Gaiole in Chianti 2-bedroom Vacation Rentals, Homes & More - 186 Rentals Available.
186 Vacation rentals
Filters applied: 2+ Bedrooms
Your search has been expanded 19.6 miles to include more rentals
Villa Tavarnelle
Tavarnelle Val di Pesa Villa - 15.3 miles away
- 11 bedrooms 11
- 11 bathrooms
- sleeps 20 20
- 7 nights min
- Nearest beach 145 mi
- Swimming pool
- Child friendly
$1,267.00
from $1,267.00 / night
Villa Cypress
Castelnuovo Berardenga Villa - 9.1 miles away
- 9 bedrooms 9
- 8 bathrooms
- sleeps 16 16
- 7 nights min
- Child friendly
$1,268.00
from $1,268.00 / night
Tuscany Villa Rental in Chianti - Villa Certaldo
San Casciano in Val di Pesa Apartment - 18.1 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$270.00
from $270.00 / night
In the heart of Tuscany, Renaissance Villa with Pool and views, Chianti and Sien
San Casciano in Val di Pesa Villa - 16 miles away
- 11 bedrooms 11
- 9 bathrooms
- sleeps 20 20
- 5 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 3 hours 10 minutes
$1,280.00
from $1,280.00 / night
Welcoming Tuscan Hillside Villa with Infinity Pool - Casa Medioevale with Annex
Ambra House - 7 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$913.00
from $913.00 / night
Castle in Chianti with swimming pool near Florence
San Casciano in Val di Pesa Villa - 16 miles away
- 11 bedrooms 11
- 10 bathrooms
- sleeps 15 15
- min stay varies
- Nearest beach 120 mi
- Swimming pool
- Child friendly
$1,331.00
from $1,331.00 / night
Beautiful Large 18th Century Villa in Tuscany with Private Pool Near Town - Vill
Bucine Villa - 9.1 miles away
- 9 bedrooms 9
- 8 bathrooms
- sleeps 18 18
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$778.00
from $778.00 / night
Family Friendly Villa Rental in Tuscany with Pool - Villa Barberino
Certaldo House - 14 miles away
- 7 bedrooms 7
- 7 bathrooms
- sleeps 15 15
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$364.00
from $364.00 / night
Podere Erica
San Donato in Poggio Villa - 10.7 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Nearest beach 209 mi
- Swimming pool
- Child friendly
$872.00
from $872.00 / night
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 27 minutes
$119.00
from $119.00 / night
Podere del Chianti, luxury villa located between Florence and Siena
Tavarnelle Val di Pesa Villa - 13.8 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,031.00
from $1,031.00 / night
Charming Farmhouse Close to Florence and Walking Distance to Village - Ai Lecci
Rignano sull'Arno House - 17.7 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$645.00
from $645.00 / night
Colonica Gigli
San Gusme Villa - 6.5 miles away
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$209.00
from $209.00 / night
Two Chianti Farmhouses for Large Group on a Wine Estate - Casa del Grano and Fie
Barberino Val d'Elsa House - 14 miles away
- 7 bedrooms 7
- 6 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$390.00
from $390.00 / night
Farmhouse Rental in Chianti Area of Tuscany - Villa Adelina
Castellina In Chianti Farmhouse - 7.5 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$469.00
from $469.00 / night
Farmhouse Rental in Tuscany, Castellina Scalo - Rosalia 3
Castellina In Chianti Farmhouse - 12.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$201.00
from $201.00 / night
In Heart of Historic Siena, Il Cavallo Bianco, a Stylish and Modern 2 Bedroom Ap
Siena Apartment - 11.3 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Ask about children
- Air conditioning
Responds fast! Avg. 3 hours 10 minutes
$245.00
from $245.00 / night
Family-Friendly Villa Rental in Tuscany with Pool - Villa Sella
San Casciano in Val di Pesa House - 18.1 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$298.00
from $298.00 / night
Large Estate with Historic Villa and Two Farmhouses for a Large Group - Monterig
Monteriggioni House - 12.4 miles away
- 17 bedrooms 17
- 14 bathrooms
- sleeps 34 34
- 3 nights min
- Swimming pool
- Ask about children
- Ask about pets
$4,017.00
from $4,017.00 / night
Tuscan Villa with a Private Pool in a Village - Casa Donnini
Donnini Villa - 18.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$99.00
from $99.00 / night
Chianti Tuscany Spectacular Picture Postcard Views-Visit Wineries-Casa Rossa
San Casciano in Val di Pesa House - 15.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
Responds fast! Avg. 2 hours 27 minutes
$119.00
from $119.00 / night
Farmhouse Rental in Tuscany, Castellina Scalo - Rosalia 2
Castellina In Chianti Farmhouse - 12.2 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$175.00
from $175.00 / night
La Piccionaia, Holiday House in Tuscany with swimming pool
Tavarnelle Val di Pesa Apartment - 14.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$139.00
from $139.00 / night
Cozy Tuscan Farmhouse near San Casciano Val di Pesa - House of Fioraia
Tavarnelle Val di Pesa House - 14.5 miles away
- 7 bedrooms 7
- 6 bathrooms
- sleeps 15 15
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$391.00
from $391.00 / night
Farmhouse Rental in Tuscany, Castellina Scalo - Rosalia 1
Castellina In Chianti Farmhouse - 12.2 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$273.00
from $273.00 / night
Valdarno Valdarno 3 3
Pergine Valdarno Apartment - 12.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Ask about children
- Pet friendly
$137.00
from $137.00 / night
Villa della Torre Exclusive use of villa & pool for 26+4 people
Marcialla Apartment - 18.2 miles away
- 3 bedrooms 3
- 12 bathrooms
- sleeps 30 30
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$2,360.00
from $2,360.00 / night
Casa Colomba Villa in the heart of Tuscany
Monteriggioni House - 11.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Ask about children
- Pet friendly
$234.00
from $234.00 / night
Villa della Torre CAMINETTO
Certaldo Villa - 18.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Ask about children
- Ask about pets
$199.00
from $199.00 / night
L'Aia, two bedrooms apartment in the Chianti area with swimming pool
Tavarnelle Val di Pesa Apartment - 14.4 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$139.00
from $139.00 / night
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.