Villa Vignola in Montaione offers 5700 square feet of accommodation, with 17 bedrooms and 15 bathrooms, accommodating up to 57 guests, and features a private pool, garden, and complimentary WiFi. This estate is located 28 miles from Piazzale Michelangelo and Montecatini Train Station, with Florence landmarks like Ponte Vecchio, Pitti Palace, Uffizi Gallery, and Piazza della Signoria also 30 miles away.
9.1 32 reviews
Certaldo
08/08 – 08/15
$730/nighttotal: $5110 (7 )
Holiday Home Vedi Torre By Interhome
5 5
house , San Gimignano
Holiday Home Vedi Torre, near San Gimignano, Tuscany, is conveniently located approximately 20 miles from both Piazza Matteotti in San Gimignano and Piazza del Campo in Siena. This 2800-square-foot vacation rental boasts five bedrooms, four bathrooms, a private pool, and ample outdoor space including a terrace and garden, perfect for large families or groups seeking a relaxing Tuscan getaway with easy access to nearby attractions.
8.5 115 reviews
Certaldo
08/29 – 09/06
$159/nighttotal: $1272 (8 )
Varna Charm Tuscan Getaway
3 5
house , Gambassi Terme
This house rental in Querce is located approximately 31 miles from Piazza Matteotti and 34 miles from Florence Airport. This pet-friendly, family-friendly vacation home offers WiFi, a kitchen with a fridge, freezer, and microwave, a garden, a tennis court, and is near outdoor activities like walking tours, swimming, skiing, and cycling.
Certaldo
07/15 – 07/19
$1244/nighttotal: $4976 (4 )
Podere Galieni
6 2
house , Certaldo
This renovated 2,895 sq ft villa in Certaldo offers an idyllic countryside setting surrounded by fields and vineyards, with panoramic views, located 10 miles from San Gimignano, 19 miles from Volterra, 22 miles from Siena, and 25 miles from Florence. This expansive agriturismo accommodates 16 guests with 6 bedrooms and 8 bathrooms, featuring a private 33x49 ft swimming pool, air conditioning, WiFi, a fully equipped kitchen, and optional services including a cook and airport transfers, with local farm products available for purchase.
9.7 290 reviews
Certaldo
07/15 – 07/19
$115/nighttotal: $460 (4 )
Margherita Double Room With Pool In San Gimignano
1 2
gîte , San Gimignano
This San Gimignano countryside rental is a five-minute drive from the town center, offering easy access to Siena and Florence. This one-bedroom, one-bathroom cottage sleeps two, features a 52-foot by 19-foot private pool (seasonal), a private terrace with 180° views, and access to 57 acres of grounds including a private forest and river.
10 1 review
Certaldo
07/15 – 07/19
$220/nighttotal: $880 (4 )
80 M² House ∙ 2 Bedrooms ∙ 5 Guests
2 2
house , Montespertoli
This Montespertoli villa rental, Villa del Fattore at La Gigliola estate, is located in the Chianti region, 12 miles from Florence and within easy driving distance of Siena and Pisa. This 860-square-foot house features two bedrooms, two bathrooms, and sleeps five, offering a private garden, shared pool (open June-September), tennis court, and a fully equipped kitchen; on-site wine tastings are available.
8.0 3 reviews
Certaldo
07/25 – 08/08
$436/nighttotal: $6104 (14 )
Croce Di Bibbiano Apartaments With Pool In Front Of San Gimignano
3 8
house , Colle di Val d'Elsa
This vacation home in Poggibonsi, Italy, is conveniently located near San Gimignano and is 19 miles from Piazza del Campo and 22 miles from Piazza Matteotti. This family-friendly rental offers air conditioning, a swimming pool, internet, parking, and a terrace, with select units featuring a kitchenette and bicycle rentals available on-site.
9.4 24 reviews
Certaldo
06/27 – 07/04
$217/nighttotal: $1519 (7 )
Il Vallone
2 2
farm , Certaldo
This secluded country estate, Il Vallone, offers a farm stay experience located 1.2 miles from Certaldo Alto and 1.9 miles from the center of Certaldo, surrounded by 16 hectares of vineyards and olive groves. This 1,290 sq ft rustic house accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a private seasonal pool, a fireplace, a terraced garden, barbecue facilities, and complimentary WiFi and bikes.
