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House vacation rentals in Grosseto

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Popular amenities for Grosseto house rentals

House rentals with a pool

Guest favorite
Home in Castelmuzio
4.98 out of 5 average rating, 40 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars1 week 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!
Guest favorite
Home in Montaione
4.94 out of 5 average rating, 103 reviews

Cercis - La Palmierina

TobiasRating, 5 starstoday
We really enjoyed our stay. The location is stunning with a super nice view. The flat is super well equipped and Daniela was a great host
Top guest favorite
Home in Pereta
5 out of 5 average rating, 54 reviews

Bel Casale with sea view and the mediaeval village

JustinRating, 5 stars1 week ago
I’ve been to many places but this is the first time I can say I was truly in love with a home. The pictures you see in the description are just a fraction of the beauty. The hosts are absolutely wonderful, the property is stunning, and it puts you in the heart of Tuscany. We will be back time and time again.
Guest favorite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 136 reviews

Casa di Lyndall - Entire house with exclusive pool

TerriRating, 5 stars7 months ago
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!
Guest favorite
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars2 weeks 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!
Top guest favorite
Home in Roccastrada
5 out of 5 average rating, 5 reviews

Apartment in the countryside

Dr. SveaRating, 5 stars9 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.
Top guest favorite
Home in Subbiano
4.99 out of 5 average rating, 81 reviews

Romantic cosy flat - Toscana Italy

NicoleRating, 5 stars1 week ago
We loved stating here. Norma and her family are all incredibly nice. We didn’t get to use the pool much because of the weather, but overall we had a great time. Perfect for relaxing.
Superhost
Home in Anghiari
4.88 out of 5 average rating, 139 reviews

Tuscan dream in the ancient Tobacco's villa, sauna

JacquelineRating, 5 stars1 month ago
The house is beautiful and unlike anything else. What made the experience amazing was one of the hosts, Daniela. Daniela greeted us upon check in, walked us around the house and went above and beyond and booked us a wine tour where he graciously translated everything in English during the entire experience. Daniela made the place feel like home and I couldn’t recommend him and the experience he provides more.

Weekly house rentals

Guest favorite
Home in Grosseto
4.82 out of 5 average rating, 73 reviews

Casa Allegra

SimoneRating, 5 stars1 month ago
Clean, spacious, and tidy. In a strategic position to visit all the surrounding areas. Super kind and helpful hosts, so much to accompany us on a visit to the Maremma Park to fully experience it thanks to the presence of a native
Guest favorite
Home in Asciano
4.97 out of 5 average rating, 32 reviews

Family Forest - Pool in the Crete Senesi

Majed Rating, 5 stars3 weeks ago
A beautiful and quiet place, surrounded by nature, scenery and host, friendly and available to answer all questions at any time , everything was great ..
Top guest favorite
Home in Sticciano Scalo
4.95 out of 5 average rating, 38 reviews

Villa in Maremma

VickyRating, 5 stars7 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 favorite
Home in Montemassi
4.96 out of 5 average rating, 48 reviews

Capezzuolo 33

MathildeRating, 5 stars3 days ago
Amazing. We fell in love with Tuscany and with Montemassi. Lucia and Marco’s place is a little cozy nest in the most beautiful surroundings. If you like wine, you’ll be happy with all the beautiful wineries nearby. Would definitely come back! Thanks to Lucia and Marco for the amazing welcome and for their attention to detail!
Top guest favorite
Home in Pitigliano
4.98 out of 5 average rating, 43 reviews

CasAgata

NikiRating, 5 stars1 month ago
On top of the amazing stay, the beds were comfy with great linen. Such a gorgeous find. Would have loved to stay longer. The balcony at night was a highlight.
Guest favorite
Home in Sasso D'ombrone
5 out of 5 average rating, 27 reviews

Tosco Suite "Solis"

GraceRating, 5 stars2 weeks ago
SUCH a beautiful and tranquil place - a good 10/15 mins drive to the nearest restaurant so plan ahead for that but so worth it for the peace and nature and scenery and beautiful town that it's based in. would 100% go back
Guest favorite
Home in Semproniano
4.94 out of 5 average rating, 18 reviews

Casetta Tartuchino on top of Tuscan hills

ChrisRating, 5 stars3 days ago
5 stars – A Dream Stay in Tuscany! We had the most incredible experience staying at this beautiful accommodation in Tuscany. The location was absolutely stunning—surrounded by breathtaking views, peaceful countryside, and just a short drive to charming villages and vineyards. The host was perfect—so warm, welcoming, and helpful throughout the entire stay. Every detail was thought through, and they made sure we felt completely at home from the moment we arrived. It truly felt like a slice of paradise, and I would go back in a heartbeat. Highly recommended for anyone looking to enjoy the magic of Tuscany!
Top guest favorite
Home in Cetona
5 out of 5 average rating, 45 reviews

Casa Dolce Tuscany ~ Suite & View

DuangkamolRating, 5 stars2 days ago
Jolanta was the most friendly host we ever had. She offered to pick us up from the parking space with her car so we didnt have to drag our big luggages all the way there. The house has the best view ever! You can actually oversee the entire tuscany and the sunset was magnificent. If you want to explore the town itself then its also 5 minutes walk from the house and what I loved the most was the jaguzzi in the shower room. It was super relaxing especually when I was driving all day. We enjoyed our stay so much! Will definitely go back again if we are in tuscany. Grazie Jolanta!

