A bustling street with historic buildings, a central planter, and people walking.

Villas in Province of Grosseto

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Top Cities in Province of Grosseto

A historic town with a prominent tower, terraced vineyards, and lush greenery.
VillasVillas

Manciano

Manciano

Our top choices for Province of Grosseto villas

An outdoor patio with a table set for dining, surrounded by wicker chairs and a pergola overhead.

1. Luxurious 19th-Century Villa with Saline Pool in Maremma, a few Km from the Sea

Luxurious 19th-Century Villa with Saline Pool in Maremma, a few Km from the Sea
Buriano
10.0 out of 10, Exceptional, (91 reviews)
"Beautiful place, clean, super nice pool, very cozy. Italo was very quick to respond if we had questions. Very comfy beds. Would highly recommend. There was a small restaurant 800 m down the road with lovely tapas (only tapas)."
United States
Liv B.
Luxurious 19th-Century Villa with Saline Pool in Maremma, a few Km from the Sea
A rectangular swimming pool with a clear blue sky in the background.

2. Exclusive villa with pool close to beaches,golf,wine,history in Maremma,Tuscany

Exclusive villa with pool close to beaches,golf,wine,history in Maremma,Tuscany
Castiglione della Pescaia
10.0 out of 10, Exceptional, (59 reviews)
"Wonderful hosts, a great home in a quiet setting. We will be back!"
Germany
Patrik J.
Exclusive villa with pool close to beaches,golf,wine,history in Maremma,Tuscany
A modern outdoor lounge area with a view of the sea, including a sofa and a sunbed.

3. Villa Cala Contessa - Tuscany Beachfront Villa with a Pool

Villa Cala Contessa - Tuscany Beachfront Villa with a Pool
Giannella
10.0 out of 10, Exceptional, (1 review)
"Beautiful house. Very well equipped kitchen. Amazing outdoor space. Kristina and Sebastian were very responsive to addressing any questions or issues. "
United States
Nick B.
Villa Cala Contessa - Tuscany Beachfront Villa with a Pool
An outdoor patio with wooden furniture, a pergola with string lights, and a view of an olive orchard.

4. Maremma Design - a private oasis between the sea and the thermal baths

Maremma Design - a private oasis between the sea and the thermal baths
manciano
Maremma Design - a private oasis between the sea and the thermal baths
A stone house with a wooden porch and a small garden.

5. A charming villa in the quiet, green heart of Tuscany.

A charming villa in the quiet, green heart of Tuscany.
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"Abbiamo passato dei giorni molto piacevoli a casa di Rose. La casa in mezzo al bosco è suggestiva, dotata di tutto e molto silenziosa. Alla prossima!"
United States
Daniela M.
A charming villa in the quiet, green heart of Tuscany.
A pool area with a stone deck, surrounded by potted plants and a stone wall.

6. Villa with a pool and large garden, nestled in the hills of the Maremma

Villa with a pool and large garden, nestled in the hills of the Maremma
Elmo
Villa with a pool and large garden, nestled in the hills of the Maremma
A modern house with a covered patio, outdoor seating, and a well-maintained lawn.

7. Beachfront villa located directly on the promenade in Castiglione della Pescaia

Beachfront villa located directly on the promenade in Castiglione della Pescaia
Castiglione della Pescaia
Beachfront villa located directly on the promenade in Castiglione della Pescaia
A wooden chair and bench on a grassy hill overlooking rolling hills and a stone wall.

8. Tuscany romance. Rural charm between Montalcino and sea. Relax pur

Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Cinigiano
9.6 out of 10, Exceptional, (43 reviews)
"Very Clean and excellent House. We loved our stay. "
Germany
Sebastian K.
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
An outdoor seating area with wicker furniture, a wooden deck, and a view of a swimming pool and landscape.

9. Tuscan country villa with private swimming pool

Tuscan country villa with private swimming pool
Saturnia
10.0 out of 10, Exceptional, (10 reviews)
"It was a very charming villa with interesting art, and personality. We were under the impression there was a pool, hot tub and dryer, none of which were really the case (the pool was there but drained and the other two didn’t seem to be there at all) but we had a great time regardless. "
United States
Lark
Tuscan country villa with private swimming pool
A pool area with a wooden deck, seating, and a flower bed.

10. Beautiful private villa for 10 people with WIFI, private pool, TV, patio and pets allowed

Beautiful private villa for 10 people with WIFI, private pool, TV, patio and pets allowed
Niccioleta
10.0 out of 10, Exceptional, (12 reviews)
"Amazing Villa, the owner was very kind as well as the cleaning lady. I'd definitely come back to this wonderful and big house."
United States
Giorgia R.
Beautiful private villa for 10 people with WIFI, private pool, TV, patio and pets allowed
A courtyard with a brick building, a cactus, and a variety of plants.

11. Villa Kadal at 100 meters from the sea

Villa Kadal at 100 meters from the sea
Marina di Grosseto
10.0 out of 10, Exceptional, (1 review)
"Perfect accommodation, near the sea, cosy house, wonderful Nicoletta from Maremmalink, who was very helpful and nice, this trip was very important for our family and we are very grateful, that our staying was exactly as we dreamed and hoped! ."
United States
Yevheniia
Villa Kadal at 100 meters from the sea
An outdoor dining area with a table set for four, surrounded by potted plants and a view of the countryside.

