Vacation rentals with a pool in Arezzo

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Arezzo

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Villa in Castellina in Chianti

4.92 out of 5 average rating, 167 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

Oct 31 – Nov 7

R9,497 ZAR per night

Guest favorite

Home in Orvieto

5.0 out of 5 average rating, 183 reviews

Vineyards Paradise

Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

Oct 23 – 30

R6,647 ZAR per night

Guest favorite

Villa in Castiglion Fiorentino

4.93 out of 5 average rating, 181 reviews

Tuscan charm of villa - countryside

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Feb 22 – Mar 1

R7,446 ZAR per night

Guest favorite

Castle in Ferrano

4.99 out of 5 average rating, 163 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.

Mar 4 – 11

R5,555 ZAR per night

Guest favorite

Apartment in Panzano in Chianti (FI)

4.96 out of 5 average rating, 204 reviews

Apt. Panzanello-Panzano in Chianti

The apartment offers all the comforts and tranquility of the Tuscan countryside. Enjoy the wonderful view that you can admire from your private terrace, a perfect place to spend peaceful and serene moments and accompanied by a glass of Panzanello wine. Access to the apartment is private and free parking is available. Kitchen is equipped with everything you need to prepare delicious meals. We do not have a restaurant but we will help you book in Panzano.

Nov 7 – 14

R2,431 ZAR per night

Guest favorite

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).

Nov 3 – 10

R5,109 ZAR per night

Guest favorite

Bed and breakfast in Pelago

4.92 out of 5 average rating, 209 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 26 – Nov 2

R2,457 ZAR per night

Guest favorite

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

R3,085 ZAR per night

Guest favorite

Home in Anghiari

4.99 out of 5 average rating, 197 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

Mar 21 – 28

R8,793 ZAR per night

Guest favorite

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.

Dec 31 – Jan 7

R5,026 ZAR per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 154 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

R15,865 ZAR per night

Guest favorite

Cottage in Montagnano

4.93 out of 5 average rating, 117 reviews

Charming cottage in Tuscany

Charming cottage located on a hill overlooking 360 degrees. Oasis of peace and quiet. Surrounded by greenery. Large swimming pool BBQ area Inside the room with French bed, living room with sofa bed, bathroom, kitchenette and indoor and outdoor dining space. Ideal for couples and families with one/two children. Cot available

Apr 10 – 17

R2,322 ZAR per night