Certaldo
07/25 – 08/08
$2193/nighttotal: $30702 (14 )
Farmhouse With Pool Amongst Chianti Vineyards
1 8
house , San Casciano in Val di Pesa
This farmhouse rental in San Casciano in Val di Pesa is located approximately 13-14 miles from Florence landmarks including the Uffizi Gallery, Piazza della Signoria, and Ponte Vecchio, with Piazzale Michelangelo 13 miles away. This spacious vacation home spans 4310 square feet, accommodates up to 27 guests in 7 bedrooms and 7 bathrooms, and features a kitchen with a fridge and dishwasher, air conditioning, a swimming pool, a garden, and WiFi.
8.5 41 reviews
Certaldo
07/25 – 08/08
$563/nighttotal: $7882 (14 )
The Garden House
4 8
house , Castelfiorentino
The Olive House is located in the Tuscan countryside, a short drive from the charming medieval town of Castelfiorentino and about 26 miles from Florence. The house consistently receives excellent ratings for its cleanliness, location, and overall experience. This home features two bedrooms and a well-equipped kitchen, perfect for families or groups of friends. Enjoy the outdoor space with a private pool, a tennis court, and a garden, perfect for relaxing and enjoying the Tuscan sunshine.
Certaldo
07/16 – 07/18
$1019/nighttotal: $2038 (2 )
Villa Boccaccio
6 2
house , San Gimignano
This villa is located in San Gimignano, 12 miles from Tenuta Torciano winery and 13 miles from Casa Boccaccio. This 3,770 square foot villa sleeps 12 guests with 6 bedrooms and 4 bathrooms, featuring a well-equipped kitchen, air conditioning, Wi-Fi, a jacuzzi, garden, terrace, barbecue, and is ideal for exploring local cultural sites and outdoor adventures.
Certaldo
07/15 – 07/20
$191/nighttotal: $955 (5 )
Podere La Torre
1 2
farm , Certaldo
Podere La Torre is a renovated farmhouse located just outside of Certaldo Alto, a charming hilltop town with stunning views of the Tuscan countryside. The historic center of Certaldo Alto is a short walk away, and other popular Tuscan destinations like San Gimignano, Florence, and Siena are all within easy driving distance. The farmhouse offers a comfortable and spacious one-bedroom apartment with a kitchen, bathroom, and terrace, perfect for a group of up to four guests. Enjoy the peaceful surroundings, relax by the seasonal pool, grill up a meal on the barbecue, and take advantage of the on-site amenities, including internet access, a washing machine, and an electric vehicle charging station.
Choose the Right Holiday Houses with Swimming Pool in Certaldo
A vacation home with a pool in Certaldo is a brilliant base for a proper swim in the heart of the city.
9.3 3 reviews
Certaldo
08/29 – 09/06
$292/nighttotal: $2336 (8 )
Il Piccolo Borgo - Quadrilocale
2 5
house , Certaldo
Il Piccolo Borgo - Quadrilocale, a Certaldo vacation rental, is situated approximately 22 miles from Florence, offering easy access to attractions like the Pitti Palace and Piazza Matteotti. This 810-square-foot (75-square-meter) house features two bedrooms, one bathroom, sleeps ten guests, and includes a private patio, Jacuzzi, and amenities such as a fully equipped kitchen, free Wi-Fi, and free parking.
8.6 127 reviews
Certaldo
07/15 – 07/18
$89/nighttotal: $267 (3 )
Agriturismo Cameli
1 2
farm , Certaldo
Agriturismo Cameli in Certaldo offers mountain views and is located 17 miles from Piazza Matteotti and 27 miles from Florence Airport. This farm stay features 150 square feet of floor area, air conditioning, a swimming pool, a restaurant, and a bar, with capacity for 3 guests and pets allowed.
8.0 1 review
Certaldo
07/15 – 07/18
$509/nighttotal: $1527 (3 )
Il Piccolo Borgo For 7 Guests
3 2
house , Certaldo
Il Piccolo Borgo, a vacation home near Certaldo, is located approximately 22-24 miles from Florence's attractions like Piazzale Michelangelo and the Ponte Vecchio, offering a peaceful countryside retreat. This 1020-square-foot (approximately 95-square-meter) property features three bedrooms, two bathrooms, accommodates up to 14 guests, and includes a private hot tub, fully equipped kitchen, Wi-Fi, parking, and outdoor amenities like a terrace and garden.
Certaldo
07/15 – 07/20
$163/nighttotal: $815 (5 )
Holiday Home Podere Conte Francesco-carla By Interhome
1 2
house , Certaldo
Accommodation. This accommodation is based in Certaldo. Services and facilities: a fridge, a barbecue and a washing machine. Take advantage of the pool in this house.
