50 Best Vacation Rentals in Province of Grosseto - Holiday Lettings - Cabins

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Castiglione Della Pescaia
225 properties
Grosseto
130 properties
Monte Argentario
125 properties
Orbetello
122 properties
Manciano
85 properties
Scarlino
82 properties
Capalbio
75 properties
Sorano
73 properties
Massa Marittima
67 properties
Follonica
56 properties
Pitigliano
52 properties
Civitella Paganico
38 properties
Magliano in Toscana
33 properties
Roccastrada
31 properties
Gavorrano
30 properties
Scansano
27 properties
Seggiano
25 properties
Arcidosso
22 properties
Semproniano
21 properties
Braccagni
21 properties

Province of Grosseto

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1,560 Vacation rentals

23

Apartment rental in Ansedonia with golf nearby

Orbetello / Ansedonia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Our apartment is located in the heart of the pretty village of Orbetello, placed between the enchanting blue of the Tyrrhenian Sea, the harmony of the Laguna and the peace of the green of Monte Argentario. The cosy little building that houses the apartment is located in …see more

from $81 / night

$565 / week

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from $81 / night

24

Vacation apartment in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
Suite of 50 square meters. approximately inserted into the Residence Hotel (RTA) called "Golf Hotel Punta Ala" (4 stars). Two rooms with 5 beds, consisting of living area with TV and kitchenette, 1 sofa bed, 1 pull-out bed, double bedroom with TV, a bathroom with two si …see more

from $70 / night

$485 - $2474 / week

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from $70 / night

(15) Very Good 

26

Vacation apartment in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
Suite of 50 square meters. approximately inserted into the Residence Hotel (RTA) called "Golf Hotel Punta Ala" (4 stars). Two rooms with 5 beds, consisting of living area with TV and kitchenette, 1 sofa bed, 1 pull-out bed, double bedroom with TV, a bathroom with two si …see more

from $70 / night

$485 - $2474 / week

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from $70 / night

(2) Very Good 

14

Porto Santo Stefano Vacation villa rental

Monte Argentario / Porto Santo Stefano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Details (DE) Die Halbinsel Monte Argentario mit ihren beiden Badeorten Porto Ercole und Porto Santo Stefano, liegt an der südlichen Küste der Toskana, 150 km nördlich von Rom. Der Monte Argentario erhebt sich wie eine Insel aus dem Meer, und durch eine von zwei schmale …see more

from $107 / night

$640 - $1067 / week

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from $107 / night

(14) Excellent 

22

Cala Piccola Vacation apartment rental

Monte Argentario / Cala Piccola

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
Dear Guests We are pleased to present this very beautiful villa located on the most extreme point of the Argentario coast, perched on top of a rocky cliff that drops straight down into the sea and offers a breathtaking view. The position of this beach villa makes it un …see more

from $291 / night

$1184 - $2851 / week

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from $291 / night

(1) Excellent 

12

Province of Grosseto / Gavorrano

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly

from $81 / night

$538 - $710 / week

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from $81 / night

(1) Very Good 

17

Province of Grosseto / Principina a Mare

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

from $87 / night

$490 - $1678 / week

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from $87 / night

33

Vacation home with shared pool in Cala Piccola

Monte Argentario / Cala Piccola

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
IN THE RENTAL PRICE IT IS ALWAYS INCLUDED: * the entrance of the private beach/establishmen with your own space with use of one sun umbrela and sun chairs. Bar and fish restaurant. small play ground for children * Use of the swimming pool close by the house (+-70 metres …see more

from $92 / night

$640 - $2347 / week

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from $92 / night

28

Province of Grosseto / Follonica

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

from $44 / night

$302 / week

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from $44 / night

(1) Excellent 

8

Province of Grosseto / Santa Fiora

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly

from $54 / night

$377 / week

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from $54 / night

23

Province of Grosseto / Giuncarico

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from $76 / night

$603 - $678 / week

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from $76 / night

16

Province of Grosseto / Civitella Paganico

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 40 mi
  • Ski
  • Child friendly

from $41 / night

$287 / week

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from $41 / night

(1) Excellent 

24

Apartment rental in Gavorrano with golf nearby

Province of Grosseto / Gavorrano

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
IL NIDO is a delightful apartment (size 50 sq meters) completely and well restored according Tuscan style, located in the historical charming medieval hamlet of Gavorrano at High Maremma in Tuscany (South-west). Gavorrano is placed on the top of a hill (altitude of 273 …see more

from $43 / night

$299 - $534 / week

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from $43 / night

16

Province of Grosseto / Principina a Mare

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

from $140 / night

$512 - $1183 / week

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from $140 / night

12

Province of Grosseto / Montieri

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

from $226 / night

$839 - $1894 / week

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from $226 / night

(1) Excellent 

22

Province of Grosseto / Scansano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 25 mi
  • Swimming pool
  • Child friendly

