Castiglione della Pescaia vacation rentals

We found 1,159 vacation rentals — enter your dates for availability

Select from 149 houses, 229 apartments, and other vacation rentals to find the perfect place for your stay in Castiglione della Pescaia. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. What you'll find is a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Castiglione della Pescaia

Showing deals for:Jan 16 - Jan 23

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9.8 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)

Charming Farmhouse in Maremma

Roccastrada, Toscana

13% off
Price is $162
$1,136 for 7 nights
All fees included
Charming Farmhouse in Maremma

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Find out more about Castiglione della Pescaia

Why visit Castiglione della Pescaia

  • Stunning Beaches: Enjoy the beautiful shores of Spiaggia Zuccale, perfect for relaxation and sunbathing.
  • Charming Marina: Explore the picturesque marina, offering vibrant views and delightful dining options.
  • Historical Neighborhoods: Wander through friendly, historical streets filled with local culture and charm.
  • Outdoor Adventures: Engage in various outdoor activities, from hiking to water sports, amidst stunning coastal scenery.
  • Luxurious Accommodations: Choose from a range of vacation rentals, from cozy homes to lavish villas, ensuring a memorable stay.

Popular types of accommodation in Castiglione della Pescaia

Planning a getaway to Castiglione della Pescaia? You're in for a treat. Explore our exceptional selection of vacation rentals, including private homes, stylish apartments, and luxurious villas. Whether you're searching for a cozy villa rental or a lavish villa vacation experience, we have the perfect options to suit your needs. Discover the charm of Castiglione with our top-notch accommodations and make your stay unforgettable.

  • Houses: The top choice for visitors in Castiglione della Pescaia, these homes offer spacious and comfortable living, perfect for families and groups.
  • Apartments: A popular option among travelers, apartments provide a cozy and convenient stay with amenities that make you feel at home.
  • Villas: Luxurious villas are a favored accommodation for those seeking an upscale experience with stunning views and private spaces.
  • Caravan Parks: Ideal for adventurous travelers, caravan parks offer a unique way to explore the area while enjoying nature.
  • Cottages: Charming and quaint, cottages provide a rustic retreat for those looking to relax in a serene environment.**

Top attractions in and around Castiglione della Pescaia

Castiglione della Pescaia offers a perfect blend of outdoor adventures, beach relaxation, and romantic getaways. Visitors can explore charming marinas, lively piazzas, and picturesque streets, all while enjoying the rich culture and stunning coastal scenery. Whether you're seeking a vibrant city experience or a serene beach vibe, this Tuscan gem has something for everyone, making it an ideal destination for travelers looking to soak in the beauty of Italy.

  • Punta Ala Marina: A vibrant marina offering a laid-back atmosphere with stunning beach vibes, perfect for outdoor adventures like sailing, swimming, and sunbathing.
  • Cala Violina: A picturesque street located 8 miles from Castiglione della Pescaia, known for its charming shops and restaurants that reflect the lively city life.
  • Vetulonia Ruins: Ancient ruins that provide a glimpse into the region's rich cultural history, set within Castiglione della Pescaia, ideal for history enthusiasts.

Things to do recommended for couples

For a romantic getaway in Castiglione della Pescaia, indulge in luxury at Golf Club Punta Ala. Explore the enchanting Cantina Sociale i Vini di Maremma, only 4 miles away, or visit Azienda Agricola Celestina Fe', 11 miles out, for a delightful wine experience together.

Things to do recommended for families

Families visiting Castiglione della Pescaia will love the fun at Acquavillage Follonica waterpark, just 12 miles away, offering thrilling slides and family entertainment. For a more relaxed day, head to Piscina Il Giunco, located 11 miles away, featuring a refreshing pool and outdoor sports activities.

Things to do recommended for groups

Experience the thrill of adventure at Il Tasso Scatenato, a zipline ropes course just 10 miles from Castiglione della Pescaia. Also, don't miss Morisfarms, a charming store 14 miles away, perfect for picking up local delicacies and souvenirs.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Castiglione della Pescaia

When planning your trip—whether you're traveling with a group, with family, bringing your pets, or seeking longer accommodations—it's important to prioritize your preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to Castiglione della Pescaia with a group: Think about how many bedrooms you’ll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Castiglione della Pescaia with young kids: Traveling with young kids can be quite a challenge. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Castiglione della Pescaia: For many families, a vacation wouldn't feel complete without their furry companion. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and cozy beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Castiglione della Pescaia: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Castiglione della Pescaia

Castiglione della Pescaia, a charming Italian town nestled in Tuscany, offers a perfect blend of relaxation and culture. With its idyllic beaches like Spiaggia Zuccale, this destination is ideal for outdoor and romantic vacations. Explore the historical neighborhoods that exude a friendly vibe and enjoy the luxurious yet serene atmosphere. Whether you're seeking trendy spots or secluded retreats, you'll find countless opportunities to create lasting memories in this beautiful coastal paradise.

