Villas with a pool Province of Grosseto | Apartments to rent with swimming facilities | Holiday Lettings

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Province of Grosseto

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755 Holiday homes

Filters applied: Swimming pool

Travellers going to Province of Grosseto are booking June dates now. Secure your holiday home today and have the perfect trip.

(26) Excellent 

20

Holiday farmhouse in Saturnia

Manciano / Saturnia

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“Great place” We had a lovely time in the villa. The hosts were very helpful and the place is beautiful. Strongly recommended.  …see more

from £214 / night

£1539 - £2650 / week

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from £214 / night

31

Talamone holiday villa rental

Orbetello / Talamone

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Orizzonte is an absolutely imposing villa located in Tuscany, in an impressively unique position on a cape extending into the Tyrrhenian sea. This formerly watchtower belonging to the year 1000 has been carefully preserved and it maintains untouched all its ancien  …see more

from £855 / night

£5983 - £12394 / week

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from £855 / 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 £103 / night

£684 / week

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from £103 / 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 £56 / night

£385 - £684 / week

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from £56 / night

22

Castiglioncello Bandini holiday villa rental

Province of Grosseto / Castiglioncello Bandini

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
An extraordinary restored villa with an outdoor swimming pool in a large mature garden. It has a spectacular view from 600 metres above sea level. Original works of art by renowned sculptors.  …see more

from £281 / night

£1966 / week

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from £281 / night

(15) Very Good 

26

Holiday 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 km
  • Swimming pool
Ottimo per famiglie con bambini, spazi con mini club, piscina per adulti e bambini  …see more

from £55 / night

£385 - £1966 / week

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from £55 / night

28

Capalbio Scalo holiday villa rental

Capalbio / Capalbio Scalo

5 12 1 night min

  • 5 bedrooms
  • Sleeps 12
  • 1 night min
  • Nearest beach 7 km
  • Swimming pool
  • Child friendly
The villa is finely fitted and fully equipped to enjoy a first class stay in Tuscany. It was completely renovated in 2014 in a “globalist-chic style”, by the mix of precious antique pieces, functional modern furniture, and the colors of the Tuscany tradition  …see more

from £85 / night

£509 - £1962 / week

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from £85 / night

22

Scarlino / Puntone

2 6 Min stay varies

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

 …see more

from £43 / night

£300 - £1112 / week

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from £43 / night

(1) Excellent 

52

Villa rental in Capalbio with swimming pool

Province of Grosseto / Capalbio

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Wonderful villa in the best location ever!” We fell in love with this villa while searching for the best place for our summer holiday in Italy with a group of friends and it immediately caught our interest. This villa is located in a truly amazing p  …see more

from £733 / night

£5128 / week

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from £733 / night

33

Holiday 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 £74 / night

£513 - £1881 / week

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from £74 / night

(3) Excellent 

53

Province of Grosseto / Massa Marittima

5 22 3 nights min

  • 5 bedrooms
  • Sleeps 22
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

 …see more

from £77 / night

£539 / week

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from £77 / 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
“A special place for an excellent holiday” We spent a wonderful holiday, the house was well finished and functional, Located near the ancient Roman city of " Cosa", a pine forest for cyclingr and a sandy beach of 7 km . We made excursion to the Island  …see more

from £74 / night

£513 - £1287 / week

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from £74 / 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 £129 / night

£898 / week

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from £129 / night

(1) Excellent 

26

Province of Grosseto / Capalbio

8 16 Min stay varies

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

 …see more

from £334 / night

£2137 - £6753 / week

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from £334 / night

(1) Excellent 

16

Province of Grosseto / Montemassi

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £51 / night

£356 / week

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from £51 / night

23

Holiday 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 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 £86 / night

£368 - £744 / week

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from £86 / night

24

Holiday 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 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 £59 / night

£413 / week

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from £59 / night

20

Grosseto holiday villa rental

Province of Grosseto / Grosseto

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
<p>Converted barn for holiday in Tuscany – Villa dei Ricordi is a lovely restored barn set in pine woodland in Southern Tuscany, only a 20 minute drive from the scenic coastline of Maremma. </p>  …see more

from £368 / night

£2570 - £3450 / week

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from £368 / night

(4) Excellent 

24

Province of Grosseto / Grosseto

1 2 Min stay varies

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

 …see more

from £47 / night

£214 - £607 / week

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from £47 / night

18

Holiday villa with swimming pool in Capalbio

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 £526 / night

£3676 / week

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from £526 / night

100

Holiday villa with swimming pool, tennis court in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 6 km
  • Swimming pool
  • Child friendly
Villa Armonia is the ultimate in comfort with top facilities for those who appreciate the best. It boasts a fabulous position on the coast of Tuscany also ideal for excursions to the famous cities, Siena, Florence and Pisa.  …see more

from £1611 / night

£11272 - £13051 / week

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from £1611 / 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 km
  • Swimming pool

