Montespertoli Rentals

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8,420 Houses

(10) Excellent 

12

3 bedrooms with garden in the heart of Chianti

Province of Florence / Montespertoli

Montespertoli house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 78 mi
  • Child Friendly
  • Private garden

Price per night from

$131

Responds fast!
avg. 1 hour 17 minutes

Price per night from

$131

36

Apartment with two bedrooms and swimming pool in the Chianti area, apt. #7

Montespertoli / Montagnana Val di Pesa

Montagnana Val di Pesa apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child Friendly

Price per night from

$126

Price per night from

$126

34

Beautiful ground floor apartment with shared swimming pool, apt. #3

Montespertoli / Montagnana Val di Pesa

Montagnana Val di Pesa apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child Friendly

Price per night from

$126

Price per night from

$126

36

Two bedrooms apartment with pool near the Chianti village of Cerbaia, apt. #10

Montespertoli / Montagnana Val di Pesa

Montagnana Val di Pesa apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child Friendly

Price per night from

$117

Price per night from

$117

34

Tuscan farmhouse apartment with two bedrooms and 2 bathrooms, apt. #8

Montespertoli / Montagnana Val di Pesa

Montagnana Val di Pesa apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child Friendly

Price per night from

$126

Price per night from

$126

32

Apartment Podere #4

Montespertoli / Montagnana Val di Pesa

Montagnana Val di Pesa apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child Friendly

Price per night from

$117

Price per night from

$117

(2) Very Good 

35

Villa I Leoni Between Florence Sienna and Pisa - 1 km to village - Aircond.

Province of Florence / Montespertoli

Montespertoli villa

10 21 min stay varies

  • 10 bedrooms
  • sleeps 21
  • min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child Friendly

Price per night from

$512

Price per night from

$512

(1) Excellent 

27

Casale Castiglioni

Province of Florence / Montespertoli

Montespertoli house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$242

Price per night from

$242

31

One bedroom apartment close to Florence with swimming pool, apt. #2

Montespertoli / Montagnana Val di Pesa

Montagnana Val di Pesa apartment

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child Friendly

Price per night from

$97

Price per night from

$97

23

Two bedrooms apartment in the Chianti area with swimming pool, apt. #1

Montespertoli / Montagnana Val di Pesa

Montagnana Val di Pesa apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child Friendly

Price per night from

$117

Price per night from

$117

(6) Excellent 

37

Private Hayloft with Garden near Montespertoli

Province of Florence / Montespertoli

Montespertoli house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 80 mi
  • Child Friendly
  • Pet Friendly
“beautiful view” We stayed for 6 nights with our 1 year old. Had a car which made life much easier. Apartment spacious and comfortable, kitchen very functional with gas tops and oven. Views of tuscany are wonderful from the hayloft. Alberto was very ki
…see more

Price per night from

$90

Responds fast!
avg. 1 hour 57 minutes

Price per night from

$90

26

Tuscan Apartment in Historic Castle - Il Castello 28

Province of Florence / Montespertoli

Montespertoli castle

3 7 nights min

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

Price per night from

$76

Price per night from

$76

45

Tuscan Villa with Private Pool on an Olive Oil Estate - Villa Pia

Province of Florence / Montespertoli

Montespertoli farmhouse

8 7 nights min

  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

Price per night from

$856

Price per night from

$856

24

Villa la Rosa di Certaldo - Residence with view of the Tuscan countryside

Montespertoli / Lucardo

Lucardo villa

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Ask about children
  • Ask about pets

Price per night from

$581

Price per night from

$581

24

Tuscan Apartment in Historic Castle - Il Castello 11

Province of Florence / Montespertoli

Montespertoli castle

3 7 nights min

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

Price per night from

$90

Price per night from

$90

32

Rose - Beautiful 2 bedroom apartment in historic Villa with heated pool and park

Montespertoli / Lucardo

Lucardo apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child Friendly

Price per night from

$208

Price per night from

$208

30

Self-catering apartment with one bedrooms in the Chianti area, apt. #6

Montespertoli / Montagnana Val di Pesa

Montagnana Val di Pesa apartment

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child Friendly

Price per night from

$98

Price per night from

$98

27

Tuscan Apartment in Historic Castle - Il Castello 25

Province of Florence / Montespertoli

Montespertoli castle

2 7 nights min

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

Price per night from

$76

Price per night from

$76

27

Tuscan Apartment in Historic Castle - Il Castello 13

Province of Florence / Montespertoli

Montespertoli castle

4 7 nights min

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

Price per night from

$89

Price per night from

$89

35

Villa - Elegant country resort Villa La Cappella with pool and beautiful garden

Province of Florence / Montespertoli

Montespertoli apartment

13 38 min stay varies

  • 13 bedrooms
  • sleeps 38
  • min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child Friendly

