Book Villas in Certaldo
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Villas in Certaldo

Private villa in the heart of chianti with view of siena
Fonterutoli Provincia di Siena
This villa features an outdoor pool and a hot tub. A garden and laundry facilities are also provided.
Pool
Hot Tub

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Monteriggioni SIENA Toscana
An outdoor pool is featured at this villa, along with limo/town car service and a garden. Families will appreciate the playground and barbecue grills. Laundry facilities are provided for your convenience.
Pool
Kitchen

EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE
IMPRUNETA Tuscany
This villa features an outdoor pool and a hot tub. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A garden and barbecue grills are also provided.
Pool
Hot Tub

Villa Bartolini Baldelli - Authentic XV century villa with garden and pool
Toscana Città Metropolitana di Firenze
This villa includes a garden and laundry facilities.
Pool
Kitchen

Villa Costa, Stunning Villa in the heart of Tuscany.
Siena Tuscany
This villa features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen

Luxury Villa in Tuscany with Pool near Pisa and Florence - Ten Bedrooms 20 pl
Palaia Toscana
This villa features a gym and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub

Marvelous home just steps from the Chianti and beyond
cavriglia Tuscany
This villa features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer

CASA PILAR villa with pool and jacuzzi for exclusive use in chianti.-20% 12_21/5
Strada In Chianti Città Metropolitana di Firenze
This villa features an outdoor pool and a gym. Enjoy the hot tub and conveniences like limo/town car service and laundry facilities.
Pool
Hot Tub

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
San Casciano in Val di Pesa Tuscany
This villa features an outdoor pool and a gym. Families will appreciate the onsite laundry facilities and childcare. A terrace, a garden, and concierge services are also on offer.
Pool
Kitchen

Luxury Tuscan Estate | Heated Pool & Private Concierge
impruneta Toscana
$1,658 nightly
The price is $1,663 total per night
$1,663 total
Sep 13 - Sep 14
Total with taxes and fees
An outdoor pool is featured at this villa, along with free WiFi in public areas and a terrace. Families will appreciate the onsite laundry facilities and babysitting. Limo/town car service, a garden, and concierge services are also on offer.
Pool
Kitchen

Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Impruneta (Florence) Tuscany
This villa features an outdoor pool and a hot tub. Families will appreciate the playground, onsite laundry facilities, and childcare. A garden and barbecue grills are also provided.
Pool
Hot Tub

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Firenze Città Metropolitana di Firenze
$1,074 nightly
The price is $1,088 total per night
$1,088 total
Aug 22 - Aug 23
Total with taxes and fees
This villa features an outdoor pool and an indoor pool. Enjoy the gym and conveniences like a garden and laundry facilities.
Pool
Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top hotels in Certaldo

The Social Hub Florence Lavagnini
Viale Spartaco Lavagnini 70 72 Florence FI
$90 nightly
The price is $115 total per night from Aug 30 to Aug 31
$115 total
Aug 30 - Aug 31
Total with taxes and fees
9/10 Wonderful! (1,529 reviews)
Certaldo Villas essential information
Accommodation | 1799 Villas |
|---|---|
Lowest Price | $86 |
Highest Price | $1,663 |
Popular accommodation | Private villa in the heart of chianti with view of siena, Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence. , EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE , Villa Bartolini Baldelli - Authentic XV century villa with garden and pool, Villa Costa, Stunning Villa in the heart of Tuscany. , Luxury Villa in Tuscany with Pool near Pisa and Florence - Ten Bedrooms 20 pl, Marvelous home just steps from the Chianti and beyond, CASA PILAR villa with pool and jacuzzi for exclusive use in chianti.-20% 12_21/5, "Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C, Luxury Tuscan Estate | Heated Pool & Private Concierge, Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City, NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool! |
Explore More Ways to Travel with Travelocity
- Wedding in San Gimignano
- Agritourism in Chianti Region
- Apartments in Chianti Region
- Hostels in Chianti Region
- Agritourism in Colle di Val d'Elsa
- Agritourism in Empoli
- Resorts in Empoli
- Villas in Empoli
- Rustic Tuscan Stonehouse
- La Torre sulla via Francigena
- Agritourism in Greve in Chianti
- Bedandbreakfast in Greve in Chianti
- Aparthotels in San Gimignano
- Romantic Hotels in San Gimignano City Centre
- Bedandbreakfast in San Gimignano
- Agritourism in San Gimignano
- Hotels in San Casciano in Val di Pesa
- Castles in Saline di Volterra
- Hotels in Poggibonsi
- Agritourism in Ulignano
- Aparthotels in Villanova
- Agritourism in Volterra
- Mormoraia
- La Lucciolaia
- La Cisterna
- Hotel Bel Soggiorno
- Casanova di Pescille
- Agriturismo Poggiacolle
- Agriturismo Il Segreto di Pietrafitta
- Family Friendly in Castelfalfi
- Hotels in Castelfalfi
- The hunter house is located in the grounds of the historic Villa Meleto estate
- Inns in Castelfiorentino
- Agritourism in Castellina in Chianti
- Agritourism in Certaldo
- Entire panoramic villa with private pool in the heart of Tuscany Wedding
- Agritourism in Casole d'Elsa
- Castles in Castel San Gimignano
- VILLA SARAH LUXURY SAN GIMIGNANO 5 EN SUITE ROOMS SWIMMING POOL SPA
- Villa Sabrina
- VILLA IRIS LUXURY SAN GIMIGNANO 6 EN-SUITE BEDROOMS SWIMMING POOL SPA SAUNA
- Tenuta Sovestro - Agriturismo e Winery
- Spa in San Gimignano
- Cappuccina Country Resort
- Cosy apartment for 4 people with A C WIFI pool TV terrace and panoramic view
- Locanda dei Logi
- Nice apartment in villa for 2 guests with WIFI pool A C TV terrace and panoramic view
- Boccioleto Resort&Spa
- Il Torrino Country Resort
- Castelfalfi
- Villas in Montaione
- Agritourism in Montefioralle
- Villas in Monteriggioni
- Bright villa between Florence Siena -1 km from the village Air conditioning
- 1600s Rural Villa in Chianti with Pool and AC just a few steps from Florence
- Montegufoni 11 - Apartment in Castello di Montegufoni in Tuscany
- Villa La Torre in Montespertoli FI Apartment Torre 3 bedrooms 6 beds
- Villa Le Calvane
- Agritourism in Poggibonsi
- 3 bedroom cozy home in Poggibonsi SI
- Hotel Ristorante Alcide
- Hotel Toscana Ambassador
- Hotels near Antinori nel Chianti Classico
- COMO Castello Del Nero
- Hotel Borgo di Cortefreda Relais
- Castello Del Nero - Podere San Filippo
- Hotels in Barberino Tavarnelle
- Agritourism in Barberino Val d'Elsa
- Villas in Barberino Val d'Elsa
- Villa Elisa paradise in Tuscany
- Winery in San Gimignano
- Hotels in San Gimignano
- Villas in San Gimignano
- Agritourism in San Miniato Basso
- Apartments in Scandicci
- Fitness Center in Tavarnelle Val di Pesa
- LHP Certaldo Resort
- Things to do in Montespertoli
- Things to do in Pancole
- Things to do in Poggibonsi
- Things to do in San Gimignano
- Things to do in Tavarnelle Val di Pesa
- Things to do in Barberino Val d'Elsa
- Things to do in Castelfiorentino
- Things to do in Certaldo
- Things to do in Colle di Val d'Elsa
- Things to do in Montaione





