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Vacation rentals with a pool in Arezzo

Find and book unique homes with a pool on Airbnb

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Popular amenities for Arezzo rentals with a pool

House rentals with a pool

Guest favourite
Home in Civitella in Val di Chiana
4.93 out of 5 average rating, 46 reviews

Casa Fattore - Tuscan countryside house

MarciaRating, 5 stars2 weeks ago
We had a wonderful stay at this property which is a bit difficult to reach, but is more than worth the painstaking arrival. The fantastic location is simply breathtaking – expansive fields lined with cypresses and olive trees create a backdrop that looks like a Tuscany picture book. The hosts were extremely nice and charming. They provided us with great tips for excursions and activities in the area, which has enriched our stay. Particularly noteworthy is that our dog also felt very comfortable and we could thus enjoy relaxing time as a family. In summary, we can recommend this place to anyone who wants to experience the true beauty of Tuscany. A place to relax and enjoy – here we will be happy to come back.
Guest favourite
Home in Florence
5 out of 5 average rating, 6 reviews

New Florence "Afrodite" suite with pool

DanielRating, 5 stars1 week ago
We stayed at this apartment for three nights in April and it exactly matched the pictures. The accommodation is spacious, modernly equipped and the bed very comfortable. Particularly positive: The good connection by bus to the city center as well as the free parking directly at the accommodation. A small minus point was the weak ventilation – despite air conditioning it was quite damp in the room, so clothes were slightly clammy in the morning. The shower was missing shelves for shower gel and towel racks. Despite these little things, it was a very enjoyable stay. The host was very friendly and responsive. We would definitely come back and can recommend the accommodation.
Guest favourite
Home in Florence
5 out of 5 average rating, 10 reviews

The Limonaia della Torretta

OksanaRating, 5 stars2 weeks ago
I had the most amazing experience staying at this beautiful villa in Florence. The location was perfect—peaceful, private, and surrounded by stunning views that took my breath away, especially from the parking area. The villa itself was incredibly cozy and charming—so well maintained and full of character. Honestly, I didn’t want to leave. I’d live there if I could! The pool was a dream—relaxing, and the perfect spot to unwind with the Tuscan countryside all around you. Our host, Leonardo, was absolutely fantastic—so friendly, welcoming, and helpful throughout our stay. You can tell he really cares about making guests feel at home. This place was everything I hoped for and more. I would 100% come back again. Highly recommend!
Superhost
Home in Città della Pieve
5 out of 5 average rating, 4 reviews

Casa Arcobaleno – Città della Pieve

MarkRating, 5 stars8 months ago
Such a lovely villa. Beautifully arranged with perfect amount of space for our group of 8. The villa has everything you need. The pool was lovely and warm even without being heated. Margherita, the local host, was amazing - so helpful. Would definitely come back.
Top guest favourite
Home in San Lorenzo
5 out of 5 average rating, 22 reviews

Casa dei Vasi

MaxRating, 5 stars6 days ago
What a beautiful place. So tranquil. Despite other guests being in the other houses dotted around the same garden we never bumped in to them - it felt private and intimate. The garden is so beautiful, well looked after with good views down the valley. The house is cool and quiet, felt rustic and authentic but not dated or dusty, it managed to strike that balance really well. Lorenzo was super helpful and responsive, always quick to let us know about the place and had loads to recommend in the area. And Alba, the matriarch of this oasis, was just the sweetest and warmest person ever. So friendly and welcoming. She gave us both a big hug when we got there and I only wish I spoke some Italian to be able to thank her for everything. She brought us loads of delicious baked goods and just seemed so happy to have us there. Overall a really wonderful and memorable trip. The only regret is not booking one week later! The day we left the pool opened for the summer. We'll just have to come back!
Guest favourite
Home in Ficulle
4.96 out of 5 average rating, 23 reviews

Big Breathtaking PoolVilla bw Rm/Fl

PatrickRating, 5 stars8 months ago
Beautiful large house with great views and an amazing pool area. A little remote, at the end of a long and steep gravel road, but completely worthwhile. Great hosts, very attentive to their guests' every need.
Guest favourite
Home in Cortona
4.96 out of 5 average rating, 57 reviews

"Casa Elisa", house with swimming pool at the foot of Cortona

AlessandroRating, 5 stars4 months ago
I had an unforgettable stay at Casa Elisa, located at the foot of beautiful Cortona. The atmosphere is magical: a perfect fusion of Tuscan tradition and modern comfort. The rooms are elegant and quite spacious, tastefully furnished and equipped with all the necessary amenities. The garden with swimming pool is an oasis of tranquility, ideal for relaxing with a good book or enjoying a sunset aperitif. But it is the warmth and hospitality of Elisa's family that makes the stay really special. Their availability in providing information on places to visit and recommended restaurants makes a difference. I highly recommend Casa Elisa to anyone who wants to discover the beauty of Tuscany, living an authentic and unforgettable experience.
Guest favourite
Home in Cortona
4.93 out of 5 average rating, 27 reviews

