Best Cottages in Montescudaio in 2026

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Our top choices for Montescudaio cottages

A garden with a row of sun loungers, neatly trimmed hedges, and tall trees.

1. Cottage 'Il Nido' with Private Garden and Wi-Fi

Crespina Lorenzana

includes taxes & fees

1 Nov - 2 Nov

A terrace with a white sofa, a dining table with a blue tablecloth, and a large umbrella.

2. Villa Paradiso

Rosignano Marittimo

includes taxes & fees

1 Nov - 2 Nov

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Top Montescudaio Hotel Reviews

Castelfalfi

10/10 Excellent

"Get ready to be impressed if you stay here. Every staff member from our arrival to our departure genuinely greeted us and welcomed us and many remembered our name. They always asked if we needed anything or offered help or suggestions in a genuine “we want to help way”. The concierge before our stay was ultra responsive, during our stay they were always present. You want attention to detail, Castelfalfi has it covered. Drinks are carefully made and delivered. Turn down service straightened the room, put little clothes under anything we had on the bathroom sink or room table, a new bookmark was left next to my book on the nightstand, cords were always wrapped and made to look tidy, I could go on and on. The food in the various restaurants was amazing. The little meat and cheese shop made a tremendous& fresh sandwich sliced up right in front of us on fresh baked bread. The view of sunset from the back deck had many guests out watching for good reason. The spa pool was great and the gym was pretty big. The breakfast buffet had everything you could want. Want fresh honey? There was a station with a honeycomb taken from their property…it drips fresh honey into a tray that empties into a bowl for you. The wine tasting was fun and delicious and worth it. Everything is on site and you will not want to leave the property during your stay or at the end of your trip. Castelfalfi- I hope and pray I return some day, thank you!!"

Villa Nencini

10/10 Excellent

"I will start by saying that we will be back to Villa Nencini next year, and for a full week's stay. Does that tell you something? The location is perfect for the walking trips; the owners/managers are on site; the grandfather is the chef, taking time to hunt the boar and deer for the larder! The rooms are clean and well-appointed, with marvelous views over the ancient Etruscan walls, down the Cessine valley to the Tyreenean Sea. Breakfast and dinner are in what was once the Villa's stable, now spotless and convivial rooms with patio access for dining. Parking is free and right beside the Villa. We'd stayed in five small Tuscan cities on this trip, and Voltera was our favorite, in large part due to our hosts and the Villa Nencini!"