50 Best Vacation Rentals in Castiglione Della Pescaia - Holiday Lettings - Cabins

Close

View larger map

Also consider

Punta Ala
74 properties
Pian di Rocca
29 properties
Roccamare
6 properties

Castiglione Della Pescaia

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

228 Vacation rentals

(15) Very Good 

26

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 of 50 square meters. 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, 1 sofa bed, 1 pull-out bed, double bedroom with TV, a bathroom with two si …see more

from $70 / night

$485 - $2474 / week

Book View

from $70 / night

24

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 of 50 square meters. 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, 1 sofa bed, 1 pull-out bed, double bedroom with TV, a bathroom with two si …see more

from $70 / night

$489 - $2495 / week

Book View

from $70 / night

11

Province of Grosseto / Castiglione Della Pescaia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Car not necessary

from $55 / night

$380 / week

Book View

from $55 / 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 mi
  • Suitable for children age 5+

from $55 / night

$380 / week

Book View

from $55 / 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

from $109 / night

$760 / week

Book View

from $109 / night

31

Province of Grosseto / Castiglione Della Pescaia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Private garden

from $55 / night

$380 / week

Book View

from $55 / night

19

Castiglione Della Pescaia / Punta Ala

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

from $154 / night

$1076 - $2421 / week

Book View

from $154 / night

9

Castiglione Della Pescaia / Punta Ala

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly

from $66 / night

$431 - $1765 / week

Book View

from $66 / night

69

Vacation villa with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Wonderful and panoramic villa in front of Punta Ala sea, close to Castiglione della Pescaia town, with luxurious living room (70 mq), four bedrooms, three bathrooms, wide fitted outdoor rooms, garden, outdoor hot/cold shower, parking, washing machine, dishwasher, dry …see more

from $186 / night

$1302 - $3472 / week

Book View

from $186 / night

(1) Excellent 

24

Vacation apartment in Castiglione Della Pescaia

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 $201 / night

$1248 - $3233 / week

Book View

from $201 / night

10

Castiglione Della Pescaia / Punta Ala

2 5 14 nights min

  • 2 bedrooms
  • Sleeps 5
  • 14 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from $117 / night

$814 / week

Book View

from $117 / night

26

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden

from $53 / night

$369 - $1031 / week

Book View

from $53 / night

16

Province of Grosseto / Castiglione Della Pescaia

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
  • Pet friendly

from $718 / night

$5379 / week

Book View

from $718 / night

11

Province of Grosseto / Castiglione Della Pescaia

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

from $155 / night

$1085 / week

Book View

from $155 / night

22

Punta Ala Vacation apartment rental

Castiglione Della Pescaia / Punta Ala

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Comfortable apartment in a residential area of Punta Ala, renowned seaside destination on the Tuscan coast. The apartment is on the ground floor and offers a beautiful, private equipped garden. Indoors it is comfortably furnished, and outdoors guests can take advantage …see more

from $131 / night

$912 - $1519 / week

Inquire View

from $131 / night

23

Vacation tower in Punta Ala

Castiglione Della Pescaia / Punta Ala

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly
The Tower of le Galere was a watchtower that has been lovingly restored and turned into a stunning holiday house or hunting lodge. It is composed of three buildings. The Watchtower with 3 floors; on the top floor there is a four-poster double bedroom with en suite ba …see more

from $311 / night

$2170 - $3797 / week

Book View

from $311 / night

24

Vacation apartment in Punta Ala

Castiglione Della Pescaia / Punta Ala

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Comfortable apartment in a beautiful villa subdivided into 4 units. It is located in a tranquil area surrounded by pine groves in Punta Ala, a renowned Tuscan seaside destination. The apartment is located on the ground floor and has a beautiful garden. The interior is f …see more

from $98 / night

$684 - $1302 / week

Inquire View

from $98 / night

(2) Very Good 

9

Province of Grosseto / Castiglione Della Pescaia

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets

from $109 / night

$489 - $988 / week

Book View

from $109 / night

(2) Very Good 

18

Castiglione Della Pescaia / Tirli

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly

from $62 / night

$431 - $700 / week

Book View

from $62 / night

(1) Excellent 

15

Castiglione Della Pescaia / Punta Ala

1 4 Min stay varies

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

from $49 / night

$342 - $977 / week

Book View

from $49 / night

6

Province of Grosseto / Castiglione Della Pescaia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

