List your home
Apply filters
£ to

95 Holiday homes in Castiglione della Pescaia

Reset search

Show results on map

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
Rome
2,533 properties
Florence
988 properties
Trapani
504 properties
Venice, Veneto
498 properties
Amalfi Coast
465 properties
Lucca
436 properties
Palermo
423 properties
Cortona
409 properties
Sorrento, Campania
351 properties
Cefalu
311 properties
San Gimignano
299 properties
Taormina
276 properties
Syracuse
260 properties
Greve in Chianti
258 properties
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
95 Results  |  
13 Photos

Apartment | 2 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £51 /night

£357 - £636 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
. .  …see more

14 Photos

House | 2 Bedrooms | sleeps 6

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £61 /night

£424 - £1103 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Nice and quite apartment 75sqm , delightful outside terrace with splendid view on Orbetello lagoon and Giglio island. Car parking with sun shield. Two bedrooms, one with queen size bed and one with 2 single beds, shower/WC, kitchen and large living-room, The stairs from the road to the house are quite challenging - around 40 steps.  …see more

24 Photos

Apartment | 5 Bedrooms | sleeps 9

3 Nights min stay

Add to shortlist

from £128 /night

£891 - £2248 / week

View

Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Prestigious apartment with panoramic views and private balcony situated in the medieval village of Castiglione di Pescaia, in Via dell'Amore.  …see more

Featured properties

24 Photos

Villa | 5 Bedrooms | sleeps 11

7 Nights min stay

Add to shortlist

from £243 /night

£1696 - £2968 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Private Tuscany Beach by Roccamare Pinewood Private Beach Hut Gated Community WiFi Free Bicycles Large Garden Gazebo Patio External Kitchen BBQ  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

Add to shortlist

from £49 /night

£340 - £636 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
In the centre of a lovely Tuscan village, 100 m from the beach, with a view on the harbour and a view on the castle. Typical terraced garden with a beautiful view of the sea.  …see more

22 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £480 /night

£3360 - £4480 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Luxury rental villa with private pool,and tennis at 7km from the beaches of Castiglione della Pescaia– sleeps 6 From 4200€ to 5600€ a week  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £81 /night

£564 - £1360 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Villetta Punta Ala is located in a strategic position perched on the hill overlooking the infinity of the seaside below with spectacular views from both sides of the house over the gulf of Punta Ala and three of the islands of the Tuscan Archipelago: Elba, Giglio and Mo  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £170 /night

£1188 - £2968 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Panoramic villa in front of Punta Ala sea, near to Castiglione della Pescaia town, with luxurious living room (70 mq), 4 bedrooms, 3 bathrooms, wide fitted outdoor rooms. The stay includes elegant bath house service 1 beach umbrella, 2 long chairs 1 sunbed, towels. The bathhouse provides free parking, cold/hot shower. It offers a panoramic and good bar and restaurant too.  …see more

24 Photos

House | 4 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £55 /night

£382 - £1018 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
House for 10 people located in a Beautiful village on the Etruscan coast of Tuscany (Italy). Possibility of offshore fishing, cuisine lessons, horse riding, biking, scuba-diving and other water sports. Restaurants with typical local cuisine. 3 golf clubs nearby Services: Possibility to organize cuisine lessons on demand. Cots for baby available  …see more

15 Photos

Apartment | 8 Bedrooms | sleeps 20

4 Nights min stay

Add to shortlist

from £297 /night

£2078 - £3223 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Tenuta le Rocchette is the perfect place for summer holidays, special retreats and some quiet down time to relax and enjoy open air and peace.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

Add to shortlist

from £79 /night

£552 - £1103 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
The Tenuta Le Rocchette is the perfect destination for summer holidays for families and friends as well as for winter retreats.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

Add to shortlist

from £79 /night

£552 - £1103 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
The Lentisco apartment is perfect for a family or friends summer holiday as well as for a winter retreat and wind down time.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

Add to shortlist

from £79 /night

£552 - £1103 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
The Tenuta le Rocchette is the perfect location for summer holidays for friends and families as well as winter retreats. A unique location with a spectacular view, privacy and silence all year round...but still close to all the fun activities and night life.  …see more

23 Photos

Tower | 4 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £243 /night

£1696 - £2968 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Car advised
  • Pets welcome
  • Private garden
Unique sea view and coast. Privacy and quiet surrounding. Close to beach and outdoor facilities. Main village 15 minutes drive. arming space available. Shops only 10 minutes from home. Wifi available. Jacuzzi and solarium terrace. Dogs welcome.  …see more

4 Photos

Apartment | 4 Bedrooms | sleeps 8

Short stays welcome

Add to shortlist

from £158 /night

£1103 - £1272 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Tuscany coast. Detached house 5 min. walk from long sandy beaches. Exclusive area with many sports facilities: golf, horse riding, sailing, tennis, soccer, minigolf, water skiing, mountain biking. Leasure harbour, shopping, fish and traditional Tuscan restaurants. Will update pictures of the property soon. Can also send them by e-mail.  …see more

