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Vacation rentals with a pool in Province of Arezzo

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Popular amenities for Province of Arezzo rentals with a pool

House rentals with a pool

Guest favorite
A serene outdoor space features a large, clear swimming pool surrounded by carefully manicured hedges and tall trees. The rustic stone house stands in the background, complemented by a few lounge chairs near the pool, offering a peaceful setting for relaxation.
Home in Cavriglia
4.93 out of 5 average rating, 80 reviews

Wonderful country house

MichaelRating, 5 stars1 week ago
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.
Top guest favorite
Home in San Lorenzo
5 out of 5 average rating, 27 reviews

Casa dei Vasi

AlexRating, 5 stars3 weeks ago
Our stay in Tuscany at Lorenzo’s estate was magical! Close to the gorgeous Anghiari, fresh pastry gifts from Lorenzo’s lovely mother every other day and magical firefly displays at night, the pool and wood fired hot tub were an especially nice touch, recommend and would stay again :)
Top guest favorite
An aerial view captures Casa San Ripa, surrounded by lush greenery. The private pool is visible alongside sun loungers, and a pathway meanders through the garden. The charming red house features windows that reflect the natural surroundings, offering an inviting spot for relaxation.
Home in Montevarchi
5 out of 5 average rating, 25 reviews

Casa San Ripa: Relax Oasis with Private Pool

CarolinaRating, 5 stars6 days ago
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!
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 stars1 month 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.
Guest favorite
A private pool is surrounded by sun loungers, set on a wooden deck. The pool area features natural stone paving and is enclosed by a child-proof fence. Lush greenery and olive trees outline the space, providing a serene environment for relaxation.
Home in Lecchi in Chianti
4.96 out of 5 average rating, 138 reviews

Casa di Lyndall - Entire house with exclusive pool

LiannaRating, 5 stars1 week ago
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 :)
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, 101 reviews

House Rigomagno Siena

LucyRating, 5 starstoday
A fantastic place to stay! Diego is extremely welcoming and gave us great recommendations and local info. The house and garden are even more beautiful than the photos - everything well-equipped, all that we needed. We had the perfect, peaceful week and look forward to coming back!
Guest favorite
The image captures a serene outdoor space featuring a hot tub surrounded by lush greenery. The villa's patio and expansive garden are visible in the background, with warm evening light highlighting the peaceful setting.
Home in Arezzo
4.93 out of 5 average rating, 55 reviews

V&E • Hot tub • Gym

IlianaRating, 5 stars1 week ago
Amazing Villa! We enjoyed every minute for our 10 days vacation. Absolutely conveniently located in proximity of Arezzo which gives us quick access for hour or two drive to all cultural and artistic towns in Tuscany and Umbria. The villa is exactly as described and beautiful maintained. Chiara and Andrea exceed our expectations for hospitality. Highly recommend their house.

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.
Top guest favorite
A serene outdoor area features a swimming pool surrounded by hedges and grass. Sun loungers in blue line the poolside, inviting relaxation. Tall cypress trees provide vertical interest against a clear blue sky, and rustic buildings can be seen in the background.
Condo in Tuoro sul Trasimeno
5 out of 5 average rating, 48 reviews

Il Canale, large apartment in farmhouse

EnricoRating, 5 stars1 month ago
The place is great and great getaway to relax. Will highly suggest!! The oil was great.
Superhost
A stone building with rustic charm is seen behind a sparkling swimming pool. Olive trees and lush greenery are positioned throughout the grounds, complementing the serene atmosphere. The pool area is accompanied by a well-maintained stone wall, creating a private outdoor space.
Condo in Montone
5 out of 5 average rating, 3 reviews

Apartment in Cardaneto Castle

AnnaRating, 5 stars3 days ago
Absolutely beautiful place to stay. The apartment was spacious and had everything we needed, and the pool and terraces are stunning, with incredible views - even better than the pictures.
Top guest favorite
Condo in Anghiari
4.94 out of 5 average rating, 18 reviews

Agriturismo Reggello - Pendolino

VilmaRating, 5 stars2 weeks ago
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!
Superhost
A serene outdoor scene features a swimming pool surrounded by green lawn and lounge chairs. The stone building in the background has multiple windows, showcasing its rustic style. The landscape includes trees and an olive tree, contributing to the tranquil atmosphere.
Condo in Castelnuovo Berardenga
5 out of 5 average rating, 5 reviews

San Rocco – Bellavista – Castello di Bossi

GaiaRating, 5 stars10 months ago
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
Superhost
A refreshing swimming pool is surrounded by lush greenery, featuring a stone patio and several lounge chairs for relaxation. The vibrant blue water reflects the clear sky, while distant hills provide a serene backdrop.
Condo in Lucignano
5 out of 5 average rating, 5 reviews

