Castel San Gimignano Rentals

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Casa Gelsomino, ground floor, 2 bedrooms, private garden and shared pool

Castel San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$187

Casa Verbena, 3 bedrooms apartment, first floor, terrace

Castel San Gimignano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$187

Deluxe vacation rental in Tuscany in San Gimignano

Castel San Gimignano farmhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 14 minutes

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$374

New Casa Titta apt 3 bedrooms , amazing view

Castel San Gimignano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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$187

Fantastic holiday accomodation on large Tuscan estate for party or family

Castel San Gimignano apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 22

Responds fast! avg. 3 hours 14 minutes

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$1,146

Sassi Bianchi Acacia beautiful ancient restored tower

Castel San Gimignano farmhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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$374

Beautiful setting for the perfect Tuscan vacation

Castel San Gimignano farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 14 minutes

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$374

Great rentals within 20 miles that match your search

Terrace with stunning views

Lajatico apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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$75

Castle in Chianti with private swimming pool, 15 minutes drive from Florence!

San Casciano in Val di Pesa villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 15

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$1,387

IL NOCE. Agriturismo San Tommaso in Toscana con piscina, vicino al mare.

Pomarance house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

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$360

Suite Il Tinaio. Villa Caprera, Siena Farmhouse.

Siena villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$162

Michelangelo aprtment Tuscany village near Siena

Sovicille apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$162

Galileo apt on ground floor very typical

Sovicille apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$156

Organic farm tucked away in the Tuscan hills-apt. Maria

Montaione house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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$177

Chianti Views, WIFI, Perfect for exploring

Mercatale di Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Casa Borgianni. Villa Caprera, Siena Farmhouse.

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“heavenly” A beautifully appointed home, with mercifully two batherooms, tastefully decorated with all that you need. The kitchen is a dream - everything you need. Lovely crockery, not bottom-of-the-range, and the bed linen also of excellent quality. Easy access to Siena, on the bus-route - useful to go into Siena by bus, because parking can be a nightmare in Siena itself. Lovely view of Siena, from the top floor. So all in all, this is a hard place to beat, if you want a few days, or longer, just to chill-out and relax and you would be forgiven for thinking Maggie Smith is going to come walking up the drive-way...

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$299

il Paluffo Stillo House

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$470

the Tower House Photos

Certaldo apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$582

Villa Belvedere

Gambassi Terme villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

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$597

Il glicine

Chianni apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$81

wot

Poggibonsi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$299

The hole

Poggibonsi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$287

Frullacchia

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$162

Paul

Poggibonsi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$424

Casa Erta

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$162

Badia

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$486

Beatifull villa with private pool

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$200

Tuscany Apartment in Old Chianti Farmhouse

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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$146

appartament "il Baluardo" near Volterra

Gambassi Terme house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$150

Tuscan Country house in the chianti area with pool

San Casciano in Val di Pesa house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

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$561

BLU - tuscan country house with pool

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$162

TORRE - in the countryside with pool

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$200

Restored Farmhouse w/Pool among Chianti vineyards

San Casciano in Val di Pesa house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$548

Casanuova di Cignano

Certaldo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$116

La Canonica

Colle di Val d'Elsa apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

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Price per night from

$355

Casa Bartoli at Borgo Mummialla-your Tuscan home !

San Gimignano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“A jewel in the heart of Tuscany.” Booking very easy helped by the owner. Apartment exceptionally comfortable with all the facilities we required. There was no problem moving in thanks to being met by Fabio when we arrived. A beautiful location with amazing views of Tuscany. An ideal spot for touring and visiting the many medieval towns in this area.

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Price per night from

$187

2 Bedroom Stone Cottage Rental in Chianti Countryside

Castellina In Chianti cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“A wonderful House in an wonderful area.” We want to say thankyou to Daniele for a wonderful week, we spend in Casanuova di Pietrafitta. The House is very lovely an nice equipped. The big terrace has a great view and is perfect for some relaxing moments. We will try as soon as possible to stay there again. Michael and Family from Munich

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$131

Country House Nazzano in Chianti area near S.Gimignano (from 4 to 10 people)

Gambassi Terme villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location” We spent a wonderful week in this property which was located centrally in the Tuscany Region. Two families were easily accommodated and we were able to link the connecting rooms as if we were in one large family home. Miriam and her husband were helpful, kind and gracious hosts and nothing was ever too much trouble. All the comforts of home and the peace and quiet of an idyllic getaway. We will return to the incredible property...if our friends and family don't beat us to it!

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Price per night from

$374

Viewing 38 of 1,027
rentals in Castel San Gimignano

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