Province of Grosseto apartment or villa with a private pool area | Holiday Lettings

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Province of Grosseto

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224 Holiday homes

Filters applied: Private pool (225)

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 £277 / night

£1933 - £2942 / week

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from £277 / night

(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
“The house made ​​us cry when we got there” We had the perfect stay at this house. We were 9 friends from sweden and one infant. The pool area was perfect, the house was fantastic and the views were stunning! The hosts also gave us an experience of  …see more

from £295 / night

£1513 - £2606 / week

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from £295 / night

(1) 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.m.) of inn  …see more

from £295 / night

£2059 / week

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from £295 / night

20

Holiday villa with swimming pool in Castiglioncello Bandini

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 ideal for one or more families who want to enjoy comfort in a rural setting. The swimming pool off of the terrace provides hours of fun and recreation. The villa is ideally located for day trips to various mountain villages and major centres.In the coo  …see more

from £355 / night

£2479 - £4034 / week

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from £355 / 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 £169 / night

£1009 - £1261 / week

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from £169 / night

24

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 £382 / night

£2670 - £3590 / week

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from £382 / night

(1)  

22

Orbetello / Ansedonia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Swimming pool

 …see more

from £85 / night

£589 - £2942 / week

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from £85 / night

41

Villa rental in Rispescia with swimming pool

Grosseto / Rispescia

6 18 7 nights min

  • 6 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Private garden
<br>Villa with lots of roomy communal spaces and the possibility of privacy in the bedroom suites, ideal for large groups to spend a peaceful week or two together. It has been recently renovated and bears all of the modern comforts you will need to relax on your v  …see more

from £361 / night

£2522 - £3110 / week

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from £361 / 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 £841 / night

£5883 - £12185 / week

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from £841 / night

24

Holiday villa with swimming pool in Roccatederighi

Province of Grosseto / Roccatederighi

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Il Chiusino is situated in a lovely tuscan landscape. From everywhere on the ground you have wonderful panoramic views towards the Maremma plain. Tuscany at its best!Here you can enjoy nature and relax in absolute quietness! The garden is full of rosemar  …see more

from £361 / night

£2522 / week

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from £361 / 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 £328 / night

£2101 - £6051 / week

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from £328 / night

(38) 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 £48 / night

£336 - £842 / week

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from £48 / night

(2) Very Good 

17

Sassofortino holiday farmhouse rental

Province of Grosseto / Sassofortino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“Best place to stay in Maremma” I discovered this house some years ago on a website and was immediately attracted by the combination of traditional (re-)construction and modern comfort. Since then I stayed at this place 5-6 times. Location is perfect f  …see more

from £106 / night

£740 - £1399 / week

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from £106 / night

22

Holiday 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 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 £64 / night

£421 / week

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from £64 / night

47

Province of Grosseto / Porto Santo Stefano

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 500 km
  • Swimming pool

 …see more

from £555 / night

£3883 / week

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from £555 / night

21

Sorano / San Quirico

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly

 …see more

from £118 / night

£824 - £1580 / week

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from £118 / night

15

Gavorrano holiday home rental

Province of Grosseto / Gavorrano

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 28 km
  • Swimming pool
This remarkable property in the Tuscan countryside boasts 130 sqm and incredible views, a pool and modern fittings. Luxurious and private, it sleeps 5.  …see more

from £84 / night

£584 - £1080 / week

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from £84 / night

(9) Very Good 

18

Seggiano holiday farmhouse rental

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

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from £80 / night

100

Villa rental in Orbetello with swimming pool

Province of Grosseto / Orbetello

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly
This wonderful villa on the Tuscan coast would be an excellent choice for a holiday in Italy- offering a superb location, excellent facilities and plenty of class. It can accommodate up to 8 and has a private pool and direct path to the sea.  …see more

from £601 / night

£4202 - £10085 / week

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from £601 / night

19

Province of Grosseto / Arcidosso

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Ski

 …see more

from £43 / night

£211 - £2269 / week

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from £43 / 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 £328 / night

