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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 favorite
The outdoor area features a serene swimming pool surrounded by well-maintained grass. Several sun loungers are arranged nearby under large umbrellas, offering shaded seating. An olive tree adds to the lush landscape, while expansive views of rolling hills are visible in the background.
Home in San Martino
4.94 out of 5 average rating, 212 reviews

Casa Bada - Barn

RaymondRating, 5 stars3 weeks ago
Great place and location. everything about the place and our stay was excellent.
Top guest favorite
A private swimming pool is surrounded by a stone patio, featuring several lounge chairs arranged for sunbathing. Lush greenery and olive trees provide a natural backdrop, while the distant view showcases parts of the historic borgo. A shaded area is available for relaxation.
Home in Montebenichi
5 out of 5 average rating, 59 reviews

[Little Escape] 4 Beds + Private Panoramic Pool

SusanRating, 5 stars3 weeks ago
Our stay in Montebenichi was almost indescribable. Having been to Tuscany before, this time was pure magic. The flat is within the compound of a 12th century fortress village that is mostly inhabited by residents. Tommaso had stocked the kitchen with plenty of coffee, milk, water, juices, snacks and his grandmother's amazing Limoncello! The pool area has the most incredible view with an outdoor kitchen where Tommaso arranged for us to have a traditional Tuscan cooking class. He also made reservations for us at the village Michelin-rated restaurant that is just steps from the flat. One of our favorite things was hearing the wolves of Tuscany howl in the distance - no need to be afraid - it was pure magic. We saw very few tourists which made the experience even better. Moreover, Tommaso was THE BEST HOST we have ever had while staying at an Airbnb. His dedication to ensuring the perfect stay for us was truly a standout. We can not say enough good things about our stay!
Superhost
A large swimming pool is set amidst lush greenery, featuring a terracotta border. The pool reflects the clear blue sky, and gentle hills can be seen in the background, offering a peaceful view of the surrounding landscape.
Home in Figline Valdarno
4.96 out of 5 average rating, 108 reviews

The Owl: view, pool and garden

JasonRating, 5 stars4 weeks ago
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.
Superhost
A stone pathway leads to a charming rustic building, surrounded by greenery and blooming flowers. To the side, a flat stone table under a large tree provides a serene outdoor space, inviting relaxation amidst nature.
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars1 month ago
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 got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!
Guest favorite
Home in Rigomagno
4.96 out of 5 average rating, 100 reviews

House Rigomagno Siena

Marco JustusRating, 5 stars1 week ago
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 decorated and exceptionally well equipped – we have never experienced this before! The gas stove and the high-quality oven 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.
Superhost
A warm living area features arched windows allowing natural light to fill the space. A wooden coffee table is positioned in the center, surrounded by a comfortable sofa and a rattan chair. Shelving units display decorative items and a small plant sits atop the table.
Home in Lucignano
4.83 out of 5 average rating, 41 reviews

La Casetta

JonasRating, 5 stars2 weeks ago
Hard to find a place like Maria’s, beautiful place and with such a friendly and helpful staff.
Top guest favorite
The outdoor pool features clear turquoise water, surrounded by a stone patio. Lush green hills and tall cypress trees create a scenic backdrop, while a few lounge chairs are positioned nearby for relaxation.
Home in Subbiano
4.99 out of 5 average rating, 84 reviews

Romantic cosy flat - Toscana Italy

BeckyRating, 5 stars3 days ago
This air B&B was in a beautiful area of Tuscany with breathtaking views. The property had many areas to sit and enjoy the rolling hills.
Guest favorite
An open natural swimming pool is surrounded by lush greenery, featuring wooden lounge chairs positioned along the poolside. The tranquil water reflects the surrounding landscape, while a gentle waterfall can be seen emerging from one end, enhancing the serene environment.
Home in Certaldo
4.91 out of 5 average rating, 130 reviews

Paluffo Stillo House

LeahRating, 5 stars3 weeks ago
Don’t hesitate to book this beautiful Airbnb which was thoughtfully restored to reflect the history of the area. You won’t want to leave. We explored Certaldo Alto and Montefioralle- both amazing sites. The pool area was perfection and we couldn’t get enough of the landscape! Couldn’t stayed a week!!!

Condo rentals with a pool

Guest favorite
A small outdoor table is set for two on a private terrace, featuring a mosaic surface. Two glasses of red wine and a plate of snacks sit on the table. The view includes rolling hills, olive trees, and distant homes, creating a serene countryside backdrop.
Condo in Cavriglia
4.88 out of 5 average rating, 150 reviews

Chianti La Pruneta, Michelangelo apartment.

