Search 105,200+ Vacation Rentals

Castelfiorentino 4+ 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: 4+ Bedrooms

1 / 27

Castelfiorentino Villa

  • 5
  • 10
  • 7 nights min
  • Child friendly

$517.00

Inquire

from $517.00 / night

(2)

1 / 24

Castelfiorentino Villa

  • 6
  • 12
  • min stay varies
  • Nearest beach 113 mi
  • Swimming pool
  • Child friendly

$1,231.00

Excellent (2 reviews)

Inquire

from $1,231.00 / night

(3)

1 / 27

Castelfiorentino House

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

$361.00

Excellent (3 reviews)

Inquire

from $361.00 / night

Your search has been expanded 18.7 miles to include more rentals

1 / 20

Florence Apartment - 18.7 miles away

  • 4
  • 6
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$463.00

Inquire

from $463.00 / night

1 / 42

Montaione Villa - 3.8 miles away

  • 17
  • 29
  • min stay varies
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$1,053.00

Inquire

from $1,053.00 / night

1 / 55

Barberino Val d'Elsa Apartment - 10.8 miles away

  • 5
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$245.00

Inquire

from $245.00 / night

1 / 77

Marcialla House - 8 miles away

  • 5
  • 11
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$947.00

Inquire

from $947.00 / night

1 / 16

Lucardo House - 7.5 miles away

  • 6
  • 11
  • 7 nights min
  • Ask about children
  • Pet friendly

$557.00

Inquire

from $557.00 / night

1 / 20

Montespertoli House - 5.8 miles away

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

$756.00

Inquire

from $756.00 / night

1 / 37

Certaldo House - 5.8 miles away

  • 5
  • 10
  • 7 nights min
  • Nearest beach 0.08 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 38 minutes

$584.00

Book

from $584.00 / night

1 / 24

San Casciano in Val di Pesa Villa - 9.9 miles away

  • 5
  • 11
  • 7 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly

$592.00

Inquire

from $592.00 / night

1 / 45

Barberino Val d'Elsa Apartment - 10.9 miles away

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

$608.00

Inquire

from $608.00 / night

1 / 36

Certaldo Villa - 5.2 miles away

  • 9
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 2 hours 38 minutes

$833.00

Book

from $833.00 / night

1 / 16

Florence House - 18.3 miles away

  • 8
  • 16
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$985.00

Inquire

from $985.00 / night

1 / 16

Florence Apartment - 18.3 miles away

  • 4
  • 8
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$1,113.00

Inquire

from $1,113.00 / night

1 / 20

Florence Apartment - 18.3 miles away

  • 4
  • 8
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$727.00

Inquire

from $727.00 / night

1 / 32

San Donato in Poggio Villa - 14.4 miles away

  • 5
  • 12
  • 7 nights min
  • Nearest beach 209 mi
  • Swimming pool
  • Child friendly

$694.00

Inquire

from $694.00 / night

1 / 29

Corazzano Villa - 3.6 miles away

  • 4
  • 11
  • 7 nights min
  • Child friendly

$541.00

Inquire

from $541.00 / night

1 / 30

San Casciano in Val di Pesa House - 11.8 miles away

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

$749.00

Inquire

from $749.00 / night

1 / 24

Montaione Villa - 7.9 miles away

  • 4
  • 8
  • min stay varies
  • Nearest beach 113 mi
  • Swimming pool
  • Child friendly

$315.00

Inquire

from $315.00 / night

(1)

1 / 32

San Casciano in Val di Pesa Villa - 10.6 miles away

  • 11
  • 20
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 2 hours 17 minutes

$1,509.00

Excellent (1 reviews)

Book

from $1,509.00 / night

1 / 64

Monsummano Terme House - 17.4 miles away

  • 5
  • 13
  • 7 nights min
  • Ask about children
  • Ask about pets

Responds fast! Avg. 2 hours 38 minutes

$458.00

Book

from $458.00 / night

1 / 42

Montaione Villa - 3.5 miles away

  • 10
  • 20
  • min stay varies
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$961.00

Inquire

from $961.00 / night

1 / 42

Montopoli in Val d'Arno House - 11.8 miles away

  • 4
  • 8
  • 7 nights min
  • Nearest beach 40 mi
  • Swimming pool
  • Ask about children

$473.00

Inquire

from $473.00 / night

1 / 52

Limite Sull'Arno Villa - 10.1 miles away

  • 6
  • 11
  • 7 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly

$472.00

Inquire

from $472.00 / night

1 / 48

San Casciano in Val di Pesa Apartment - 12.8 miles away

  • 6
  • 26
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,238.00

Inquire

from $1,238.00 / night

1 / 30

Orentano Villa - 18.5 miles away

  • 5
  • 13
  • min stay varies
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly

$365.00

Inquire

from $365.00 / night

1 / 108

Certaldo Villa - 3.7 miles away

  • 9
  • 19
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$760.00

Inquire

from $760.00 / night

1 / 53

Montaione Villa - 3.2 miles away

  • 17
  • 29
  • min stay varies
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$1,038.00

Inquire

from $1,038.00 / night

1 / 28

Montespertoli Apartment - 5.1 miles away

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$694.00

Inquire

from $694.00 / night

1 / 40

Montaione Villa - 3.3 miles away

  • 11
  • 22
  • min stay varies
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$1,139.00

Inquire

from $1,139.00 / night

(1)

1 / 127

Tavarnelle Val di Pesa Villa - 10.2 miles away

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

$1,264.00

Very Good (1 reviews)

Inquire

from $1,264.00 / night

1 / 34

Montopoli in Val d'Arno House - 11.8 miles away

  • 5
  • 11
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$277.00

Inquire

from $277.00 / night

1 / 45

Tavarnelle Val di Pesa Villa - 11.5 miles away

  • 4
  • 9
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$387.00

Inquire

from $387.00 / night

1 / 89

Montespertoli Villa - 7.1 miles away

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,104.00

Inquire

from $1,104.00 / night

1 / 76

Tavarnelle Val di Pesa Villa - 11.4 miles away

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

$948.00

Inquire

from $948.00 / night

1 / 40

San Casciano in Val di Pesa Villa - 10.6 miles away

  • 11
  • 15
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly

$1,327.00

Inquire

from $1,327.00 / night

1 / 20

Poggibonsi House - 17 miles away

  • 6
  • 11
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$647.00

Inquire

from $647.00 / night

1 / 20

Gambassi Terme House - 4.5 miles away

  • 8
  • 16
  • 7 nights min
  • Ask about children
  • Pet friendly

$886.00

Inquire

from $886.00 / night

1 / 16

San Gimignano Villa - 6.9 miles away

  • 9
  • 15
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 2 hours 38 minutes

$522.00

Book

from $522.00 / night