  • Grosseto: Located approximately 12 miles from Castiglione della Pescaia, Grosseto is a charming city known for its outdoor experiences and stunning coastal scenery. Visitors flock to Grosseto to enjoy its beautiful beaches and relaxation at local spas. The city features inviting family-friendly beaches and a marina that offers various water activities. Strolling through the historic center, you’ll find delightful cafés and shops, making it a perfect destination for a leisurely day trip.
  • Follonica: Situated about 13 miles from Castiglione della Pescaia, Follonica is a vibrant city that appeals especially to families. This area is renowned for its outdoor recreational opportunities, including a popular water park that delights visitors of all ages. Follonica's lovely beaches and marinas provide plenty of chances for sunbathing and water sports. The lively streets are lined with shops and eateries, perfect for enjoying a casual afternoon or a delicious meal after a day of exploration.
  • Scarlino: Just 10 miles from Castiglione della Pescaia, Scarlino offers a unique mix of outdoor adventures and city charm. Known for its beach access and adventure activities, visitors can experience thrilling zipline courses and other exciting outdoor pursuits. The picturesque streets of Scarlino lead to beautiful marinas and beaches, making this a fantastic spot to unwind or engage in recreational activities. The scenic views and inviting atmosphere make Scarlino a memorable addition to your itinerary.

Best time to go to Castiglione della Pescaia

If you're planning a trip to Castiglione della Pescaia, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January46.4°F (8.0°C)Light RainMostly SunnyAverageAverage
February47.3°F (8.5°C)Light RainMostly SunnyAverageSlightly Low
March50.9°F (10.5°C)Light RainMostly SunnyAverageSlightly Low
April56.3°F (13.5°C)No Rain (Dry)Mostly SunnyAverageAverage
May62.8°F (17.1°C)Light RainMostly SunnyAverageAverage
June71.4°F (21.9°C)No Rain (Dry)SunnyHighSlightly High
July77.0°F (25.0°C)No Rain (Dry)SunnyHighSlightly High
August77.2°F (25.1°C)No Rain (Dry)SunnyHighSlightly High
September70.5°F (21.4°C)Light RainSunnyAverageAverage
October63.0°F (17.2°C)Light RainMostly SunnyLowAverage
November55.4°F (13.0°C)Light RainMostly SunnyLowSlightly Low
December49.1°F (9.5°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can change significantly. Additionally, extending your stay can lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash on the full booking amount. It's definitely rewarding to take on the role of organizer. Become a member of our One Key rewards program to unlock exclusive savings and accumulate OneKeyCash on eligible stays. Sign up today and begin reaping the benefits.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a dedicated area to plan new trips, pick up right where you left off, or manage and review your travel plans. You can easily find the properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Why people love visiting rustic Castiglione della Pescaia

The area's wineries and culture are just a few of the reasons to vacation in Castiglione della Pescaia. This city is relaxing and scenic, recognized for its spas, biking and golfing. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Castiglione della Pescaia

Do you want to find attractions to see while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Castiglione della Pescaia a fun spot to vacation. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Golf Club Punta Ala (6.1 mi / 9.8 km)
  • Piscina Il Giunco (11.3 mi / 18.1 km)
  • Acquavillage Follonica (12.4 mi / 20 km)
  • Podere Ristella Vineyards and Winery (17.3 mi / 27.8 km)
  • Petra Winery (20.5 mi / 33 km)
  • Cantina Sociale i Vini di Maremma (4.3 mi / 7 km)

Exploring the natural landscape of Castiglione della Pescaia

Whether you're an active traveler or just want to appreciate the scenery, Castiglione della Pescaia is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Natural Reserve Diaccia Botrona (1 mi / 1.6 km)
  • Spiaggia YCPA (8.1 mi / 13 km)
  • Cala Violina (8.3 mi / 13.4 km)
  • Marina di Alberese (12.1 mi / 19.4 km)
  • State Natural Reserve Tomboli Follonica (13 mi / 20.9 km)
  • Ex Tony's (14.2 mi / 22.8 km)

Frequently asked questions

What is the best area to stay in Castiglione Della Pescaia when booking a vacation rental?
When planning a vacation in Castiglione Della Pescaia, one of the best areas to consider for your stay is the charming historical center, known as the "Centro Storico." This picturesque neighborhood is characterized by its narrow cobblestone streets and medieval architecture, which create a delightful atmosphere for exploration. Staying here puts you in close proximity to top attractions such as the beautiful Castello di Castiglione, a fortress that offers stunning views of the surrounding landscape and the coastline. The central piazza is great for enjoying a leisurely meal or a coffee while soaking in the local ambiance.