Tuscany accommodation with panoramic view terrace

OnsiriRating, 5 stars2 weeks ago
Vincent is really a great host and super friendly. We love staying at this house, especially with the panoramic view of Tuscany. Highly recommened!
Guest favorite
A weathered stone gateway stands at the entrance, framed by lush greenery and blossoming shrubs. A gravel path leads through tall grass, inviting guests into the tranquil surroundings of the property.
Condo in Civitella in Val di Chiana
5 out of 5 average rating, 23 reviews

Apartment LA LOGGIA 2+2

LucaRating, 5 stars1 week ago
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 friendly eye for his guests
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, 26 reviews

Relaxation and peace in the countryside Cortona G

SaharRating, 5 stars2 weeks ago
We spend 10 days at Emanuele’s place. His wife and he were very nice to us and we felt like part of the family. Recommendation and insights about surrounding towns were top notch and we got to know authentic Tuscan cuisine and every one of them was amazing. The location itself is perfect to relax (pool) and bring the chaos of city life behind. We were also invited by our host to a typical Italian party and we felt very welcome and enjoyed great food and incredible company at the party. We are grateful for the amazing experiences and would highly recommend the place. Thank you very much Angela & Emanuele ❤️

Home rentals with a private pool

Home in Montevarchi
5 out of 5 average rating, 3 reviews

Poggio Cuccule by Interhome

TonjaRating, 5 stars21 months ago
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.
Home in Reggello
4.73 out of 5 average rating, 11 reviews

Podere Berrettino by Interhome

StefaniaRating, 5 stars8 months ago
Very nice house, beautiful view. Very nice owners
The outdoor swimming pool is framed by lush greenery, reflecting a clear blue sky. Surrounding the pool, a tiled patio offers ample space for relaxation, with a shaded area provided by a large umbrella. Scenic views of the countryside are visible in the background.
Home in Cortona
5 out of 5 average rating, 3 reviews

Il Farinaio, by Interhome

MattiaRating, 5 stars3 weeks ago
WONDERFUL. The house, the location, the welcome... everything perfect. There were 12 of us. They are two apartments side by side. Inside each one there is care and attention. Super recommended. PS: Mauro welcomed and pampered us! Thank you!!!!
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 aerial view showcases the expansive grounds of Villa Pergo, surrounded by lush greenery and fields. The infinity pool is highlighted, surrounded by sunbeds and shaded by cypress and ancient trees. The countryside landscape stretches into the distance, enhancing the villa's serene setting.
Home in Pergaccio
5 out of 5 average rating, 49 reviews

Villa Pergo is an ancient charming country villa

BahiaRating, 5 stars3 weeks ago
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.
A large outdoor swimming pool, featuring natural stone edges and a clear blue surface, is surrounded by lush greenery and tall cypress trees. Lounge chairs are positioned nearby for relaxation. A shaded gazebo is visible in the background, providing a tranquil outdoor setting.
Home in Civitella in Val di Chiana
4.88 out of 5 average rating, 24 reviews

Casa Clotilde by Interhome

DidierRating, 5 stars2 weeks ago
We had a pleasant stay at Casa Clotilde in a quiet and relaxing environment. The house and garden with the pool were greatly appreciated by all of us. Beautiful views of the Tuscan hills and beautiful hikes to do in the surrounding area. Thank you for this week in the sun.
A spacious outdoor area features a fenced swimming pool complemented by lounging chairs and an open gazebo. Nearby, a traditional stone building houses a wood-burning oven and barbecue facilities, set against a backdrop of rolling greenery and distant hills.
Home in Monte San Savino
5 out of 5 average rating, 3 reviews

La Salciaia by Interhome

McRating, 5 stars13 months ago
Beautiful place owned by a very nice family. They were very helpful and easy to reach for questions. We were coming with our 2 young kids and brought us toys for them without us asking for. The house is old but well renovated. It is closed to the airway and closed to the main cities. Our stay there was just perfect and we would come back without any hesitation. Thanks for everything Francesca and Maurizo Mike and Mc
Guest favorite
A view of the expansive green landscape is seen from the terrace, showcasing an inviting swimming pool surrounded by sun loungers. Olive trees dot the fields, with distant hills visible under a clear blue sky featuring scattered clouds.
Home in Cortona
4.83 out of 5 average rating, 18 reviews

Il Loto by Interhome

DavidRating, 5 stars1 week ago
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!

Destinations to explore

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