Castiglione della Pescaia Villas - Best Villa Castiglione della Pescaia 2026

A beach with sun loungers and umbrellas, a castle on a hill, and buildings in the background.

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Our top choices for Castiglione della Pescaia villas

A yellow building with a tiled walkway leading to a door, flanked by two small, colorful lighthouse models.

1. 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

includes taxes & fees

24 Oct - 25 Oct

A beachside dining setup with a table set for two, overlooking the ocean.

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

Roccamare

includes taxes & fees

24 Oct - 25 Oct

A wooden deck with a glass enclosure overlooking a mountainous landscape.

3. Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa

Toscana

"It was a very nice vacation at Casa Conti Di Sotto. The VIP area is really private, you only have one neighbour in the other part of the house. The house and garden are well equipped. The main house is located a few meters away from the VIP area. There are all the other things like swimming pool and sauna. The upper part at the sauna has a nice view of the landscape. Vasile was also very nice and helpful."

Matthias W.

includes taxes & fees

1 Nov - 2 Nov

A stone building with balconies, a gravel path, and a tree.

4. Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi

Follonica

Anonymous traveller

includes taxes & fees

25 Oct - 26 Oct

A clear pool with lounge chairs, a wooden deck, and a view of hills in the background.

5. Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning

Gavorrano

includes taxes & fees

30 Oct - 31 Oct

A stone exterior wall, a glass door entrance, and a brick pathway leading to a staircase.

6. Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

Massa Marittima

includes taxes & fees

31 Oct - 1 Nov

A house with a stone wall, a large tree, and a patio area with a bench and table.

7. Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

includes taxes & fees

24 Oct - 25 Oct

A gated entrance with a metal gate, a paved driveway, and a building with a tiled roof.

8. VILLETTA LA COLOMBAIA

Porto Azzurro

includes taxes & fees

1 Nov - 2 Nov

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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!"

Luxurious 19th-Century Villa with Saline Pool in Maremma, a few Km from the Sea

10/10 Excellent

"We had an absolutely wonderful stay at Villa Maremma and couldn’t recommend it more highly. It was the perfect home base for our family vacation in Tuscany.The grounds are beautiful, peaceful, and incredibly private. The pool was a huge highlight, especially for the kids, who spent hours in it and loved all the pool toys provided.The location was also perfect. Castiglione della Pescaia, with its beautiful beaches and charming town, is only about 18 minutes away. We also took day trips to Siena, Florence, and Pisa, all less than two hours from the villa.What made our stay particularly memorable, though, was Italo. He was incredibly responsive and helpful throughout our stay and went above and beyond to make our trip special. Traveling with a large family can make planning meals and activities complicated, but Italo arranged some fantastic dining experiences for us and organized a wonderful visit and tour at the nearby Tenuta La Badiola vineyard. His recommendations and help made everything feel effortless.Villa Maremma gave us exactly what we hoped for from Tuscany: privacy, beautiful surroundings, pool and beach days, incredible food, and easy access to explore the region. We made wonderful memories and would happily return. Five stars!"

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

Castiglione della Pescaia Villas information

Number of reviews	7
Accommodation	53 Villas
Lowest Price	€189
Highest Price	€3,631

Frequently asked questions

How much do villas in Castiglione della Pescaia cost?

You'll pay between €189 and €3,631 per night for a villa in Castiglione della Pescaia. Whatever your budget, the perfect getaway is just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Castiglione della Pescaia?

You'll find 53 villas in Castiglione della Pescaia. No matter if you're travelling with the kids or planning a getaway with your buddies, Expedia can help you find the right space for your crew.

Why book your villa in Castiglione della Pescaia with Expedia?

Reserving a villa in Castiglione della Pescaia is as easy as clicking on your travel dates and choosing an option that suits your needs. Want something affordable or upmarket, or a property that also has a pool and free WiFi? Use Expedia's search filters to narrow your results and find your ideal pad.

How can I find cheap villas in Castiglione della Pescaia?

Expedia can help you easily locate cheap villas in Castiglione della Pescaia. Simply use our handy filter tool to choose star rating, budget and amenities to refine your search and find an awesome place to stay in a couple of quick clicks.

What is there to do near my villa in Castiglione della Pescaia?

Castiglione della Pescaia has enough sights to keep you entertained for weeks, beginning with Red House of Ximenes. Punta Ala Marina, Golf Club Punta Ala and Vetulonia Ruins are other impressive attractions. If you have time to spare, Spiaggia YCPA and Natural Reserve Diaccia Botrona are worthwhile additions to your itinerary.

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Our top choices for Castiglione della Pescaia villas

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

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

3. Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa

4. Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi

5. Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning

6. Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

7. Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

8. VILLETTA LA COLOMBAIA

9. Esclusive Villa with pool and private access to the beach

10. Villa 'Moddissi Charme' with Sea View, Wi-Fi and Air Conditioning

11. Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

12. Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

13. Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

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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

Luxurious 19th-Century Villa with Saline Pool in Maremma, a few Km from the Sea

Cala del Porto Punta Ala

PuntAla Camp & Resort

Cala Beach Resort

Find out more about Castiglione della Pescaia

Castiglione della Pescaia Villas information

Frequently asked questions

Search Villas in Castiglione della Pescaia

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castiglione della Pescaia villas

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

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

3. Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa

4. Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi

5. Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning

6. Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

7. Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

8. VILLETTA LA COLOMBAIA

9. Esclusive Villa with pool and private access to the beach

10. Villa 'Moddissi Charme' with Sea View, Wi-Fi and Air Conditioning

11. Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

12. Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

13. Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

Find holiday rentals that suit your style

Top Castiglione della Pescaia Hotel Reviews

Riva del Sole Resort & SPA

Find out more about Castiglione della Pescaia

Castiglione della Pescaia Villas information

Frequently asked questions