14 Photos

Farmhouse | 8 Bedrooms | sleeps 22

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £71 /night

£492 - £653 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Close to the beach swimming pool bbq dinig gazebos in the country side fruit garden parking  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 8

Short stays welcome

Add to shortlist

from £61 /night

£424 - £1103 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
In the heart of Tuscany, face the pine-wood, near the sea (150 meters), 500 meters from the medieval village of Castiglione della Pescaia  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £43 /night

£297 - £382 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
The flat is located in the most sought after seaside resort of the area. It is ideal for family with children, golf enthusiasts or guests that enjoy taking a fishing trip along the Tuscany coast. It is close to other places of archaeological interest such as Vetulonia  …see more

13 Photos

Farmhouse | 6 Bedrooms | sleeps 14

2 Nights min stay

Add to shortlist

from £71 /night

£492 - £653 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Farmholiday in Tuscany close to the beach swimming pool (from 15 may to 15 september) bbq parcking private outdoor dining gazebos  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 5

2 Nights min stay

Add to shortlist

from £39 /night

£268 - £505 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
For the quality of the sea and beaches, environmental care and equipment is considered an exclusive tourist destination, awarded in 2005 with the 5 sails of Legambiente positioning the first resort for environmental quality and tourism in the annual ranking.  …see more

24 Photos

House | 4 Bedrooms | sleeps 11

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £194 /night

£1353 - £3045 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Tuscany - On the top of a hill with stunning 180° view over Elba, Corsica and Montecristo islands  …see more

20 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £69 /night

£480 - £608 / week

View

Key info:

  • Nearest beach 2 km
  • Great for children of all ages 5
  • No pets allowed
This pleasant Punta Ala villa for 2 people, located in the popular region of Tuscany, Italy, is suitable for couples wishing to escape to a peace of paradise near the beach.  …see more

16 Photos

Farmhouse | 7 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £651 /night

£4552 - £10384 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Castelrile is located at less than 5 km from the ancient seaside village of Castiglion della Pescaia, in the Southern part of Tuscany known as Maremma. This beautiful region stands from the Tyrrhenian sea and gently slopes up to the hills and woody mountains  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £2052 /night

£14364 - £16632 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This luxury, recently restored villa featuresandnbsp;4 bedroomsandnbsp;each with private ensuite bathroom and shower. There is also a guest bathroom.andnbsp; Aandnbsp;large modern kitchenandnbsp;measuring approximatelyandnbsp;60 sq metresandnbsp;that has been fully  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 5

7 Nights min stay

Add to shortlist

from £38 /night

£265 - £378 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
The residence is located in the beautiful green Tuscan coast, in a quiet and panoramic location, in the beautiful harbor of Punta Ala, opposite the Island of Elba. Punta Ala is a modern seaside resort, famous for its very equipped marina including a number of facilit...  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £76 /night

£532 - £15524 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This accommodation is part of a beautiful holiday complex situated in the heart of Maremma, opposite the Tuscan archipelago. The holiday complex, which is surrounded by a centuries-old pine forest, consists of 106 apartments and villas. It is an ideal holiday destina...  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £96 /night

£669 - £2182 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This accommodation is part of a beautiful holiday complex situated in the heart of Maremma, opposite the Tuscan archipelago. The holiday complex, which is surrounded by a centuries-old pine forest, consists of 106 apartments and villas. It is an ideal holiday destina...  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £108 /night

£753 - £2386 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This accommodation is part of a beautiful holiday complex situated in the heart of Maremma, opposite the Tuscan archipelago. The holiday complex, which is surrounded by a centuries-old pine forest, consists of 106 apartments and villas. It is an ideal holiday destina...  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £96 /night

£672 - £1120 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment / Condo in Punta Ala with 3 bedrooms sleeps 6  …see more

12 Photos

Farmhouse | 7 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £651 /night

£4552 - £10384 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Grosseto with 7 bedrooms sleeps 14  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £72 /night

£504 - £960 / week

View

Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment / Condo in Punta Ala with 2 bedrooms sleeps 4  …see more

20 Photos

Villa | 8 Bedrooms | sleeps 16

14 Nights min stay

Add to shortlist

from £715 /night

£5000 - £9000 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This stunning Villa is located in Castiglion della Pescaia, only 5km from the centre of the town and only 50 mt. on the sea level. It boasts an amazing view of the sea and the Island of Argentario & Giglio and very manicured garden that overlooks a breathtaking view.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £600 /night

£4200 - £5600 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Silvanaandnbsp;is situated in Maremma in Tuscany, near the tourist seaside resort Castiglione della Pescaia just 6 km from the sea and beaches of Castiglione della Pescaia and not far from Florence, Siena, Pisa and Rome.andnbsp;It is an independent villa  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 9

7 Nights min stay

Add to shortlist

from £238 /night

£1664 - £4160 / week

View

Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Castiglione Della Pescaia with 5 bedrooms sleeps 9  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £480 /night

