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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Castiglione della Pescaia holiday rentals

A hotel room with a bed, a map on the wall, a balcony with a view, and a towel with a logo.

1. Tramontana Room – Montecristo B&B Steps from the Sea

Tramontana Room – Montecristo B&B Steps from the Sea
Castiglione della Pescaia
The price is £98
includes taxes & fees
16 Nov - 17 Nov
Tramontana Room – Montecristo B&B Steps from the Sea
A coastal town with historic buildings, a prominent tower, and a marina with boats.

2. Two-Room Apartment 'Remota 3' with Sea View and Air Conditioning

Two-Room Apartment 'Remota 3' with Sea View and Air Conditioning
Castiglione della Pescaia
The price is £332
includes taxes & fees
15 Nov - 16 Nov
Two-Room Apartment 'Remota 3' with Sea View and Air Conditioning
A wooden beach cabana with a table set for two, overlooking the ocean.

3. VILLA ALBA CHIARA - Six Bedroom Villa, Sleeps 12

VILLA ALBA CHIARA - Six Bedroom Villa, Sleeps 12
Roccamare
The price is £3,247
includes taxes & fees
16 Nov - 17 Nov
VILLA ALBA CHIARA - Six Bedroom Villa, Sleeps 12
A coastal landscape with clear water, a sandy beach, and distant hills.

4. PUNTA ALA: SUNSET WITH A VIEW OF THE OCEAN! Air conditioning + parking + Blue Flag beaches!

PUNTA ALA: SUNSET WITH A VIEW OF THE OCEAN! Air conditioning + parking + Blue Flag beaches!
Punta Ala
The price is £60
includes taxes & fees
16 Nov - 17 Nov
PUNTA ALA: SUNSET WITH A VIEW OF THE OCEAN! Air conditioning + parking + Blue Flag beaches!
A cobblestone street with parked cars and buildings.

5. Apartment 'La Nicchia'

Apartment 'La Nicchia'
Tirli
2.0 out of 10, (1 review)
The price is £205
includes taxes & fees
16 Nov - 17 Nov
Apartment 'La Nicchia'
A beach with thatched umbrellas and sun loungers.

6. Charming Two-Room Apartment with Pool, a Dream Getaway

Charming Two-Room Apartment with Pool, a Dream Getaway
Punta Ala
The price is £620
includes taxes & fees
16 Nov - 17 Nov
Charming Two-Room Apartment with Pool, a Dream Getaway
A hotel room with a bed, a map on the wall, a balcony with a view, and a window with curtains.

7. Maestrale Room - Montecristo B&B Steps from the Sea

Maestrale Room - Montecristo B&B Steps from the Sea
Castiglione della Pescaia
The price is £98
includes taxes & fees
15 Nov - 16 Nov
Maestrale Room - Montecristo B&B Steps from the Sea
A hotel room with a large map on the wall, a bed with a white comforter, and a view of the sea through a balcony.

8. Grecale Room - Montecristo B&B Steps from the Sea

Grecale Room - Montecristo B&B Steps from the Sea
Castiglione della Pescaia
The price is £113
includes taxes & fees
9 Dec - 10 Dec
Grecale Room - Montecristo B&B Steps from the Sea
A hotel room with a bed, a desk, a chair, a small table, a trash bin, and a map on the wall.

9. Scirocco Room - B&B Montecristo with Sea View

Scirocco Room - B&B Montecristo with Sea View
Castiglione della Pescaia
The price is £113
includes taxes & fees
15 Nov - 16 Nov
Scirocco Room - B&B Montecristo with Sea View
A narrow street with buildings on either side, a sign indicating no parking, and a staircase leading to an upper level.

10. Three-Room Apartment in Castiglione della Pescaia Old Town with Sea View

Three-Room Apartment in Castiglione della Pescaia Old Town with Sea View
Castiglione della Pescaia
The price is £339
includes taxes & fees
15 Nov - 16 Nov
Three-Room Apartment in Castiglione della Pescaia Old Town with Sea View
A hotel lobby with a reception desk, seating area, bookshelves, and large windows.

11. Appartamenti La Vecchia Posta

Appartamenti La Vecchia Posta
Marina di Grosseto
The price is £66
includes taxes & fees
4 Dec - 5 Dec
Appartamenti La Vecchia Posta
A residential area with multiple buildings, a balcony with a wooden railing, and a view of trees and a clear sky.

12. Pineta Azzurra

Pineta Azzurra
Grosseto
8.2 out of 10, Very good, (14 reviews)
"Appartamento molto vicino al mare,per famiglie"
Italy
Lucrezia
The price is £39
includes taxes & fees
11 Dec - 12 Dec
Pineta Azzurra
A person relaxing in a hot tub with a glass of wine.

13. Botrona B&B

Botrona B&B
Scarlino
9.4 out of 10, Exceptional, (26 reviews)
"Amazing B&B! Beautiful, clean, and very classy! Staff is excellent and friendly… breakfast is superb and staff’s hospitality is heart warming. Our stay was very pleasant. Home away from home… surprisingly beautiful grounds with jacuzzi and a sauna available whenever you want! Thank you!"
United States
Anna
The price is £66
includes taxes & fees
15 Nov - 16 Nov
Botrona B&B
A person sitting in a bathtub with a tiled wall in the background.