Private house rentals

Top guest favorite
Home in Suvereto
4.96 out of 5 average rating, 47 reviews

The house in the Castle and the secret garden

SallyRating, 5 stars2 weeks ago
What an incredible place to stay! Diana opens up her whole home to you and it is so welcoming, plus has everything you need for a relaxing stay. The architecture of the building itself is beautiful and Diana has lovingly restored this, the interiors are well thought out and the space is used cleverly to make use of the space in the apartment. The house guide has really great information about the area, and Diana was kind enough to offer us more tips on things to do, plus booked some reservations for us for dinner. Thank you for being such an attentive host, it made our stay much more enjoyable.
Superhost
Home in Porto Santo Stefano
4.86 out of 5 average rating, 28 reviews

[porto s. stefano] place like heaven + parcheggio

KatiRating, 5 stars2 weeks ago
Beautiful apartment in a tranquil environment with a view to die for and all the necessities available. Ideal location for anyone looking for peace and privacy, but still close enough to the town centre, the shops and the restaurants. Excellent and friendly communication with IdealDomus during the stay. Will definitely come back with my friends to enjoy a little bit of la dolce vita in Porto Santo Stefano. Grazie mille!
Guest favorite
Home in Porto Santo Stefano
4.9 out of 5 average rating, 58 reviews

Casa delle Tortore

falkRating, 5 stars1 week ago
We stayed at Serena and Giulio's at the end of May with three teenagers. The apartment is clear and well cut, each sleeping area has its own bathroom. From the living room and the triple room you can step directly onto a very large, partially shaded terrace. Depending on the weather and sun position, you will find a good place at any time - sun, partial shade, shade, wind or wind shadow, there is a corner for everything. On the terrace, there is a spacious dining table and three garden loungers, so everyone can find a spot. If you want to move, you can play a round of table tennis. No matter where you sit, inside or outside, on the deck chair or at the table: the view over the well-kept garden to the sea and the opposite hills is unimaginably beautiful. Those who manage to break away from the view will find cultivated and uncultivated beaches and nice places on the peninsula. We felt very comfortable! Thank you, Serena and Giulio!
Superhost
Home in Montiano
4.81 out of 5 average rating, 16 reviews

Equus Domus in Maremma

JoannaRating, 5 stars6 months ago
Lovely place and very comfortable. Fiorenza is very friendly and responsive. We will definitely recommend to others and hopefully visit again ourselves.
Top guest favorite
Home in Montalcino
4.94 out of 5 average rating, 32 reviews

Domus Antiqua

JonathanRating, 5 stars5 months ago
We had an excellent stay at this beautiful home which is very spacious, comfortable and very well furnished. The views are superb even by the high standards of Montalcino. Communication was proactive and very helpful. Nothing to fault. We would definitely stay again and look forward to doing so.
Superhost
Home in Lucignano
4.95 out of 5 average rating, 38 reviews

La Casetta

LauraRating, 5 stars3 weeks ago
Beautiful, peaceful stay. Amazing, secluded location. The hosts were very friendly and welcoming - made us feel right at home. Lots of great walks around, including the nearby winery. The only downside is it does get rather cold in the stone apartment but during warmer weather the coolness in the apartment would probably be perfect. They provided a portable heater & a hot water bottle though which was nice. Thank you Tebea for being such a lovely host!
Superhost
Home in Castelnuovo di Val di Cecina
4.93 out of 5 average rating, 67 reviews

L'Uva Fragolina. House, Garden, Panoramic View

DavidRating, 5 stars5 days ago
A Tuscan dream. Some days I had to pinch myself to understand that I was not in a movie. My girlfriend and I had a wonderful time in the area and also in the house. It was clean and tidy. The kitchen was unique and we also enjoyed grilling outside. We simply enjoyed it and felt at home. Finally, relaxation and tranquility, which you rarely experience. Thank you for your trust in this wonderful piece of Tuscany. For all those seeking peace or people who really want to experience what Tuscan flair means, a must-see. We will be happy to come back!
Top guest favorite
Home in Chiusdino
4.91 out of 5 average rating, 45 reviews

La Capanna: country house with magnificent view

VitaliyRating, 5 stars4 weeks ago
Amazing place to stay, a great host and beautiful surroundings!

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