Castiglione della Pescaia Vacation Rentals from CA $45: Short-Term Rentals for 2026

Q: What are some of the best vacation home rentals in Castiglione della Pescaia?

Red Stones by Interhome : Visitors give good reviews to this Castiglione della Pescaia vacation home rental, which 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.

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Our top choices for Castiglione della Pescaia vacation rentals

A stone fountain with a light-up base, surrounded by grass and trees, with a building in the background.

1. B&B Terre di Castiglione già Fattoria Pian di Rocca

Castiglione della Pescaia

Tor

CA $127 total

includes taxes & fees

Oct 21 - Oct 22

A beach with numerous blue and white striped umbrellas, a castle on a cliff, and calm water with boats.

2. Camping Village Baia Azzurra

Castiglione della Pescaia

Reyno

CA $136 total

includes taxes & fees

Oct 19 - Oct 20

A beach with a thatched umbrella and two pillows on the sand.

3. Camping Maremma Sans Souci

Castiglione della Pescaia

Paul

CA $45 total

includes taxes & fees

Oct 24 - Oct 25

A beach with rows of umbrellas and beach chairs, a building with a red roof, and a mountainous backdrop.

4. Camping Village Santapomata

Castiglione della Pescaia

Anonymous traveller

A small outdoor area with steps leading to a door, surrounded by potted plants and a tree.

5. Residence I Mari

Castiglione della Pescaia

A modern resort with a large infinity pool, a poolside bar, and a mountain backdrop.

6. Camping Village Rocchette

Castiglione della Pescaia

tingyu

A room with a bed, a desk, and a view of the outdoors.

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

Castiglione della Pescaia

CA $173 total

includes taxes & fees

Oct 19 - Oct 20

A modern pool area with clear water, surrounded by a building with a flat roof and large windows.

8. Vacation home Tipo A by Interhome

Castiglione della Pescaia

Konstantin S.

9. Vacation home Deluxe by Interhome

Castiglione della Pescaia

Stuart U.

A well-lit outdoor area with a pathway leading to a building with multiple garage doors.

10. Scoglietto 50

Castiglione della Pescaia

Filippo

Two white washing machines in a room with tiled walls and a red floor.

11. PUNTA ALA: SUNSET WITH A SEA VIEW! Air conditioning + Parking + Blue Flag beaches!

Punta Ala

CA $132 total

includes taxes & fees

Nov 2 - Nov 3

A coastal town with historic buildings, a prominent tower, and a marina with boats.

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

Castiglione della Pescaia

CA $632 total

includes taxes & fees

Oct 27 - Oct 28

A kitchen with large windows, a sink, a stove, and a countertop with various items.

13. Villa 'Paradiso' with Private Terrace, Private Garden and Wi-Fi

Castiglione della Pescaia

"Pros: *Villa Paradiso, Castiglione della Pescaia* Bij aankomst hartelijk ontvangen door de eigenaar, we konden de auto op het erf zetten om uit te laden. Appartement met grote, lichte keuken aan de buitenzijde, met rondom zon en fraai uitzicht. Unieke, maritieme inrichting met bakboord- en stuurboordtorens - heel charmant. Mooie grote badkamer . We hebben enorm genoten van de beide terrassen met prachtige op- en ondergaande zon. Tip: even vragen om ligstoelen en parasol. Ideale ligging net...

Anonymous traveller

CA $585 total

includes taxes & fees

Oct 21 - Oct 22

A wooden beach cabana with a table set for two, overlooking the ocean.

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

Roccamare

CA $5,771 total

includes taxes & fees

Oct 19 - Oct 20

A building with a balcony, white chairs, and a table.

15. Holiday Home 'Villetta Indipendente Castiglione' with Private Terrace, Garden & Wi-Fi

Castiglione della Pescaia

Anonymous traveller

CA $892 total

includes taxes & fees

Oct 20 - Oct 21

A room with a bed, a window with curtains, a view of the sea, and a chair outside.

16. Apartment 'Appartamento Vista Mare Castiglione' with Sea View and Balcony

Castiglione della Pescaia

Anonymous traveller

CA $934 total

includes taxes & fees

Oct 20 - Oct 21

A beach with thatched umbrellas and sun loungers.

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

Punta Ala

CA $620 total

includes taxes & fees

Oct 21 - Oct 22

A cobblestone street with parked cars and buildings.

18. Apartment 'La Nicchia'

Tirli

CA $391 total

includes taxes & fees

Nov 18 - Nov 19

A hotel room with a bed, a desk, a mirror, a TV, and a closet with hanging clothes.