12. Villa with pool in the middle of Maremma

Villa with pool in the middle of Maremma
Magliano
9.4 out of 10, Exceptional, (12 reviews)
"We had a wonderful stay at this lovely house."
Sweden
Ivan F.
Villa with pool in the middle of Maremma
A swimming pool with a view of the sea and mountains in the background.

13. VILLA THE PANORAMA WITH POOL 5 minutes' drive from the nearest beach

VILLA THE PANORAMA WITH POOL 5 minutes' drive from the nearest beach
PORTO SANTO STEFANO
9.0 out of 10, Wonderful, (12 reviews)
"Lovely stay! "
United States
Annie M.
VILLA THE PANORAMA WITH POOL 5 minutes' drive from the nearest beach
An outdoor patio with wooden chairs and a table, overlooking a lush green landscape.

14. A 250-square-meter country house. View of the sea and vineyards

A 250-square-meter country house. View of the sea and vineyards
pereta (GR)
10.0 out of 10, Exceptional, (21 reviews)
"The sea views and sunsets were spectacular. We really enjoyed our stay. The host was very responsive and helpful organizing dinners and wine tastings."
United States
Jeff C.
A 250-square-meter country house. View of the sea and vineyards
A rectangular pool with a stone edge, surrounded by lush greenery and a view of hills.

15. Green oasis of peace! Tuscan country house 10 pers. Panoramic view pool

Green oasis of peace! Tuscan country house 10 pers. Panoramic view pool
Toscane
9.8 out of 10, Exceptional, (6 reviews)
"A true paradise – the size of the house and all the lovely seating areas make it easy for everyone to find their own space, even when traveling with a large group. We spent many hours by the pool! The area can be a bit tricky to reach due to a rough 3 km stretch of road, but once you’re through, there are beautiful villages nearby. The host and staff on-site are available when needed and very accommodating. Highly recommended!"
Sweden
Linda M.
Green oasis of peace! Tuscan country house 10 pers. Panoramic view pool
A hot tub in a natural setting with a view of a town in the background.

16. "Il Diaccio" Villa, offering a panoramic view of the Tuscan Maremma

"Il Diaccio" Villa, offering a panoramic view of the Tuscan Maremma
Roccatederighi
10.0 out of 10, Exceptional, (25 reviews)
"Great location, great hosts. Strongly recommend 11kw car charging station with reasonable prices "
Germany
alexander m.
"Il Diaccio" Villa, offering a panoramic view of the Tuscan Maremma
A residential area at night with a house, a car, and a well-lit garden.

17. Villa Molletta at Punta Ala with Pool

Villa Molletta at Punta Ala with Pool
Punta Ala
10.0 out of 10, Exceptional, (7 reviews)
"Simona's villa is absolutely beautiful. It is very spacious inside, with lovely living spaces, and has all the amenities you could need. But it's the outside space that really makes it. So great for lounging by the pool and eating outside. It's close to the beach, and Simona was an excellent host, who responded quickly and gave us clear, easy instructions for arrival."
United States
Anonymous traveler
Villa Molletta at Punta Ala with Pool
A covered outdoor seating area with a view of the sea, a hammock, and a table with a vase of flowers.

18. Stunning Seafront Villa Cornovaglia Private Access to the Sea

Stunning Seafront Villa Cornovaglia Private Access to the Sea
Monte Argentario
9.4 out of 10, Exceptional, (8 reviews)
"Placed in the most fascinating part of mount Argentario, the garden, the villa and the view are literally breathtaking! It has been a great experience!"
Italy
Giovanni F.
Stunning Seafront Villa Cornovaglia Private Access to the Sea
A two-story house with a patio area, a stone pathway, and various plants.

19. Villa Santa Gabriella & Monolocale

Villa Santa Gabriella & Monolocale
Gavorrano
Villa Santa Gabriella & Monolocale
An outdoor dining area with a view of the sea, tables set with plates and glasses, and a bottle of wine.

20. VILLA CALYPSO Isola del Giglio, Tuscany

VILLA CALYPSO Isola del Giglio, Tuscany
Giglio (GR)
9.6 out of 10, Exceptional, (5 reviews)
"Nice Villa ! We really enjoyed the terrace at sunset , the quiet and the wonderful beaches surrounding Giglio. We can't wait to come back."
Italy
bella j.
VILLA CALYPSO Isola del Giglio, Tuscany
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Province of Grosseto Hotel Reviews

Hotel della Fortezza

Hotel della Fortezza

10/10 Excellent
"Beautiful room overlooking the town. Slept with the windows open. It was lovely. Delicious breakfast, good wine, friendly townspeople, and the staff thought of everything! Exceeded our expectations!"
Pete 1-night trip
Posted 2 days ago
Hotel della Fortezza

Frequently asked questions

How much do villas in Province of Grosseto cost?
Villas in Province of Grosseto cost between and per night. These escapes give you the privacy of your own space at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Province of Grosseto?
Pick from 307 villas in Province of Grosseto. Whether you're getting away with the family or close friends, and wherever you're headed, Expedia can help you find the perfect space.
Why book your villa in Province of Grosseto with Expedia?
We think vacation time should be hassle-free, so if you're in search of villas at an affordable rate, Expedia is here to help. Keep costs down and opt for an all-inclusive stay, or splurge on a luxe villa to spoil your nearest and dearest. Our search filters make it simple to find an escape in Province of Grosseto that suits you best.
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