
Holiday rentals with a pool in Province of Arezzo
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Province of Arezzo
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Province of Arezzo rentals with a pool
House rentals with a pool

Wonderful country house
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.

Charming estate with views
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.

Casa San Ripa: Relax Oasis with Private Pool
We had an amazing time in Casa San Ripa. The house is even nicer than it looks in the pictures, the view is amazing and the outside area is lovely, with all the lights in the trees at night. The whole property was very clean, including the inside and the pool, the instructions were easy and Giulia is super responsive and extremaly nice and helpful. We had a great stay and would highly recommend!

The Owl: view, pool and garden
What a great place to stay while visiting Tuscany. The home is a renovated medieval watchtower located up a dirt road, tucked on a hilltop overlooking the valley. Jacopo, the host, was so kind, hospitable and responsive during our 5-day visit. Would definitely recommend this place to explore Tuscana.

Ancient Tuscan Rural Residence
Great house with amazing views. We used the pool a lot as it was very hot during our stay. Francesco and Serena were very nice and helpful. They booked a cooking class for us, which I highly recommend. The location is very convenient for visiting Florence, as it only takes about half an hour by train from Rufina.

Casa di Lyndall - Entire house with exclusive pool
Yet another fabulous stay! Thank you Lyndall for sharing your special space. Getting in on the village pizza night was a surprise bonus and so fantastic to enjoy the local community. Until next time :)

Gaiole in Chianti Poggio Casabianca
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always received good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he could move freely. We would come back. It was an incredibly beautiful time!

House Rigomagno Siena
We had a wonderful time in this absolutely cute house, which is surrounded by breathtaking nature. The tranquility is unique – you can only hear the chirping of the birds, and every now and then deer appear at the edge of the forest. Simply magical! The pool was well maintained and you had real peace. A real highlight for us was the kitchen: so lovingly furnished and exceptionally well equipped - we have never experienced anything like it! The gas stove and the high-quality oven have made cooking a pleasure. Host Diego was incredibly friendly, attentive and warm. You immediately feel welcome and well cared for. A perfect retreat for those who appreciate nature, tranquility and loving details.
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.
Lovely stay in this rural location. Comfortable, scenic, friendly hosts! Nice pool!! Clean and everything we needed! Massimo made us feel as comfortable as possible down to the details!! We loved Iris the dog too (and we think she loved us!) Recommend the meal which helped make my wife’s birthday very special.

Il Canale, large apartment in farmhouse
The place is great and great getaway to relax. Will highly suggest!! The oil was great.

Relaxing holiday, 5 apts +pool among the vineyards
Good and helpful communication, everything clean, very nice pool, super quiet location, without a car it would be difficult to get here and do something.

Agriturismo Reggello - Pendolino
We had a very friendly welcome when we arrived at the destination. The apartment was clean and had everything we needed. The area and surroundings, the yard and the swimming pool were lovely. Thank you!

San Rocco – Bellavista – Castello di Bossi
The property is wonderful, surrounded by greenery and with a pool with an incredible view. The room was super clean and with all possible comforts. We interacted a lot with a very kind lady at the reception, very friendly and helpful. The wine we tasted was also exceptional , it's worth staying there for just one night! Extremely recommended

Tuscany accommodation with panoramic view terrace
Vincent is really a great host and super friendly. We love staying at this house, especially with the panoramic view of Tuscany. Highly recommened!

ideal for two + porch, swimming pool on the farm
We enjoyed it a lot, it was very tranquil and we also loved that it felt like an old historical farm. Beautiful walks right at the back of it

Apartment LA LOGGIA 2+2
It was a simply fantastic week, a beautiful place, an oasis to relax and have fun in nature, but the real added value is Paolo, who is always ready and available to give useful advice on what to see in the area and has a constant eye of friendly regard for his guests
Home rentals with a private pool

Poggio Cuccule by Interhome
We were a group of friends and we had a wonderful stay in Puggio Cuccule. The house is very well equipped and has everything you need for a comfortable stay. The hosts are very nice! The only complaint we have was the noise from the nearby motorcross trail that stopped only in the evening hours. It could be because there was some kind of a competition.