TomRating, 5 stars2 weeks ago
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.
Guest favorite
A swimming pool is foregrounded with vibrant red roses, offering a striking contrast against the clear blue water. The panoramic view features rolling hills and the medieval towers of San Gimignano in the distance, with sun loungers arranged around the pool area.
Condo in San Gimignano
4.95 out of 5 average rating, 130 reviews

Adalberto Apartment inside the Manor of Fulignano

KevinRating, 5 stars1 month ago
A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.
Guest favorite
An exclusive outdoor area features a small wooden pool surrounded by a sun deck. Two colorful lounge chairs in red and blue are positioned nearby, complemented by lush greenery and olive trees, creating a serene natural setting.
Condo in Figline e Incisa Valdarno
4.93 out of 5 average rating, 472 reviews

Casa Rebecca with a small private pool

MuskanRating, 5 stars2 weeks ago
Benedetta is an amazing and gracious host, the property was easy to locate and the room was beautiful, absolutely amazing Tuscan style with beautiful views and a private pool. She also recommended us a restaurant for dinner and that was one of the beat meals we had in Italy! 100% recommend
Guest favorite
Condo in Rifredi
4.92 out of 5 average rating, 167 reviews

VILLA LE PERGOLE - Florence

JennaRating, 5 stars1 week ago
Anna was a fantastic host, who treated us with the upmost respect and kindness. While her place is a bit difficult to find at first, once you're there, you're in one of the most beautiful scenes we've seen during our time in Italy. Also, it was close enough that we were still early able to travel into Florence each day we were there. Anna was so nice in providing us with breakfast each morning, which included apricot jam from her fruit trees and homemade bread. We would recommend this spot for anyone looking for a quiet place to stay outside of the busy city.
Guest favorite
A tranquil infinity pool is framed by olive trees and gentle hills. Loungers with umbrellas are positioned along the pool’s edge, inviting relaxation. The rustic stone farmhouse features multiple windows, reflecting its historical charm against the bright blue sky.
Condo in Figline Valdarno
4.87 out of 5 average rating, 54 reviews

Agriturismo Casavecchia, l'Olivo

AnthonyRating, 5 stars3 weeks ago
We absolutely loved our stay and it exceeded our expectations. The staff were friendly and very helpful, the food was delicious and the apartment was a great size with all the amenities we needed. It was family friendly and our children loved the pool. It’s a beautiful location and very relaxing. We would love to come again. Thank you for making our holiday so lovely.
Guest favorite
Condo in Sesto Fiorentino
4.95 out of 5 average rating, 100 reviews

Ginestra: Private Pool Overlooking Florence

LauraRating, 5 stars2 months ago
Rafaella's place was nothing short of amazing! We had such a great time her place had everything you could need and more. She and her husband were super responsive. My only wish is that I wish it was warmer so that we could have enjoyed their beautiful outdoor space more. They even gave our girls sweet easter eggs. Thanks for letting us stay in your lovely home.
Guest favorite
A tranquil swimming pool is illuminated by soft lighting, surrounded by lush greenery and olive trees. The night sky is filled with stars, creating a serene atmosphere, while a few lounge chairs are positioned nearby for relaxation.
Condo in Cortona
4.96 out of 5 average rating, 24 reviews

Relaxation and peace in the countryside Cortona G

Marie-HélèneRating, 5 stars9 months ago
We really enjoyed our stay! Emanuele and Angela were very kind and replied to any question very quickly. The place is perfect to relax and take day-trips to nearby towns such as Cortona, Pienza, Montalcino and Montepulciano. We enjoyed the pool after big days of visiting the surroundings during very hot days. I recommend it to anyone who wants a mix of visiting and relaxing! :)
Guest favorite
A tranquil seating area is framed by lush greenery, featuring two wooden lounge chairs positioned on a stone pathway. A serene swimming pool is visible in the background, reflecting the surrounding landscape and sunlight.
Condo in Castelnuovo Berardenga
4.96 out of 5 average rating, 69 reviews

Orgiale Charme Residenz Castle

ShellRating, 5 stars1 month ago
Property is amazing, host so friendly and helpful… Honestly we spent very little time on the property as we were exploring so much of Tuscany during our stay with the lovely location as our home base. But it was so beautiful to wake to every day and come “home” to late every evening :) During our 6 days, we explored Florence, hung out in Siena, hiked Chianti trails, visiting all over from Monteriggioni to San Gimignano to Volterra… and throughout Val d’Orcia from Montepulciano to Pienza , Pitigliano to Serano… and north to Lucca & Pisa. Just wonderful location :) Thank you so much!

