Certaldo Vacation Rentals & Homes with Swimming Pool - 27 Rentals Available.
27 Vacation rentals
Filters applied: Swimming pool
Aurora del Chianti
Marcialla Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$411
from $411 / night
Villa Belsole
Certaldo Villa
- 9 bedrooms 9
- 9 bathrooms
- Sleeps 50 50
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$461
from $461 / night
Villas for Rent on Large Estate Near Certaldo - Tenuta dell'Anima - 24
Certaldo House
- 13 bathrooms
- Sleeps 28 28
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1241
from $1241 / night
Gambassi Terme
Certaldo House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$234
from $234 / night
Grand Villa with Private Pool Overlooking Tuscan Vineyards - Villa Giusi
Certaldo Villa
- 12 bathrooms
- Sleeps 24 24
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$2605
from $2605 / night
Villa Sole
Certaldo Villa
- 9 bedrooms 9
- 9 bathrooms
- Sleeps 18 18
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$483
from $483 / night
Villa Pucci
Certaldo House
- 9 bedrooms 9
- 10 bathrooms
- Sleeps 18 18
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$503
from $503 / night
Family Friendly Villa Rental in Tuscany with Pool - Villa Barberino
Certaldo House
- 7 bathrooms
- Sleeps 15 15
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$198
from $198 / night
Beautiful Tuscany Villa for a Large Group with Spectacular Views - Villa Pucci
Certaldo Villa
- 9 bathrooms
- Sleeps 18 18
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$551
from $551 / night
2 bedroom Apartment in Certaldo, Toscana, Italy : ref 2244411
Marcialla Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$209
from $209 / night
2 bedroom Apartment in Certaldo, Toscana, Italy : ref 2244410
Marcialla Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$191
from $191 / night
the Farmhouse
Certaldo Villa
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 50 50
- Min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$647
from $647 / night
Villa in Tuscany Near Certaldo and the Chianti Region - La Vinaia
Certaldo House
- 3 bathrooms
- Sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$255
from $255 / night
2 bedroom Apartment in Certaldo, Toscana, Italy : ref 2244408
Marcialla Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$200
from $200 / night
Castello di Renai
Certaldo Villa
- 6 bedrooms 6
- 10 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1334
from $1334 / night
Farmhouse Il Boccaccio
Certaldo House
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$402
from $402 / night
Villa Il Castello
Certaldo House
- 6 bedrooms 6
- 7 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1393
from $1393 / night
Farmhouse in the Chianti Region Near Certaldo - Casale Certaldo
Certaldo Farmhouse
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$336
from $336 / night
3 bedroom Villa in Certaldo, Chianti, Tuscany, Italy : ref 2386463
Certaldo Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$305
from $305 / night
Villa in Chianti with heated swimming pool and A/C
Certaldo Villa
- 9 bedrooms 9
- 10 bathrooms
- Sleeps 19 19
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$461
from $461 / night
3 bedroom Apartment in Certaldo, Chianti, Tuscany, Italy : ref 2096616
Certaldo Apartment
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$336
from $336 / night
3 bedroom Villa in Greve in Chianti, Chianti Classico, Italy: ref 2014022
Marcialla Villa
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$166
from $166 / night
3 bedroom Villa in Certaldo, Tuscany, Italy : ref 2266232
Certaldo Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$319
from $319 / night
2 bedroom Villa in Castelfiorentino, Tuscany, Italy : ref 2269842
Certaldo Villa
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$132
from $132 / night
2 bedroom Villa in Castelfiorentino, Chianti, Italy : ref 2008483
Certaldo Villa
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$120
from $120 / night
7 bedroom Villa in San Casciano Val di Pesa, Chianti, Tuscany, Italy: ref 2294080
Marcialla Villa
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 13 13
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1022
from $1022 / night
Your search has been expanded 3.8 miles to include more rentals
2 bedroom holiday rental Tuscany (BFY1307)
Gambassi Terme Apartment - 0.1 miles away
- 2 bedrooms 2
- 1 bathroom
- Sleeps 6 6
- 3 nights min
- Nearest beach 97 mi
- Swimming pool
- Car not necessary
$206
from $206 / night
2 bedroom apartment near San Gimignano - BFY1304
Gambassi Terme House - 0.1 miles away
- 2 bedrooms 2
- 1 bathroom
- Sleeps 7 7
- 5 nights min
- Swimming pool
- Air conditioning
$188
from $188 / night
Villa Benamata
Lucolena House - 1.3 miles away
- 5 bedrooms 5
- 2 bathrooms
- Sleeps 9 9
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$218
from $218 / night
Casale Archangel
San Gimignano House - 2.2 miles away
- 9 bedrooms 9
- 9 bathrooms
- Sleeps 50 50
- 7 nights min
- Swimming pool
- Child friendly
$756
from $756 / night
9 bedroom Villa in San Gimignano, San Gimignano, Volterra and surroundings
Pancole Villa - 2.2 miles away
- 9 bedrooms 9
- 9 bathrooms
- Sleeps 18 18
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$818
from $818 / night
Tuscany Villa with Private Pool - Casa Geranio
San Casciano in Val di Pesa Villa - 2.4 miles away
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$263
from $263 / night
3 bedroom Villa in Certaldo, Tuscany, Italy : ref 2266104
San Donnino Villa - 2.4 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$216
from $216 / night
