Holiday rentals with a pool in Castellina in Chianti

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Top-rated rentals with a pool in Castellina in Chianti

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Guest favourite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 166 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

31 Oct – 7 Nov

€ 492 per night

Guest favourite

Apartment in Noce

5.0 out of 5 average rating, 124 reviews

Vergianoni estate nestled in the Chianti with a pool

Podere Vergianoni is located in the beautiful hills of Chianti. The apartment is furnished in perfect traditional style of ancient Tuscany : wooden beams, terracotta floors and unique, handcrafted furniture. Inside you will find a large living room with kitchen ,sofa bed , a bathroom and a bedroom with double bed. In the large outdoor courtyard you will find at your disposal a swimming pool on a breathtaking terrace where you can enjoy a wonderful view of the view with unique sunsets!

1–8 Jan

€ 149 per night

Guest favourite

Flat in Panzano in Chianti (FI)

4.96 out of 5 average rating, 202 reviews

Apt. Panzanello-Panzano in Chianti

The apartment offers all the comforts and tranquility of the Tuscan countryside. Enjoy the wonderful panorama that you can admire from your private terrace, a perfect place to spend moments of peace and serenity and accompanied by a glass of Panzanello wine. Access to the apartment is private and free parking is available. The kitchen is equipped with everything you need to prepare delicious meals. We don't have a restaurant but we'll help you book in Panzano.

7–14 Nov

€ 122 per night

Guest favourite

Castle in Ferrano

4.99 out of 5 average rating, 162 reviews

The Castle of Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)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.

23–30 Oct

€ 307 per night

Guest favourite

Cottage in Lucardo

4.99 out of 5 average rating, 216 reviews

Best view ever & private pool

Antique Tuscan barn made into a comfortable home with private swimming pool. Best views ever. Close to Florence, Siena and Pisa. Very quiet, yet easy to reach. Sunsets you can only dream of. Ideal Tuscan getaway for family or two couples. The house has two bedrooms and two bathrooms plus a guest bathroom on the ground floor. The pool has a panoramic edge and whirlpool section. There are two restaurants on walking distance (a few hundred meters).

14–21 Mar

€ 251 per night

Guest favourite

Flat in Castellina in Chianti

4.81 out of 5 average rating, 256 reviews

Relax Chianti. Apartment with pool and garden

Apartment nestled in the Chianti Classico hills, in the Borgo di Tregole, 5 km from Castellina in Chianti. Casa Cinzia is a private apartment inside a typical Tuscan farmhouse. Suitable for those who want to spend a vacation immersed in nature full of relaxation and silence. Ideal starting point for visiting the most important places in Tuscany. The apartment is equipped with all comforts. Linen is included in the price. Children are welcome

21–28 Mar

€ 103 per night

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

30 Nov – 7 Dec

€ 149 per night

Guest favourite

Flat in Greve in Chianti

4.88 out of 5 average rating, 162 reviews

Apartment Ramerino

Mezzomonte farmhouse is located in one of the most beautiful areas in Chianti, only 33 Km from Firenze and 30 from Siena.We are on the top of the hill ,2km of unmade road from the main street SS222 The farmhouse is immersed in a forest of chestnut and pine trees, surrounded by a completely fenced 6000m2 garden. Our apartments are completaly independent including the private space in the garden.

17–24 Apr

€ 103 per night

Guest favourite

Farm stay in Castelnuovo dei Sabbioni

4.92 out of 5 average rating, 301 reviews

Chianti La Pruneta, Raffaello Apartment

Stunning apartment in the heart of Tuscany set in the middle of vines and olives trees. The apartment has been totally refurbished keeping the lovely old features, beamed ceilings, marble floors with antique furniture. Patio doors lead to a private terrace with sun loungers for relaxing and space. With table and chairs you can eat 'Al fresco' enjoying the beautiful views.

24–31 Oct

€ 139 per night

Guest favourite

Tower in Fiesole

4.95 out of 5 average rating, 153 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

23–30 Sep

€ 788 per night

Guest favourite

Home in Certaldo

4.91 out of 5 average rating, 109 reviews

Paluffo Stillo House

Paluffo is an historic 15th century building restored in 2010 conserving its original structure and design. Stillo house features a spacious living room with dining room and a fireplace, 2 bedrooms and 1 of them has a loft with a single bed, 2 bathrooms, a big kitchen, and a private garden with a wonderful view of the Chianti hills.

22–29 Apr

€ 431 per night

Guest favourite

Villa in Ambra

4.98 out of 5 average rating, 107 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Villa with 5bedrooms and 10sleeps in Chianti . Land of wine, good food and old traditions. Distances from the villa to:Siena 25km,Arezzo 35km,Florence 60km,villa with swimming pool obtained from the careful restoration of an ancient stone farmhouse

8–15 Jan

€ 881 per night