Holiday rentals in Province of Grosseto: Villas, Cottages and Apartments

Close

View larger map

Price per night

to

Bedrooms

Bathrooms

Location

  • Italy
  • Tuscany
  • Province of Grosseto
  • All locations
  • Alberese (13)
  • Arcidosso (14)
  • Arcille (2)
  • Batignano (2)
  • Braccagni (16)
  • Buriano (1)
  • Caldana (2)
  • Campagnatico (18)
  • Capalbio (61)
  • Castel Del Piano (14)
  • Castell'Azzara (3)
  • Castiglioncello Bandini (2)
  • Castiglione Della Pescaia (208)
  • Ciggiano (1)
  • Cinigiano (4)
  • Civitella Marittima (12)
  • Civitella Paganico (36)
  • Cura Nuova (3)
  • Follonica (28)
  • Gavorrano (28)
  • Giannutri Island (5)
  • Giglio Campese (2)
  • Giuncarico (4)
  • Grosseto (103)
  • Isola Del Giglio (12)
  • Istia d'Ombrone (6)
  • La Campigliola (5)
  • Macchiascandona (2)
  • Magliano in Toscana (33)
  • Manciano (102)
  • Maremma Regional Park (2)
  • Marina di Scarlino (1)
  • Massa Marittima (61)
  • Monte Antico (1)
  • Monte Argentario (37)
  • Montemassi (14)
  • Monterotondo Marittimo (6)
  • Montiano (3)
  • Monticello Amiata (3)
  • Montieri (15)
  • Murci (1)
  • Orbetello (128)
  • Pancole (1)
  • Pereta (7)
  • Pitigliano (40)
  • Porto Ercole (41)
  • Porto Santo Stefano (60)
  • Principina Terra (2)
  • Principina a Mare (17)
  • Ravi (1)
  • Ribolla (2)
  • Roccalbegna (9)
  • Roccastrada (40)
  • Roccatederighi (9)
  • San Donato (6)
  • Santa Fiora (7)
  • Santa Maria di Rispescia (1)
  • Sasso d'Ombrone (1)
  • Sassofortino (6)
  • Scansano (21)
  • Scarlino (62)
  • Seggiano (30)
  • Selva di Santa Fiora (5)
  • Semproniano (22)
  • Sorano (57)
  • Sovana (14)
  • Sticciano Scalo (5)
  • Tatti (3)
  • Vetulonia (9)

More

Less

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Villas Castiglione Della Pescaia
214 properties
Orbetello
129 properties
Villas Grosseto
114 properties
Manciano
102 properties
Sorano
77 properties
Scarlino
64 properties
Porto Santo Stefano
63 properties
Capalbio
63 properties
Massa Marittima
62 properties
Porto Ercole
41 properties
Villas Monte Argentario
40 properties
Roccastrada
40 properties
Pitigliano
40 properties
Civitella Paganico
38 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,489 Holiday homes

(1) Excellent 

7

Manciano / Poggio Murella

1 3 2 nights min

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

 …see more

from £40 / night

£244 - £305 / week

Book View

from £40 / night

(9) Very Good 

18

Fantastic farmhouse in ideal Tuscany location, features stone Roman bath, private pool, garden and terrace - Seggiano farmhouse sleeps 6

Province of Grosseto / Seggiano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 80 km
  • 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 illuminat  …see more

from £80 / night

£500 - £1200 / week

Book View

from £80 / night

24

Welcome to Rocca Apartment at Agriturismo Pereti - Montemassi farmhouse sleeps 2

Province of Grosseto / Montemassi

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • 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 £60 / night

£420 / week

Book View

from £60 / night

5

Province of Grosseto / Principina a Mare

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £53 / night

£261 / week

Book View

from £53 / night

11

Province of Grosseto / Castiglione Della Pescaia

4 2 1 night min

  • 4 bedrooms
  • Sleeps 2
  • 1 night min
  • Nearest beach 17 km
  • Ask owner if suitable for children
  • Pet friendly

 …see more

from £83 / night

£579 / week

Book View

from £83 / night

19

Province of Grosseto / Scansano

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Private garden

 …see more

from £131 / night

£957 - £3392 / week

Book View

from £131 / night

(1) Excellent 

10

Scarlino / Scarlino Scalo

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £44 / night

£305 / week

Book View

from £44 / night

(5) Very Good 

13

Castiglione Della Pescaia / Roccamare

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

 …see more

from £32 / night

£218 - £305 / week

Book View

from £32 / night

23

cavallo L - Istia d'Ombrone apartment sleeps 5

Province of Grosseto / Istia d'Ombrone

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Ask owner if suitable for 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 £87 / night