6 bedroom Villa in Gambassi, Chianti, Italy : ref 2008463
Gambassi Terme Villa - 2.6 miles away
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 13 13
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$204
from $204 / night
Tuscany Villa Rental in Chianti - Villa Certaldo
San Casciano in Val di Pesa Apartment - 2.8 miles away
- 3 bathrooms
- Sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$270
from $270 / night
Villa in Tuscany Near Certaldo and the Chianti Region - La Solaia
San Donnino House - 2.8 miles away
- 3 bathrooms
- Sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$270
from $270 / night
Family-Friendly Villa Rental in Tuscany with Pool - Villa Sella
San Casciano in Val di Pesa House - 2.8 miles away
- 3 bathrooms
- Sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$298
from $298 / night
Beautiful Estate for Rent with Two Pools Near Certaldo - Tenuta dell'Anima - 12
San Casciano in Val di Pesa House - 2.8 miles away
- 7 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$517
from $517 / night
5 bedroom Villa in Certaldo, San Gimignano, Volterra and surroundings, Tuscany
Lucardo Villa - 2.8 miles away
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$436
from $436 / night
3 bedroom Villa in Certaldo, Chianti Classico, Italy : ref 2008477
Lucardo Villa - 2.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$277
from $277 / night
5 bedroom Villa in Certaldo, Chianti Classico, Italy : ref 2253671
Lucardo Villa - 2.9 miles away
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$184
from $184 / night
3 bedroom Villa in Certaldo, Chianti Classico, Italy : ref 2008478
San Donnino Villa - 3 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$161
from $161 / night
Villa i Lauri
San Gimignano Villa - 3.2 miles away
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 50 50
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$416
from $416 / night
Villa Vernaccia
San Gimignano Villa - 3.2 miles away
- 9 bedrooms 9
- 6 bathrooms
- Sleeps 50 50
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$553
from $553 / night
9 bedroom Villa in San Gimignano, San Gimignano, Volterra and surroundings
Pancole Villa - 3.2 miles away
- 9 bedrooms 9
- 6 bathrooms
- Sleeps 15 15
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$599
from $599 / night
5 bedroom Villa in San Gimignano, San Gimignano, Volterra And Surroundings
Pancole Villa - 3.2 miles away
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$450
from $450 / night
Villa San Gimignano
Pancole Villa - 3.5 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$380
from $380 / night
Tuscan Farmhouse Rental on Large Estate - Casa Gilda
Lucardo Farmhouse - 3.5 miles away
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$649
from $649 / night
One of Four Apartments on Large Tuscan Estate - Certaldo 1
Lucardo Apartment - 3.5 miles away
- 1 bathroom
- Sleeps 2 2
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$204
from $204 / night
One of Four Apartments on Large Tuscan Estate - Certaldo 3
Lucardo Apartment - 3.5 miles away
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$262
from $262 / night
One of Four Apartments on Large Tuscan Estate - Certaldo 2
Lucardo Apartment - 3.5 miles away
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$241
from $241 / night
One of Four Apartments on Large Tuscan Estate - Certaldo 4
Lucardo Villa - 3.5 miles away
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$262
from $262 / night
3 bedroom Apartment in San Gimignano, Chianti Classico, Italy : ref 2163846
Pancole Apartment - 3.5 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$171
from $171 / night
Vacation Rental at Casa di Gloria in Tuscany
San Gimignano House - 3.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 5 5
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$95
from $95 / night
9 bedroom Villa in San Gimignano, Chianti Classico, Italy : ref 2215347
Pancole Villa - 3.6 miles away
- 9 bedrooms 9
- 6 bathrooms
- Sleeps 15 15
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$554
from $554 / night
5 bedroom Villa in San Gimignano, Chianti Classico, Italy : ref 2215346
Pancole Villa - 3.6 miles away
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$416
from $416 / night
Villa Pancole
San Gimignano Villa - 3.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 50 50
- Min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$458
from $458 / night
4 bedroom Villa in San Gimignano, San Gimignano, Volterra And Surroundings
Pancole Villa - 3.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$408
from $408 / night
4 bedroom Villa in San Gimignano, Chianti Classico, Italy : ref 2214258
Pancole Villa - 3.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$339
from $339 / night
3 bedroom Villa in Gambassi Terme, Chianti, Italy : ref 2284235
Gambassi Terme Villa - 3.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$208
from $208 / night
3 bedroom Villa in Gambassi Terme, Tuscany Nw, Tuscany, Italy : ref 2387346
Gambassi Terme Villa - 3.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$224
from $224 / night
Casa Monticello
Montespertoli Villa - 3.7 miles away
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
$736
from $736 / night
4 bedroom Villa in Montespertoli, Florence, Italy : ref 2258996
Montespertoli Villa - 3.7 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$835
from $835 / night
Villa Morello
Tuscany Villa - 3.7 miles away
- 14 bedrooms 14
- 14 bathrooms
- Sleeps 37 37
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1994
from $1994 / night
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