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

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Castiglione Della Pescaia
211 properties
Orbetello
151 properties
Monte Argentario
139 properties
Grosseto
136 properties
Scarlino
109 properties
Manciano
107 properties
Massa Marittima
72 properties
Sorano
65 properties
Pitigliano
62 properties
Follonica
60 properties
Capalbio
58 properties
Civitella Paganico
46 properties
Roccastrada
41 properties
Magliano in Toscana
40 properties
Seggiano
36 properties
Scansano
34 properties
Gavorrano
24 properties
Castel Del Piano
24 properties
Braccagni
23 properties
Civitella Marittima
21 properties

Province of Grosseto

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1,730 Vacation rentals

(6) Excellent 

8

Batignano Vacation tower rental

Province of Grosseto / Batignano

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This ancient building dates back to the Middle Ages, when it was used in the defense of the village. The house is equipped with an original raised fireplace. The arched entrance to the city was destroyed during World War II, but you can still enjoy the part that will be …see more

from $64 / night

$434 / week

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from $64 / night

28

Vacation townhouse in Follonica

Province of Grosseto / Follonica

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
The apartment is on the first floor of a small building. Large and bright, is formed of a double bedroom, a living room with sofa bed and possibly up to two extra beds, a kitchen with TV, microwave and two refrigerators, bathroom with shower and washing machine. On the …see more

from $50 / night

$347 / week

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from $50 / night

(1) Excellent 

32

Townhouse rental in Scarlino

Province of Grosseto / Scarlino

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
The Magnolia is an apartment of 65 square meters located in an ancient village of 1800 in Tuscany, away from the frenetic pace of the city; an apartment, therefore, ideal for a relaxing vacation and quiet, surrounded by forests of cork oaks and chestnut trees with trail …see more

from $62 / night

$298 - $558 / week

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from $62 / night

6

Vacation villa in Campagnatico

Province of Grosseto / Campagnatico

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Air conditioning
Nel cuore di un paesaggio collinare coltivato a vigneti, ulivi, campi di grano e girasoli, dove i colori e i suoni della Terra si fondono con i profumi della natura, sorge la villa "Sea and Hills of Tuscany" di Sandro e Paola, che hanno fatto del loro sogno una realtá.< …see more

from $69 / night

$477 / week

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Responds fast!
avg. 3 hours 50 minutes

from $69 / night

13

Vacation apartment in Campese

Isola Del Giglio / Campese

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
The apartment is located 20 meters above the sea and there is always a pleasant air that rises from the bay. The house is reached from the coastal road with a flight of 70 steps or along with the car a road that ends with a parking spot on. The house has a beautiful vie …see more

from $124 / night

$868 / week

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from $124 / night

(19) Very Good 

22

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 Description: Suite (private) 50 sq. 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, refrigerator, 1 sofa bed, 1 pull-out bed, double bedroom wi …see more

from $89 / night

$620 - $2,850 / week

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from $89 / night

29

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 Description: Suite (private) 50 sq. 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, refrigerator, 1 sofa bed, 1 pull-out bed, double bedroom wi …see more

from $89 / night

$620 - $2,850 / week

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from $89 / 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 $137 / night

$905 - $1,078 / week

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from $137 / night

(1) Excellent 

27

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 $52 / night

$360 - $645 / week

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from $52 / night

6

Vacation b&b in Magliano in Toscana

Province of Grosseto / Magliano in Toscana

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
The solution B & B is perfect for short stays of a few days, as it offers the convenience of having everything you need for the bathroom (towels and towels, soap, shower gel and shampoo) and to be served breakfast in the adjoining dining room and prepared . Accompanying …see more

from $100 / night

$694 / week

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from $100 / night

(9) Very Good 

18

Seggiano Vacation villa rental

Province of Grosseto / Seggiano

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Casa Olivastra is built on the ruins of an ancient convent on the edge of Val d'Orcia. An ideal base to visit some of the most attractive towns in Tuscany . The house has been architecturally designed so that each room has its own unique view &terrace.The illuminated po …see more

