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Villa holiday rentals in Grosseto

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Popular amenities for villa rentals in Grosseto

Private villa rentals

Superhost
Villa in Fornaci
5 out of 5 average rating, 15 reviews

Villa with pool,tennis court,village walk distance

EmelineRating, 5 stars6 months ago
Superb spacious and well-located villa with a great view! Awesome pool and tennis class Big tables for eating out There are enough sunbeds for everyone We had a lovely time at this beautiful villa It is just missing a large oven (there is a mini oven that troubleshoot well) and be careful the washing machine is in a residence next door and for a fee (€4 laundry detergent)
Superhost
Villa in Capoliveri
5 out of 5 average rating, 3 reviews

EXCLUSIVE ENTIRE VILLA A STEP FROM THE SEA

manuelaRating, 5 stars28 months ago
Our stay at Villa Tina was memorable. Paolo and Laura are very good hosts and we didn't miss anything. Perfect for 2 families. Private beach access. Wonderful sea view. Highly recommend Paolo's place.
Guest favourite
Villa in San Leolino
5 out of 5 average rating, 105 reviews

Poggio del Fattore-Villa with pool,hilltop,Chianti

VeraRating, 5 stars4 months ago
A truly stunning place with incredibly welcoming hosts. The villa exceeded our expectations in every way. The interior is filled with beautiful historic furniture, details, paintings, and books. The cozy fireplace in the living room added a special charm. We loved making pizza in our very own wood-fired oven, using the outdoor BBQ, and dining al fresco surrounded by breathtaking views. Every moment at Poggio del Fattore felt special, offering the perfect blend of comfort and authenticity. Highly recommended for anyone looking to experience the beauty of the Tuscan countryside in style!
Guest favourite
Villa in Sarteano
5 out of 5 average rating, 13 reviews

Villa "La Civetta" with pool, sauna and jacuzzi

BrynRating, 5 stars4 months ago
Lovely modern home in a beautiful, quiet town in southern Tuscany. We had a wonderful 8 days there with our 6 year old son.
Superhost
Villa in Provincia di Arezzo
4.91 out of 5 average rating, 43 reviews

Villa near Florence: Pool, AC, Vast natural garden

JackRating, 5 stars6 months ago
Stunning villa in a beautiful setting. Francesco gave excellent directions & the peace & tranquility out in the Tuscan countryside was wonderful. Francesco was exceptionally responsive & gave great local advice. We loved the little towns nearby and can’t wait to return soon. Highly recommended. Jack.
Guest favourite
Villa in Seccheto
4.82 out of 5 average rating, 39 reviews

Villa in Solana, Elba Island - Seccheto

Priya PhilipRating, 5 stars6 months ago
The accommodation was in great condition, with freshly washed sheets and bathroom kits closed and provided by the laundry room. We were in a group of 9 and the house had comfortable spaces for everyone, both internally and on the small outdoor garden. The host has always been absolutely available to us, both at check-in and when we called him for advice or other reasons. Attention only and exclusively to the location, very panoramic and in an absolutely quiet place, but walking from the beach, although not impossible, involves a walk with a steep climb.
Guest favourite
Villa in Monteleone D'orvieto
4.86 out of 5 average rating, 37 reviews

Villa Rose delle Inglesi | Majestic Luxury Villa |

ZeinabRating, 5 stars4 months ago
Our stay at Siebe’s property was incredible. Siebe was very helpful and responsive; he answered all of my many questions prior to check in. The home was beautiful, clean, and private. The on site hostess, Daniela, went above and beyond every single day of our stay to ensure we were satisfied. She greeted our family at check in and gave us a thorough tour of the Villa, as well as recommendations for restaurants near by! She was even able to help us book a last minute truffle hunting experience, which ended up being one of the highlights of our stay! The private chef, Davide, was very kind, knowledgeable, and provided us with a meal we will never forget. We absolutely cannot wait to come back soon!
Superhost
Villa in Lajatico
5 out of 5 average rating, 3 reviews

Villa Ludovica w. private pool, Borgo del Silenzio

ElliotRating, 5 stars6 months ago
Absolutely amazing place, peaceful and tranquil. Easily fitted two families (9 in total), super clean. Pool is amazing and the view is beyond words

