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House holiday rentals in Valpiana

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Popular amenities for house rentals in Valpiana

House rentals with a pool

Guest favourite
Home in Asciano
4.94 out of 5 average rating, 36 reviews

Family Forest - Pool in the Crete Senesi

JánRating, 5 stars1 week ago
The apartment really enchanted us, the rooms are nice, clean with air conditioning, stylish, in the living room a large TV, kitchen with everything that should be here. The "resort" itself was on a hill with beautiful views, a huge garden, a swimming pool, all stylish Tuscan, the surroundings beautiful, peace, quiet, peace, everything you need here you will find. As the Italians say, it's "Tutto bene" here
Top guest favourite
Home in Rosignano Marittimo
4.95 out of 5 average rating, 79 reviews

Frontemare house with exclusive sea access

YusufRating, 5 stars1 week ago
Really very nice accommodation and a big thank you to Camilla who takes care of everything. For example, with us, to reserve a tennis court. Full recommendation!
Top guest favourite
Home in Campiglia Marittima
5 out of 5 average rating, 32 reviews

La Mignola Apartment

MonikaRating, 5 stars2 weeks ago
Wonderful place, friendly people, beautiful views. We were a family of 4. Here you can rest, relax, think and stop for a moment. You will feel like you are in paradise. Here you will find something for yourself and your child. Very large, clean swimming pool, jacuzzi, sun loungers, umbrellas. Beautiful orchard. You can play football, table tennis. You can have a barbecue in the orchard, and in the morning when you get up you can drink coffee on the terrace with a beautiful view. The apartment is sensational. Very clean in all rooms. The city is 5 minutes away by car. In the city, there is a variety of shops. You'll find everything you want. From here you can get to many other interesting places. Thank you for the delicious cupcakes from mom Vitorrio, we❤️ wholeheartedly recommend this place Great!!! Don't hesitate! Book now! Best regards and maybe see you 🤗
Guest favourite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

AndrewRating, 5 stars2 weeks ago
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.
Top guest favourite
Home in Pereta
5 out of 5 average rating, 57 reviews

Bel Casale with sea view and the mediaeval village

DennisRating, 5 stars1 week ago
The communication before our arrival was very good, the hostess responded very quickly to messages and also proactively contacted us. We were very warmly welcomed and were even allowed to check in 1 hour earlier. We were shown everything in and around the house. The house and the garden + pool were very clean. The air conditioning in the bedrooms was important and also worked well. In the kitchen you will find everything you need. The garden is beautifully large and well maintained. The large pool with the beautiful view also impressed us. The hosts, who live about 50m next door, took care of the pool every morning and checked if everything is okay there. The directions were also relatively easy. Approximately 30 minutes' drive to the house, there is a large Coop supermarket, where we were shopping. The sea is also only 30 minutes away by car. All in all, we were very satisfied and fully enjoyed our vacation as a group of 6 people!
Guest favourite
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 :)
Top guest favourite
Home in Volterra
4.93 out of 5 average rating, 180 reviews

Collina Power

DeanRating, 5 stars4 weeks ago
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!
Superhost
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 received good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he could move freely. We would come back. It was an incredibly beautiful time!

Weekly house rentals

Top guest favourite
Home in Suvereto
4.96 out of 5 average rating, 48 reviews

The house in the Castle and the secret garden

RebeccaRating, 5 stars2 weeks ago
A beautiful place. You can see and feel it is not just a random vacation rental but feels like someones home and someone has put a lot of detail and love in the place. Once you talk with Diana, you understand even better: as the owner, so the home :) The house offers all you need to stay there (with your whole family) also for longer than only a few nights. The village is very cute and offers all you need, plus charming bars and restaurants. On top it is a great starting point to go and explore the area/ medieval towns/ nature parcs/ beaches. By car it felt like everything is reachable in max 20minutes. Further you can explore by bike and even start from the town on hikes so: if you get a chance to book, stop searching - hit the button and enjoy your time :)
Top guest favourite
Home in Campiglia Marittima
5 out of 5 average rating, 39 reviews

apartment in farmhouse

MeretRating, 5 stars2 weeks ago
We absolutely loved our wonderful stay at Susanna's and Carlo's. The apartment was well equipped, comfortable bed, welcoming interior, the views were stunning. It was really calm and it felt like home. Especially because Susanna and Carlo were such great hosts, friendly, helpful with good advice, they even organised to rent bikes for us. Also, the dog Peppe, gave us so much love, such a sweet dog, we really miss him. We witnessed the arrival of two cute cats and how they met Peppe. It was hard to leave. We absolutely recommend to stay there! Grazie mille per tutto, Susanna, Carlo and Peppe!
Guest favourite
Home in Castelmuzio
4.93 out of 5 average rating, 42 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!
Top guest favourite
Home in Bivio di Ravi
4.96 out of 5 average rating, 54 reviews

Casa Elicriso

FrancescoRating, 5 stars2 weeks ago
We had a fantastic stay thanks to the hospitality and enthusiasm of Barbara and Emmanuele, who were kind enough to spend unforgettable moments with us, despite their work obligations. The apartment is impeccable: clean, tidy and well organized. Their house is well located in southern Tuscany, not far from cultural and archaeological centers such as Vetulonia, Massa Marittima or Grosseto. Beautiful beaches are only 1/4 of an hour, 20 minutes by car, such as Follonica or Castiglione. In short, if you pass through the area, really don't hesitate, go for it! Warmest regards, Brenda & Francesco
Top guest favourite
Home in Montemassi
4.96 out of 5 average rating, 50 reviews