Another excellent choice is the beachfront area, known for its vibrant seaside promenade and sandy beaches. This area is ideal for those looking to relax by the sea and enjoy outdoor activities. In addition to easy access to the beach, you can explore nearby attractions like the Maremma Natural Park, which is great for hiking and wildlife spotting. The beachfront area typically offers a range of vacation rentals, from cozy apartments to larger villas, accommodating various group sizes.

Overall, both the historical center and the beachfront area offer a wealth of options for vacation rentals, providing a great balance of culture, relaxation, and stunning natural beauty.
How much does it cost to rent a vacation home in Castiglione Della Pescaia?
Prices for vacation rentals in Castiglione Della Pescaia vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Castiglione Della Pescaia to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Castiglione Della Pescaia vacation house rentals?
You can find great discounts on house rentals in Castiglione Della Pescaia on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Castiglione Della Pescaia?
For renting a beach house in Castiglione Della Pescaia, travelers should focus on the lovely coastal area near the Maremma Regional Park, where the sandy beaches meet the lush Mediterranean landscape. This region offers a variety of vacation rentals, including charming villas and seaside apartments that typically feature amenities such as private terraces, outdoor dining areas, and stunning views of the Tyrrhenian Sea. Many properties are designed with family-friendly amenities, including spacious living rooms and fully equipped kitchens, great for preparing meals with fresh local ingredients.

Another desirable area is the waterfront promenade, where visitors can find beach houses with direct access to the beach. These rentals often come equipped with beach gear, outdoor showers, and barbecue facilities, making them ideal for those who want to enjoy the sun and sand. Being close to local shops, cafes, and restaurants enhances the overall experience, allowing guests to immerse themselves in the vibrant local culture.

Additionally, the nearby Punta Ala offers further options for beach rentals, characterized by a more upscale environment. Here, properties often include luxurious amenities such as private pools, landscaped gardens, and proximity to golf courses. Find your rental near the beach in Castiglione Della Pescaia.
Are there any houseboat rentals in Castiglione Della Pescaia?
In Castiglione Della Pescaia, several houseboat rentals are available, offering unique accommodations along the scenic coastline of Tuscany. These houseboats typically feature modern amenities, including comfortable sleeping arrangements, fully equipped kitchens, and outdoor decks for enjoying the beautiful sea views. Located near popular attractions like the historic town center and the stunning beaches, these rentals provide a charming and relaxing experience for travelers looking to enjoy the coastal lifestyle.
What is the most popular type of vacation rental accomodation in Castiglione Della Pescaia?
In Castiglione Della Pescaia, apartments are the most popular vacation rental option, with around 171 available throughout the charming coastal town. These apartments are often found in vibrant neighborhoods close to the beach and local attractions, providing a convenient base for exploring. Most typically feature fully equipped kitchens, cozy living areas, and balconies or terraces with delightful views of the surrounding landscape or the sea.

For those seeking more space, approximately 119 vacation houses are available, which cater well to families or groups. These houses generally come with multiple bedrooms, private gardens, and outdoor seating areas, superb for enjoying the warm Tuscan evenings. Additionally, there are around 70 villas that offer a more luxurious experience, often including amenities like private pools and expansive outdoor spaces.
Are there any family house rentals in Castiglione Della Pescaia?
In Castiglione Della Pescaia, Tuscany, families will find a wealth of vacation rentals—around 167 options available throughout the area. This charming coastal town offers a variety of family-friendly hotels, many of which are located close to the beach and local attractions. Properties often feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can play and families can gather.

Visitors can enjoy amenities such as private terraces or gardens, swimming pools, and proximity to beautiful sandy beaches like the popular Spiaggia di Castiglione.
Can I rent a vacation home with a pool or hot tub in Castiglione Della Pescaia?
In Castiglione Della Pescaia, travelers can find a variety of vacation homes available for rent that feature pools and hot tubs, with approximately 76 options to choose from. This picturesque coastal town in Tuscany offers rentals in charming neighborhoods, with many properties located near the stunning beaches and scenic countryside.