Luxury villa rentals

Guest favourite
Villa in Sodo
4.95 out of 5 average rating, 22 reviews

The House of the Sodo Sun

ClaireRating, 5 stars5 months ago
We chose Il Sole del Sodo because it had 6 en-suite rooms, a pool, was close to a town and a train station and had a well- regarded host who could provide extras like breakfast, dinners, cooking classes and olive oil tastings e.g. Claudia! While rustic, the villa’s charm and peaceful spaces draw you right in and Claudia’s hospitality is unsurpassed. The villa fronts to the road to Cortona and backs to a field of sunflowers. Our family and friends dined on the private patio and found a back way to walk up to Cortona for exercise. A unique and wonderful experience!
Guest favourite
Villa in Montepulciano
5 out of 5 average rating, 18 reviews

Villa Nobile - Private Jacuzzi

MarissaRating, 5 stars6 days ago
This was our second stay and it continues to exceed our expectations. We love it and will continue to go back.
Luxe
Villa in Radda in Chianti
5 out of 5 average rating, 5 reviews

Villa Montemaggio

HongmeiRating, 5 stars4 months ago
Absolutely gorgeous and luxurious place. Beautifully decorated, beautiful views, clean and also had an incredible kitchen. We loved it!
Guest favourite
Villa in Arezzo
4.94 out of 5 average rating, 18 reviews

Villa Leopoldina in the heart of Tuscany

JohnRating, 5 stars5 months ago
Our family had an amazing stay. Beautiful location in the hills with an easy drive to the center of the city. The property is optimally set up for a large family gathering, and the pool area was perfect . We took advantage of the tasting and the cooking class , and both were executed perfectly . A completely memorable trip with great wine, food and views. Marta from the property management was incredibly responsive and friendly .
Guest favourite
Villa in Bolsena
5 out of 5 average rating, 42 reviews

Villa Blue Melon - private beach

Cristina Rating, 5 stars3 months ago
Andrea's house is even more beautiful than in the photos. We had a wonderful weekend in a spacious villa of very recent renovation with bright windows (equipped with mosquito nets!), a relaxing patio and a bucolic garden with direct access to the lake. We relaxed on the loungers to listen to the water thaw. The interior is tastefully decorated, the kitchen is very modern and equipped with everything. Andrea was extremely helpful with all kinds of times and tips. The house was extra clean and the beds were very comfortable. Discovering the beauty of the lake and its surroundings was a surprise. We will definitely be back!
Superhost
Villa in Colle di Val D'Elsa
4.95 out of 5 average rating, 19 reviews

Villa L 'elsa - Villa L 'elsa

LynneRating, 5 stars4 months ago
Our family enjoyed our stay at the villa very much. Our only regret is not building in more time to simply enjoy the beautiful surroundings and amenities the villa provided. Our favorite day was the vineyard tour, personally coordinated and led by Francesca. We visited two local vineyards in the Chianti region, received wonderful tours and explanations of the wine-making process, tasted fabulous wines, and enjoyed a spectacular meal prepared by Elena, with almost all ingredients sourced from her farm and vineyard. Francesca provided excellent guidance and advice as we planned our trip, arranged for drivers when needed, and was very responsive to all of our requests. One note of caution - the mosquitos in the evenings at the villa are pesky, so bring your bug spray.
Superhost
Villa in Torrita di Siena,
5 out of 5 average rating, 4 reviews

Villa Scianellone

NickRating, 5 stars33 months ago
We had an excellent time staying at this family home with an amazing view of Torrita di Siena. Great access to many popular hill towns (Cortona, Montepulciano, Pienza, Montalcino, etc). The house and property are beautiful, very private and populated with song birds and olive trees. The hosts are charming and very welcoming. They provided us with all the recommendations we needed and were readily available whenever we wanted to communicate with them. The house is well appointed and has multiple ways to cook from gas range to pizza oven and wood fired grill. I really liked using the giant pinecones as fire starter. We would definitely return and hope to. Such a precious slice of paradise.
Guest favourite
Villa in Marina di Bibbona
4.97 out of 5 average rating, 31 reviews

Casa Rosa - Villa with private access to the beach

ClasRating, 5 stars5 months ago
We had a number of adult friends who came and lived with us in the house. It was a 60-year celebration with vineyard visits and many restaurant visits. The house and the location are very good. Close to most things. Desire is a very good host. Can warmly recommend this accommodation.

