
Holiday rentals with a pool in Roccalbegna
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Top-rated rentals with a pool in Roccalbegna
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House rentals with a pool

Hidden gem in Tuscany
Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.

Cottage surrounded by nature
Stayed here last week for 5 days. On arrival we were met with a welcome basket of food a bottle of wine a bottle of homemade olive oil and also bottles of water on arrival. The pictures don’t do it justice it felt like a place out of a fairytale, the property is surrounded by tons of olive trees and greenery. If you want a quiet relaxing holiday this is place to go. Rosella was amazing with quick responses and extremely welcoming, we are definitely going again next year.

Family Forest - Pool in the Crete Senesi
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!

The romantic "Bennicelli Tower Suite"
We had a wonderful time staying with Andrea. He was very welcoming and always available to help. He assisted us with great recommendations and with booking restaurants and wineries. The tower itself is a truly unique place, and the peaceful surroundings created the perfect atmosphere for our stay.

Lovely home in villa with garden and pool
A beautiful stay in Tuscany perfect for relaxing on the property and visiting towns.

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.

La Casetta
Hard to find a place like Maria’s, beautiful place and with such a friendly and helpful staff.

LECCIONE RESIDENCE
Lovely house in a beautiful area. Pool was used a lot as the weather was hot. Andrea was very responsive and helped out with some great local suggestions. We had a very enjoyable time and had everything we needed. Slept so well, beds were super comfortable!
Condo rentals with a pool

Loggiato 3 apartment in Tuscany near Siena
We had a great stay in Francesca's agriturismo. beautiful place with breath taking views. the place was very clean and tidy and it had all we needed and much more. it was a good base for traveling the area. take a ride on the SP146 - you won't regret it! all in all this place is highly recommended! wish i would visit here again. Toscany is soo beautiful.

Charming Castle
I have stayed at 50+ AirBnB and this was my all time favourite. Imagine staying within a castle, with an adjacent church, a great pool and the most fabolous views of the umbrian country side. Not to forget the best equipped kitchen and the best care taker Nazareno. And an actual fresco in the bedroom! Cant recommend this place enough.

Tranquility and Well-being [Lake Trasimeno]
Monica and Renato are fabulous, friendly hosts. The apartment we rented was spotless. Bed was very comfortable so we had a great nights sleep. You are adjacent to other apartments but there is no noise at all from your neighbours, nor were we overlooked. The views from the small terrace were stunning, over the colourful garden to the vineyards and Tuscan landscape beyond. Bliss. The swimming pool is available for all to use. Our hosts left a lovely bottle of Prosecco as a welcome as well as coffee, oil, vinegar, breads, jams etc Thank you Next time we will stay longer!

La Foresteria | Granary House
This place is even more beautiful than the photos show! We are travelling round Italy for our honeymoon and this has been our highlight. From the amazing grounds to the incredible food at the little restaurant it’s all been perfect. Thank you Marian for excellent communication and being so accommodating. What a fantastic place - Grazie!!

Casa Eva, near Orvieto, amazing views + pool
Our stay at Casale Zeno was nothing short of magical. Nestled in the rolling hills of Umbria near Orvieto, this stunning property offers breathtaking views that look like they’ve been lifted straight from a postcard. Waking up to the golden light washing over the countryside each morning felt like a dream. The home itself is beautifully appointed, with every modern convenience you could need for a relaxing and luxurious vacation. From a well-equipped kitchen to cozy, tastefully decorated living spaces, everything was thoughtfully arranged to make us feel right at home. But what truly sets Casale Zeno apart is the warmth and hospitality of Tony and Jo. They went above and beyond to ensure our stay was perfect—welcoming, helpful, and genuinely lovely people who made us feel like part of the family. Whether you’re lounging by the magnificent pool, exploring the nearby towns, or simply enjoying a quiet evening on the terrace with a glass of wine, Casale Zeno is the perfect Umbrian stay.

Relax between Siena and Valdorcia
I stayed at this place for 4 nights with my partner at the beginning of June 2025. It was so homely, very tidy and clean, with lots of amenities and the host was very welcoming. The views were incredible. We had a car which made visiting other places super convenient. We definitely recommend and would love to come back one day!

House in the small village with private pool
The house was in a nice area and very clean and neat. Felt very authentic and overall was an enjoyable stay. The roads leading up to the house were a bit tight but that's to be expected with many of the smaller cities.

Podere Cupiano "La Costa"
Francesco is an excellent host. Podere Cupiano is a fantastic estate. The views are to die for. Sopratutto, the pool is amazing. Montieri is a super cute and friendly town nearby with great restaurants. You should also visit the restaurant at VIN Hotel, a ten minute walk away.
Home rentals with a private pool

La Felcaia by Interhome
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!

Oasis by Interhome
Great house with great garden and pool! Only note was that there is only ac in one of the four bedrooms so it was quite warm indoors.

Private Tuscan Villa, pool,Hot Tub, near Siena
Fabio’s house was absolutely wonderful! Janine was super helpful, and the place was so clean and comfortable. It fit our 2 large families easily! Thank you for letting us stay and relax and take in the gorgeous countryside!

Podere Molinaccio - Luxury Tuscan-style Eco Villa
We had the most amazing time at Chiara’s place!! She was a spectacular host and everything was beyond perfect!! Chiara went above and beyond with every little thing and it couldn’t have been more amazing or special. She is friendly, kind, warm, thoughtful, funny and genuinely caring. We are already planning our trip back!! 😍🥰😉

Casa Frati by Interhome
Overall the location and charm of the property were stunning. Spacious bedrooms and living areas (beware uneven flooring, to be expected in an old farmhouse, my elderly father struggled). NOTE: we have not been asked for a cash deposit with Airbnb before and were surprised when a man came about 3 hours after we arrived to collect €400 cash. He spoke no English and used his phone to call someone who could speak to me. The host had not said he would be coming, or who he was. I contacted Airbnb support who said I could pay through the resolution centre. As others mentioned, there were no oil, salt, pepper etc, although a few dishwasher tablets. The jacuzzi and sauna work with tokens for €8 each. Didn’t use so not sure how long you get. BUT, this is a stunning property with unbeatable views in the heart of Tuscany, tucked away on a hillside down a gravel track. Would definitely book again. Pool is pristine, towels spotless, beds comfortable.

Meridiana by Interhome
We had a wonderful time staying at the place. The house is even more beautiful than it looks in the photos. The area is beautiful too. There was also always a person on site immediately available and very helpful and flexible. The house was clean and had everything to offer. We highly recommend this place. Thank you for a great holiday!

Borgo Sacramento by Interhome
A beautiful place, everything you need for rest and relaxation, a huge garden with olive and fruit trees for private walks. beautifully lit house and patio around the pool. Very helpful and nice host Alberto. His parents also welcomed us nicely, our children liked them very much. The host made sure that we lacked nothing. He gave tips on trips and places worth seeing. We had a great time there, we will definitely come back. I recommend it wholeheartedly!
Wp Relais Villa Vignalunga
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 holiday rentals with a pool in Roccalbegna
Total rentals
90 properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
540 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Feniglia
- Cala Violina
- Lake Vico
- Marina di Grosseto beach
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Santa Maria della Scala
- Terme Dei Papi
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- Pubblico Palace
- Castiglion del Bosco Winery
- Villa Lante
- Golf Club Toscana
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina de' Ricci
- Riva del Marchese
- Boca Do Mar
- Cantina Contucci