from $112 / night

$700 - $1,680 / week

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from $112 / night

(1) Excellent 

19

Roccastrada Vacation home rental

Province of Grosseto / Roccastrada

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 45 mi
  • Child friendly
Casa Dell' Artista ,situated in the medieval perched village of Roccatederighi in the heart of Tuscany, is 45 minutes drive from Siena. The house, which has its own small turret & secluded garden offers spectacular views over the Maremma Plain and to the sea beyond. Th …see more

from $110 / night

$770 / week

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from $110 / night

(4) Excellent 

18

B&b rental in Massa Marittima

Province of Grosseto / Massa Marittima

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Child friendly
Massa Marittima is a beautiful medieval town in the hills of the Tuscan Maremma, close to the most beautiful beaches of the Tyrrhenian Sea and Lake dell'Accesa, with a cool and windy climate even in summer In the historic center you will find HOUSE PIA, the Palazzo Pann …see more

from $87 / night

$570 - $744 / week

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from $87 / night

7

Vacation apartment in Gavorrano

Province of Grosseto / Gavorrano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Ask about children
We rent weekly or weekend apartment, elegantly furnished, located within the walls of the castle of Gavorrano beautiful scenery on Earth. Just 10 minutes from spectacular beaches of Follonica and Scarlino cala violina etc, has a kitchen, bathroom, bedroom, living roo …see more

from $87 / night

$607 / week

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from $87 / night

14

Bagno Roselle Vacation townhouse rental

Grosseto / Bagno Roselle

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Three apartments for rent surrounded by greenery in the area of Roselle Archaeological Park, seven kilometres from the city of Grosseto. We are close to the major attractions of the Maremma Natural Park of Uccellina, the Archaeological Park of Vetulonia, the coastline o …see more

from $75 / night

$434 - $744 / week

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Responds fast!
avg. 3 hours 2 minutes

from $75 / night

8

Massa Marittima Vacation apartment rental

Province of Grosseto / Massa Marittima

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Our cozy two-room apartment with exposed brick has been recently restored in perfect Tuscan style. It can accommodate up to six people and is located in a quiet street in the historic center of the beautiful medieval town of Massa Marittima in the heart of Tuscany. It i …see more

from $75 / night

$521 / week

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Responds fast!
avg. 49 minutes

from $75 / night

22

Vacation home with shared pool in Roccalbegna

Province of Grosseto / Roccalbegna

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 45 mi
  • Swimming pool
Noce on the Il Poderone development, is a modern home built in a traditional Tuscan style, set in the peaceful, beautiful Tuscan hills. The house (the centre house in a row of three), has two bedrooms, and two bathrooms. The fully equipped kitchen includes a washing mac …see more

from $100 / night

$697 - $1,013 / week

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from $100 / night

(1) Excellent 

14

Vacation b&b in Follonica

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
The White House is located in the center of Follonica, just steps from the sea and pine forests, in Via Cristoforo Colombo 25. Recently renovated, spread over three floors, has 4 bedrooms tastefully decorated and feature a color theme ( blue, orange, green, purple). E ' …see more

from $81 / night

$564 / week

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avg. 3 hours 23 minutes

from $81 / night

(1) Very Good 

11

Vacation home in Civitella Paganico

Province of Grosseto / Civitella Paganico

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
Located within the beautiful medieval village of Pari, just 25 km from Siena, fully renovated apartment with wooden beams. Can accommodate up to 3 people, fully equipped kitchen. Equal is the birthplace of the great early 20th century writer Federigo Tozzi, outside the …see more

from $57 / night

$399 / week

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from $57 / night

15

Farmhouse rental in Sorano with shared pool

Province of Grosseto / Sorano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 65 mi
  • Swimming pool
  • Child friendly
The cherry tree is immersed in the beautiful green hills of the Maremma hinterland, at 5 km from Sorano. The facility consists of two houses and another building with four apartments. The apartment consists of one double bedroom, living room with terrace or porch equipp …see more

from $116 / night

$486 / week

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from $116 / night

(3) Excellent 

Certificate of Excellence

24

Follonica Vacation apartment rental

Province of Grosseto / Follonica

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Il Gabbiano is a cool and comfortable accommodation to the first floor of a terraced two-storey E 'consists of a' large bedroom with double bed and a bunk bed, a living room with sofa bed, kitchen and bathroom with shower. It has a spacious balcony where guests can dine …see more