Beautifully restored villa with private pool

MartinRating, 5 stars1 week ago
We absolutely loved our two-week stay at Lucy and Tommy’s house. The house itself is beautiful, and the garden is truly a haven of peace - we spent so much time there, fully unwinding and recharging. From the moment we arrived, Lucy and Tommy were wonderful hosts, always available and incredibly helpful. They provided great local recommendations, and we were also lucky enough to try their delicious homemade olive oil. The house is located in an extremely peaceful area, surrounded by trees and nature, which made our stay even more relaxing. We can only highly recommend this accommodation and we truly hope to visit again in the future.

Condo rentals with a pool

Superhost
Condo in Loro Ciuffenna
5 out of 5 average rating, 9 reviews

""Beautiful Villa with PRIVATE pool in Tuscany""

BahrinRating, 5 stars16 months ago
Nice scenary, quiet romantic Town, Nice small cafe beside the river. But what impress Me marco property I felt like Home right away. Secured electeric gate leaving Me no worries. Kids love it and kitchen are well equip!! Thanks marco for your beautiful place and hosting us!!! I recommend this place for quiet country side place.
Superhost
Condo in Perugia
5 out of 5 average rating, 4 reviews

Le Balze - Studio apartment in villa (for 2 + 2 children)

ElisaRating, 5 stars1 week ago
We had an excellent stay with our son and my parents in Valentina's apartment. The welcome is impeccable, Valentina is very kind and attentive to give all the useful information to make your vacation as pleasant as possible. The apartment is very clean and with everything you need to cook. It has a large garden with a common pool. Indomma a paradisiacal place! We hope to be back soon! 100% recommended
Superhost
Condo in Sovicille
5 out of 5 average rating, 3 reviews

2-bedroom and 2-bathroom apartment, kitchen, pool

MilanRating, 5 stars93 months ago
We received very warm welcome and enjoyed very much Frederica's house, pool, pasta and last but not least Siena , San Galgano and San Gusmo' very much. The place is perfect and I don't remember other spaces from airbnb which can compete with this one. I hope we will be able to come again some time soon.
Superhost
Condo in Pergine Valdarno
4.67 out of 5 average rating, 6 reviews

Relax in farmhouse among the Chianti vineyards

MeganRating, 5 stars8 months ago
Tuscan retreat = THIS. Set in a lovely, quiet area with gorgeous views of the landscape. Easy to get to Arezzo and only 1 hour from Florence. So many amazing local restaurants and Vineyards. The property itself has a traditional vibe to it. The kitchen is not well equipped, so just bare that in mind! minimal pots, pans etc. But otherwise looks exactly like the photos.
Top guest favourite
Condo in Bibbiena, AR
5 out of 5 average rating, 16 reviews

ideal for two + porch, swimming pool on the farm

ChloéRating, 5 stars9 months ago
We had a great time at this beautiful place. The farm has several apartments, each with their own privacy. The pool was very clean and warm, there was shade available and a shower and toilet right next door. The apartment was as shown in the pictures, there was no air conditioning but it was very cool inside during the day. A few days before our arrival, Isabella sent us all the necessary information and it was her brother Piero who welcomed us very warmly upon arrival. The place was very clean, the kitchen well-equipped and towels were provided. There are many things to do and see in the area, we even had recommendations available. Overall we are really happy and would definitely recommend this place!
Superhost
Condo in Pian di Marte
4.67 out of 5 average rating, 6 reviews

Nerone Apartment

GiuliaRating, 5 stars9 months ago
The accommodation is a small paradise of tranquility. No noise pollution. Wonderful view. Careful environment and a beautiful pool where you can relax and cool off. Antonella and her family are exquisite, kind, and extremely discreet people. strategic location to visit both the villages of Lake Trasimeno and to visit Perugia, Assisi and many other places. The nearby village is enchanting and you can shop for local products. For a more complex shopping just reach the lake village (Passignano) and you can find coop and Conad. the only thing that should be considered is that the area is totally devoid of a mobile network. The house is equipped with wifi, but as soon as you leave the house, even just to go to the pool, you have no way to access the network. For those like us who wanted to disconnect from everything, it was a no problem. If instead you needed to work or be available, it should be considered. overall for us it was a beautiful week of relaxation. It's worth it.
Superhost
Condo in Gavinana
5 out of 5 average rating, 25 reviews

