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Holiday rentals in Masseto

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Masseto

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 103 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

4–11 Nov

€ 626 per night
Guest favourite

Home in Vaiano

4.99 out of 5 average rating, 132 reviews

Cottages in Tuscany in ancient garden villa with garden

The Cottage is part of a property of the Bernocchi family, already on the maps of the 1500 area and is located right on an ancient Roman road that crossed the mountains of Calvana. About 9 km from Prato and 20 from Florence. The cottage, free on three sides, is located in a panoramic position surrounded by a private park, ideal for walks and sports. A real house, with a kitchen, living room, bedroom and bathroom. Wide open outdoor spaces, garden and botanical garden.

21–28 Oct

€ 153 per night
Superhost

Apartment in Diacceto

4.86 out of 5 average rating, 147 reviews

Sweet stay in Florence countryside

Warm and cozy apartment in rustic style in ancient block of 1700 with excellent view of the valley and the hills at about 30 minutes by car from florence. This apartament was part of a big property own by my family for generations, them started with a little touristic business 100 years ago and now I want to share again this space with you with the same intention. Our position is perfect to enjoy the neighborhood, the mountains or the near city of Florence.

27 Feb – 6 Mar

€ 57 per night

Popular amenities for Masseto holiday rentals

Other great holiday rentals in Masseto

Guest favourite

Flat in Rufina

4.96 out of 5 average rating, 24 reviews

"Mario and Ilia", hospitality between comfort and identity

4–11 Apr

€ 65 per night
Guest favourite

Guest suite in Pelago

5.0 out of 5 average rating, 6 reviews

Vineyard location, 30 minutes to Florence

18–25 Aug

€ 72 per night
Guest favourite

Barn in San Francesco

5.0 out of 5 average rating, 9 reviews

La Capanna - Delightful stay in the renovated barn

11–18 Jun

€ 195 per night
Guest favourite

Home in Pontassieve

4.97 out of 5 average rating, 30 reviews

The cheerful Tuscan cottage with breathtaking views

13–20 Feb

€ 120 per night
Guest favourite

Flat in Rufina

4.89 out of 5 average rating, 55 reviews

Zanobini and TIGLI

1–8 Feb

€ 114 per night
Superhost

Farm stay in Rufina

4.86 out of 5 average rating, 44 reviews

Detached House in Chianti Garden + View 2PAX

17–24 Aug

€ 114 per night
Guest favourite

Farm stay in Loro Ciuffenna

4.98 out of 5 average rating, 64 reviews

Il Roseto: your Villa in Tuscan Countryside

30 Oct – 6 Nov

€ 431 per night
Guest favourite

Apartment in Pontassieve

4.94 out of 5 average rating, 18 reviews

Bianco di Vino

15–22 Nov

€ 78 per night
Guest favourite

Apartment in Diacceto

4.88 out of 5 average rating, 41 reviews

La Casa d 'Nonno

4–11 Dec

€ 88 per night
Superhost

Flat in Pelago

4.92 out of 5 average rating, 26 reviews

BELLAVISTA TUSCANY 2🌼

9–16 Feb

€ 100 per night
Guest favourite

Flat in Pontassieve

4.9 out of 5 average rating, 29 reviews

Casa Mandorli

5–12 Feb

€ 82 per night
Guest favourite

Apartment in Diacceto Pelago

4.88 out of 5 average rating, 41 reviews

Apartment Marco in Diacceto, "On the hills!"

21–28 May

€ 74 per night

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Metropolitan City of Florence
  5. Masseto