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Villa holiday rentals in Grosseto

Find and book unique villas on Airbnb

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Popular amenities for villa rentals in Grosseto

Private villa rentals

Superhost
Villa
5 out of 5 average rating, 15 reviews

Villa with pool,tennis court,village walk distance

EmelineRating, 5 stars7 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)
Guest favourite
Villa
4.9 out of 5 average rating, 31 reviews

Spectacular villa with a view and infinity pool

RayRating, 5 stars6 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
5 out of 5 average rating, 6 reviews

Villa Pietrenta

RandallRating, 5 stars7 months ago
This is a very comfortable house with beautiful views and a terrific pool. The house really consists of two apartments which works great when traveling with family. The living spaces are not large but work well- we spent most of our time outside anyway. About a 35-40 minute walk into the center of town. Parking in Cortona is tricky, so it’s nice to have the option to walk. Overall, a very good value, comfortable, well-maintained, and easy to use as a hub getting around the small villages of Tuscany and Umbria.
Superhost
Villa
5 out of 5 average rating, 3 reviews

Terra Antica Suites & Villas - Villa Vino - Private Jacuzzi

HeatherRating, 5 stars4 months ago
Our stay at Terra Antica was a dream. The location is perfect and the property and villa are exceptional. We were close enough to town to get to restaurants and shopping and then come back for some quiet relaxing time. There are numerous wineries to visit in the area. Day trips to other local towns are easy to do as well. The private jacuzzi was an extra bonus & we used it several times during our stay. We will be back again!
Guest favourite
Villa
5 out of 5 average rating, 13 reviews

Villa "La Civetta" with swimming pool, sauna and jacuzzi

BrynRating, 5 stars6 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 stars7 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
4.82 out of 5 average rating, 39 reviews

Villa in Solana, Elba Island - Seccheto

Priya PhilipRating, 5 stars7 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
5 out of 5 average rating, 9 reviews

Casa Faraona, villa with private pool

VaughanRating, 5 stars5 months ago
A beautiful property in a stunning location with great views. The property was easy to find using Waze. Once inside everything was clean and all rooms were luxurious and clean.

Luxury villa rentals

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

The House of the Sole del Sodo

ClaireRating, 5 stars6 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!
Luxe
Villa
5 out of 5 average rating, 6 reviews

Villa Montemaggio

LaurenRating, 5 stars2 weeks ago
Valeria’s place was so beautiful. The most amazing view. The house was comfortable and pristine. So gorgeous and we loved doing the wine tour with llaria. She was so sweet and set up all dinners and an amazing driver we used every night. The house was amazing. Hasiba the housekeeper and cook left us a mulberry pie that was out of this world. The gym and sauna were also just a walk away and gorgeous. I high recommend staying here and bringing back lots of wine like my friend and I did.
Guest favourite
Villa
4.9 out of 5 average rating, 30 reviews

Villa with panoramic pool • Lake Trasimeno

DonRating, 5 stars6 months ago
Thank you Paola for a wonderful week in you family Villa . The views are amazing and the house felt like home. Great place to stay with our family of 8 adults and a baby.
Top guest favourite
Villa
5 out of 5 average rating, 43 reviews

Villa Blue Melon - private beach

EmmaRating, 5 stars2 days ago
We absolutely loved our trip. Andrea’s place was pure magic!
Superhost
Villa
5 out of 5 average rating, 4 reviews

Villa Lidia, la Dolce Vita at its Best!

IsaRating, 5 stars6 months ago
From the beginning, Marlene was an excellent host and Stijn, a most excellent property mgr. The house is even more beautiful in person. This is a magical place for tranquility and relaxation. The house is pristine and has all the amenities , we immediately felt right at home. We asked and they recommended farm to table cooking classes, and nearby towns to visit. All excellent experiences. Wonderful memories were made cooking and grilling, picking herbs from the garden. We enjoyed this truly spectacular home. The views from the hilltop where the house is located are breathtaking. There is a beautiful infinity pool and a great barbecue area. Watching sunsets and star gazing . We had just celebrated our daughter’s wedding and traveled from Rome and the serenity and Zen of the house and surroundings were just what we needed. Stijn took great care of us. We will return to this slice of heaven on earth. Thank you Marlene for sharing your beautiful home with us. It exceeded our expectation
Superhost
Villa
4.95 out of 5 average rating, 19 reviews