£374 - £757 / week

Book View

from £87 / night

(1) Excellent 

20

Casa Panoramica in Pereta: quaint hilltop village - Pereta apartment sleeps 5

Province of Grosseto / Pereta

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Casa Panoramica is in the beautiful 'fairytale' Tuscan village of Pereta. The characteristic cobbled streets, tall watch tower, ancient churches, exquisite restaurants and friendly locals really make this place... a little piece of paradise. At the bottom of a quaint al  …see more

from £56 / night

£390 - £450 / week

Book View

from £56 / night

(1) Very Good 

12

Province of Grosseto / Principina a Mare

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £38 / night

£261 - £435 / week

Book View

from £38 / night

(2) Good 

15

Province of Grosseto / Porto Ercole

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £70 / night

£487 / week

Book View

from £70 / night

15

Province of Grosseto / Monte Argentario

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £148 / night

£1035 / week

Book View

from £148 / night

(1) Very Good 

26

Beautifully reconstructed 18th century Tuscan villa with sea view and private pool - Porto Ercole villa sleeps 9

Province of Grosseto / Porto Ercole

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • 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 £522 / night

£3044 - £6957 / week

Book View

from £522 / night

(1) Excellent 

14

Province of Grosseto / Castiglione Della Pescaia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £87 / night

£609 / week

Book View

from £87 / night

(1) Very Good 

12

Poderino degli Ulivi - Scansano (Tuscan Maremma) - Scansano cottage sleeps 6

Province of Grosseto / Scansano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 30 km
  • Child friendly
  • Pet friendly
The cottage is located close to the ancient Etruscan village of Scansano in the Tuscan Maremma and is surrounded by olive groves. The setting is perfect for those wishing to combine the tranquility of the countryside with the proximity to ancient villages and exploratio  …see more

from £79 / night

£522 - £1218 / week

Book View

from £79 / night

33

Province of Grosseto / Pitigliano

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Child friendly

 …see more

from £40 / night

£274 / week

Book View

from £40 / night

(8) Very Good 

24

Casa Romantica in Pereta: quaint hilltop village - Pereta townhouse sleeps 4

Province of Grosseto / Pereta

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • 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 cotta tile  …see more

from £56 / night

£390 - £450 / week

Book View

from £56 / night

18

Villa Vista - Coastal Country Villa - Capalbio villa sleeps 12

Province of Grosseto / Capalbio

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
This superb sea view property is running very special promotions for smaller groups in Mid and Low Seasons and some fantastic deals for those last remaining high season weeks. Please enquire for further details. A beautifully positioned 6 bedroomed villa with stunning  …see more

from £435 / night

£3044 - £4348 / week

Book View

from £435 / night

(1) Very Good 

9

Province of Grosseto / Civitella Paganico

1 3 3 nights min

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

 …see more

from £40 / night

£280 / week

Book View

from £40 / night

(1) Very Good 

24

cavallo G - Istia d'Ombrone apartment sleeps 4

Province of Grosseto / Istia d'Ombrone

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly
Ground floor apartment of 40 sqm with private terrace. Living room with double sofa bed, kitchen corner, double bedroom, bathroom with shower. This beautiful holiday home in Maremma is located on a hill, from which the name “Poggio”, and dominates the valley of the  …see more

from £66 / night

£305 - £666 / week

Book View

from £66 / night

(2) Very Good 

9

Province of Grosseto / Orbetello

1 4 Min stay varies

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

 …see more

Pricing unknown

Book View

Pricing unknown

(1) Excellent 

10

Manciano / Saturnia

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 49 km
  • Child friendly
  • Ask about pets

 …see more

from £74 / night

£435 / week

Book View

from £74 / night

(2) Good 

21

I Boboli Punta Ala Castiglion della Pescaia - Castiglione Della Pescaia apartment sleeps 4

