Vacation rentals with a pool in Casentino

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Top-rated rentals with a pool in Casentino

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Guest favourite

Home in Prato

4.98 out of 5 average rating, 110 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our purple or turquoise apartment, there might still be availability. Purple: https://www.airbnb.com/rooms/plus/6867164 Turquoise: https://www.airbnb.com/rooms/plus/9430389 When we moved to Italy in 2008, we bought a couple of old country houses, and renovated them into spacious (90 m2, 900 sqft) luxurious gems. As we enjoy a nice house with a good atmosphere we ensured that the house is built with materials that represent Italy as it was, with: travertine floors, large beams from chestnut wood, exposed stone work, sinks crafted from local quarried stone ('pietra serena') etc.. During our travels through Italy we could not find modern, fresh, all comfort included houses and a good atmosphere for rent. Therefore, we decided to build it ourselves and we are ready to share our place with our guests. Our property has 3 similar sized houses that can of course be rented for a group of people. In total we can accommodate 6 persons. When you want to share meals there is ample room to seat everyone around the big table in one of the apartments or of course in the garden. You will find us in a small hamlet called Prato in the comune of Monte S.Maria Tiberina, 2 km from the border with Tuscany in the North of Umbria, in an area very close to the Marche. We value easy access. Our house is in a little village and as there is an asphalt road to the village, there is no need to drive for kilometers on a white (gravel) road to reach us. The next town, Città di Castello, is an easy 20 minutes drive. Here you can find everything you need from shops to food to restaurants and museums. Every apartment is built to be a separate unit, you have complete privacy with a private terrace and private entrance. The house is equipped with everything you may want on a holiday; Netflix, (free) wireless Internet throughout the whole house, a washer/dryer, air-conditioning in the bedrooms and mosquito nets on all windows and doors to give you a good night rest. For guests that are coming in autumn, winter or early spring we have a nice fireplace in the living room that also heats the radiators throughout the whole house. A plunge pool (3x7 m) is available for the guests from half May till half September. Your private terrace gives you all the privacy you'd want. There are no hidden costs. All costs are included in the price: end cleaning, electricity, heating (gas and/or firewood), bed linen (towels for every day should you want that) etc. We can help you make your stay as relaxed as possible. We know the area, speak Italian, provide recomendations and make bookings if needed. Umbria is renowned for its wine and food alike. Indulge in the picturesque surroundings and the wonderful gastronomy of the region. The area is a great place for outdoor activities including walking, cycling, playing golf, or horseback riding. Public transport does not come to our location. You will need a car; you can rent one from any of the agencies at the airports you can use to fly in. The Perugia airport is the closest by at 50 min, but also Firenze, Bologna, Pisa or Rome are all close by, with the furthest a 2,5 hour drive. When you want to dine out we offer a taxi service (for a small fee) where we bring you to the restaurant and pick you up again (in the villages surrounding our place). This way you can enjoy the food, wine (maybe a little grappa) etc. without having to worry about drinking and driving. In case you don't want to go out at all, we can prepare a gourmet dinner served in your own apartment for you as well. Naturally, breakfast or lunch won't be a problem either. On the day of your arrival, the first necessities will be waiting for you and if you want, we will get you the groceries you may need up front (just let us know what).

Nov. 13 – 20

$355 CAD per night

Guest favourite

Farm stay in Reggello

4.96 out of 5 average rating, 136 reviews

Colonica in stone, exclusive private pool

Podere Montebono is located in the hills of Reggello just 30 km from Florence. Ideal for reaching cities of art and naturalistic places. The farmhouse is isolated on a hillside, surrounded by nature, surrounded by olive trees, garden and forest. The guest house is an independent wing of the large farmhouse on two floors: 3 double bedrooms, kitchen, living room, bathroom. The private pool is exclusive to those who rent the house (max 5 people) We do not rent single rooms. Barbecue area. Total privacy.

Apr. 29 – May 6

$285 CAD per night

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

Apr. 13 – 20

$876 CAD per night

Guest favourite

Home in Casale

4.86 out of 5 average rating, 153 reviews

Infinity view

Completamente ristrutturata posizione con vista mozzafiato sul Valdarno. Il piano terra è composto da soggiorno con due vetrate che danno sul patio, camino, divano letto, bagno con grande doccia e cucina moderna con isola in acciaio, con tre porte finestre per accedere alla zona pranzo esterna con bbq. Il primo piano è composto da due camere matrimoniali ognuna dotata del proprio bagno con doccia. Giardino è moto curato,ci sono vari angoli relax, prendisole è una piscina infinity ad idrolisi

Apr. 16 – 23

$721 CAD per night

Guest favourite

Condo in Noce

5.0 out of 5 average rating, 125 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!

Nov. 15 – 22

$211 CAD 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.

Apr. 5 – 12

$437 CAD per night

Guest favourite

Bed and breakfast in Pelago

4.92 out of 5 average rating, 204 reviews

DELUXE Tenuta Risalpiano Room

Our deluxe rooms are ideal for couples stays, couples with children who want to enjoy the beauty of the hills. Thanks to their large size ranging from 23 to 26 square meters, they can have triple occupancy with the addition of a third bed. The rooms are equipped with a private bathroom with shower and bidet, closet or closet room with dresser to store clothes in complete safety. Among the comforts, TV, Wi-Fi, courtesy kit, minibar (for a fee).

Oct. 11 – 18

$200 CAD 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.

Nov. 30 – Dec. 7

$225 CAD per night

Guest favourite

Home in Anghiari

4.99 out of 5 average rating, 196 reviews

Casa Rosmarino Eco-Wellness Country Home

Price Includes: - WELLNESS HOT TUB w/Jacuzzi Infrared SAUNA - FOOD & DRINKS 1 Welcome Aperitivo 1 Wine 1 Nespresso w/Capsules - COMFORT Heater 2 Night Included, Extra Night 25 Euro Shower Gel / Shampoo / Hair Dryers Bathrobes / Flips Flops Wood for the HotTub and Fireplace - EXTRA (not included) MASSAGES PASTA Making Class, Oil/Truffle/Wine TASTING Please INQUIRE for price & availability

Nov. 15 – 22

$594 CAD 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.

Oct. 24 – 31

$201 CAD per night

Guest favourite

Condo in arezzo

4.97 out of 5 average rating, 198 reviews

Explore Nature in Downtown Chianti Vigneti

Feel close to the land in a rustic building on a Tuscan farm. Old stone walls, ceilings with exposed beams and terracotta floors are the backdrop to a characteristic apartment with fireplace. Plunge into an infinity pool for a unique view of the surrounding landscape. Dine outdoors, with the fresh air caressing you, sit and relax admiring the sunset under the ancient cypresses.

Feb. 6 – 13

$407 CAD 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.

Sep. 23 – 30

$1,178 CAD per night