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

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Castiglione Della Pescaia
260 properties
Orbetello
154 properties
Grosseto
131 properties
Manciano
119 properties
Sorano
92 properties
Scarlino
85 properties
Capalbio
70 properties
Porto Santo Stefano
65 properties
Follonica
64 properties
Massa Marittima
57 properties
Pitigliano
56 properties
Roccastrada
45 properties
Porto Ercole
44 properties
Monte Argentario
42 properties
Civitella Paganico
41 properties
Magliano in Toscana
35 properties
Gavorrano
32 properties
Scansano
31 properties
Seggiano
30 properties
Arcidosso
24 properties

Province of Grosseto

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1,683 Vacation rentals

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(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 $69 / night

$482 - $2459 / week

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from $69 / night

(1) Good 

21

Scarlino / Scarlino Scalo

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from $54 / night

$375 - $1069 / week

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from $54 / night

(3) Very Good 

20

Province of Grosseto / Grosseto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

 …see more

from $30 / night

$193 / week

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from $30 / night

(14) Excellent 

24

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 $289 / night

$1176 - $2833 / week

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from $289 / 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 $69 / night

$482 - $2459 / week

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from $69 / 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 $86 / night

$360 - $1437 / week

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from $86 / night

22

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

 …see more

from $84 / night

$588 - $1134 / week

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from $84 / 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 $65 / night

$449 / week

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from $65 / night

15

Vacation home in Porto Ercole

Province of Grosseto / Porto Ercole

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Argentario family villa rental with sea views – From its elevated position, this delightful family villa with pool commands far reaching views over the stunning bay of Porto Ercole and the Tyrrhenian sea, just one mile away. Most of Argentario's sandy beaches  …see more

from $335 / night

$2344 - $5432 / week

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from $335 / 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

$300 - $535 / week

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from $43 / 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 $81 / night

$562 / week

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from $81 / night

(1) Excellent 

7

Porto Ercole Vacation apartment rental

Province of Grosseto / Porto Ercole

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Air conditioning
This cozy 22 sqm self contained studio is on ground floor of our Villa. It offers a night area with a queen size bed, air conditioning, flat screen tv, private bathroom with shower and a day area with a kitchenette and a table for two. In front of the studio a small te  …see more

from $81 / night

$535 / week

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from $81 / 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

 …see more

from $70 / night

$428 - $749 / 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 $375 / night

$1925 - $3314 / week

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from $375 / 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 $54 / night

$375 / week

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from $54 / night

6

Province of Grosseto / Santa Fiora

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden

 …see more

from $27 / night

$193 - $300 / week

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from $27 / night

(2) Good 

21

Castiglione Della Pescaia Vacation apartment rental

Province of Grosseto / Castiglione Della Pescaia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
The Residence is made up of two-story buildings that dominate the famous Marina di Punta Ala and is surrounded by beautiful gardens. Near the Residence there are public or private beaches and the commercial center of the marina with shops, supermarket, pharmacy, newsage  …see more

from $61 / night

$428 - $482 / week

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from $61 / 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 $54 / night

$353 / week

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from $54 / 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

 …see more

from $43 / night

$300 / week

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from $43 / night

(1) Excellent 

15

Province of Grosseto / Santa Fiora

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 60 mi
  • Ski
  • Child friendly

 …see more

from $65 / night

$385 - $492 / week

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from $65 / night

(1) Excellent 

14

Province of Grosseto / Monte Argentario

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $65 / night

$749 / week

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from $65 / 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 $107 / night

$460 - $930 / week

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from $107 / 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 $65 / night

$375 - $1433 / week

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from $65 / night

21

Province of Grosseto / Follonica

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets

 …see more

from $65 / night

$445 - $872 / week

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from $65 / 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 $92 / night

$642 - $1609 / week

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from $92 / night

(1) Excellent 

24

Townhouse rental in Pereta

Province of Grosseto / Pereta

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Child friendly
Casa Bella Vista is a beautiful characteristic 2 bedroom house in the heart of the village which has been lovingly restored to high standards, with original wooden beams and exposed stone walls maintaining that Tuscan charm. It is beautifully furnished and is very spaci  …see more

from $81 / night

$558 / week

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from $81 / night

(1) Very Good 

10

Manciano / Saturnia

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $91 / night

$535 / week

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from $91 / night

(8) Very Good 

24

Vacation townhouse rental

Province of Grosseto / Pereta

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Child friendly
Nestled into the old exterior walls of Pereta, at the bottom of a quaint alleyway, sits the old characteristic 'Casa Romantica'. Lovingly restored to high standards, 2 bedroom village house with original wooden beams, exposed stone arches, open fire and terra  …see more

from $81 / night

$558 / week

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from $81 / night

(3) Excellent 

32

Vacation home with shared pool in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Calabria House has three different apartments: two small apartments on the ground floor and one larger on the first floor. Both apartments on the ground floor have one double bedroom (bed 170x200), a bathroom with shower and a living room (with sofa bed) with a fully  …see more

from $278 / night

$1925 - $3207 / week

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from $278 / night

(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 $54 / night

$375 - $482 / week

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from $54 / night

(2) Very Good 

6

Province of Grosseto / Alberese

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly

 …see more

from $90 / night

$629 / week

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from $90 / night

9

Province of Grosseto / Ribolla

10 3 1 night min

  • 10 bedrooms
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 18 mi
  • Swimming pool

 …see more

from $54 / night

$375 / week

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from $54 / night

12

Province of Grosseto / Follonica

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly

 …see more

from $70 / night

$428 - $749 / week

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from $70 / night

8

Province of Grosseto / Giannutri Island

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $161 / night

$1123 / week

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from $161 / 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 $184 / night

$1283 - $2352 / week

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from $184 / 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

 …see more

from $52 / night

$364 - $1016 / week

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from $52 / night

(2) Excellent 

24

Vacation apartment in Monte Argentario

Province of Grosseto / Monte Argentario

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This stunning, brand new apartment is just 6 metres from the sea, inside an old Tuscan Villa, located in a tiny, wonderful rocky bay called "Le Cannelle". It is as if you were on a boat: you can be the very first one to swim in the sea in the morning, or the v  …see more

from $267 / night

$1710 - $2245 / week

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from $267 / night

(1) Excellent 

10

Province of Grosseto / Montieri

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 40 mi
  • Child friendly

 …see more

from $75 / night

$364 - $1016 / week

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from $75 / night

31

Province of Grosseto / Follonica

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly

 …see more

from $321 / night

$2138 - $3742 / week

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from $321 / night

21

Province of Grosseto / Monte Argentario

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 mi
  • Ask about children
  • Ask about pets

 …see more

from $54 / night

$375 - $588 / week

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from $54 / night