Capezzuolo 33

BenRating, 5 stars2 weeks ago
This apartment was so beautiful and the views were even better. We had an amazing stay here as our base for exploring Tuscany - visiting the Val d’Orcia and the thermal baths were a highlight! Lucia and Marco met us on arrival and were extremely friendly and gave us plenty of advice and places to visit. There was an issue with the boiler but Lucia was straight on it and it was fixed by the time we were home for the day. Thank you so much!
Top guest favourite
Home in Sasso D'ombrone
5 out of 5 average rating, 29 reviews

Tosco Suite "Solis"

DinaRating, 5 stars1 week ago
Location was perfect and close to fun things to do. The host was very responsive and friendly. 10/10 recommend staying here. Everything was very cleaned and beautiful.
Guest favourite
Home in Roccastrada
5 out of 5 average rating, 5 reviews

Apartment in the countryside

Dr. SveaRating, 5 stars10 months ago
Exceptionally beautiful apartment furnished with a lot of love and taste in a beautiful, well-kept complex! The beautiful, well-kept pool is the icing on the cake that makes the complex perfect. We really enjoyed the four-course dinner under the stars, but there are also so many good restaurants in the area that you can't try them all. Chiara and Stefano are the perfect hosts, you can learn a lot of interesting things from them! They also attach great importance to sustainability, the facility is self-sufficient and only organic wines are produced in the associated winery.
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.

Private house rentals

Guest favourite
Home in Sovicille
4.94 out of 5 average rating, 78 reviews

Cozy country house Podere Scorno with pool

Rating, 5 stars1 week ago
Very local experience ~ It's great to be able to experience local life!It's like going back to the environment and house of my childhood. It's very comfortable!The host is also very nice!!!I gave a lot of recommendations!!!Thank you very much!!!
Guest favourite
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.
Guest favourite
Home in Suvereto
4.86 out of 5 average rating, 14 reviews

Art Beds & Garden

SalouaRating, 5 stars7 months ago
This apartment is absolutely exceptional! Everything is perfectly combined for a memorable stay in this beautiful area: strategic location, close to the thermal baths, superb beaches!!! just 1.5 hours from Siena, Florence, and close to Pisa. The exteriors are pleasant, and everything is designed to make everyone feel comfortable, and even more. We were a group of 9 (adults, teenagers, children and a baby), and we all found our space thanks to an optimal layout. The apartment is huge and nicely decorated. As for Monica, she is much more than welcoming, she is a real gem! Her kindness, hospitality, clarity, understanding and adaptability far exceeded all our expectations. She made us feel perfectly fine. I highly recommend this unforgettable experience in this wonderful area. Thanks Monica!
Top guest favourite
Home in Sticciano Scalo
4.95 out of 5 average rating, 39 reviews

Villa in Maremma

VickyRating, 5 stars8 months ago
Massimo and his wife were great hosts. His place was ready and clean when we arrived. It had everything we needed. Massimo was always responsive and helpful. We were staying there for a wedding at La Pescaia and Massimo was kind enough to give us rides when needed. He went above and beyond to make us feel at home. I highly recommend Massimo’s place and would love to visit again. Thank you Massimo and Luana!
Top guest favourite
Home in Palaia
4.98 out of 5 average rating, 45 reviews

Conte Martini House

BoydRating, 5 stars3 days ago
Andrea en Simone, Are very welcoming, the location is a smal walk but with good directions easy to find. Palaia and the accommodation has amazed us, with a amazing home away from home. Great facilities, terrace, jacuzzi, pool, and not to forget amazing views. As a base to explore there is alot of interesting places to go to witin a hour drive. big cities, smaller towns, wineries, and with a tiny bit extra travelling time the sea. We had a great stay with our friends and made some great memories. would recommend the accommodation, as well as the hosts, and would definitely stay again. Kind Regards, Boyd and Naomi
Top guest favourite
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!
Top guest favourite
Home in Poggibonsi
4.92 out of 5 average rating, 59 reviews

Agriturismo Podere San Martino (apartment for two)

LukasRating, 5 stars1 month ago
Everything was just like in the pictures. We had a great time. The view was amazing and Maddalena was really helpful. Thank you!
Guest favourite
Home in Colle di Val d'Elsa
4.94 out of 5 average rating, 65 reviews

Countryhometuscany - House with Garden -

GabrielleRating, 5 stars2 weeks ago
Beautiful property with warm, welcoming hosts. The bed was exceptionally comfortable, and everything is tastefully decorated The kitchen is fully equipped, perfect for cooking meals at home. The pool was a great temperature, immaculately clean, and came with stunning views of the surrounding countryside. The entire setting is peaceful and relaxing, yet only a 35-minute drive to Siena and 50 minutes to Florence. We especially loved watching the sunset at the nearby five-star Belmond hotel. We went for drinks at 7pm, enjoyed live music, and were surrounded by the heavenly scent of jasmine. There is no air conditioning but the fans were absolutely fine! Another highlight was La Speranza, a gorgeous deli serving excellent coffee, pastries, cheese, and wine. They kindly spoke English when we got stuck and made us feel so welcome.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Grosseto
  5. Valpiana
  6. House rentals