Luxury Views aircon Shared Pool parking cooking

JeevanRating, 5 stars20 months ago
We had a lovely stay here - there were 8 of us in total across 4 spacious bedrooms and 3 bathrooms. It is a beautiful old villa with a big garden and a cute pool and barbecue area. It is possible to walk into the city of Florence (30 - 40 minute stroll) but we found a car was necessary to ensure that we could get around and eg buy groceries. There is a cash deposit required for check in, so it’s useful to withdraw that before you arrive. Our host was very responsive and helpful throughout our stay. Overall, we had a lovely time!
Guest favourite
Condo in San Casciano In Val di Pesa
4.83 out of 5 average rating, 216 reviews

lovely farm- apartment (Fox)

DavidRating, 5 stars6 months ago
My fiance and I loved our stay here. beautiful views and prestige grounds. there were also a few friendly cats which made my fiancé's day. You need a car when staying here. you can find good restaurants and a grocery store a few minutes away in San casciano. It's centrally located in tuscany. 30 minutes to florence, 45 mins to siena. With lots of historic towns and wineries close by. The apartment was well accommodated, clean, and we'll equipped for cooking. We did pick up a few extra necessities from the grocery store and found the shower a little small, but otherwise found the stay comfortable and relaxing. Would totally recommend to friends and come back.

Home rentals with a private pool

Home in San Casciano Val di Pesa
5 out of 5 average rating, 3 reviews

Sole by Interhome

DebRating, 5 stars6 months ago
Beatrice, the owner was our contact. She was soooo helpful, friendly and responsive. The house was beautiful and super comfortable, with an amazing view- a jewel- and only 30-40 min drive from Florence.
Guest favourite
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 188 reviews

Stone House with Exclusive Pool Codilungo in Chianti

ElizabethRating, 5 stars2 weeks ago
Incredible location and hosts! The house was immaculate and exactly as described. We really had the best time and made use of all of the recommended restaurants and towns to visit nearby. We had an incredible trip and could not be more thankful to such kind hosts that made sure we had everything we needed and more.
Home in Poggibonsi
4.4 out of 5 average rating, 5 reviews

The Nest by Interhome

MartinRating, 5 stars11 months ago
"The Nest" in the Localitá Torri is a beautiful place. High-quality, absolutely complete and lovingly furnished. Penibel clean. There was nothing missing at all. There is a lot of passion in the apartment. This fits the owner who did the check in and check out himself. Such a pleasant, nice person. An ideal starting point for excursions to the well-known area with San Gimignano, Volterra, Siena, Florence, etc. Absolutely recommended
Top guest favourite
Home in Pergaccio
5 out of 5 average rating, 47 reviews

Villa Pergo is an ancient charming country villa

TerriRating, 5 stars7 months ago
Based on the previous wonderful reviews of Antiqua degli D’ulivi, a year ago we booked a three week stay in the outskirts of Cortona in Pergo. We had our kids, grandkids and dear friends with us and as we drove through the gates into the Villa, we entered a magical place filled with generosity, laughter, relaxation, wonderful food, a refreshing pool and golden light. Massi was always there to help us with any questions we had and refill our olive oil bottle with the amazing green liquid made from his olives. We enjoyed the most delicious lunch with his family and they also were such giving, lovely people. We learned so much about Italy and Tuscany from them: porcini mushrooms, Perugia soccer teams, local markets, hot springs near Montepulciano, nearby restaurants, vineyards, hikes and more. We highly recommend an extended stay at this Tuscan home—we were so fortunate to experience it for three glorious weeks. The memories will be long lasting and always treasured. Mille Grazie to Massi
Top guest favourite
Farm stay in Arezzo
4.97 out of 5 average rating, 225 reviews

Explore nature in the center of Vigneti Chianti

MelissaRating, 5 stars6 days ago
Absolutely loved our family stay at Rita’s place. It was such a perfect spot - location was amazing! So clean! We can’t wait to be back xo
Top guest favourite
Home in San Casciano In Val di Pesa
5 out of 5 average rating, 44 reviews

Charming villa in the Chianti hills

CrystalRating, 5 starstoday
We had the best time staying here. If you want to stay right in the vineyard and do wine tastings and eat really great food, this is your place.
Guest favourite
Villa in Pian di SCO
5 out of 5 average rating, 26 reviews

Villa il Palagio in the Tuscan countryside

LizRating, 5 stars7 months ago
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!!
Guest favourite
Home in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 92 reviews

Casa Luigi Suite with exclusive pool

DanielleRating, 5 stars7 months ago
Giovanna was such a wonderful host. It felt like a home away from home, with special touches added such as some food and wine in the apartment on arrival, and even a farewell drink before we left. The cottage is in breathtaking surroundings and in a perfect location to get around and explore different parts of Tuscany (with a car). I would highly recommend to anyone visiting the area ! We hope we can go back again one day!! Thank you Giovanna and Luigi !!

Quick stats about vacation rentals with a pool in Arezzo

  • Total rentals

    150 properties

  • Nightly prices starting at

    $69 CAD before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Arezzo
  6. Rentals with pools