14. Domus Socolatae Residenza d'Epoca Charming B&B

Domus Socolatae Residenza d'Epoca Charming B&B
Follonica
9.4 out of 10, Exceptional, (26 reviews)
"Our stay was amazing, will be back soon!"
United States
Tiffany
The price is £95
includes taxes & fees
26 Nov - 27 Nov
Domus Socolatae Residenza d'Epoca Charming B&B
A garden with a variety of plants, a palm tree, and a glass table with decorative items.

15. Il Bennu

Il Bennu
Gavorrano
The price is £142
includes taxes & fees
14 Nov - 15 Nov
Il Bennu
A brick building with a covered patio area, a paved walkway, and surrounding greenery.

16. Agriturismo Bio Femminella

Agriturismo Bio Femminella
Grosseto
6.0 out of 10, (1 review)
"Soweit war alles gut, wir waren zufrieden. Leider auch ein paar Kleinigkeitendie die wir uns besser gewünscht hätten. In der Toilette Ist eine Dichtung zu ersetzen, es läuft ständig Wasser durch und macht geräusche. Auch das Klappbett ist gewöhnungsbedürftig. "
Germany
Wilfried
The price is £77
includes taxes & fees
13 Nov - 14 Nov
Agriturismo Bio Femminella
A modern kitchen with grey cabinets, a marble countertop, and a built-in oven. There is a dining area with a table and chairs, and a bed with a blue and white checkered bedspread in the background.

17. Pratoranieri Appartamenti & Suite

Pratoranieri Appartamenti & Suite
Follonica
6.0 out of 10, (1 review)
The price is £69
includes taxes & fees
8 Dec - 9 Dec
Pratoranieri Appartamenti & Suite
A modern hotel room with a large bed, a bedside table with a lamp, a small round table, a bench with towels, a large window with curtains, and a sign on the wall that reads "BEACH".

18. Marconi 1935 B&B and Holiday Home

Marconi 1935 B&B and Holiday Home
Follonica
9.4 out of 10, Exceptional, (10 reviews)
"Brilliant little apartment, lovely roof terrace with whirlpool. Easy walk to station and beach. Check in all done via WhatsApp and seamless, beds comfy bathroom.excellent. highly reccomend"
United Kingdom
Mark
The price is £90
includes taxes & fees
16 Nov - 17 Nov
Marconi 1935 B&B and Holiday Home
A modern living room with a sofa, a TV, a small potted plant, and a view of the outdoors.

19. Luci sul Mare

Luci sul Mare
Follonica
9.6 out of 10, Exceptional, (4 reviews)
"This place was so nice, clean and quiet. Just what I was looking for. It has been updated with all the latest things and even has a coffee maker and kettle for your use at any time during your stay in a shared hallway. I had a little balcony that I got to watch the sunset every nice which was lovely. Even better was the host as she helped me with some of my needs that I asked her for. I feel she went way above what she had to for me. I would stay here again if I were to visit Follonica again. "
United States
Tamara
The price is £64
includes taxes & fees
26 Nov - 27 Nov
Luci sul Mare
A spacious living area with a dining table, red chairs, and a small round table. Large windows provide natural light and views of greenery outside.

20. Residence Il Boschetto

Residence Il Boschetto
Grosseto
8.6 out of 10, Excellent, (8 reviews)
"The house is gorgeous! The area is very nice and the amenities were great! "
United States
Enrique
The price is £67
includes taxes & fees
2 Dec - 3 Dec
Residence Il Boschetto
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castiglione della Pescaia Hotel Reviews

Two drinks with orange slices and straws by a poolside with a building in the background.
Hotel Terme Marine Leopoldo II

Hotel Terme Marine Leopoldo II

Hotel Terme Marine Leopoldo II
Grosseto

10/10 Excellent

Everything is good. Nice staff and excellent service. Spa area is clean and versatile
United Kingdom
Halina
Reviewed December 5, 2025
Hotel Terme Marine Leopoldo II

Find out more about Castiglione della Pescaia

Everything you need to know about Castiglione della Pescaia holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castiglione della Pescaia holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castiglione della Pescaia holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castiglione della Pescaia holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castiglione della Pescaia. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castiglione della Pescaia holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castiglione della Pescaia holiday rentals we have selected for you start as low as £38 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castiglione della Pescaia rentals

At Expedia, we put the best Castiglione della Pescaia holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Castiglione della Pescaia rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castiglione della Pescaia holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castiglione della Pescaia. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a holiday rental in Castiglione della Pescaia?

Yes, there are holiday rentals close to the most popular sights in Castiglione della Pescaia, or you can select a more secluded option if you're looking for a relaxing stay. Castiglione della Pescaia is known for its spas and wineries. Make sure you have time to check out the waterfront and golf courses during your trip.

What are some of the best holiday rentals that Castiglione della Pescaia has to offer?

Red Stones by Interhome: This highly rated holiday home rental in Castiglione della Pescaia is located near the beach, and has a private balcony, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and an oven.

How many holiday rentals will I find in Castiglione della Pescaia?

Choose from 165 Expedia holiday rentals in Castiglione della Pescaia for a memorable holiday.

What can I see and do in Castiglione della Pescaia?

Natural Reserve Diaccia Botrona and Spiaggia YCPA are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Red House of Ximenes and Golf Club Punta Ala.

What are holiday rentals like in Castiglione della Pescaia?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castiglione della Pescaia. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.