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

Castiglione della Pescaia

CA $215 total

includes taxes & fees

Oct 19 - Oct 20

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

Castiglione della Pescaia

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Top Castiglione della Pescaia Hotel Reviews

Riva del Sole Resort & SPA

10/10 Excellent

"Helpful staff. Very clean rooms. Great location. Beach was lovely. Would stay again."

Roccamare Resort - Le Dimore della Pineta

8/10 Good

"We were confused with what Expedia listed this property as since we thought we were staying a hotel. We ended up in a little villa with a kitchen which was fine as I used it to cook and as I’m Italian, we enjoyed it. My main criticism is the gym. It closes at 7PM. This is unacceptable by any standard. The gym was lovely but what is the point of having a gym if it closes too early. The point is to enjoy it and maximize daytime hours. At minimum it should close at 10pm. They we not reason whatsoever for it to close so early. We wanted a place with a gym and we didn’t want to sacrifice our daytime hours. This was not okay. Also, someone should look into the kitchens to ensure the basics are there. We had some basic things but not others. Overall though, we loved the fact the shoreline is not built and we saw glorious pine trees from the water, we had our dedicated beach chairs, it was absolutely peaceful! Would love to come back and we hope the gym hours change!"

PuntAla Camp & Resort

10/10 Excellent

"Lovely camping, very safe and clean! Calm if you choose to be, or active if you choose to be…. Activities organized for young and old… nice beach, sun beds for rent, or your own towel…. Easy to rent water equipment, reasonable prices in restaurants, good choice of cuisine, delicious and satisfying portion size…Camp stuff extremely friendly, helpful, welcoming, speak well English for Non-Italian speakers! Would recommend for young couples, families, elderly couples, singles… nice atmosphere! The bungalow Limo was very well equipped and enough room for 5. Overall to be highly recommended!"

Cala Beach Resort

10/10 Excellent

"Thank you very much for the complimentary room upgrade, thoughtful welcome gift, and exceptional service. Although we stayed for only one night, it left a lasting impression on us. We really enjoyed our clean, modern room, which is just steps away from the beach and offers easy access to the private shoreline. Falling asleep to the soothing sound of the waves at night made our stay even more relaxing and memorable. We especially loved the gorgeous restaurant, where we could fully enjoy the breathtaking sunset without any obstruction while savoring delicious food. The cuisine here is prepared using fresh, locally sourced ingredients, preserving the most authentic local flavors. Every course, from dinner to breakfast, was perfect. Without a doubt, it was the best stay and service experience of our three-week trip throughout Italy. We sincerely appreciate the hospitality shown by your team and will gladly recommend your resort to our family members and friends when they visit Italy. Thank you again for making our visit such a wonderful and memorable experience."

Find out more about Castiglione della Pescaia

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Castiglione della Pescaia. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Castiglione della Pescaia?

Yes, we give you a choice of vacation rentals close to popular attractions in Castiglione della Pescaia, or you can go with a secluded option if you want a relaxing place to 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 vacation home rentals in Castiglione della Pescaia?

Red Stones by Interhome: Visitors give good reviews to this Castiglione della Pescaia vacation home rental, which 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 vacation rentals will I find in Castiglione della Pescaia?

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

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 vacation rentals like in Castiglione della Pescaia?

Vacation rentals are privately owned properties you can stay in for several days or longer in Castiglione della Pescaia. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips.

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Our top choices for Castiglione della Pescaia vacation rentals

1. B&B Terre di Castiglione già Fattoria Pian di Rocca

2. Camping Village Baia Azzurra

3. Camping Maremma Sans Souci

4. Camping Village Santapomata

5. Residence I Mari

6. Camping Village Rocchette

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

8. Vacation home Tipo A by Interhome

9. Vacation home Deluxe by Interhome

10. Scoglietto 50

11. PUNTA ALA: SUNSET WITH A SEA VIEW! Air conditioning + Parking + Blue Flag beaches!

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

13. Villa 'Paradiso' with Private Terrace, Private Garden and Wi-Fi

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

15. Holiday Home 'Villetta Indipendente Castiglione' with Private Terrace, Garden & Wi-Fi

16. Apartment 'Appartamento Vista Mare Castiglione' with Sea View and Balcony

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

18. Apartment 'La Nicchia'

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

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

Find vacation rentals that suit your style

Top Castiglione della Pescaia Hotel Reviews

Riva del Sole Resort & SPA

Camping Maremma Sans Souci

Roccamare Resort - Le Dimore della Pineta

Hotel L'Approdo

Girasole - Cozy, bright vacation apartment with pool, large garden near the sea

Cala del Porto Punta Ala

Gallia Palace Hotel

PuntAla Camp & Resort

Cala Beach Resort

Find out more about Castiglione della Pescaia

Frequently asked questions

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