Villa rentals with a pool

Guest favourite
Villa in Palaia
5 out of 5 average rating, 8 reviews

Villa La Gemma

DeryaRating, 5 stars5 months ago
The stay was beautiful! The villa was amazing, the view, the furniture, the rooms and the pool. We felt so lucky to be there. Rooms were new and clean. Every detail has been taken care of. Christina was incredibly helpful and always available. We'd be stuck without them. Unfortunately, we had more private problems and every time she helped us and brought us solutions. We, me and my friends, this stay was memorable!
Superhost
Villa in Rosignano Solvay-Castiglioncello
4.8 out of 5 average rating, 134 reviews

Villa with cliffs pool

SolveigRating, 5 stars4 months ago
The place is an absolute place to yearn. The view of the sea priceless. We were lucky enough to stay alone on the property almost the entire time. The amenities are functional and you have everything you need. Everything was clean and tidy, there is nothing to complain about. The decor is familiar with personal things of the family but that's exactly what I love about AirBnB. I was very reminded of my former family weekend house. We certainly weren't here last time and I thank Fabio&Valentina for sharing this wonderful place with others.
Guest favourite
Villa in Umbertide
4.92 out of 5 average rating, 12 reviews

Villa Comunaglia - Design Villa with Private Pool

SebastianRating, 5 stars5 months ago
Andrea is a great host. The stay was amaizing and the support received from Andrea during stay was priceless. The place is wonderfull with great view and outstanding privacy. I will recommend Andrea as a host and his place as great choice for holidays.
Guest favourite
Villa in Orvieto
4.9 out of 5 average rating, 31 reviews

Spectacular view villa and infinity pool

RayRating, 5 stars5 months ago
Superb villa for 12 guests. 10 mns drive to a fabulous town or stay at home in comfort including an excellent pool surrounded by Impressionist views. Teresa is a gem. Pia recommended Eugenio and Pasquale of Italian Show Cooking and they produced a magnificent eight course banquet for my wife's 70th birthday party. This villa holds a very special place in our hearts and the hearts of our guests. Cman you give more than five stars?
Guest favourite
Villa in Montepulciano
4.91 out of 5 average rating, 119 reviews

Villa in Montepulciano with Pool

MosesRating, 5 stars3 months ago
Alex, u show such hospitality to our family!! We love how well u maintained the place. The view from our hotel brings smile to my face every morning! It’s spectacular. I’ll definitely come back! Hope the price is reasonable the next time 🥰
Superhost
Villa in Carbognano
4.86 out of 5 average rating, 22 reviews

★ HOLIDAY VILLA LA QUERCIA ★ Pool | BBQ | Nature

SabrinaRating, 5 stars5 months ago
We had a wonderful stay at the villa with a group of six friends. Matteo and his family are very accommodating and friendly. If you have any questions, we always got an answer very quickly. Check-in went great and we also got recommendations for our vacation. Especially Matteo's parents, who live right next door, are very friendly and helpful. We felt very comfortable and had a wonderful holiday.
Guest favourite
Villa in Civitella D'agliano
5 out of 5 average rating, 27 reviews

Casa Braeside: A private villa in the countryside

HettyRating, 5 stars2 weeks ago
Beautifully spacious house. Nicely decorated. Warm in winter due to heating and wood stove. Only the kitchen inventory still needs some attention😉. The area is beautiful and super quiet. Lovely terraces. And many interesting excursions in the area possible. Great to walk to the high town (over half an hour).
Guest favourite
Villa in La Poggerina
4.97 out of 5 average rating, 37 reviews

Villa La Poggerina, private pool and amazing view

BryanRating, 5 stars5 months ago
A rare circumstance where both property and hosts exceeded our expectations. The house is spacious with lovely views and a patio and pool for exclusive use by guests. It is well stocked and appointed, including a pool table and multi-game arcade machine. Much appears recently renovated. For those wanting to cook traditional wood-fired pizzas, there are two outdoor ovens, plenty of wood, and a host at the ready to provide assistance as needed. Emanuele and his wife are excellent hosts - gracious and welcoming yet non-intrusive. They had a fantastic charcuterie board and wine ready on our arrival and helped us with guidance and reservations multiple times throughout the week. They live in the house next door, but you wouldn't know it. All in all, one of our best AirBnB experiences in nearly a decade of stays - very highly recommended!

Destinations to explore

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