Castiglione della Pescaia vacation rentals
Vacation rentals in Castiglione della Pescaia by owner — compare homes, condos and cabins, message verified hosts, and book direct with no service fees.
Castiglione della Pescaia offers the pristine beaches of Punta Ala, the lush landscapes of the Maremma Natural Park, and the historical fortress of Castello di Castiglione. Tourists visit for the clear waters of the Tyrrhenian Sea, local seafood cuisine, and the annual Giro d'Italia cycling race. Houfy connects travelers directly with local hosts, providing accommodations in Tuscany. Discover rustic farmhouses, coastal apartments, and countryside villas near Grosseto and Monte Argentario. Spring and early fall provide mild weather for exploring both cultural and natural Tuscany highlights.
Recommended Homes in Castiglione della Pescaia
Handpicked properties we think you'll love in Castiglione della Pescaia.
€556.00 EUR total for 3 nights
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€324.00 EUR total for 3 nights
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€440.00 EUR total for 3 nights
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€461.00 EUR total for 3 nights
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€616.00 EUR total for 3 nights
Oct 5 – 8, 2026
€831.00 EUR total for 3 nights
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Pet friendly vacation rentals in Castiglione della Pescaia
Bring your furry friend along! Browse pet-welcoming homes in Castiglione della Pescaia.
€884.00 EUR total for 7 nights
Sep 30 – Oct 7, 2026
€361.00 EUR total for 3 nights
Oct 1 – 4, 2026
€520.00 EUR total for 5 nights
Oct 18 – 23, 2026
€508.00 EUR total for 3 nights
Sep 30 – Oct 3, 2026
€458.00 EUR total for 3 nights
Jun 2 – 5, 2027
€1,127.00 EUR total for 4 nights
Sep 30 – Oct 4, 2026
Why visit Castiglione della Pescaia
Discover what makes Castiglione della Pescaia a perfect vacation rental destination.
Pristine Beaches
Relax on crystal-clear waters.
Visit Cala Violina, about 12 km from town, known for its serene environment and fine sand that 'sings' underfoot. Perfect for sunbathing and swimming.
Historic Castello
Explore ancient fortifications.
The Castello di Castiglione della Pescaia offers panoramic views and a glimpse into medieval architecture located just 1 km from the center.
Local Tuscan Cuisine
Savor seafood and wines.
Dine at Il Granaio, renowned for its fresh seafood and Tuscan wines, located just a 5-minute walk from the town center.
Natural Reserves
Discover unspoiled natural beauty.
Visit the Diaccia Botrona Nature Reserve, only 2 km away, for birdwatching and exploring marshlands rich in biodiversity.
Where to stay in Castiglione della Pescaia
The best areas and neighborhoods for your vacation rental in Castiglione della Pescaia.
Historic Center
The heart of Castiglione with medieval charm, cobblestone streets, and the historic Castello. You'll find plenty of cafes and shops.
Punta Ala
An upscale area known for its marina, luxury yachts, and golf club. Perfect for those seeking a bit of pampering and leisure.
Rocchette
Known for its beautiful beaches and camping sites, Rocchette is ideal for relaxed beach vacations and outdoor activities.
Vetulonia
A small village with significant Etruscan archaeological sites and a museum, located northwest of the main town.
Find Castiglione della Pescaia vacation rentals that suit your style
Vacation homes and more — pick the kind of Castiglione della Pescaia vacation rental you want, then book it direct with the host.
Castiglione della Pescaia vacation rentals with free WiFi, air conditioning or kids friendly
Free WiFi, air conditioning, kids friendly and more — every Castiglione della Pescaia vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in Castiglione della Pescaia
All within driving distance of Castiglione della Pescaia vacation rentals.
Castello di Castiglione della Pescaia
A medieval fortress with spectacular sea views. · 1 km
Diaccia Botrona Nature Reserve
Spot rare birds in this protected marshland. · 2 km
Cala Violina
Known for its unique 'singing' sand. · 12 km
Il Granaio Restaurant
Famous for local seafood and Tuscan wines. · 0.5 km
Museo Archeologico Isidoro Falchi
Etruscan era artifacts located in Vetulonia. · 14 km
Rocchette Beach
Popular for its clear water and camping facilities. · 6 km
Getting to and around Castiglione della Pescaia
Castiglione Della Pescaia is accessible by car and public transportation.
- PISA INTERNATIONAL AIRPORT
- Located 135 km north, it serves international and domestic flights. Car rentals and shuttle services available.
- GROSSETO AIRPORT
- 27 km away, primarily serves domestic flights, with taxi and shuttle options.
- AUTOSTRADA A12
- Connects Castiglione with Livorno to the north and Rome to the south, ideal for road trips.
- LOCAL ROUTES
- Multiple scenic bike routes along the coast and through nearby nature reserves, accessible from the town center.
Similar vacation rentals near Castiglione della Pescaia
Homes within 60 miles of Castiglione della Pescaia, from verified hosts.
€1,566.00 EUR total for 3 nights
Oct 13 – 16, 2026
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/c818c0e5340be04d67bff39c3fbd6563.jpg?im_w=480)
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/f8e82171432ea6c1ab3abdc9c1d649ae.jpg?im_w=480)
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/9642a01fb6df6335689a4521dc1fe943.jpg?im_w=480)
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/0499d8d73ec2756035fb97138059512c.jpg?im_w=480)
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/60ec106ed2d8d6bc428db79190ab40f2.jpg?im_w=480)
€647.00 EUR total for 5 nights
Oct 13 – 18, 2026
€315.00 EUR total for 3 nights
Sep 30 – Oct 3, 2026
€587.37 EUR total for 5 nights
Sep 30 – Oct 5, 2026
€594.75 EUR total for 3 nights
Oct 2 – 5, 2026
€626.25 EUR total for 3 nights
Sep 30 – Oct 3, 2026
€642.00 EUR total for 3 nights
Sep 30 – Oct 3, 2026
€563.25 EUR total for 3 nights
May 29 – Jun 1, 2027
€642.00 EUR total for 3 nights
Oct 2 – 5, 2026
€642.00 EUR total for 3 nights
Sep 30 – Oct 3, 2026
€642.00 EUR total for 3 nights
Sep 30 – Oct 3, 2026
€642.00 EUR total for 3 nights
Oct 1 – 4, 2026
Explore near Castiglione della Pescaia
Cities and towns within driving distance of Castiglione della Pescaia, each bookable direct with the host.
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
Verified hosts
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Itemised pricing
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More vacation rental destinations around Castiglione della Pescaia
Frequently asked questions
Quick answers about booking vacation rentals in Castiglione della Pescaia and what direct booking on Houfy actually means.
The average rental cost ranges from €80 to €150 per night, depending on the location and amenities offered.
Yes, several rentals in Castiglione Della Pescaia are pet-friendly. Be sure to check individual listing details on Houfy.
Rocchette and Punta Ala are ideal for families, offering both beach activities and family-friendly accommodations.
The best time is from late May to September when the weather is perfect for beach activities and exploring nature reserves.
You can find a variety of rentals including seaside villas, apartments in town, and countryside agriturismos.
Vacation rentals often offer more space and local charm compared to hotels, plus they have competitive pricing on Houfy.
The annual Festa di San Guglielmo in May features street performances, local crafts, and traditional food stalls.
Houfy is a platform for vacation rentals that enables direct booking with the owner.
Yes, Houfy provides secure transactions and transparent communications directly between guests and hosts.