Best family friendly Certaldo villas and beach houses
Among the 19 accommodations in Certaldo, here are the 4 best family friendly villas and beach houses
8.0 6 reviews
Certaldo
06/26 – 06/29
$189/nighttotal: $567 (3 )
Podere Conte Francesco-la Palma
3 2
house , Certaldo
This three-bedroom, one-bathroom villa is located on the Podere Conte Francesco estate, seven kilometers from Certaldo, thirteen kilometers from San Gimignano, and fifty-seven kilometers from Florence, offering easy access to Tuscany's major attractions. The 970-square-foot property features a private patio, garden, barbecue, reserved parking, and shared access to a seasonal pool (May 2nd-October 3rd); it comfortably accommodates up to six guests and includes amenities such as Wi-Fi, a microwave, and a freezer.
Certaldo
08/08 – 08/15
$1875/nighttotal: $13125 (7 )
632 M² Villa ∙ 6 Bedrooms ∙ 12 Guests
6 5
house , Castelfiorentino
This Tuscan countryside villa is located near Castelfiorentino, Italy, approximately 10 miles from San Miniato, 16 miles from San Gimignano, and 29 miles from Florence, offering easy access to major Tuscan towns. This 6,800-square-foot estate boasts six bedrooms sleeping twelve, a private pool, spa, and ample parking, plus a fully equipped kitchen including a dishwasher and microwave, all within easy reach of restaurants such as Le Boscarecce and local wineries.
8.1 67 reviews
Certaldo
08/08 – 08/15
$404/nighttotal: $2828 (7 )
Villa Milani - Tenuta La Gigliola
3 5
house , Montespertoli
Fattoria la Gigliola - Villa Milani is a spacious villa in Montespertoli, Tuscany, about 20-22 miles from Florence's Duomo, Pitti Palace, and Piazza della Signoria. This 8-bathroom villa, perfect for large groups, offers a private pool, garden with barbecue, free Wi-Fi, private parking, a games room with billiards and table tennis, and a terrace with garden views; nearby attractions include a restaurant and tennis court.
8.0 3 reviews
Certaldo
06/23 – 06/30
$226/nighttotal: $1582 (7 )
Conte Francesco Ii
4 1
house , Certaldo
This pet-friendly Tuscan villa is located on a vineyard estate near Certaldo, Italy, 7 kilometers (4.3 miles) from Certaldo's historic center, 13 kilometers (8.1 miles) from San Gimignano, and 57 kilometers (35.4 miles) from Florence. This 1,390-square-foot rental boasts four bedrooms, two bathrooms, and sleeps eight, featuring two living areas, kitchenettes, a private terrace with a barbecue, and shared access to a seasonal swimming pool; baby equipment is available upon request.
Frequently Asked Questions about villa rentals in Certaldo
What are the must-see attractions in and around Certaldo?
Certaldo is full of charm! You'll definitely want to visit the historic center, especially the Palazzo Pretorio and the Church of San Tommaso. Take a stroll through the medieval streets and enjoy the views from the Rocca, a fortress with panoramic views of the surrounding countryside. If you're interested in art, the Museo di Arte Sacra is a must-see. For a day trip, head to the nearby town of San Gimignano, known for its iconic towers.
What types of wildlife can travelers expect to see in the area of Certaldo?
The countryside around Certaldo is home to a variety of wildlife. You might spot hares, foxes, and wild boars in the forests. Keep an eye out for birds of prey like buzzards and kestrels soaring overhead. In the nearby Val d'Elsa, you can even see the occasional wild cat.
What are the best villa rentals with a pool in Certaldo?
Spring and fall are the best times to visit Certaldo, when the weather is mild and the crowds are smaller. You'll enjoy pleasant temperatures for exploring the town and the surrounding hills. Summer can be hot, while winter can be chilly and rainy.
What are the best villa rentals with a jacuzzi in Certaldo?
When is it easiest to book a villa rental in Certaldo?
Booking a villa in Certaldo in the shoulder seasons, spring or fall, will give you the best rates. You'll find more availability and often better prices than during the peak summer months.
What are the best villa rentals for families and kids in Certaldo?
Certaldo is a great base for hiking. The Sentiero del Viandante is a popular trail that follows an old pilgrim route, offering stunning views of the Tuscan countryside. For a shorter hike, try the trail to the top of the Rocca, where you can enjoy panoramic views of the town and the surrounding hills.
What are the best pet friendly villa rentals in Certaldo?
What are the advantages of renting a house or a villa in Certaldo
Renting a villa in Certaldo gives you more space and privacy compared to a hotel. You can enjoy a more authentic experience, cooking your own meals and relaxing in your own private space. Plus, you'll have access to amenities like a pool and garden, which are often not available in hotels.
What are the best villa rentals with parking in Certaldo?