 …see more

from £171 / night

£1283 - £1624 / week

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from £171 / night

16

Cottage rental in Monterotondo Marittimo with swimming pool

Province of Grosseto / Monterotondo Marittimo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
private villa, cottage in tuscany with pool  …see more

from £103 / night

£642 - £941 / week

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from £103 / night

(2) Excellent 

40

Holiday villa with swimming pool in Capalbio

Province of Grosseto / Capalbio

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
This fabulous recently renovated 4 BR - 4 ½ BA villa sits on the grounds of a wonderful historic estate, just minutes away from the town of Capalbio and the beautiful sandy beaches of Maremma, Tuscany’s Southern coast. Featuring more than 3800 s.f. (350 s.  …see more

from £300 / night

£2095 / week

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from £300 / night

(2) Excellent 

30

Castiglione Della Pescaia holiday farmhouse rental

Province of Grosseto / Castiglione Della Pescaia

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
Farmholiday in Tuscanyclose to the beachswimming pool (from 15 may to 15 september)bbqparckingprivate outdoor dining verandas  …see more

from £121 / night

£848 - £1348 / week

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from £121 / night

(40) Excellent 

24

Farmhouse rental in Gavorrano with swimming pool, golf nearby

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
“Home away from home” We stayed at the property for the second time and we've been welcomed like good friends. The apartments are located within a very peaceful woody area. We could hear all kinds of birds day and night. The new fitness area has been  …see more

from £49 / night

£342 - £856 / week

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from £49 / night

15

Province of Grosseto / Sorano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly

 …see more

from £74 / night

£336 - £503 / week

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from £74 / night

100

Holiday apartment rental

Province of Grosseto / Roccastrada

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 34 km
  • Swimming pool
  • Child friendly
Wonderful apartment complex with air conditioning near the sea in Tuscany, in the Maremma region equipped with all comforts and great amenities, romantic and welcoming, it is ideal to relax by the pool with a massage in front of a spectacular sunset.  …see more

from £157 / night

£687 - £869 / week

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from £157 / night

(8) Excellent 

44

Montieri / Boccheggiano

5 12 Min stay varies

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

 …see more

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Pricing unknown

(1) Excellent 

22

Villa rental in Porto Santo Stefano with shared pool

Monte Argentario / Porto Santo Stefano

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
near the beach, beach with sand and rocks, exclusive location, private area, very quiet, high speed internet connection, digital TV channels, sunbeds, garden, barbecue<br />Exclusive location with sea, mountain views, and forest. Ideal for lovers of nature and ani  …see more

from £202 / night

£1411 / week

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from £202 / night

21

Province of Grosseto / Castel Del Piano

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £60 / night

£394 / week

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from £60 / night

13

Province of Grosseto / Ribolla

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £43 / night

£300 / week

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from £43 / night

9

Province of Grosseto / Follonica

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £95 / night

£437 - £1161 / week

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from £95 / night

(3) Excellent 

32

Holiday 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 km
  • 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 £223 / night

£1539 - £2565 / week

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from £223 / night

(4) Very Good 

22

Holiday apartment in Porto Santo Stefano

Monte Argentario / Porto Santo Stefano

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Apartment with garden and amazing private access to the Tuscan sea.Nearby are archeological sites, Saturnia SPA, the largest marine park and the most important lagoon in the Mediterranean, lively towns with an incredible choice of typical Tuscan cuisine and seafood.  …see more

from £80 / night

£556 - £1391 / week

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from £80 / night

15

Holiday b&b with shared pool in Poggioferro

Scansano / Poggioferro

5 18 2 nights min

  • 5 bedrooms
  • Sleeps 18
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The Casale di Poggioferro stands 20 minutes from the natural hot springs and Spa village of Saturnia, 40 minutes from the Argentario coast and his beaches. One hour from Siene. In the house's familiar diningroom guests can enjoy various dishes made of primarily hom  …see more

from £385 / night

£2565 / week

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from £385 / night

26

Magliano in Toscana holiday villa rental

Province of Grosseto / Magliano in Toscana

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 8 km
  • Swimming pool
  • Child friendly
Wonderful villa with breathtaking views of the Tyrrhenian sea and the surrounding hills up to Magliano in Toscana. An oasis of peace and tranquility, surrounded by gardens and olive trees. Pool. Sauna. Organic vegetable garden. Barbecue. Wood-woven The house is surrou  …see more

from £770 / night

£5385 / week

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from £770 / night

16

Holiday home with swimming pool in Isola Del Giglio

Province of Grosseto / Isola Del Giglio

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
If guests are looking to find a special quiet location and unbeatable sea view, this property has it.  …see more

from £129 / night

£855 / week

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from £129 / night

100

Holiday villa in Gavorrano

Province of Grosseto / Gavorrano

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 34 km
  • Swimming pool
  • Child friendly
This luxury mansion accommodating eighteen, situated in a huge country estate near Maremma, is particularly recommended for those who enjoy sporting activities and relaxing outdoor life  …see more

from £1272 / night

£8475 - £15594 / week

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from £1272 / night

24

Holiday 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 km
  • 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 £55 / night

£385 - £1966 / week

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from £55 / night