / 24

Castelfiorentino Villa

  • 6
  • 12
  • 7 nights min
  • Nearest beach 113 mi
  • Swimming pool
  • Child friendly

$1313

Excellent (1 reviews)

Inquire

from $1313 / night

1 / 36

Castelfiorentino House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $124 / night

Your search has been expanded 3 miles to include more rentals

1 / 43

Castelfiorentino Villa - 0.1 miles away

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

from $990 / night

1 / 31

Montaione Villa - 0.1 miles away

  • 22
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1370

Inquire

from $1370 / night

(3)

1 / 27

Castelfiorentino House - 0.1 miles away

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

$365

Excellent (3 reviews)

Inquire

from $365 / night

1 / 25

Monterappoli Villa - 0.1 miles away

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

from $186 / night

1 / 15

Certaldo Villa - 1.2 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $126 / night

1 / 23

Certaldo Villa - 1.2 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $116 / night

1 / 37

Montespertoli House - 1.7 miles away

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $262 / night

1 / 50

Certaldo Villa - 1.8 miles away

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1267

Inquire

from $1267 / night

1 / 25

Monterappoli Villa - 2 miles away

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

from $133 / night

1 / 25

Monterappoli Villa - 2 miles away

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

from $122 / night

1 / 42

Castelfiorentino Villa - 2 miles away

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

$1651

Inquire

from $1651 / night

1 / 30

Montespertoli Villa - 2.1 miles away

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

$1430

Inquire

from $1430 / night

1 / 54

Certaldo House - 2.1 miles away

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

$1271

Inquire

from $1271 / night

1 / 20

Montaione Villa - 3 miles away

  • 3
  • 6
  • 7 nights min
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

from $374 / night

1 / 28

Montaione Apartment - 3 miles away

  • 2
  • 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$90

Book

from $90 / night

1 / 20

Montaione Apartment - 3 miles away

  • 2
  • 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$90

Book

from $90 / night

1 / 20

Montaione Apartment - 3 miles away

  • 2
  • 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$90

Book

from $90 / night

1 / 20

Montaione Apartment - 3 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$130

Book

from $130 / night

1 / 22

Montaione Apartment - 3 miles away

  • 3
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$121

Book

from $121 / night

1 / 73

Montaione House - 3 miles away

  • 30
  • 51
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1003

Book

from $1003 / night

1 / 20

Montaione Apartment - 3 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$130

Book

from $130 / night

1 / 23

Montaione Apartment - 3 miles away

  • 3
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$95

Book

from $95 / night