Holiday Rentals in Santa Maria, San Gimignano - Holiday Lettings - Villas

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40 Holiday homes

Great rentals within 20 miles that match your search

Distance approx 16.48 miles from Santa Maria, San Gimignano

17

Holiday home rental

Impruneta / Falciani

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £186 / night

£1,029 / week

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Responds fast!
avg. 3 hours 35 minutes

from £186 / night

Distance approx 15.27 miles from Santa Maria, San Gimignano

(12) Excellent 

45

Holiday villa with swimming pool in Greve in Chianti

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • sleeps 18
  • 1 night min
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly

from £625 / night

£5,659 - £10,689 / week

Enquire View

from £625 / night

Distance approx 13.61 miles from Santa Maria, San Gimignano

17

Campoli in Chianti holiday apartment rental

San Casciano in Val di Pesa / Campoli in Chianti

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £93 / night

£515 / week

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from £93 / night

Distance approx 12.25 miles from Santa Maria, San Gimignano

(3) Excellent 

24

Holiday apartment with shared pool in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

2 7 5 nights min

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

from £144 / night

£977 / week

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Responds fast!
avg. 1 hour 47 minutes

from £144 / night

Distance approx 17.63 miles from Santa Maria, San Gimignano

(5) Excellent 

24

Holiday villa in Montelupo Fiorentino

Province of Florence / Montelupo Fiorentino

8 17 min stay varies

  • 8 bedrooms
  • sleeps 17
  • min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly

from £268 / night

£1,749 - £4,423 / week

Book View

from £268 / night

Distance approx 4.2 miles from Santa Maria, San Gimignano

(31) Excellent 

Certificate of Excellence

127

Cottage rental in Pancole

San Gimignano / Pancole

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £52 / night

£309 - £499 / week

Book View

Responds fast!
avg. 32 minutes

from £52 / night

Distance approx 15.63 miles from Santa Maria, San Gimignano

(15) Excellent 

Certificate of Excellence

10

Holiday townhouse with swimming pool in Sovicille

Province of Siena / Sovicille

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £114 / night

£792 / week

Book View

Responds fast!
avg. 3 hours 42 minutes

from £114 / night

Distance approx 13.71 miles from Santa Maria, San Gimignano

9

Montaione holiday apartment rental

Province of Florence / Montaione

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £106 / night

£741 / week

Book View

from £106 / night

Distance approx 19.52 miles from Santa Maria, San Gimignano

(2) Excellent 

40

Strada in Chianti holiday farmhouse rental

Greve in Chianti / Strada in Chianti

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 110 km
  • Swimming pool

from £90 / night

£596 - £1,029 / week

Book View

from £90 / night

Distance approx 13.31 miles from Santa Maria, San Gimignano

(5) Excellent 

20

Tavarnelle Val di Pesa holiday farmhouse rental

Province of Florence / Tavarnelle Val di Pesa

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £88 / night

£597 - £998 / week

Book View

from £88 / night

Distance approx 15.47 miles from Santa Maria, San Gimignano

(2) Excellent 

23

Villa rental in Greve in Chianti with swimming pool

Province of Florence / Greve in Chianti

5 10 1 night min

  • 5 bedrooms
  • sleeps 10
  • 1 night min
  • Nearest beach 129 km
  • Swimming pool
  • Child friendly

from £462 / night

£3,234 - £4,446 / week

Book View

from £462 / night

Distance approx 6.49 miles from Santa Maria, San Gimignano

(20) Very Good 

Certificate of Excellence

19

San Gimignano holiday villa accommodation

Province of Siena / San Gimignano

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £91 / night

£630 - £1,088 / week

Book View

Responds fast!
avg. 2 hours 22 minutes

from £91 / night

Distance approx 8.94 miles from Santa Maria, San Gimignano

(2) Excellent 

20

Holiday farmhouse in San Gimignano

Province of Siena / San Gimignano

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

from £83 / night

£567 - £1,184 / week

Book View

from £83 / night

Distance approx 3.62 miles from Santa Maria, San Gimignano

43

San Gimignano holiday b&b accommodation

Province of Siena / San Gimignano

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £57 / night

£396 / week

Book View

from £57 / night

Distance approx 16.97 miles from Santa Maria, San Gimignano

(2) Excellent 

32

Holiday villa with swimming pool in Romola

Province of Florence / Romola

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £265 / night

£1,930 - £3,343 / week

Book View

from £265 / night

Distance approx 15.65 miles from Santa Maria, San Gimignano

(1) Excellent 

16

Holiday apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £103 / night

£371 - £828 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from £103 / night

Distance approx 17.12 miles from Santa Maria, San Gimignano

(5) Excellent 

48

Holiday villa in Greve in Chianti

Province of Florence / Greve in Chianti

9 20 1 night min

  • 9 bedrooms
  • sleeps 20
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £770 / night

£5,839 - £12,485 / week

Book View

from £770 / night

Distance approx 15.42 miles from Santa Maria, San Gimignano

(1) Very Good 

17

Townhouse rental in Sovicille

Province of Siena / Sovicille

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £62 / night

£391 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £62 / night

Distance approx 5.85 miles from Santa Maria, San Gimignano

(5) Excellent 

85

Holiday apartment rental

Province of Florence / Barberino Val d'Elsa

3 5 4 nights min

  • 3 bedrooms
  • sleeps 5
  • 4 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £83 / night

