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

Condo 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!

Jan 10 – 17

G$28,198 GYD per night

Guest favorite

Villa in Castiglion Fiorentino

4.93 out of 5 average rating, 180 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 8 – 15

G$81,556 GYD per night

Guest favorite

Apartment in Asciano

4.96 out of 5 average rating, 111 reviews

Loggiato 1 in farm stay with shared pool

Apartment for 2 people IN the Santa Lucia farm stay (farmhouse divided into 7 apartments) IN the Crete Senesi 10 km from Siena. Located on the first floor with a private coffee table in front of the windows of the entrance loggia. It consists of a double bedroom (two single beds joined to form a double bed), bathroom with shower and living room with functional kitchen. Outdoor space with table and chairs on the ground floor. Paid air conditioning in the room according to consumption.

Oct 3 – 10

G$19,852 GYD per night

Guest favorite

Apartment in Caminino

4.92 out of 5 average rating, 129 reviews

Pieve di Caminino Historic Farm

L'antica fattoria Pieve di Caminino, oggi biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due antiche strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Dec 11 – 18

G$32,277 GYD per night

Guest favorite

Apartment in Laviano

4.95 out of 5 average rating, 100 reviews

Farmhouse with swimming pool with wonderful view

Farmhouse Santa Margherita is a splendidly restored 18th century house that sits on a hilltop on the Tuscan-Umbrian border in sight of Montepulciano.The farmhouse has been recently renovated in order to offer to its guests eight vacation apartments. The rooms are very spacious and comfortable. The furnishings are luxurious and include wooden furniture, wrought iron beds and elegant lamps. The kitchens are well equipped so that all your culinary skills can be exercised.

Oct 14 – 21

G$25,609 GYD per night

Guest favorite

Farm stay in Lastra a Signa

4.96 out of 5 average rating, 168 reviews

Cozy Room in Tuscany

We have created a cozy and exclusive, that welcomes a maximum of 10 guests, where you can find a feeling of tranquility and freedom. The Micia room of 30 square meters is located on the ground floor and has an independent entrance and can accommodate 2 people. The room has a private bath, microwave, frigobar, express coffee machine and tea kettle. ATTENTION, there is no stove for cooking! Outside, the room's private gazebo overlooking the garden and swimming pool.

Oct 18 – 25

G$30,077 GYD per night

Guest favorite

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 15 – 22

G$63,560 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 310 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

G$33,116 GYD per night

Guest favorite

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

Jul 2 – 9

G$113,666 GYD 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.

Mar 23 – 30

G$55,018 GYD per night

Guest favorite

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

G$174,309 GYD per night

Guest favorite

Cottage in Montagnano

4.93 out of 5 average rating, 116 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

Dec 27 – Jan 3

G$25,474 GYD per night