Price per night from

$1,280

Price per night from

$1,280

21

Villa Montegufoni (Barn 1)

Montespertoli / Montagnana Val di Pesa

Montagnana Val di Pesa villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 81 mi
  • Swimming pool
  • Ask about children

Price per night from

$185

Price per night from

$185

32

One of Four Apartments on Large Tuscan Estate - Certaldo 1

Montespertoli / Lucardo

Lucardo apartment

2 7 nights min

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

Price per night from

$200

Price per night from

$200

(2) Excellent 

59

Casa Vacanze Il Tramonto Sul Chianti: Apt. Bacco

Province of Florence / Montespertoli

Montespertoli apartment

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Nearest beach 72 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$51

Responds fast!
avg. 1 hour 57 minutes

Price per night from

$51

(5) Very Good 

14

Tuscany Travel Base in Chianti, 1 Bedroom

Province of Florence / Montespertoli

Montespertoli apartment

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$78

Price per night from

$78

24

Tuscan Apartment in Historic Castle - Il Castello 8

Province of Florence / Montespertoli

Montespertoli castle

3 7 nights min

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

Price per night from

$89

Price per night from

$89

28

6 bedroom Apartment in Certaldo, Tuscany, Italy - 5446651

Montespertoli / Lucardo

Lucardo apartment

6 11 7 nights min

  • 6 bedrooms
  • sleeps 11
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$200

Price per night from

$200

21

Tuscan Apartment in Historic Castle - Il Castello 21

Province of Florence / Montespertoli

Montespertoli castle

2 7 nights min

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

Price per night from

$73

Price per night from

$73

26

Tuscan Apartment in Historic Castle - The Castle Chapel

Province of Florence / Montespertoli

Montespertoli castle

3 7 nights min

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

Price per night from

$108

Price per night from

$108

28

6 bedroom Apartment in San Martino a Maiano, Tuscany, Italy - 5656048

Montespertoli / Lucardo

Lucardo apartment

6 11 7 nights min

  • 6 bedrooms
  • sleeps 11
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$196

Price per night from

$196

44

5 bedroom Villa in Fiano, Tuscany, Italy - 5247578

Montespertoli / Lucardo

Lucardo villa

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,015

Price per night from

$1,015

28

One of Four Apartments on Large Tuscan Estate - Certaldo 3

Montespertoli / Lucardo

Lucardo apartment

4 7 nights min

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

Price per night from

$240

Price per night from

$240

39

Tuscan Apartment in Historic Castle - The Castle Fresh

Province of Florence / Montespertoli

Montespertoli apartment

4 9 7 nights min

  • 4 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

Price per night from

$280

Price per night from

$280

45

Villa Chianti is a wonderful villa for rent in the famouse chianti region in nor

Province of Florence / Montespertoli

Montespertoli house

6 14 6 nights min

  • 6 bedrooms
  • sleeps 14
  • 6 nights min
  • Swimming pool
  • Ask about children
  • Pet Friendly

Price per night from

$1,306

Price per night from

$1,306

63

Castle Rental in Tuscany, Montespertoli (Chianti Area) - The Castle

Province of Florence / Montespertoli

Montespertoli house

120 7 nights min

  • sleeps 120
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

Price per night from

$3,360

Price per night from

$3,360

27

Tuscan Apartment in Historic Castle - Il Castello 35

Province of Florence / Montespertoli

Montespertoli castle

4 7 nights min

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

Price per night from

$101

Price per night from

$101

21

Tuscan Apartment in Historic Castle - Il Castello 5

Province of Florence / Montespertoli

Montespertoli castle

4 7 nights min

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

Price per night from

$102

Price per night from

$102

58

Casa Vacanze Il Tramonto sul Chianti App. VENERE

Province of Florence / Montespertoli

Montespertoli house

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 80 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$64

Responds fast!
avg. 1 hour 57 minutes

Price per night from

$64

25

Tuscan Apartment in Historic Castle - Il Castello Cupola

Province of Florence / Montespertoli

Montespertoli castle

4 7 nights min

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

Price per night from

$116

Price per night from

$116