£1009 - £2269 / week

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from £328 / night

(1) Very Good 

26

Holiday villa in Porto Ercole

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
Magnificent old style villa with new splendid pool-in independent propriety of about 7.000 sq.metres with fantastic sea side view not far from sea(3Km.)and from 18 holes golf court (3 Km.)  …see more

from £505 / night

£2942 - £6723 / week

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from £505 / night

19

Province of Grosseto / Monterotondo Marittimo

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly

 …see more

from £301 / night

£2101 / week

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from £301 / night

100

Holiday villa with swimming pool in Capalbio

Province of Grosseto / Capalbio

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 8 km
  • Swimming pool
  • Child friendly
The villa and its two suites offer an infinity pool, 6 bedrooms altogether, a spacious living room, a big dining room, a kitchen and a total of 7 bathrooms.  …see more

from £301 / night

£2101 - £5883 / week

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from £301 / night

20

Province of Grosseto / Capalbio

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £241 / night

£1681 / week

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from £241 / night

26

Province of Grosseto / Monterotondo Marittimo

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 32 km
  • Swimming pool
  • Pet friendly

 …see more

from £169 / night

£1177 / week

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from £169 / night

(11) Excellent 

24

Holiday villa with swimming pool, golf nearby in Saturnia

Manciano / Saturnia

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
Within walking distance from famous thermal bath waterfalls open to the public and the Hotel Terme di Saturnia Spa with its 18 holes golf course, Villa il Turchetto, in Tuscan Marremma, is a haven of peace. The villa offers 8 bedrooms, swimming pool (open from June to  …see more

from £673 / night

£2522 - £3362 / week

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from £673 / night

19

Sorano holiday cottage rental

Province of Grosseto / Sorano

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Cottage in Etruscan archeological park with swimming pool.  …see more

from £117 / night

£816 - £1513 / week

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from £117 / 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 £127 / night

£883 / week

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from £127 / 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 £421 / night

£2942 - £4202 / week

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from £421 / night

10

Province of Grosseto / Sorano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool

 …see more

from £110 / night

£547 / week

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from £110 / night

100

Holiday villa with swimming pool, tennis court in Gavorrano

Province of Grosseto / Gavorrano

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 34 km
  • Swimming pool
  • Child friendly
This beautiful holiday villa in vast grounds with plenty of relaxing and fun activities available for all ages is ideal for a large family or group.  …see more

from £1009 / night

£6723 - £11765 / week

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from £1009 / night

22

Province of Grosseto / Manciano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly

 …see more

from £152 / night

£1059 - £1723 / week

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from £152 / night

(5) Excellent 

19

Province of Grosseto / Giuncarico

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £43 / night

£295 - £4538 / week

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from £43 / night

37

Holiday villa with swimming pool in Porto Ercole

Province of Grosseto / Porto Ercole

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Private garden
<br>Built in the 1960s, Villa Isabella is located at less than one kilometer from Porto Ercole and sits on 5.000 square meters of ground, overlooking the beach. Surrounded by a large garden, covered with typical Mediterranean flora, the villa is built on different  …see more

from £601 / night

£4202 - £5211 / week

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from £601 / night

100

Villa rental in Magliano in Toscana with swimming pool

Province of Grosseto / Magliano in Toscana

5 10 6 nights min

  • 5 bedrooms
  • Sleeps 10
  • 6 nights min
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly
This luxurious villa has beautiful grounds and is just a short distance from Maremma´s beaches. Decorated in an attractive modern style it features 5 bedrooms, huge two-storey reception room, fully-equipped kitchen and both an indoor and outdoor pool  …see more

from £1442 / night

£10085 / week

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from £1442 / 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 £101 / night

£631 - £925 / week

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from £101 / night

(5) Excellent 

24

Holiday farmhouse in Sorano

Province of Grosseto / Sorano

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
“A quiet and peaceful holiday in a beautiful villa and pool!” The villa proved to be a little difficult to find but the search was well worth it! The accommodation was lovely as was the pool and gardens. Everything was clean and well kept and it all wo  …see more

from £101 / night

£631 / week

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from £101 / night

24

Holiday apartment with swimming pool in Porto Ercole

Province of Grosseto / Porto Ercole

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
4 Ring StoveDish WasherFreezer/FridgeWashing MachineCoffee MakerCooking UtensilsDeposit: 1000 euros  …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

21

Province of Grosseto / Grosseto

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

 …see more

from £181 / night

£1261 / week

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from £181 / night

Top Destination reviews

Borgo Case Bardi
Perfect holidays

We spent a lovely holidays with friends and we all appreciated very much the house's furniture and amanities. case bardi is reaaly a stunning place. … see more
Recently restored farmhouse in Southern Tuscany, private garden and outdoor pool
A very relaxing location

Excellent accommodation. Lots to do in the immediate area. The family enjoyed the stay very much. If you are travelling from Rome plan your route carefully. … see more
Country villa surrounded by stunning Tuscan landsc
Great place

We had a lovely time in the villa. The hosts were very helpful and the place is beautiful. Strongly recommended. … see more