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

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Castiglione Della Pescaia
234 properties
Grosseto
137 properties
Monte Argentario
137 properties
Orbetello
130 properties
Manciano
94 properties
Sorano
87 properties
Scarlino
79 properties
Capalbio
75 properties
Follonica
62 properties
Massa Marittima
60 properties
Pitigliano
56 properties
Roccastrada
39 properties
Civitella Paganico
39 properties
Seggiano
28 properties
Magliano in Toscana
28 properties
Scansano
27 properties
Gavorrano
27 properties
Campagnatico
22 properties
Arcidosso
22 properties
Castel Del Piano
21 properties

Province of Grosseto

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1,623 Vacation rentals

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(4) Excellent 

19

Province of Grosseto / Sticciano Scalo

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 30 mi
  • Child friendly

 …see more

from $55 / night

$381 - $490 / week

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from $55 / night

26

Province of Grosseto / Monte Argentario

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

 …see more

from $77 / night

$435 - $653 / week

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from $77 / 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 $94 / night

$653 - $2392 / week

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from $94 / 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
Bilocale a Punta Ala, con una camera matrimoniale con soggiorno con divano letto, angolo cottura bagno e antibagno. Posto auto, Aria condizionata. Biancheria per letti e bagno. Rta a Punta Ala immersa nel parco a 800 metri dallo stabilimento balneare, servizio navetta o  …see more

from $70 / night

$490 - $2500 / week

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from $70 / night

(26) Excellent 

20

Vacation farmhouse in Saturnia

Manciano / Saturnia

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 30 mi
  • Swimming pool
Country house, 4 bedrooms en suite upstairs (1 king bedroom just aut the corner is available on demand with no air condition price not included), hall with fireplace, dining room and spacious kitchen downstairs.The house is surrounded by a paved floor with on the West s  …see more

from $272 / night

$1957 - $3370 / week

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from $272 / 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 $44 / night

$305 - $544 / week

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from $44 / 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
Bilocale a Punta Ala, con una camera matrimoniale con soggiorno con divano letto, angolo cottura bagno e antibagno. Posto auto, Aria condizionata. Biancheria per letti e bagno. Rta a Punta Ala immersa nel parco a 800 metri dallo stabilimento balneare, servizio navetta o  …see more

from $70 / night

$490 - $2500 / 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

 …see more

from $55 / night

$381 - $609 / week

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from $55 / night

(29) Excellent 

29

Vacation b&b in Vetulonia

Province of Grosseto / Vetulonia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Air conditioning
Il Mandorlo is the bed and breakfast of the farm LE GUAZZE BONE. It is an independent, romantic small house for two people, converted from a farm house, fully restored: a piece of paradise set in a landscape that looks like a painting. An enchanted place among the green  …see more

from $71 / night

$495 - $647 / week

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from $71 / night

(3) Excellent 

6

Manciano / Saturnia

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from $93 / night

$598 - $827 / week

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from $93 / night

6

Province of Grosseto / Santa Fiora

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden

 …see more

from $28 / night

$218 - $327 / week

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from $28 / night

(3) Very Good 

30

Home rental in Ansedonia with shared pool

Orbetello / Ansedonia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Stella di Mare has a large comfortable terrace with a full sea view perfect for relaxing and outdoor dining. It is 500m from the glorious sandy expanse of the 7km long Feniglia beach and pine forest reserve. A free minibus takes people down to the beach every hour  …see more

from $94 / night

$653 - $1636 / week

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from $94 / night

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 $82 / night

$571 / week

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from $82 / night

(1) Excellent 

40

Scarlino / Puntone

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly

 …see more

from $87 / night

$366 - $1461 / week

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from $87 / 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 $294 / night

$1196 - $2881 / week

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from $294 / night

(3) Very Good 

20

Province of Grosseto / Grosseto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

