
Holiday 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.

A charming Tuscan retreat
Villa Pianelli is a traditional farmhouse dating from the 1500's and consists of 2 structures. The main house where I live, always available to ensure your stay runs smoothly and the Garden apartment. Both are completely independant with separate entrances. The Garden apartment is composed of 5 rooms on ground level, the interiors have retained the Tuscan characteristics with brick ceilings and chestnut beams and terracotta floors. There are 2 double bedrooms, 1 bathroom with shower, 1 lounge with a wood burning stove and open plan kitchen - dining area. The kitchen is equipped with fridge,oven and ceramic hob. From the lounge you access the spa room with sauna and from there onto a terraced garden complete with b.b.q. The swimming pool is 8mx16m and is open May through September, furnished with sun loungers,a b.b.q area and a large covered pergola with dining tables and chairs. Villa Pianelli is secluded in a quiet corner of the Tuscan countryside, nestled in the hills of Arezzo, surrounded by vineyards, olive groves and oak forests.We can offer our guests a dimension of peace and quiet whilst ensuring various possibilities of entertainment in wineries, restaurants,shopping etc just a few kilometres away in Arezzo. Please note that the house has two bedrooms but if the booking is for two people only one bedroom will be provided.If required there is an additional cost of 50 euro per night for the second bedroom.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

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.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

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

Poggiodoro, your charming villa in Tuscany
Welcome to Poggiodoro, our 16th century stones' villa located in the countryside of Anghiari. The House offers stunning views, charming and furnished interiors providing all type of comforts: a beautiful fireplace that will keep the ambient warm even in winter, a big private garden where you can enjoy the open air and have lunch under the shade of pergola, with BBQ, fantastic in the warm seasons, a panoramic pool to spend great moments with friends, to be shared with the hamlet guests

Casa Rosmarino Eco-Wellness Country Home
Price includes the WELLNESS & COMFORT package as follow: - Organic Wooden Fired Hot Tub w/Jacuzzi (1 water filling good for 4 days of use) - Infrared Sauna - Wood for Fireplace & Hot Tub - Fire starters - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Italian Ground Coffee - Treats during your stay Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

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 shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Wonderful Loft in Villa with Pool in Chianti
Located on the second and top floor of the "Suites le Valline" complex, the Piazzale Michelangelo loft offers a unique style in an ideal location for exploring Tuscany, a 15-minute drive from Florence and San Casciano! Treat yourself to a moment of relaxation on the beautiful panoramic terrace overlooking Florence, or cool off in the bio pool among the olive trees... and remember that all the vegetables from the Valline vegetable garden are at your disposal!

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.

Tuscany View - Villa Arianna
This beautiful villa, which can accommodate up to ten (10) people, will provide an unparalleled Tuscan experience. While positioned perfectly to allow easy access to the most beautiful towns and villages of southern/central Tuscany (such as Arezzo, Florence, Siena, Cortona, Montepulciano) and northern Umbria (such as Perugia, Orvieto, Assisi); you’ll find this villa offers complete privacy as well as a sense of peace and tranquility to all who visit.

Explore nature in the center of Vigneti Chianti
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.
Popular amenities for Arezzo rentals with a pool
House rentals with a pool

StageROOM03 - Idyllic Chianti cottage near Siena

Cottage surrounded by nature

Infinity pool in Chianti area

Italian Interior

La Lisa: country house surrounded by fields

Charming estate with views

Il Vecchio Mulino

Casa di Lyndall - Entire house with exclusive pool
Apartment rentals with a pool

Chianti La Pruneta, Michelangelo apartment.

Loggiato 3 apartment in Tuscany near Siena

La Foresteria | Granary House

Stone House in Chianti with pool

Lornano Winery Farm - ''Trebbiano'' villa

House between Firenze, Arezzo, chianti e Siena

Vintage apartment with swimming pool in Chianti

Garden & SPA -FlorArt Boutique Apartment
Home rentals with a private pool

Sole by Interhome

La Felcaia by Interhome

Stone House with Exclusive Pool Codilungo in Chianti

Melograno by Interhome

Villa Pergo is an ancient charming country villa

La Salciaia by Interhome

Podere Molinaccio - Luxury Tuscan-style Eco Villa

Casa Luigi Suite with exclusive pool
When is the best time to visit Arezzo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $243 SGD | $205 SGD | $244 SGD | $264 SGD | $280 SGD | $315 SGD | $381 SGD | $333 SGD | $307 SGD | $243 SGD | $236 SGD | $251 SGD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Quick stats about holiday rentals with a pool in Arezzo

Total holiday rentals
Explore 170 holiday rentals in Arezzo

Nightly prices starting at
Arezzo holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 2,900 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
160 of Arezzo holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Arezzo rentals

4.8 Average rating
Arezzo stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a hot tub Arezzo
- Flat rentals Arezzo
- Villa rentals Arezzo
- Family-friendly rentals Arezzo
- House rentals Arezzo
- Apartment rentals Arezzo
- Rentals with breakfast Arezzo
- Serviced apartment rentals Arezzo
- Pet-friendly rentals Arezzo
- Fitness-friendly rentals Arezzo
- Rentals with outdoor seating Arezzo
- Rentals with a patio Arezzo
- Rentals with an EV charger Arezzo
- Rentals with a fireplace Arezzo
- Smoking-friendly rentals Arezzo
- Bed and breakfasts Arezzo
- Rentals with a washing machine and dryer Arezzo
- Holiday home rentals Arezzo
- Farm stay rentals Arezzo
- Chalet rentals Arezzo
- Rentals with a firepit Arezzo
- Rentals with pools Tuscany
- Rentals with pools Italy
- Santa Maria Novella
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Mugello Circuit
- Palazzo Vecchio
- Basilica of St Francis
- Stadio Artemio Franchi
- Castiglion del Bosco Winery
- Basilica di Santa Croce
- Teatro Verdi
- Things to do Arezzo
- Things to do Tuscany
- Sports activities Tuscany
- Art and culture Tuscany
- Wellness Tuscany
- Nature and outdoors Tuscany
- Tours Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
- Entertainment Tuscany
- Things to do Italy
- Food and drink Italy
- Nature and outdoors Italy
- Art and culture Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy
- Wellness Italy