Province of Grosseto / Castiglione Della Pescaia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Il Residence è composto da edifici di due piani che dominano la famosa Marina di Punta Ala ed è circondato dal verde dei suoi giardini. Nei pressi del Residence ci sono spiagge pubbliche o private e il centro commerciale del porto turistico con negozi, supermercato, f  …see more

from £50 / night

£348 - £392 / week

Book View

from £50 / night

(1) Very Good 

27

Province of Grosseto / Scarlino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Ask about pets

 …see more

from £35 / night

£227 - £335 / week

Book View

from £35 / night

22

Manciano / Saturnia

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £48 / night

£335 / week

Book View

from £48 / 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 £69 / night

£479 - £922 / week

Book View

from £69 / night

(1) Excellent 

24

Castiglione Apartment - Castiglione Della Pescaia apartment sleeps 9

Province of Grosseto / Castiglione Della Pescaia

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
Prestigious apartment with panoramic views and private balcony situated in the medieval village of Castiglione di Pescaia, in Via Amore. The property has been restored leaving unchanged the characteristic features and the classic Tuscan style ceilings and furnishings.  …see more

from £161 / night

£1000 - £2592 / week

Book View

from £161 / night

6

Scarlino Castore holiday home - Scarlino apartment sleeps 8

Province of Grosseto / Scarlino

2 8 4 nights min

  • 2 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
HOLIDAY HOME SCARLINO The medieval town of Scarlino (elevation 229 m) is located on the hilly slopes of Monte D'Alma (559 m) and offers a heavenly view over the Gulf of Follonica. The panorama extends from the East over Massa Maritima, Prata, Gavoranno, Gulf of Fol  …see more

from £56 / night

£361 - £487 / week

Book View

from £56 / night

22

Welcome to Diga apartment at Agriturismo Pereti - Montemassi farmhouse sleeps 2

Province of Grosseto / Montemassi

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • 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 £66 / night

£435 / week

Book View

from £66 / night

(1) Very Good 

11

Province of Grosseto / Porto Santo Stefano

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

 …see more

from £143 / night

£1000 / week

Book View

from £143 / night

9

Province of Grosseto / Ribolla

10 3 1 night min

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

 …see more

from £70 / night

£261 / week

Book View

from £70 / night

(35) Excellent 

24

Quintessential Tuscan farmhouse in Gavorrano region, private garden, private pool, jacuzzi - Gavorrano farmhouse sleeps 33

Province of Grosseto / Gavorrano

3 33 1 night min

  • 3 bedrooms
  • Sleeps 33
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
"Casa Conti di Sotto", is a small ,private,rural house with 7 independents houses, renovated in 2015 between the green Mediterranean maquis and marvellous undulating landscape at only 10 minutes from the best beaches and reef of Tuscany, just in front of Elba Island.  …see more

from £53 / night

£366 - £463 / week

Enquire View

from £53 / night

20

Canto Del Vento - Podere Siena - Castiglioncello Bandini villa sleeps 14

Province of Grosseto / Castiglioncello Bandini

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
Podere Siena is a gracious old villa, with a spectacular western view of the Tuscan Hills. On a clear day you can see the Tyrrhenian Sea and the island of Corsica. In the evenings, at dinner on a huge terrace, the sunsets are without equal. Podere Sienna has been full  …see more

from £367 / night

£2566 - £4174 / week

Book View

from £367 / night

(1) Excellent 

26

Province of Grosseto / Magliano in Toscana

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool

 …see more

from £174 / night

£1044 - £1305 / week

Book View

from £174 / night

(1) Very Good 

8

Province of Grosseto / Grosseto

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £48 / night

£322 / week

Book View

from £48 / night

(1) Excellent 

29

Province of Grosseto / Grosseto

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool

 …see more

from £696 / night

£4348 - £12174 / week

Book View

from £696 / night

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 £40 / night

£274 - £435 / week

Book View

from £40 / night

(2) Very Good 

22

Province of Grosseto / Arcidosso

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £131 / night

£914 / week

Book View

from £131 / night

18

Talamone beachfront villa in Tuscany - Albinia villa sleeps 16

Orbetello / Albinia

5 16 7 nights min

  • 5 bedrooms
  • Sleeps 16
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
This beachfront villa for rent stands on the sandy beach of Talamone, the lovely fishing village at the border of the Natural Reserve of Maremma in southern Tuscany. Characterized by long stretches of beach lined by pine forests and antique watchtowers, this area is a p  …see more

from £878 / night

£6140 - £7161 / week

Enquire View

from £878 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page