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Holiday rentals with a pool in Roccalbegna

Find and book unique homes with a pool on Airbnb

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Popular amenities for Roccalbegna rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Castiglion Fiorentino
5 out of 5 average rating, 36 reviews

Hidden gem in Tuscany

MitchellRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Loc. Casalini - Comune Panicale
4.99 out of 5 average rating, 95 reviews

Cottage surrounded by nature

AlanRating, 5 stars1 week ago
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.
Guest favourite
Home in Asciano
4.94 out of 5 average rating, 35 reviews

Family Forest - Pool in the Crete Senesi

SylviaRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in Orvieto
4.96 out of 5 average rating, 72 reviews

The romantic "Bennicelli Tower Suite"

RoeiRating, 5 stars1 month ago
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.
Superhost
Home in Sorano
4.8 out of 5 average rating, 128 reviews

Lovely home in villa with garden and pool

JoshRating, 5 stars2 weeks ago
A beautiful stay in Tuscany perfect for relaxing on the property and visiting towns.
Guest favourite
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 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.
Superhost
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.
Guest favourite
Home in Poggi del Sasso
4.92 out of 5 average rating, 118 reviews

LECCIONE RESIDENCE

AndrewRating, 5 stars1 week ago
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

Guest favourite
Condo in Asciano
4.91 out of 5 average rating, 152 reviews

Loggiato 3 apartment in Tuscany near Siena

TamarRating, 5 stars1 month ago
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.
Guest favourite
Condo in Marsciano
4.94 out of 5 average rating, 33 reviews

Charming Castle

AndreasRating, 5 starstoday
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.
Top Guest favourite
Condo in Castiglione del Lago
5 out of 5 average rating, 21 reviews

Tranquility and Well-being [Lake Trasimeno]

MartinRating, 5 stars6 days ago
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!
Guest favourite
Condo in Monte San Savino
4.96 out of 5 average rating, 51 reviews

La Foresteria | Granary House

RhiannonRating, 5 stars2 weeks ago
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!!
Top Guest favourite
Condo in Orvieto
4.97 out of 5 average rating, 39 reviews

Casa Eva, near Orvieto, amazing views + pool

BlairRating, 5 stars1 week ago
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.
Guest favourite
Condo in Buonconvento
4.93 out of 5 average rating, 28 reviews

Relax between Siena and Valdorcia

CalvinRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Bagnoli, Arcidosso
4.79 out of 5 average rating, 58 reviews

House in the small village with private pool

AnnaRating, 5 stars2 weeks ago
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.
Top Guest favourite
Condo in Montieri
5 out of 5 average rating, 48 reviews

Podere Cupiano "La Costa"

LucyRating, 5 stars1 week ago
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

Home in Castiglion Fiorentino
5 out of 5 average rating, 3 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!
Home in Penna in Teverina
5 out of 5 average rating, 4 reviews

Oasis by Interhome

JohanRating, 5 stars10 months ago
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.
Superhost
Farm stay in Sovicille
5 out of 5 average rating, 7 reviews

Private Tuscan Villa, pool,Hot Tub, near Siena

CharleneRating, 5 stars12 months ago
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!
Home in Panicale
4.9 out of 5 average rating, 21 reviews

Podere Molinaccio - Luxury Tuscan-style Eco Villa

KimRating, 5 stars35 months ago
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!! 😍🥰😉
Home in Castiglione d'Orcia
4.67 out of 5 average rating, 30 reviews

Casa Frati by Interhome

JoJoRating, 5 stars2 weeks ago
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.
Home in Roccalbegna
4.67 out of 5 average rating, 6 reviews

Meridiana by Interhome

DennisRating, 5 stars1 week ago
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!
Home in Marta
5 out of 5 average rating, 3 reviews

Borgo Sacramento by Interhome

Marta NataliaRating, 5 stars11 months ago
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!
Guest favourite
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 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

Destinations to explore

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