Certificate of Excellence

from $62 / night

$372 - $1,277 / week

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Responds fast!
avg. 36 minutes

from $62 / night

(3) Very Good 

10

Scarlino Scalo Vacation apartment rental

Scarlino / Scarlino Scalo

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
La Struttura è composta da 2 appartamenti composti da camera da letto, soggiorno con divanoletto a 3 posti e angolo cottura, bagno e verande. 5000 m di giardino,piscina ( 17x6, alta 1.50), pargheggio interno e possibilità di fare il barbecue. A 6 chilometri da Follonica …see more

from $62 / night

$434 - $744 / week

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from $62 / night

(2) Excellent 

14

Poggio Murella Vacation townhouse rental

Manciano / Poggio Murella

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
It is a 40 m 2 Studio, located on the ground floor of a villa at 1, 5 km from Terme di Saturnia and the Cascate del Mulino. At 5 minutes by car and 15 Montemerano, Pitigliano and Sovana, all among the most beautiful villages in Italy. A 30-minute drive of the Argentari …see more

from $56 / night

$360 - $459 / week

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avg. 1 hour 55 minutes

from $56 / night

21

Scansano Vacation apartment rental

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
The bright apartment of about 110 square meters, on two floors (with internal staircase connecting the two floors), is located in the complex of the ancient Convent of Petreto on a hill about 1.5 km from the village of Scansano. The convent, built in 1300 and under the …see more

from $75 / night

$434 - $1,561 / week

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avg. 1 hour 38 minutes

from $75 / night

(2) Excellent 

18

Giannella Vacation home rental

Orbetello / Giannella

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
Raffinato mini casale immerso negli ulivi appena ristrutturato e rifinito con pavimenti in cotto antico e sofitti con travi di legno. Composto da ampio soggiorno con letto matrimoniale, divano, TV grande shermo piatto, armadio guardaroba e camino, un ampio bagno con …see more

from $124 / night

$657 - $992 / week

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from $124 / night

(2) Excellent 

18

Porto Santo Stefano Vacation penthouse rental

Monte Argentario / Porto Santo Stefano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Wonderful Penthouse in Porto Santo Stefano, great Sea view and very big terrace with all comforts. The apartment is fully equipped, AC, dishwasher, washing machine. It is in a 5 minute walk to the center of the town, it is well served for grocery's. Full View from Port …see more

from $124 / night

$868 / week

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from $124 / night

(1) Excellent 

19

Vacation apartment in Porto Santo Stefano

Monte Argentario / Porto Santo Stefano

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
DISCOUNTED 40% ON 2nd WEEK 50% ON 3rd WEEK - Apartment featuring an ample panoramic terrace with beautiful view on the enchanting tuscan coast. The Argentario promontory is a green mountain leaning forward to the sea, where the rocks and the mediterranean bushes jealou …see more

from $195 / night

$1,363 / week

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from $195 / night

(1) Excellent 

15

Capalbio Vacation apartment rental

Province of Grosseto / Capalbio

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Small and charming medieval village in the province of Grosseto, Capalbio is considered one of the pearls of Tuscany. L 'apartment is located within the walls of this town, in the center of the country. The property on the ground floor with a separate entrance in a smal …see more

from $55 / night

$382 / week

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Responds fast!
avg. 3 hours 25 minutes

from $55 / night

4

Apartment rental in Massa Marittima

Province of Grosseto / Massa Marittima

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Ask about pets
Apartments in a lovingly restored medieval building with exposed beams and arches, a historical city center, close to the Cathedral of Massa Marittima, a most stunning hilltop town. A studio flat with kitchenette and bathroom with a spa tub, a one bedroom and two bedroo …see more

from $75 / night

$372 / week

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from $75 / night

(1) Excellent 

27

Vacation bungalow in Montieri

Province of Grosseto / Montieri

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 42 mi
  • Pet friendly
  • Private garden
Podere Prati is situated between Siena and Follonica in the so called "Colline Metallifere"/"Alta Maremma". You choose the right place if you are looking for a special place well off the beaten tourist track, and yet not far from great culture and the coast of the Tyr …see more