from $55 / night

$760 / week

Book View

from $55 / night

16

Vacation villa with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
This beautiful and very quiet apartment is located at Punta Ala, one of the most beautiful seaside town of Tuscany close to many city and towns of historical and archaeological interest (Siena, Grosseto, It has a large terrace from which you can see a fantastic view: …see more

from $109 / night

$760 / week

Book View

from $109 / night

(5) Excellent 

16

Province of Grosseto / Castiglione Della Pescaia

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.6 mi
  • Child friendly
  • Pet friendly

from $109 / night

$651 - $1085 / week

Book View

from $109 / night

14

Province of Grosseto / Castiglione Della Pescaia

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $4649 / night

$32543 / week

Book View

from $4649 / night

13

Castiglione Della Pescaia / Punta Ala

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Child friendly

from $33 / night

$384 / week

Book View

from $33 / night

14

Castiglione Della Pescaia / Punta Ala

5 9 14 nights min

  • 5 bedrooms
  • Sleeps 9
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

from $543 / night

$3797 / week

Book View

from $543 / night

7

Castiglione Della Pescaia / Punta Ala

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $269 / night

$1883 / week

Book View

from $269 / night

29

Vacation apartment in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
"Lake Pile" is a flat white overlooking the old town of Castiglione and harbor below. The apartment, 50 m from the sea, with beaches and organized, has 3 bedrooms for a total of 6 places to sleep, 2 bathrooms, fully equipped kitchen, living room and dining room with TV. …see more

from $148 / night

$1031 - $1465 / week

Book View

from $148 / night

9

Province of Grosseto / Castiglione Della Pescaia

4 2 1 night min

  • 4 bedrooms
  • Sleeps 2
  • 1 night min
  • Nearest beach 17 mi
  • Ask about children
  • Pet friendly

from $109 / night

$760 / week

Book View

from $109 / night

12

Province of Grosseto / Castiglione Della Pescaia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

from $66 / night

$460 - $919 / week

Book View

from $66 / night

(3) Excellent 

32

Vacation 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 mi
  • 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 $307 / night

$2141 - $3227 / week

Book View

from $307 / night

(2) Very Good 

18

Vacation villa in Punta Ala

Castiglione Della Pescaia / Punta Ala

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
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

from $140 / night

$977 - $1953 / week

Inquire View

from $140 / night

(6) Excellent 

57

Castiglione Della Pescaia Vacation farmhouse rental

Province of Grosseto / Castiglione Della Pescaia

8 22 Min stay varies

  • 8 bedrooms
  • Sleeps 22
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Casetta Bandinelli is near the river Bruna, in the plain that once as the “Lacus Prilius”, surrounded by the hills of Montepescali and Vetulonia , 17 km away from the beautiful coastline of Castiglione della Pescaia. It is an old building built in stone and brick, with …see more

from $371 / night

$2604 - $5424 / week

Book View

from $371 / night

7

Roccamare Vacation apartment rental

Castiglione Della Pescaia / Roccamare

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Private garden
The apartment is part of the Tenuta le Rocchette in the famous Maremma Region, just 15 Minutes drive from Punta Ala and Castiglione della Pescaia. It's positioned on a hilltop with a stunning 360° view of the Castle of Rocchette, the coast, sea and countryside. …see more

from $109 / night

$760 - $1465 / week

Book View

from $109 / night

11

Province of Grosseto / Castiglione Della Pescaia

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from $60 / night

$358 - $1085 / week

Book View

from $60 / night

11

Province of Grosseto / Castiglione Della Pescaia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $109 / night

$760 / week

Book View

from $109 / night

14

Vacation apartment rental

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
Comfortable apartment located roughly 2km from the sea at Castiglione della Pescaia, a charming town on the Tuscan coast. The property has a panoramic view from above sea level and offers a beautiful terrace and garden which benefit from the pleasure of this fantastic p …see more

from $78 / night

$543 - $1194 / week

Inquire View

from $78 / night

10

Castiglione Della Pescaia / Punta Ala

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets

Pricing unknown

Book View

Pricing unknown

17

Vacation farmhouse in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Nice property comprising a main villa and an outbuilding overlooking the Gulf of Punta Ala, a famous sea-side resort located on the southern coast of Tuscany. The 2 units on the premises are approx. 30 meters from one another and provide both a personal, furnished outd …see more

from $317 / night

$2213 - $3660 / week

Inquire View

from $317 / night

19

Province of Grosseto / Castiglione Della Pescaia

6 12 30 nights min

  • 6 bedrooms
  • Sleeps 12
  • 30 nights min
  • Child friendly

from $775 / night

$5424 / week

Book View

from $775 / night

1