from $75 / night

$523 - $1446 / week

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from $75 / night

10

Province of Grosseto / Isola Del Giglio

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden

from $77 / night

$538 / week

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from $77 / night

21

Province of Grosseto / Cura Nuova

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from $70 / night

$490 / week

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from $70 / night

(4) Excellent 

12

Province of Grosseto / Scarlino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Ask about children

from $54 / night

$377 - $603 / week

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from $54 / night

19

Castiglione Della Pescaia / Punta Ala

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

from $153 / night

$1067 - $2400 / week

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from $153 / night

11

Civitella Paganico / Casale di Pari

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 55 mi
  • Swimming pool
  • Child friendly

from $68 / night

$474 / week

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from $68 / night

(1) Very Good 

11

Province of Grosseto / Civitella Paganico

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly

from $50 / night

$347 / week

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from $50 / night

15

Province of Grosseto / Follonica

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly

from $70 / night

$427 - $747 / week

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from $70 / night

(8) Excellent 

44

Montieri / Boccheggiano

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 35 mi
  • Swimming pool

Pricing unknown

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Pricing unknown

(2) Excellent 

39

Province of Grosseto / Castel Del Piano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Ski

from $81 / night

$452 - $678 / week

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from $81 / night

14

Vacation apartment rental

Province of Grosseto / Castiglione Della Pescaia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Comfortable apartment located roughly 2km from the sea at Castiglione della Pescaia, a charming town on the Tuscan coast. The property has a panoramic view from above sea level and offers a beautiful terrace and garden which benefit from the pleasure of this fantastic p …see more

from $77 / night

$538 - $1184 / week

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from $77 / night

8

Vacation apartment in Massa Marittima

Province of Grosseto / Massa Marittima

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 25 mi
  • Swimming pool
  • Child friendly
New apartment is perfect for 4 person or two couples. It is a very nice accommodation corner, the inner and outer walls are in local stone, most original of 1866. Kitchenette, table and chairs, living with sofa*. Two double bedroom, two bathrooms with shower. *Note: the …see more

from $108 / night

$753 / week

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from $108 / night

(5) Excellent 

24

Province of Grosseto / Grosseto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool

from $59 / night

$269 - $764 / week

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from $59 / night

21

Province of Grosseto / Scansano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 30 mi
  • Child friendly
  • Ask about pets

from $64 / night

$374 - $1430 / week

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from $64 / night

(1) Excellent 

10

Province of Grosseto / Giannutri Island

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

from $100 / night

$700 - $807 / week

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from $100 / night

8

Vacation home accommodation

Orbetello / Giannella

4 2 7 nights min

  • 4 bedrooms
  • Sleeps 2
  • 7 nights min
  • Nearest beach 0.1 mi
  • Child friendly
  • Ask about pets
House with four rooms and 3 bathrooms, quiet and suitable for families with childrens. Tuscany Maremma, land seafront, in a wild and untouched area portion of an historical stone farmhouse which the manor is a tower of Spanish origin and has been built on 15th century. …see more

from $185 / night

$1291 - $2367 / week

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from $185 / night

(4) Excellent 

14

Province of Grosseto / Principina a Mare

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly

from $54 / night

$291 - $861 / week

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from $54 / night

(1) Very Good 

21

Province of Grosseto / Principina a Mare

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

from $54 / night

$259 - $786 / week

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from $54 / night

11

Province of Grosseto / Castiglione Della Pescaia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Car not necessary

from $54 / night

$377 / week

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from $54 / night

9

Orbetello / Ansedonia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

from $98 / night

$1085 / week

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from $98 / night

26

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden

from $53 / night

$366 - $1022 / week

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from $53 / night

(1) Excellent 

15

Manciano / Saturnia

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 35 mi
  • Ask about children
  • Pet friendly

from $54 / night

$377 - $678 / week

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from $54 / night

14

Grosseto Vacation guest house rental

Province of Grosseto / Grosseto

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
The apartment is in the walled part of the center of Grosseto. The railway station is a ten minute walk and there is a car park three minutes from the apartment. Buses are many and frequent to the beach, 20 minutes away or Florence and Sienna about an hour away.The apar …see more

from $38 / night

$237 / week

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from $38 / night

28

Massa Marittima Vacation farmhouse rental

Province of Grosseto / Massa Marittima

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Child friendly
Farmhouse "Il Fico" is an old farmhouse on two floors recently renovated to offer the best comfort during your stay. Is it possible to accommodate 11 persons, belonging to a single group. On the ground floor there is the large kitchen with fireplace, a bathroom and a la …see more

from $108 / night

$753 - $861 / week

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from $108 / night

8

Province of Grosseto / Orbetello

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from $54 / night

$377 - $538 / week

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from $54 / night

1