from $82 / night

$490 / week

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from $82 / night

(7) Excellent 

24

Grosseto Vacation apartment rental

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
The holiday apartments of Il Granaio ' can be found in the countryside at about 6 km from the beach. Built in the early ' 900, as stable with adjacent barn were then used for the storage of grain. In 1999 the premises have been completely restored and transformed into s …see more

from $61 / night

$298 - $837 / week

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from $61 / night

11

Massa Marittima Vacation chalet rental

Province of Grosseto / Massa Marittima

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
Chalet is added to farm small, suitable for people looking for a quiet place for their summer holidays. The location is rural and maintains the charm of the Tuscan countryside, at 360 ° surrounding hills. The interior of the chalet is a large double bedroom decorated in …see more

from $87 / night

$558 / week

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from $87 / night

15

Vacation home in Porto Ercole

Monte Argentario / 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 and beach …see more

from $395 / night

$2,765 - $6,412 / week

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from $395 / night

12

Follonica Vacation b&b rental

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
The White House is located in the center of Follonica, just steps from the sea and pine forests, in Via Cristoforo Colombo 25. Recently renovated, spread over three floors, has 4 bedrooms tastefully decorated and feature a color theme ( blue, orange, green, purple). E ' …see more

from $81 / night

$564 / week

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Responds fast!
avg. 3 hours 23 minutes

from $81 / night

(3) Very Good 

14

Vacation apartment rental

Manciano / Saturnia

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
In the heart of the Tuscan Maremma, independent apartment, light, exactly in front of the splendid Terme di Saturnia and a few hundred meters from the Mill Falls. Living room with fireplace and fully equipped kitchen corner, TV and comfortable sofa bed for one person, d …see more

from $100 / night

$558 / week

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Responds fast!
avg. 3 hours 39 minutes

from $100 / night

(1) Excellent 

31

Vacation b&b accommodation

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
The White House is located in the center of Follonica, just steps from the sea and pine forests, in Via Cristoforo Colombo 25. Recently renovated, spread over three floors, has 4 bedrooms tastefully decorated and feature a color theme ( blue, orange, green, purple). E ' …see more

from $434 / night

$2,974 / week

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Responds fast!
avg. 3 hours 23 minutes

from $434 / night

4

Vacation home in Roccalbegna

Province of Grosseto / Roccalbegna

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Pet friendly
  • Private garden
There is a Tuscan Maremma that hasn't known the mass tourism and nature shows itself in all its beauty. Here you can stroll through the historical villages, ' listen ' silence, admire the starry spectacular, taste the local specialities in restaurants offering local spe …see more

from $45 / night

$310 / week

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from $45 / night

11

Vacation apartment in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Car not necessary
Apartment with lounge, kitchen, two bedrooms and two bathrooms. Balconatissimo with breathtaking views. 200 m from the sea, is located in the village in a quiet and well served by services. It is equipped with a washing machine. In front there is another apartment simil …see more

from $62 / night

$310 - $806 / week

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Responds fast!
avg. 3 hours 27 minutes

from $62 / night

(2) Excellent 

15

Vacation villa with golf nearby in Massa Marittima

Province of Grosseto / Massa Marittima

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 18 mi
  • Child friendly
Semi-detached cottage in the heart of Maremma, Massa Marittima in 100 meters walk from the old town and the Piazza del Duomo. Private entrance and parking place, a residence surrounded by greenery and surrounded by greenery. From the kitchen and the bedroom look over t …see more

from $69 / night

$353 - $620 / week

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Responds fast!
avg. 3 hours 24 minutes

from $69 / night

23

Vacation home in Isola Del Giglio

Province of Grosseto / Isola Del Giglio

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Independent house completely renovated (inside and out) one year ago '. It is located inside a residence absolutely pedestrian. The only access is by foot, the car is parked about 200 m from the house (upstream) and the sea, accessible by opening the gate with a key giv …see more

from $248 / night

$1,735 / week

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from $248 / night