Certaldo is ideally situated for exploring Tuscany. You can easily reach the charming medieval town of San Gimignano, the historic city of Siena, and the rolling hills of Chianti. Florence, the capital of Tuscany, is also within easy reach.
Destinations nearby
Best Certaldo houses with parking
9.5 9 reviews
Certaldo
07/16 – 07/18
$539/nighttotal: $1078 (2 )
98 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests
2 2
farm , San Gimignano
Farm rental for up to 5 people with an excellent rating of 95% based on 9 reviews. You will stay in San Gimignano. Services and facilities: a fridge, free parking and a garden. Take advantage of the air conditioning in this accommodation!
9.5 33 reviews
Certaldo
06/23 – 06/30
$164/nighttotal: $1148 (7 )
Villa Del Biondo
2 1
house , Certaldo
Villa del Biondo is an excellent choice for travelers visiting Certaldo, being located in the heart of the town, within walking distance of major attractions. The house has excellent user, location, and cleanliness ratings. The house offers fully equipped kitchens, outdoor spaces, and a serene garden. Free private parking and proximity to Florence Airport make it an ideal base for exploring the Tuscan capital.
9.4 188 reviews
Certaldo
06/23 – 06/30
$119/nighttotal: $833 (7 )
Agriturismo Girasole
1 1
farm , Gambassi Terme
Agriturismo Girasole is located in Gambassi Terme, just 16 miles from San Gimignano and a one-hour drive from Florence, offering a peaceful escape in the beautiful Chianti countryside. The farm has received very good ratings for its location, cleanliness, and overall experience. The property features self-catering apartments with cozy fireplaces for a comfortable stay. Guests can enjoy the on-site swimming pool, BBQ facilities, and furnished outdoor dining areas, along with the farm's fresh olive oil, wine, and spirits.
9.4 68 reviews
Certaldo
06/23 – 06/30
$144/nighttotal: $1008 (7 )
Casa Natura
2 1
house , San Gimignano
Casa Natura is a 2-bedroom, 2-bathroom vacation rental located in the Tuscan countryside, about 21 miles from Piazza Matteotti in San Gimignano. The 1,080 square foot house features a private hot tub, a fully equipped kitchen, laundry service, and a garden, making it ideal for families or groups seeking a relaxing escape.
Best Certaldo houses with a garden
9.1 58 reviews
Certaldo
06/23 – 06/30
$141/nighttotal: $987 (7 )
Agriturismo Casa Alle Vacche
1 1
house , San Gimignano
Agriturismo Casa Alle Vacche, located near San Gimignano, Tuscany, offers a peaceful countryside escape about 28 miles from Siena's Piazza del Campo and other major Tuscan attractions. This pet-friendly property features a swimming pool, on-site restaurant, and free Wi-Fi; select units include private terraces and air conditioning.
Certaldo
08/08 – 08/15
$1446/nighttotal: $10122 (7 )
Villa With Infinity Pool In Tuscany
5 5
house , Certaldo
This exclusive Tuscan villa offers panoramic views of rolling hills and is located 15 minutes from Certaldo, the birthplace of Boccaccio, and 25 minutes from San Gimignano. This family-friendly estate accommodates up to 12 guests with 5 bedrooms, 6 bathrooms, an infinity pool, heated jacuzzi, garden, air conditioning, internet, and a gourmet kitchen, plus an independent guesthouse.
10 40 reviews
Certaldo
08/08 – 08/15
$1723/nighttotal: $12061 (7 )
Villa Belsole -In Chianti In Tuscany, With Heated Pool And Car Charging.
9 5
house , Certaldo
This 9-bedroom villa is set in a peaceful countryside setting just a short drive from Certaldo's historical center and offers a private fenced yard, an outdoor swimming pool, and a tennis court. Its excellent user ratings speak to its quality, and it boasts 6,780 square feet of living space. The villa's amenities include a fireplace, an arcade/game room, a well-equipped kitchen, complimentary WiFi, and a spa tub. Guests can also enjoy air conditioning, a dishwasher, a fridge, a microwave oven, a terrace or balcony, a garden, and parking.
9.2 25 reviews
Certaldo
08/08 – 08/15
$307/nighttotal: $2149 (7 )
L' Ulivo
2 5
house , Castelfiorentino
This country villa, named 'L'Ulivo', is situated 11 miles from San Miniato and 40 miles from Florence, with a supermarket 2 miles away and a bus stop 3 miles away. This 780 sq ft home accommodates up to six guests with two bedrooms and two bathrooms, featuring air conditioning, a private terrace with panoramic views, a shared seasonal swimming pool, and free WiFi on a 16,000 m2 property.