Home rentals with a private pool

Home in Castiglion Fiorentino
5 out of 5 average rating, 4 reviews

La Felcaia by Interhome

JenRating, 5 stars10 months ago
Luigi and Laura were the perfect host. The vegetables from Laura's family were very welcome. We also loved the dinner they cooked for us. We felt like part of the family. The villa was absolutely amazing. Stunning location, the pool was out of this world. We loved it so much we have already booked for next year!
Guest favorite
The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.
Cottage in Barberino Tavarnelle
4.97 out of 5 average rating, 193 reviews

Stone House with Exclusive Pool Codilungo in Chianti

SarahRating, 5 stars2 weeks ago
We can't imagine a more beautiful place to stay while we visited Chianti! The location is absolutely heavenly, and Emanuela's home is stunning. Everything was so comfortable, and our family particularly loved spending time outside and enjoying the pool. It's conveniently located for several Tuscan day trips, and there are many amazing wineries nearby. And the icing on the cake were Emanuela and Giovanni, who went above and beyond in helping us throughout our trip - from recommendations and help with reservations to having a few food items and coffee stocked for our first day's breakfast. Easily the best hosts we've ever enjoyed in our years staying in Airbnbs!
Guest favorite
A bright dining area features a wooden table surrounded by chairs, with a microwave and cabinet visible in the background. An ornate door opens to a sunny patio with outdoor seating and a parasol, offering views of the surrounding garden.
Home in Terranuova Bracciolini
5 out of 5 average rating, 16 reviews

Melograno by Interhome

LéoRating, 5 stars2 weeks ago
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.
Top guest favorite
An outdoor dining area is presented, featuring a long wooden table surrounded by benches with cushions. Overhead, a pergola provides shade, complemented by pendant lights. In the background, lush greenery and rolling hills are visible, while a hammock is gently draped nearby.
Home in San Casciano In Val di Pesa
5 out of 5 average rating, 47 reviews

Charming villa in the Chianti hills

JessicaRating, 5 stars1 week ago
We stayed in the villa for 3 weeks with my family (2 young kids) and it was absolutely perfect!!! Francesca was an incredible host, fantastic communication. The house itself was beautiful, clean and the pool was just magic. Close to Florence and all the wonderful towns nearby, we can’t recommend this place enough. Would stay again without hesitation.
Guest favorite
A spacious room features polished black and white marble flooring, with large arched windows allowing natural light to fill the space. A glass-top table is elegantly set with decorative glassware, while a cozy seating area with a light-colored couch complements the tranquil ambiance.
Villa in Pian di SCO
5 out of 5 average rating, 26 reviews

Villa il Palagio in the Tuscan countryside

LizRating, 5 stars9 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 favorite
A bright living area is highlighted by a white sectional sofa, complemented by red throw pillows. An elegant area rug sits on terracotta tiles, with wooden beams and a staircase leading to the upper level visible. Light streams through a window, enhancing the warm atmosphere.
Home in Tavarnelle Val di Pesa
4.94 out of 5 average rating, 96 reviews

Casa Luigi Suite with exclusive pool

KatieRating, 5 stars3 weeks ago
We had an amazing stay here! The property is beautiful: great views, flowers and lemon/orange trees were blooming, and the pool was great plus super clean! The bnb was cozy with traditional Tuscany vibes. Giovanna and Luigi were amazing! Super friendly, loving, helpful, and funny 😁 highly recommended if you're looking for a peaceful country setting!
Guest favorite
The image showcases a charming house nestled among lush vineyards, with rolling hills stretching into the distance. A private swimming pool is visible beside the home, surrounded by sun loungers. The vibrant greenery reflects a serene countryside atmosphere, emphasizing the property's picturesque location.
Home in Greve in Chianti
4.96 out of 5 average rating, 28 reviews

Casa 360 by Interhome

AnneRating, 5 stars1 month ago
I cannot say enough about how much we loved this place! The house is adorable, the views are spectacular and Borgo Savignola wine is outstanding! We were lucky enough to have Luzius prepare 2 dinners for us and they were both amazing. My family and I had a wonderful stay and truly hope to go back!
Guest favorite
A rustic stone villa is set against a backdrop of rolling hills, showcasing the charm of Tuscany. A large, organically shaped swimming pool is visible in the foreground, accompanied by well-maintained gardens surrounding the property.
Villa in Castiglione d'Orcia
4.95 out of 5 average rating, 102 reviews

Wp Relais Villa Vignalunga

MatthewRating, 5 stars1 week ago
Family of 5 here, 3 small kids. A wonderful stay! We toured surrounding villages in the morning and came back to the pool to beat the heat in the afternoon. The private cooking class with Valentina was the absolute highlight of the trip!

Quick stats about vacation rentals with a pool in Arezzo

  • Total rentals

    150 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 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