Gaiole in Chianti 2-bedroom Vacation Rentals, Homes & More - 761 Rentals Available.
761 Vacation rentals
Filters applied: 2+ Bedrooms

the Pratola
Gaiole in Chianti Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 1 minutes
$1,249.00
from $1,249.00 / night

La Maccinaia
Gaiole in Chianti Villa
- 7 bedrooms 7
- 6 bathrooms
- sleeps 16 16
- 7 nights min
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 1 minutes
$1,057.00
from $1,057.00 / night

Cavalcanti
Gaiole in Chianti Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 1 minutes
$471.00
from $471.00 / night

31 bedroom Villa in Monteluco, Tuscany, Italy - 5489695
Gaiole in Chianti Villa
- 31 bedrooms 31
- 24 bathrooms
- sleeps 50 50
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$4,382.00
from $4,382.00 / night

6 bedroom Villa in Gaiole in Chianti, Tuscany, Italy - 5447448
Gaiole in Chianti Villa
- 6 bedrooms 6
- 3 bathrooms
- sleeps 18 18
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$320.00
from $320.00 / night

5 bedroom Villa in Gaiole in Chianti, Tuscany, Italy - 5049015
Gaiole in Chianti Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$476.00
from $476.00 / night

3 bedroom Villa in Barbischio, Tuscany, Italy - 5706811
Barbischio Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$491.00
from $491.00 / night

5 bedroom Villa in Aiola, Tuscany, Italy - 5697105
Gaiole in Chianti Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 13 13
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$499.00
from $499.00 / night

4 bedroom Villa in Gaiole in Chianti, Tuscany, Italy - 5606784
Gaiole in Chianti Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$728.00
from $728.00 / night

4 bedroom Villa in Gaiole in Chianti, Tuscany, Italy - 5512061
Gaiole in Chianti Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$993.00
from $993.00 / night

4 bedroom Villa in Montegrossi, Tuscany, Italy - 5718894
Barbischio Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$278.00
from $278.00 / night

6 bedroom Villa in Gaiole in Chianti, Tuscany, Italy - 5478905
Gaiole in Chianti Villa
- 2 bedrooms 2
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,186.00
from $1,186.00 / night

6 bedroom Villa in Rietine, Tuscany, Italy - 5719620
Castagnoli Villa
- 6 bedrooms 6
- 3 bathrooms
- sleeps 18 18
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$308.00
from $308.00 / night

4 bedroom Villa in Vertine, Tuscany, Italy - 5343550
Gaiole in Chianti Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$417.00
from $417.00 / night

Villa Vistarenni
Gaiole in Chianti Villa
- 7 bedrooms 7
- 7 bathrooms
- sleeps 7 7
- 3 nights min
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 1 minutes
$858.00
from $858.00 / night

2 bedroom Apartment in Starda, Tuscany, Italy - 5636912
Nusenna Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$185.00
from $185.00 / night

3 bedroom Villa in Barbischio, Tuscany, Italy - 5247833
Gaiole in Chianti Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$418.00
from $418.00 / night

Villa Vistarenni
Gaiole in Chianti Villa
- 7 bedrooms 7
- 7 bathrooms
- sleeps 7 7
- 3 nights min
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 1 minutes
$1,160.00
from $1,160.00 / night

The View of Vertine
Gaiole in Chianti Villa
- 4 bedrooms 4
- 6 bathrooms
- sleeps 14 14
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$3,500.00
from $3,500.00 / night

2 bedroom Apartment in Starda, Tuscany, Italy - 5636910
Nusenna Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$151.00
from $151.00 / night

2 bedroom Apartment in Starda, Tuscany, Italy - 5055594
Gaiole in Chianti Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$55.00
from $55.00 / night

2 bedroom Apartment in Starda, Tuscany, Italy - 5637052
Nusenna Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$169.00
from $169.00 / night

Villa Vistarenni
Gaiole in Chianti Villa
- 7 bedrooms 7
- 7 bathrooms
- sleeps 14 14
- 3 nights min
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 1 minutes
$1,364.00
from $1,364.00 / night

2 bedroom Apartment in Starda, Tuscany, Italy - 5055599
Gaiole in Chianti Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$79.00
from $79.00 / night

2 bedroom Apartment in Starda, Tuscany, Italy - 5055597
Gaiole in Chianti Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$55.00
from $55.00 / night

2 bedroom Apartment in Starda, Tuscany, Italy - 5055595
Gaiole in Chianti Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$79.00
from $79.00 / night

2 bedroom Villa in Gaiole in Chianti, Tuscany, Italy - 5247598
Gaiole in Chianti Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$225.00
from $225.00 / night

5 bedroom Villa in Starda, Tuscany, Italy - 5055601
Gaiole in Chianti Villa
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$136.00
from $136.00 / night

4 bedroom Villa in Monteluco, Tuscany, Italy - 5217988
Gaiole in Chianti Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$630.00
from $630.00 / night

4 bedroom Villa in Monteluco, Tuscany, Italy - 5453210
Gaiole in Chianti Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$671.00
from $671.00 / night

4 bedroom Villa in Monteluco, Tuscany, Italy - 5241686
Gaiole in Chianti Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$666.00
from $666.00 / night
Your search has been expanded 19.7 miles to include more rentals

Perfect Tuscany Chianti Vineyard Villa-Great Views-Visit Wineries-Casa San Vito
San Casciano in Val di Pesa Villa - 17.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
- Car not necessary
Responds fast! Avg. 2 hours 15 minutes
$120.00
from $120.00 / night

Private villa only 300 meters from Siena center. Villa with pool and tennis cour
Siena Villa - 11.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Nearest beach 153 mi
- Swimming pool
- Child friendly
$254.00
from $254.00 / night

Villa dei Santi
Petrognano Villa - 15.4 miles away
- 8 bedrooms 8
- 6 bathrooms
- sleeps 16 16
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 34 minutes
$1,372.00
from $1,372.00 / night

Villa Giulia
Tavarnelle Val di Pesa Villa - 13.6 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 9 9
- min stay varies
- Nearest beach 90 mi
- Swimming pool
- Child friendly
$398.00
from $398.00 / night

Chianti Summer - Little School House to rent near Siena - Chianti, vacation and
Pianella House - 9.3 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Pet friendly
$738.00
from $738.00 / night


Villa Poggio
Greve in Chianti Villa - 9.8 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$490.00
from $490.00 / night

Morina 2 San Rocco a Pilli villa rental
Sovicille Apartment - 16.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Ask about children
- Pet friendly
$97.00
from $97.00 / night

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