 …see more

from $31 / night

$196 / week

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from $31 / night

9

Grosseto / Rispescia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly

 …see more

from $66 / night

$457 / week

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from $66 / night

24

Vacation farmhouse with shared pool in Montemassi

Province of Grosseto / Montemassi

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 25 mi
  • Swimming pool
Welcome to Agriturismo Pereti and the Rocca appartment. The Rocca apartment is has an independent entrance, private terrace, private bathroom, WiFi, and it enjoys beautiful tranquil views at the surrounding hills and the medieval village of Roccatederighi. The apartmen  …see more

from $75 / night

$525 / week

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from $75 / night

9

Province of Grosseto / Magliano in Toscana

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from $77 / night

$533 / week

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from $77 / night

(1) Excellent 

27

Grosseto / Marina di Grosseto

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from $77 / night

$533 / week

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from $77 / night

23

Vacation apartment with shared pool in Istia d'Ombrone

Province of Grosseto / Istia d'Ombrone

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 20 mi
  • Swimming pool
  • Ask about children
Large apartment of 60 sqm on the first floor, with access from the garden and through a beautiful stone arch and stairs. Large living room with kitchen corner, fire place, and a double sofa bed. Double bedroom, single bedroom, one bathroom with shower. Air conditioned.  …see more

from $109 / night

$468 - $946 / week

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from $109 / night

24

Vacation villa in Porto Ercole

Monte Argentario / Porto Ercole

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This amazing villa is located in Porto Ercole, a village in the promontory of Monte Argentario, Tuscany, about 150 km south of Florence and 35 km south of Grosseto. The promontory stretches towards the Tyrrenian sea in correspondence of the islands of Giglio and Giannut  …see more

from $435 / night

$3044 - $7609 / week

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from $435 / night

(1) Very Good 

26

Vacation villa in Porto Ercole

Monte Argentario / Porto Ercole

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
The villa on 2 floors has been constructed 1n 18th century(provencial style) but fully restructured in early 2000.Air conditioning as well as central heating - No problems of weather and very accurate garden -Two gardeners included in price are following the maintenace  …see more

from $1243 / night

$8696 / week

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from $1243 / 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

 …see more

from $66 / night

$381 - $1457 / week

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from $66 / night

(1) Excellent 

26

Province of Grosseto / Magliano in Toscana

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool

 …see more

from $218 / night

$1631 - $2066 / week

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from $218 / night

(2) Excellent 

24

Province of Grosseto / Cinigiano

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $71 / night

$490 - $870 / week

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from $71 / night

20

Province of Grosseto / Monte Argentario

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Pet friendly

 …see more

from $55 / night

$381 - $598 / week

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from $55 / 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

 …see more

from $156 / night

$1087 - $2446 / week

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from $156 / night

43

Province of Grosseto / Grosseto

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $424 / night

$1435 - $3935 / week

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from $424 / night

(1) Excellent 

15

Castiglione Della Pescaia / Punta Ala

1 4 Min stay varies

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

 …see more

from $49 / night

$343 - $979 / week

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from $49 / night

18

Province of Grosseto / Follonica

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from $55 / night

$272 - $870 / week

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from $55 / night

16

Castiglione Della Pescaia / Punta Ala

9 13 14 nights min

  • 9 bedrooms
  • Sleeps 13
  • 14 nights min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from $544 / night

$3805 - $7609 / week

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from $544 / night

(1) Excellent 

8

Province of Grosseto / Santa Fiora

2 4 2 nights min

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

 …see more

from $55 / night

$381 / week

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from $55 / night

35

Province of Grosseto / Gavorrano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning

 …see more

from $44 / night

$305 / week

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from $44 / night

(1) Excellent 

18

Castiglione Della Pescaia / Pian di Rocca

2 6 Min stay varies

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

 …see more

from $142 / night

$990 / week

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from $142 / night

(2) Very Good 

17

Province of Grosseto / Arcidosso

4 4 3 nights min

  • 4 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from $131 / night

$870 / week

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from $131 / night

22

Vacation farmhouse with swimming pool in Montemassi

Province of Grosseto / Montemassi

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 25 mi
  • Swimming pool
Welcome to Agriturismo Pereti and the Rocca appartment. The Rocca apartment is has an independent entrance, private terrace, private bathroom, WiFi, and it enjoys beautiful tranquil views at the surrounding hills and the medieval village of Roccatederighi. The apartmen  …see more

from $82 / night

$544 / week

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from $82 / night

(1) Excellent 

12

Orbetello / Ansedonia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

 …see more

from $109 / night

$544 - $1631 / week

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from $109 / night

(2) Very Good 

9

Province of Grosseto / Castiglione Della Pescaia

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from $109 / night

$490 - $990 / week

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from $109 / night

(1) Very Good 

28

Province of Grosseto / Arcidosso

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 60 mi
  • Child friendly
  • Ask about pets

 …see more

from $55 / night

$359 / week

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from $55 / night

1