Travelers can expect amenities such as private swimming pools, relaxing hot tubs, spacious outdoor terraces, and fully equipped kitchens that provide the great setting for both relaxation and entertainment. Some rentals may also include features like barbecue areas, well-tended gardens, and proximity to local markets and restaurants, allowing guests to fully immerse themselves in the vibrant Tuscan lifestyle.
Can I find long-stay vacation rentals in Castiglione Della Pescaia?
A long-stay vacation rental in Castiglione Della Pescaia is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Castiglione Della Pescaia?
In Castiglione Della Pescaia, travelers can find a variety of pet-friendly house rentals that cater to those looking to enjoy the scenic beauty of Tuscany with their furry companions. This charming coastal town offers over 200 pet-friendly vacation rentals, many of which feature amenities like private gardens, outdoor dining areas, and fully equipped kitchens, making them ideal for families or groups traveling with pets.

The area is known for its beautiful beaches, such as the popular Punta Ala and the pristine shores near the town, where pets are often welcome, allowing for enjoyable days by the sea. Additionally, the nearby Montalcino region, famous for its vineyards, provides opportunities for scenic walks and outdoor activities with pets, as well as pet-friendly wineries that allow dogs.
Are there any remote work vacation rentals in Castiglione Della Pescaia?
In Castiglione Della Pescaia, there are numerous options for remote work vacation rentals, with around 217 available in the area. This charming coastal town in Tuscany offers a blend of beautiful landscapes and modern amenities, making it an excellent choice for those working remotely. Many properties come equipped with dedicated workspaces, including desks and ergonomic chairs, along with reliable Wi-Fi to ensure seamless connectivity. Some rentals may also feature additional amenities such as computer monitors and meeting rooms, suiting professionals needing a conducive work environment.

The town is known for its stunning beaches and proximity to natural parks, providing the superb balance between work and leisure. After a productive day, you can unwind by exploring the local cuisine in nearby restaurants or enjoying the scenic coastal views. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Castiglione Della Pescaia vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Castiglione Della Pescaia with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Castiglione Della Pescaia?
In Castiglione Della Pescaia, vacation rentals typically offer a range of popular amenities that enhance the guest experience. Most properties include fully equipped kitchens, allowing travelers to prepare their own meals with local ingredients. WiFi is commonly available, making it convenient for guests to stay connected during their stay. Many rentals are also pet-friendly, accommodating those who wish to bring their furry companions along. Additional amenities often feature coffee and tea makers for a comforting start to the day, as well as onsite parking to facilitate easy access to the beautiful beaches and charming town nearby.
When is the best time to visit Castiglione Della Pescaia for a vacation rental?
July is the most popular month to visit Castiglione Della Pescaia, as its beautiful beaches and charming old town come alive during the peak summer season from June to August. This time attracts travelers seeking sun-soaked days by the Mediterranean, indulging in water sports, and enjoying the vibrant local culture. With average temperatures ranging from the mid-70s to mid-80s Fahrenheit, the climate is superb for outdoor activities such as hiking in the nearby Maremma National Park or exploring the stunning coastal landscapes.

During these bustling summer months, visitors can savor the lively atmosphere filled with local festivals, fresh seafood, and open-air markets. However, if you're looking for a more tranquil experience, consider visiting in November, when the crowds thin out. This period offers a unique opportunity to explore the town at a leisurely pace, enjoy the local cuisine, and appreciate the region's natural beauty without the hustle and bustle of high season.

Ultimately, the best time to visit Castiglione Della Pescaia will depend on your preference for lively beach days or serene explorations.
How early should I book a Castiglione Della Pescaia vacation rental?
Book your Castiglione Della Pescaia vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Castiglione Della Pescaia?
In Castiglione Della Pescaia, visitors can enjoy a blend of natural beauty and historical charm. The town's old center, characterized by cobbled streets and medieval architecture, is home to the impressive Castello di Castiglione, offering panoramic views of the coastline. Vacation rentals in this area often provide easy access to local shops and traditional restaurants serving Tuscan cuisine.

Along the coast, the beautiful beaches of Punta Ala and the clear waters of the nearby Golfo di Follonica are major attractions for sun-seekers and water sports enthusiasts. Rentals in these beachside areas typically come with amenities such as outdoor terraces and proximity to beach clubs.

For nature lovers, the Maremma Regional Park, located just a short drive away, showcases stunning landscapes and diverse wildlife, with opportunities for hiking and biking.
Can I change or cancel my Castiglione Della Pescaia home rental booking on Vrbo?
To find Castiglione Della Pescaia vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Castiglione Della Pescaia vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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