Holiday rentals with a pool in Castellina in Chianti

Manor House - IlVillinoFarmhouse

Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area

Location · Hospitality · Pool · Family · Outdoor spaces · Nearby · Indoor spaces · Decor · Comfort · Cleanliness · Getting around · Kitchen · View · Amenities · Accuracy · Condition · Bathroom · Sleep quality · Check-in · Quiet · Walkability · Barbecue · Air conditioning · Wi-Fi · Shared spaces · Checkout · Noise · Laundry · TV · Hiking · Layout · Heating · Parking · Long stay · Access · Value

Apt.Panzanello-Panzano in Chianti

Welcome to a corner of authentic Tuscany, where time seems to stand still among vineyards and centuries-old olive trees. Nestled in the tranquillity of the Chianti Classico hills, this apartment is the perfect retreat for those seeking comfort and authenticity away from the hustle and bustle of everyday life. From your private terrace, you'll enjoy a breathtaking view of the hills—the perfect spot to unwind with a glass of Panzanello wine at sunset. Access is private and independent, with free parking included.

Hospitality · View · Location · Pool · Cleanliness · Nearby · Indoor spaces · Comfort · Getting around · Accuracy · Kitchen · Amenities · Quiet · Sleep quality · Outdoor spaces · Family · Breakfast · Check-in · Walkability · Decor · Parking · Checkout · Value · Air conditioning · Biking · Bathroom · Hiking · Heating · Laundry · Long stay · Condition

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

View · Location · Hospitality · Cleanliness · Nearby · Pool · Comfort · Getting around · Indoor spaces · Check-in · Kitchen · Sleep quality · Accuracy · Quiet · Decor · Access · Amenities · Outdoor spaces · Parking · Family · Bathroom · Condition · Air conditioning · Walkability · Shared spaces · Value · Laundry · Solo travel · Long stay · Noise · Checkout

Leonardo - Chianti/Siena, Florence, San Gimignano.

Ancient stone house from the 15th century in a small renovated medieval hamlet in the heart of the Chianti Classico. Located on top of a hill between Florence, Siena and San Gimignano. TENNIS COURT+ SWIMMING POOL Splendid view over the valley. Independent entrance; On the ground floor: large living room with two sofas, dining area and open kitchen. On the 1st floor: 2 bedrooms and 1 bathroom with shower; Private garden with terrace - table and chairs for eating under the gazebo and sun loungers

Hospitality · Location · View · Pool · Getting around · Cleanliness · Comfort · Amenities · Nearby · Indoor spaces · Family · Accuracy · Outdoor spaces · Kitchen · Sleep quality · Quiet · Decor · Air conditioning · Wi-Fi · Long stay · Condition · Checkout · Check-in · Bathroom · Barbecue · Heating · Laundry · Parking · Shared spaces · Value · Breakfast · Beach

TREEhouse / casaBARTHEL

casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.

Hospitality · Location · View · Breakfast · Getting around · Pool · Outdoor spaces · Indoor spaces · Cleanliness · Accuracy · Comfort · Value · Nearby · Sleep quality · Noise · Decor · Bathroom · Kitchen · Family · Quiet · Check-in · Amenities · Walkability · Air conditioning · Wi-Fi · Condition · Checkout · Heating · Laundry · Parking · Access · Pets · Shared spaces · Barbecue · Layout · Long stay · TV · Solo travel · Backyard

Stone House with Exclusive Pool Codilungo in Chianti

Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

Hospitality · Location · Pool · View · Cleanliness · Nearby · Family · Comfort · Outdoor spaces · Getting around · Decor · Kitchen · Indoor spaces · Amenities · Sleep quality · Accuracy · Quiet · Bathroom · Breakfast · Condition · TV · Air conditioning · Wi-Fi · Laundry · Barbecue · Check-in · Heating · Walkability · Parking · Long stay · Noise · Access · Checkout · Value · Biking

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

View · Hospitality · Location · Cleanliness · Comfort · Decor · Outdoor spaces · Sleep quality · Indoor spaces · Amenities · Kitchen · Pool · Backyard · Family · Bathroom · Nearby · Getting around · Accuracy · Condition · Barbecue · Quiet · Laundry · Check-in · Wi-Fi · Parking · Walkability · Hot tub · Access · Shared spaces · Air conditioning · TV · Layout · Long stay · Breakfast · Checkout

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.

Hospitality · View · Location · Cleanliness · Pool · Getting around · Comfort · Family · Nearby · Indoor spaces · Breakfast · Amenities · Outdoor spaces · Kitchen · Sleep quality · Decor · Condition · Accuracy · Quiet · Heating · Check-in · Bathroom · Parking · Walkability · Checkout · Value · Air conditioning · Biking · Barbecue · Laundry · Long stay · EV charging

Casa Giulia di Sopra Farmhouse

The CASA GIULIA DI SOPRA apartment, renovated in 2022 and located on the first floor, is a portion of an ancient farmhouse located in the heart of Chianti Classico. It is surrounded by the vineyards of Villa Calcinaia, an estate owned by the Capponi Counts since 1524. The apartment is 130 meters away from the shared swimming pool, open from May to October. The apartment has an outdoor area with a table and chairs where guests can dine and enjoy a glass of wine at sunset.

Hospitality · Location · Pool · View · Cleanliness · Nearby · Walkability · Indoor spaces · Getting around · Decor · Amenities · Accuracy · Comfort · Kitchen · Check-in · Quiet · Condition · Outdoor spaces · Sleep quality · Bathroom · Laundry · Air conditioning · Wi-Fi · Family · Noise · Access · Checkout

The Castle of Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Hospitality · Location · View · Pool · Outdoor spaces · Getting around · Indoor spaces · Comfort · Kitchen · Cleanliness · Decor · Nearby · Quiet · Amenities · Family · Accuracy · Sleep quality · Bathroom · Wi-Fi · Walkability · Access · Parking · Condition · Hiking · Air conditioning · Long stay · Breakfast · TV · Barbecue · Heating · Value · Biking · Check-in

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Hospitality · Location · Family · View · Pool · Cleanliness · Outdoor spaces · Nearby · Comfort · Indoor spaces · Accuracy · Getting around · Amenities · Bathroom · Decor · Kitchen · Sleep quality · Breakfast · Checkout · Value · Air conditioning · TV · Barbecue · Wi-Fi · Long stay · Backyard · Condition · Check-in

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Hospitality · View · Location · Cleanliness · Getting around · Hot tub · Outdoor spaces · Comfort · Nearby · Indoor spaces · Amenities · Accuracy · Pool · Kitchen · Decor · Condition · Family · Sleep quality · Quiet · Biking · Value · Heating · Walkability · Bathroom · Parking · Laundry · Long stay · Check-in · Hiking · Wi-Fi · Noise · Barbecue · Backyard · Checkout · Shared spaces