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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
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 stars7 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?
Superhost
Villa
4.88 out of 5 average rating, 8 reviews

Villa Febea - Villa Febea 16

YonitRating, 5 stars21 months ago
Nestled in a stunning landscape, the villa is a marvelous retreat that captivates with its beauty and generous space. Meticulously maintained to uphold high standards, the villa's kitchen is thoughtfully equipped with all the essentials for a comfortable stay. Furthermore, each room is fitted with its own shower and toilet, ensuring privacy and convenience for all guests. The pool adds an extra touch of wonder to the experience. As for the hosts, Alice and Jacopo, they are simply delightful, providing warm hospitality throughout your stay. I wholeheartedly recommend this exceptional villa for an unforgettable getaway
Guest favourite
Villa
4.95 out of 5 average rating, 39 reviews

Villa Il Sogno di Pietro, private pool and AC

SheebaniRating, 5 stars7 months ago
We loved our stay at this beautiful place! It was extremely peaceful and our family had a great time!
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.
Top guest favourite
Villa
5 out of 5 average rating, 20 reviews

Montemarcoli

RobertRating, 5 stars1 week ago
Our stay at Villa Montemarcoli was fantastic. So peaceful. No noice from cars and really no air traffic noise whatsoever. Just the birds singing. Just want to mention you will need to drive to everything but the roads are so beautiful you won’t mind! I would recommend a small SUV or car with all wheel drive as the villa is located up a gravel road and roads in the area can be narrow and parking can be tight in places. I would definitely recommend Brigitta’s Villa and hope to come back again someday 😎🍷
Guest favourite
Villa
4.88 out of 5 average rating, 60 reviews

Chianti Villa at Mulino del Cerchiaio

MathildeRating, 5 stars6 months ago
Thank you!! We enjoyed our vacation with 9 friends! A little humid because of the weather, but the place is ideal in summer and comforting by the fire when the good weather is not present!
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!

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!
Guest favourite
Villa
4.92 out of 5 average rating, 25 reviews

Villa Castiglioncello - access to the private sea

JürgRating, 5 stars6 months ago
House, location: right by the sea, fantastic views, spectacular sunsets, large house with special architecture offers plenty of space and privacy, ideal for a large family. Various garden terrace areas. Everything very well maintained and well equipped. Camilla is a very warm and competent host. We will be happy to come back!
Superhost
Villa
5 out of 5 average rating, 4 reviews

Villa Lidia, la Dolce Vita at its Best!

IsaRating, 5 stars7 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
4.85 out of 5 average rating, 39 reviews

Luxury Villa on the sea Elba Island (Procchio)

FlorentineRating, 5 stars6 months ago
Wonderful villa and grounds with private sea access and lounge area in the rocks. Tastefully renovated older villa, very attentive hosts who helped with any of the minor issues we had. Nice pellet oven was great as the weather was a bit cool. Wonderful place and view.
Superhost
Villa
4.95 out of 5 average rating, 20 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 stars35 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
4.97 out of 5 average rating, 32 reviews

Casa Rosa - Villa with private access to the beach

ClasRating, 5 stars7 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.
Top guest favourite
Villa
5 out of 5 average rating, 47 reviews

Sestuccia

RebeccaRating, 5 stars6 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

Villa
5 out of 5 average rating, 7 reviews

Villa Signana with pool for 20+ people by LLL

DmitriRating, 5 stars6 months ago
We rented Jacopo’s place with 17 people for anniversary and had an outstanding time! He stopped by frequently to check on us and give local recommendations. The villa is amazing. So good we were considering buying it!
Superhost
Villa
4.8 out of 5 average rating, 5 reviews

Charming villa on two levels - Casa Lola

SofiaRating, 5 stars9 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, 43 reviews

Villa Pongina - Tuscany - private pool - air with

RonjaRating, 5 stars6 months ago
This villa was absolutely perfect for what I was hoping for. It was even better than the pictures, and the surroundings were beautiful. We loved the secluded feel of the villas, and the size of the villas was perfect for our group. Serena was super helpful and very flexible, so I can't recommend this place enough!
Guest favourite
Villa
4.91 out of 5 average rating, 121 reviews

Villa in Montepulciano with a Pool

LindaRating, 5 stars5 days ago
We had a wonderful time in Tuscany! We were able to make use of the pool on the first day with our two boys, 7 and 4. We visited Pienza, Montepulciano and Montelccino. We also purchased two of the wines from the estate. Alex made everything very easy and was a great host!
Villa
5 out of 5 average rating, 8 reviews

Villa in Siena with pool x10 guests

FedeleRating, 5 stars32 months ago
Fantastic villa, great location and lovely staff. Jacopo is an awesome host. Everything above the expectations. Strongly suggested!!
Top guest favourite
Villa
5 out of 5 average rating, 19 reviews

Panoramic Villa Larniano Private Pool 14 max

RonRating, 5 stars7 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!
Guest favourite
Villa
4.99 out of 5 average rating, 69 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

Tsz Kwan CarrieRating, 5 stars6 months ago
Francesco is nice:) He brought us welcome pizzas and dessert. His response is instant. The place is quiet which provide you completely private place. Just a bit far from town if you cannot drive yourselves. If you have cars, it is not a problem, just few minutes drive from town. The place looks exactly the same as the pictures, clean and tidy. Definitely enough space for 8 adults. Recommend.
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.

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