Villa L 'elsa

LynneRating, 5 stars6 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
5 out of 5 average rating, 4 reviews

Villa Scianellone

NickRating, 5 stars34 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.
Top guest favourite
Villa
5 out of 5 average rating, 47 reviews

Sestuccia

RebeccaRating, 5 stars5 months ago
We had a marvelous stay at Villa Sestuccia. The house is spacious, as are the grounds. Both are well maintained. There is ample room with different areas to relax indoors and outside. We communicated with Briggita who was quick to respond, always friendly and always helpful. We particularly liked the location which has easy access to many spots of interest and restaurants. We enjoyed collecting eggs in the morning for our breakfast - such a fun touch. We highly recommend Villa Sestuccia and would not hesitate to stay here again.

Villa rentals with a pool

Guest favourite
Villa
5 out of 5 average rating, 9 reviews

Villa La Gemma

DeryaRating, 5 stars6 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
4.8 out of 5 average rating, 5 reviews

Charming villa on two levels - Casa Lola

SofiaRating, 5 stars8 months ago
Mel is a fantastic host and the place is exactly like in your most vivid Tuscany dreams.:) It's not our first time here and we absolutely loved everything about the place. We booked all three homes available at Mel's place and had an unforgettable week with the entire family - highly highly recommended! Thank you, Mel for being absolutely fabulous!✨
Guest favourite
Villa
4.91 out of 5 average rating, 119 reviews

Villa in Montepulciano with a Pool

MosesRating, 5 stars5 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 🥰
Guest favourite
Villa
4.95 out of 5 average rating, 39 reviews

Villa Il Sogno di Pietro, private pool and AC

SheebaniRating, 5 stars6 months ago
We loved our stay at this beautiful place! It was extremely peaceful and our family had a great time!
Top guest favourite
Villa
5 out of 5 average rating, 18 reviews

Panoramic Villa Larniano Private Pool 14 max

RonRating, 5 stars6 months ago
Idyllic Tuscan villa on a family operated vineyard made our family vacation memorable. The hostess and all of the staff were amazing, responsive and so helpful. The chef Anna recommended for our pasta making experience was fantastic. We had him back later in the week to prepare a full Tuscan dinner that was incredible. The location in the rolling hills near Siena was perfect. A short drive to the market or parking for our many days waking in Siena helped make this one of the best vacations ever for my family. The wine and olive oil produced on this estate are something special. Make sure you take the tour! We shipped many cases back to the US!
Superhost
Villa
4.79 out of 5 average rating, 24 reviews

Elisa Villa

DominiqueRating, 5 stars5 months ago
Beautiful house in the vines surrounded by sumptuous hillsides in an incredible postcard setting. Perfect for gatherings for families or with friends. The location is ideal to radiate between Siena, Florence and Chianti or resting while enjoying the pool. Elisa, always attentive, is very responsive and will respond almost without delay.
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 stars1 month 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
5 out of 5 average rating, 13 reviews

Tuscan villa with private pool and stunning views

BarbaraRating, 5 stars7 months ago
We had a wonderful week at Sergio's family's villa. Massimo met us with Sergio on our arrival and showed us around the villa. The villa is located in the beautiful Tuscan countryside about 3 miles (10 minutes drive) from Montevarchi which has a great selection of supermarkets including a huge Coop with the best cheese counter we have ever seen. Sergio's family gave us a great number of recommendations from restaurants to local sights etc. One restaurant we particularly liked was Le Mura del Cassero in Montevarchi. We had a couple of trips, one to Siena by car and another to Florence by train. Both very accessible. The pool at the villa is wonderful (Massimo checked it every morning before we even surfaced) and Sergio and Massimo were the kindest hosts. They gave us a huge fruit bowl, prosecco, beers, pastries, home produced olive oil and their own delicious wine...truly lovely generous people. We would definitely recommend this villa to others!

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