£3360 - £4320 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Villa Sole is the name of a most attractive and comfortable seventies-style family friendly villa near the coastal resort of Punta Ala, in north Maremma and a great location for a family vacation. Built close to the shore, the property is a short stroll from the marina.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £53 /night

£371 - £891 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This accommodation is part of a beautiful holiday complex situated in the heart of Maremma, opposite the Tuscan archipelago. The holiday complex, which is surrounded by a centuries-old pine forest, consists of 106 apartments and villas. It is an ideal holiday destina...  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £31 /night

£212 - £1357 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
Tuscany Villas seaside resort, Castiglione della Pescaia, Villas with garden, A minute walking by the beach, natural paradise Maremma seaside.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £133 /night

£929 - £1336 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
'Piano superiore', 2-room apartment 70 m2 on 1st floor, renovated, tasteful furnishings: large living/dining room with panoramic window with 2 sofa beds and satellite-TV. 1 double bedroom. Kitchenette (4 hotplates). Bath/bidet/WC. View of the sea. Facilities:  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £133 /night

£929 - £1336 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
'Piano superiore', 2-room apartment 70 m2 on 1st floor, renovated, tasteful furnishings: large living/dining room with dining table and TV. Exit to the balcony. 1 double bedroom. 1 room with 1 x 2 bunk beds. Kitchenette (3 hotplates). Bath/bidet/WC. View of th  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £97 /night

£674 - £1150 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
1-room apartment 45 m2, very comfortable and stylish furnishings: large living room with satellite-TV (flat screen TV). Open small gallery with 1 french bed. Kitchenette (4 hotplates, micro wave). Shower/bidet/WC. Heating. Facilities: mosquito net. Internet (Wireless LA  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £167 /night

£1165 - £1728 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
'Appartamento Terrazza', 3-room apartment 90 m2, on the upper ground floor, renovated, tasteful furnishings: large living/dining room with 1 sofa bed, dining table and TV. Exit to the terrace. 1 room with 2 beds. 1 double bedroom. Kitchenette (4 hotplates, ove  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £167 /night

£1165 - £1728 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
'Appartamento 1', 3-room apartment 75 m2, on the ground floor, renovated, tasteful furnishings: large living/dining room with 1 sofa bed and satellite-TV. 1 double bedroom. 1 room with 1 x 2 bunk beds. Kitchenette (4 hotplates). Bath/bidet/WC. Partial view of  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £136 /night

£947 - £1587 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
3-room apartment 70 m2 on 1st floor, very comfortable and stylish furnishings: living/dining room with dining table, satellite-TV, flat screen TV, stereo unit and DVD. 1 double bedroom. 1 room with 2 beds. Kitchenette (4 hotplates, oven, micro wave). Shower/bidet/WC. Vi  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £178 /night

£1246 - £1486 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This beautiful holiday villa is located in a panoramic position that overlooks the gulf of Punta Ala, one of the most prestigious bathing resorts of the Tuscan coast, thanks to its reclaimed and exclusive sport facilities, including golf course, horse riding and a sa...  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £204 /night

£1424 - £1784 / week

View

Key info:

  • Nearest beach 1 km
  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
This pretty Punta Ala holiday home for 8 people is ideal for a large group of friends. The property offers a private swimming pool and air conditioning.  …see more

10 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £195 /night

£1365 - £1406 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This beautiful villa is set overlooking Lake Garda (150m away), located in a residential area where villas predominate. There are evocative views over the lake and of the small island "Di Sogno" (dream) with peaceful surroundings. Enclosed and extensive, well-kept an...  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £157 /night

£1096 - £1312 / week

View

Key info:

  • Nearest beach 2 km
  • Great for children of all ages 5
  • No pets allowed
This charming Punta Ala villa for 10 people is ideal for large groups. Located in the popular region of Tuscany, Italy, this property boasts fantastic views over the sea.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £136 /night

£947 - £1587 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
3-room apartment 65 m2, on the ground floor, very comfortable and stylish furnishings: living/dining room with dining table, satellite-TV, flat screen TV, stereo unit and DVD. 1 double bedroom. 1 room with 2 beds. Kitchenette (4 hotplates, oven, micro wave). Shower/bide  …see more

14 Photos

House | 3 Bedrooms | sleeps 8

1 night min stay

Add to shortlist

from £221 /night

£1542 - £3860 / week

View

Key info:

  • Not suitable for children
  • No pets allowed

4-room house 150 m2, on the ground floor, simple and practical furnishings: entrance hall. Living/dining room with open fireplace and satellite-TV. 1 room with 1 double bed and 1 sleeping possibility. 1 small room with 2 beds. 1 large room with 3 beds. Kitchen (4 hotplates, oven,  …see more

21 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £117 /night

£816 - £1480 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Holiday house in panoramic position on the promontory of Punta Ala, in Maremma, offering enthralling views of the islands of the Tuscan archipelago and the Tyrrhenian Sea. Internet connection.  …see more