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.
8.5 115 reviews
Certaldo
06/17 – 06/23
$186/nighttotal: $1116 (6 )
Varna Charm Tuscan Getaway
2 2
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.
9.8 17 reviews
Certaldo
08/11 – 08/12
$1831/nightfor 1 night
A Casa Di Franca Villa Con Piscina
4 4
house , Gambassi Terme
A Casa di Franca Villa con piscina, a 223-square-meter (2,400-square-foot) vacation home, is located in the Chianti hills near Gambassi Terme, Tuscany, offering easy access to Tuscan attractions. This four-bedroom, three-bathroom villa sleeps up to 14 guests and boasts a private 16-foot by 46-foot swimming pool (open May 1st to October 15th), a fully equipped kitchen, air conditioning, Wi-Fi, and free baby equipment upon request.
9.0 3 reviews
Certaldo
07/14 – 07/16
$237/nighttotal: $474 (2 )
80 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests
2 2
farm , Castelfiorentino
Farm rental for up to 5 people with an excellent rating of 90% based on 3 reviews. You will be located in Castelfiorentino. Services and facilities include a fridge, free parking and a dish washer. Take a dip in the pool of this accommodation in Castelfiorentino!
9.0 57 reviews
Certaldo
06/17 – 06/23
$155/nighttotal: $930 (6 )
L'agriturismo Di Montalbino
1 2
farm , Montespertoli
Agriturismo Montalbino, located in Montespertoli, Tuscany, is approximately 32 kilometers (20 miles) from the Pitti Palace and 34 kilometers (21 miles) from Florence's Piazza Matteotti. This family-friendly farmhouse offers a swimming pool, jacuzzi, and on-site restaurant and bar, along with amenities like free Wi-Fi, private parking, and activities such as table tennis and cycling.
9.1 991 reviews
Certaldo
07/14 – 07/16
$142/nighttotal: $284 (2 )
Casa Vacanza Le Case
1 2
house , San Gimignano
Casa Vacanze Le Case is located in the Tuscan countryside, just 2.2 miles from the historic center of San Gimignano and 9.9 miles from Poggibonsi, offering a peaceful retreat in a beautiful setting. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The house features a spacious layout with vaulted ceilings and satellite flat-screen TVs, creating a cozy and authentic Tuscan ambiance. Guests can enjoy amenities like a private outdoor pool, BBQ facilities, a sun terrace, and free Wi-Fi, making it a perfect choice for a relaxing and enjoyable stay.
9.5 9 reviews
Certaldo
07/17 – 07/19
$539/nighttotal: $1078 (2 )
98 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests
2 2
farm , San Gimignano
Farm listing for 5 people with an excellent rating of 95% based on 9 reviews. Your accommodation will be based in San Gimignano. Services and facilities: a fridge, a swimming pool and event friendly rooms. Take advantage of the garden in this accommodation!
8.8 1458 reviews
Certaldo
08/02 – 08/16
$418/nighttotal: $5852 (14 )
Poderi Arcangelo
2 4
farm , San Gimignano
Poderi Arcangelo is a farm located just outside San Gimignano, a 10-minute drive from the town center, offering a peaceful escape surrounded by Tuscan countryside. The farm receives very good ratings for cleanliness and user experience, and an excellent rating for its location. The property consists of three restored farmhouses, each with its own private pool, and a main building featuring an infinity pool and a communal terrace with panoramic views of San Gimignano. Guests can enjoy farm-to-table dining, guided tours, food tastings, and free Wi-Fi throughout the property.
Certaldo
08/03 – 08/17
$305/nighttotal: $4270 (14 )
Casa Grazia
2 4
house , San Gimignano
This vacation home in San Gimignano is located 24 miles from Piazza Matteotti, 26 miles from Piazza del Campo, and 29 miles from Piazzale Michelangelo. The 860 sq ft rental features 2 bedrooms, accommodates up to 7 guests, and offers a private garden, air conditioning, and a fully equipped kitchen with a dishwasher.
Certaldo
08/03 – 08/17
$1323/nighttotal: $18522 (14 )
Charming 4-bedroom Villa In San Gimignano With Private Pool, Hot Tub And Gym.
4 4
house , San Gimignano
This family-owned Tuscan villa is located in the Chianti region, a short drive from San Gimignano, offering easy access to Siena and Florence. This 4-bedroom villa accommodates up to 8 guests and features a private pool, hot tub, gym, massage room, outdoor patio with a pizza oven, and stunning views of San Gimignano.
Certaldo
06/20 – 06/21
$353/nightfor 1 night
70 M² House ∙ 2 Bedrooms ∙ 5 Guests
2 2
house , Barberino Tavarnelle
Vernaccia Country House, located in Barberino Tavarnelle, offers easy access to the Chianti Classico wine region and its vineyards. This 810-square-foot house features one bedroom, one bathroom, sleeps four guests, and includes a private garden, terrace, swimming pool, four parking spaces, and Wi-Fi; additional amenities include a baby cot, high chair, and access to local activities like wine tasting and cooking classes.