Podere Berrettino by Interhome
Very nice house, beautiful view. Very nice owners

Melograno by Interhome
The place felt like a corner of paradise on Earth, and we immensely enjoyed it. The weather (1st week of June) was perfect, and the house itself never too hot or too cold. The swimming pool area was a haven of peace, all the exterior spaces allowed us to stay in the sun or in the shade whenever we felt like it. It also has the advantage of being located is a beautiful area - in relatively close proximity to Firenze, Sienna, Arrezzo, the Chianti... And beautiful walks around the house if one doesn't feel like driving. Finally, our host, Fioretta, was lovely, welcomed us with some Tuscan specialties and delicacies and Italian coffee, some great advice - all this while not speaking a language in common. Luckily, our favorite translating app saved us. The only downside that I think people should be aware of is that the top bedroom is open to the stairs, and therefore does not benefit from the same privacy as the other two - ideal for children, not so much for a couple.

Villa Pergo is an ancient charming country villa
This was a truly authentic experience. Our host was so responsive and attentive to our needs. We were welcomed with a bottle of wine and olive oil. And the passion our host has for his property is inspiring. We felt so welcomed and really enjoyed our stay. We truly felt like family! This region of Italy is particularly beautiful and the town of Cortona was charming.

Casa Clotilde by Interhome
Very lovely house with pool at the beautiful countryside

Il Loto by Interhome
We had a great stay at the villa! Diego and Aldo were great hosts and were very responsive to any issues we had. There was a slight issue with the water but both of them were able to quickly help and were extremely kind. Would definitely recommend!

Casavecchia by Interhome
We had a great time in the house. The view is amazing, a lot of nature, nice and fresh pool, big terrace and garden, lots of bird and other animal sounds, no neighbors. The rooms were quite big and the kitchen very well stuffed. There is also a washing machine, dish washer and 2 big fridges. A few small points we feel like we’d like to mention from our side however: - one of us was trying to work from abroad and the WiFi was quite bad. it was not strong enough for a zoom call, so home office is not really doable from there - some (2/5) bathrooms had a really bad smell. We couldn’t really find out where it came from - some of the showers were not really water proof. The water went basically out of the shower into the bathroom - quite some ants in the kitchen, but with some effort (insect spray and avoiding foods on the counter) it was possible to keep them out We still had a great time. It is the perfect place to disconnect and we would definitely come back! Thanks a lot!

Villa il Palagio in the Tuscan countryside
Stunning home in the middle of a lovely vineyard (Probably one of the best homes on AirBnB). It's even more beautiful in person - full of art, thoughtful design/luxury finishes, and Tuscan charm. Highly reccomend!!
Destinations to explore
- Family-friendly rentals Province of Arezzo
- Rentals with a hot tub Province of Arezzo
- Loft rentals Province of Arezzo
- Rentals with outdoor seating Province of Arezzo
- Private suite rentals Province of Arezzo
- Rentals with a sauna Province of Arezzo
- Rentals with an EV charger Province of Arezzo
- Kid-friendly rentals Province of Arezzo
- Tiny house rentals Province of Arezzo
- Guesthouse rentals Province of Arezzo
- Rentals with a fire pit Province of Arezzo
- Farmstay rentals Province of Arezzo
- Rentals with a washing machine and dryer Province of Arezzo
- Castle rentals Province of Arezzo
- Rentals with a balcony Province of Arezzo
- Condo rentals Province of Arezzo
- Rentals with lake access Province of Arezzo
- Fitness-friendly rentals Province of Arezzo
- Pet-friendly rentals Province of Arezzo
- Rentals with a patio Province of Arezzo
- Holiday home rentals Province of Arezzo
- Villa rentals Province of Arezzo
- House rentals Province of Arezzo
- Boutique hotel rentals Province of Arezzo
- Townhouse rentals Province of Arezzo
- Bed and breakfasts Province of Arezzo
- Rentals with breakfast Province of Arezzo
- Luxury rentals Province of Arezzo
- Rentals with a fireplace Province of Arezzo
- Waterfront rentals Province of Arezzo
- Serviced apartment rentals Province of Arezzo
- Smoking-friendly rentals Province of Arezzo
- Barn rentals Province of Arezzo
- Hotel rentals Province of Arezzo
- Apartment rentals Province of Arezzo
- Rentals with pools Tuscany
- Rentals with pools Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Santa Maria della Scala
- Nelson Mandela Forum
- Teatro Tuscanyhall
- Things to do Province of Arezzo
- Food and drink Province of Arezzo
- Nature and outdoors Province of Arezzo
- Things to do Tuscany
- Nature and outdoors Tuscany
- Entertainment Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Art and culture Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Things to do Italy
- Wellness Italy
- Sports activities Italy
- Food and drink Italy
- Tours Italy
- Entertainment Italy
- Nature and outdoors Italy
- Art and culture Italy
- Sightseeing Italy