£576 - £1,116 / week

Book View

Responds fast!
avg. 3 hours 42 minutes

from £83 / night

Distance approx 15.94 miles from Santa Maria, San Gimignano

12

Apartment rental in Radicondoli with shared pool

Province of Siena / Radicondoli

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £114 / night

£792 / week

Book View

from £114 / night

Distance approx 14.35 miles from Santa Maria, San Gimignano

(2) Excellent 

21

Holiday guest house in Radicondoli

Province of Siena / Radicondoli

3 5 4 nights min

  • 3 bedrooms
  • sleeps 5
  • 4 nights min
  • Nearest beach 60 km
  • Suitable for children age 5+
  • Ask about pets

from £165 / night

£823 / week

Book View

from £165 / night

Distance approx 12.86 miles from Santa Maria, San Gimignano

23

Holiday villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £94 / night

£659 / week

Book View

from £94 / night

Distance approx 10.44 miles from Santa Maria, San Gimignano

(7) Excellent 

12

Castelfiorentino holiday farmhouse let

Province of Florence / Castelfiorentino

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly

from £206 / night

£617 - £1,019 / week

Book View

from £206 / night

Distance approx 8.65 miles from Santa Maria, San Gimignano

(2) Very Good 

8

Holiday townhouse with shared pool in Casicello

Montaione / Casicello

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £93 / night

£648 / week

Book View

from £93 / night

Distance approx 6.58 miles from Santa Maria, San Gimignano

(1) Very Good 

10

Holiday b&b in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Ask owner if suitable for children

from £47 / night

£324 / week

Book View

from £47 / night

Distance approx 16.77 miles from Santa Maria, San Gimignano

20

Holiday farmhouse rental

Province of Pisa / Palaia

1 6 3 nights min

  • 1 bedroom
  • sleeps 6
  • 3 nights min
  • Nearest beach 35 km
  • Child friendly
  • Air conditioning

from £67 / night

£412 / week

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from £67 / night

Distance approx 11.79 miles from Santa Maria, San Gimignano

(3) Excellent 

15

San Casciano in Val di Pesa holiday villa rental

Province of Florence / San Casciano in Val di Pesa

5 11 7 nights min

  • 5 bedrooms
  • sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £588 / night

£4,114 / week

Book View

from £588 / night

Distance approx 17.56 miles from Santa Maria, San Gimignano

(18) Very Good 

Certificate of Excellence

18

Apartment rental in Siena

Province of Siena / Siena

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Car not necessary

Certificate of Excellence

from £134 / night

£1,152 / week

Book View

Responds fast!
avg. 3 hours 25 minutes

from £134 / night

Distance approx 10.8 miles from Santa Maria, San Gimignano

(1) Excellent 

12

Holiday apartment rental

Montaione / Alberi

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £150 / night

£926 / week

Book View

from £150 / night

Distance approx 15.93 miles from Santa Maria, San Gimignano

17

Holiday home in Radicondoli

Province of Siena / Radicondoli

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Pet friendly

from £150 / night

£1,029 - £1,697 / week

Book View

from £150 / night

Distance approx 13.27 miles from Santa Maria, San Gimignano

14

Corazzano holiday apartment rental

San Miniato / Corazzano

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min

from £133 / night

£926 / week

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from £133 / night

Distance approx 15.98 miles from Santa Maria, San Gimignano

(3) Excellent 

22

Villa rental in Radicondoli with swimming pool

Province of Siena / Radicondoli

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £258 / night

£1,800 - £3,188 / week

Book View

from £258 / night

Distance approx 10.58 miles from Santa Maria, San Gimignano

(9) Excellent 

25

Farmhouse rental in Tavarnelle Val di Pesa with swimming pool

Province of Florence / Tavarnelle Val di Pesa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £103 / night

£720 - £1,512 / week

Book View

Responds fast!
avg. 2 hours 8 minutes

from £103 / night

Distance approx 7.25 miles from Santa Maria, San Gimignano

35

Farmhouse accommodation in Barberino Val d'Elsa with shared pool

Province of Florence / Barberino Val d'Elsa

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly

from £195 / night

£1,361 / week

Book View

Responds fast!
avg. 3 hours 28 minutes

from £195 / night

Distance approx 16.17 miles from Santa Maria, San Gimignano

15

Holiday home in Cerbaia

Province of Florence / Cerbaia

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £186 / night

£1,029 / week

Book View

from £186 / night

Distance approx 13.99 miles from Santa Maria, San Gimignano

(10) Excellent 

32

Holiday home with swimming pool in Radicondoli

Province of Siena / Radicondoli

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £118 / night

£823 - £1,389 / week

Book View

from £118 / night

Distance approx 15.65 miles from Santa Maria, San Gimignano

(2) Excellent 

11

Apartment rental in Peccioli

Province of Pisa / Peccioli

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £36 / night

£252 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £36 / night

Distance approx 12.89 miles from Santa Maria, San Gimignano

(9) Excellent 

20

Holiday villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £78 / night

£509 - £659 / week

Book View

from £78 / night

Distance approx 12.96 miles from Santa Maria, San Gimignano

44

Holiday villa with swimming pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

6 13 1 night min

  • 6 bedrooms
  • sleeps 13
  • 1 night min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £501 / night

£3,503 - £5,659 / week

Book View

from £501 / night

Distance approx 7.68 miles from Santa Maria, San Gimignano

28

Holiday villa in Staggia

Poggibonsi / Staggia

6 11 min stay varies

  • 6 bedrooms
  • sleeps 11
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £258 / night

£1,646 - £2,571 / week

Book View

from £258 / night

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