Certaldo
08/11 – 08/12
$5534/nightfor 1 night
Villa Arnilù
8 4
house , San Gimignano
Villa Arnilù, a spacious house in San Gimignano, offers a secluded retreat just a short distance from the historic center. This villa accommodates up to 15 guests in 8 bedrooms with 8 bathrooms, featuring a private pool, garden, Wi-Fi, and air conditioning, with optional breakfast service and homemade products available.
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.
Certaldo
06/17 – 06/23
$196/nighttotal: $1176 (6 )
90 M² House ∙ 2 Bedrooms ∙ 4 Guests
2 2
house , San Gimignano
This vacation rental is located in the Pancole hills, 3.7 miles from San Gimignano, between Siena and Florence, surrounded by vineyards and olive groves. This 970 sq ft house accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a seasonal swimming pool, Wi-Fi, air conditioning, and a furnished terrace, with a nearby hotel bar and restaurant 100 yards away.
9.1 58 reviews
Certaldo
06/17 – 06/23
$144/nighttotal: $864 (6 )
Agriturismo Casa Alle Vacche
1 2
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
06/20 – 06/21
$786/nightfor 1 night
160 M² House ∙ 3 Bedrooms ∙ 8 Guests
3 2
house , Montespertoli
Villa del Fattore, located in the Chianti region, is a 1720-square-foot (approximately 160 square meter) rental property 20 km from Florence, offering easy access to Siena and other Tuscan towns. This three-bedroom, three-bathroom house sleeps eight and features a spacious living area, a large terrace with Chianti views, a shared pool (open June-September), tennis court, and access to on-site wine cellars.
8.5 18 reviews
Certaldo
06/17 – 06/23
$159/nighttotal: $954 (6 )
Holiday Home Podere Conte Francesco-la Palma By Interhome
3 2
house , Certaldo
Holiday Home Podere Conte Francesco-La Palma by Interhome is located in the peaceful Tuscan countryside just a short drive from the charming medieval town of Certaldo. Within easy reach of Florence, the iconic Pitti Palace, and the renowned Strozzi Palace, this vacation rental offers a convenient base for exploring Tuscany. This spacious 3-bedroom house features a fully equipped kitchenette, a bathroom with a bidet and shower, and a private garden, providing a tranquil retreat for up to 6 guests. Enjoy free Wi-Fi, a TV, and essential appliances such as an oven, microwave, washing machine, fridge, and stovetop. Immerse yourself in the rich history and cultural heritage of the Tuscan countryside while enjoying the modern amenities and peaceful surroundings of Holiday Home Podere Conte Francesco-La Palma by Interhome.
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
10 2 reviews
Certaldo
07/17 – 07/19
$288/nighttotal: $576 (2 )
Grand Cherry Tree, 8 Beds
3 2
house , Certaldo
This Certaldo vacation home is conveniently located approximately 43 kilometers (27 miles) from Florence Airport and offers easy access to the historic center of Certaldo. The one-bedroom house features two bathrooms, a fully equipped kitchen, free Wi-Fi, air conditioning, and sleeps up to 15 guests, perfect for families or large groups visiting Tuscany.
9.4 154 reviews
Certaldo
06/17 – 06/23
$391/nighttotal: $2346 (6 )
Podere Il Caggio Rooms
3 2
house , San Gimignano
Podere il Caggio, a renovated 19th-century farmhouse, is located in the Tuscan countryside, approximately 6 kilometers (3.7 miles) from San Gimignano, offering easy access to the medieval town's towers. This pet-friendly vacation rental boasts a swimming pool, garden, terrace, and free parking, along with a fully equipped kitchen (refrigerator, freezer, microwave) and comfortable rooms with private bathrooms; final cleaning is included.
9.2 97 reviews
Certaldo
06/17 – 06/23
$346/nighttotal: $2076 (6 )
Il Coltro
2 2
house , San Gimignano
Il Coltro is a farmhouse located just a 10-minute drive from the medieval town of San Gimignano, in the peaceful Tuscan countryside. The property has excellent ratings for location, cleanliness, and user experience. This farmhouse offers a relaxing stay with a private swimming pool, a garden, and a terrace. Guests can enjoy modern amenities like Wi-Fi, air conditioning, and a fully equipped kitchen, as well as activities like BBQs and bike rentals.
10 2 reviews
Certaldo
06/17 – 06/23
$151/nighttotal: $906 (6 )
60 M² House ∙ 1 Bedroom ∙ 4 Guests
1 2
house , Montespertoli
Villa Il Frantoio, a pet-friendly Tuscan countryside rental near Montespertoli, is located 12 miles from Florence and offers easy access to Siena and Pisa. This 650-square-foot house features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, private parking, Wi-Fi, a shared pool (June-September), tennis court, and access to an on-site wine cellar.
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
Certaldo
06/20 – 06/21
$2428/nightfor 1 night
Bargino Luxury Experience
5 2
house , Montespertoli
This spacious villa is located in La Torre, approximately 17 miles from Piazzale Michelangelo and Piazza Matteotti, and 20 miles from Florence Airport. This family-friendly estate offers 10,760 square feet of living space, including 5 bedrooms and 3 bathrooms accommodating up to 19 guests, complete with a private garden, terrace, indoor and outdoor swimming pools, a hot tub, sauna, bar, and fitness center.
8.8 1 review
Certaldo
08/11 – 08/12
$719/nightfor 1 night
100 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests
2 4
farm , San Gimignano
Le Volpaie - Appartamento Maria, a farmhouse near San Gimignano, is conveniently located 3 miles from Certaldo and San Gimignano, 16 miles from Volterra, 19 miles from Siena, and 25 miles from Florence. This 1,165-square-foot rental property features two bedrooms, three bathrooms, accommodates four guests, and includes a private outdoor whirlpool (seasonal), a swimming pool, a Jacuzzi, and a fully equipped kitchen.
8.8 41 reviews
Certaldo
07/14 – 07/16
$121/nighttotal: $242 (2 )
Sandra House Certaldo
1 2
house , Certaldo
Sandra's house is located in Certaldo, a charming town just 27 miles from the Pitti Palace in Florence. This 760 square foot house features a private pool, free Wi-Fi, and parking, and can accommodate up to 7 guests.
Certaldo
06/20 – 06/21
$254/nightfor 1 night
Fattoria Bellosguardo Fiorentino
1 2
farm , Castelfiorentino
This farm stay in Castelfiorentino is situated approximately 23-24 miles from key Florence attractions including Santa Maria Novella, Strozzi Palace, Palazzo Vecchio, and the Cathedral of Santa Maria del Fiore, offering a tranquil rural experience with convenient access to the city. The 650 square foot country house accommodates up to 7 guests, featuring 1 bedroom, 1 bathroom, a living room with a fireplace, a fully equipped kitchen, and complimentary Wi-Fi and private parking, with the garden providing a space for relaxation.
Best Certaldo houses with a garden
Certaldo
08/11 – 08/12
$724/nightfor 1 night
Appartamento Maria
2 4
gîte , San Gimignano
Le Volpaie - Appartamento Maria, a farmhouse rental near San Gimignano, Tuscany, is located 3 miles from the medieval town and offers easy access to Certaldo, Volterra, Siena, and Florence. This two-bedroom, three-bathroom vacation home sleeps four, features a fully equipped kitchen, Jacuzzi, private garden with hot tub (seasonal), and two parking spaces; amenities include Wi-Fi, a washing machine, and a dishwasher.
9.6 174 reviews
Certaldo
07/14 – 07/16
$113/nighttotal: $226 (2 )
Agriturismo Villa Gorgognano
1 2
farm , Certaldo
Agriturismo Villa Gorgognano, located in Certaldo, Italy, offers a peaceful countryside escape about 22 miles from Florence's Piazza Matteotti, Strozzi Palace, and Pitti Palace. This one-bedroom, one-bathroom farmhouse rental provides guests with a garden, free Wi-Fi, free parking, air conditioning, and a daily buffet breakfast, plus convenient access to an on-site coffee shop.
Certaldo
07/04 – 07/05
$908/nightfor 1 night
100 M² House ∙ 2 Bedrooms ∙ 4 Guests
2 4
house , San Gimignano
Casa Vacanze I Borghi offers a tranquil rural escape in Pancole, Tuscany, located just 4 miles from the historic medieval town of San Gimignano and situated among vineyards and olive groves. This 1080 sq ft villa sleeps up to 4 guests in 2 bedrooms and 2 bathrooms, featuring a private patio, air conditioning, a dishwasher, a washing machine, and a swimming pool operational from June to October.
8.5 1415 reviews
Certaldo
07/14 – 07/16
$156/nighttotal: $312 (2 )
Agriturismo Il Castagnolino
1 2
farm , San Gimignano
Il Castagnolino is a farm stay located just 1.9 miles from San Gimignano and 19 miles from Volterra, offering a peaceful escape from the hustle and bustle of tourist attractions. The property has received excellent ratings for its cleanliness, location, and overall experience. The farm features a charming layout with traditional furnishings and antique ceilings. Guests can enjoy a swimming pool, a restaurant serving homemade Tuscan cuisine, and a cooking school where they can learn the secrets of the region's culinary traditions.