Castiglione della Pescaia vacation rentals

We found 1,179 vacation rentals — enter your dates for availability

Select from 158 houses, 225 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:Nov 14 - Nov 21

Image gallery for Villa on the hills in the bay opposite the island of Elba

Exterior
9.8 out of 10 rating
Exceptional
(13 reviews)

Villa on the hills in the bay opposite the island of Elba

Gavorrano

8% off
Price is $312
$2,183 for 7 nights
All fees included
Villa on the hills in the bay opposite the island of Elba

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Find out more about Castiglione della Pescaia

Find out more about Castiglione della Pescaia

Why visit Castiglione della Pescaia

  1. Beautiful Beaches: Enjoy the stunning sandy shores and clear waters perfect for sunbathing and swimming.
  2. Charming Marina: Stroll along the marina and soak in the picturesque views while exploring local shops and restaurants.
  3. Outdoor Adventures: Engage in exciting activities like hiking, biking, or visiting nearby amusement centers.
  4. Historic Churches: Discover the rich history of the area by visiting its beautiful ancient churches.
  5. Welcoming Atmosphere: Experience the friendly locals and the quaint vibe of this enchanting fishing village.

Popular types of accommodation in Castiglione della Pescaia

Discover the charm of Castiglione della Pescaia with our diverse selection of vacation rentals. Whether you're seeking a stunning beach villa with breathtaking sea views, a cozy apartment, or a spacious private vacation home, we have options to suit every traveler. Experience the tranquility of beautiful villas or the vibrant atmosphere of caravan parks. Whatever your preference, your perfect getaway awaits in this picturesque coastal destination.

  • Caravan Parks: The top choice for vacation rentals in Castiglione della Pescaia, offering a unique blend of outdoor adventure and community atmosphere.
  • Apartments: A popular option for travelers seeking a cozy and convenient stay, often located close to local attractions.
  • Houses: Ideal for families or groups, these homes provide a home-away-from-home experience with plenty of space.
  • Condos: A favored selection for those looking for comfort and amenities in a stylish setting.
  • Villas: Luxurious and spacious, villas are perfect for travelers wanting an upscale retreat in Tuscany.**

Top attractions in Castiglione della Pescaia

Castiglione della Pescaia offers a perfect blend of outdoor adventures and romantic beach getaways. Explore beautiful beaches, a charming marina, and historic churches that reflect the local culture. For adventure seekers, consider visiting nearby attractions like Camping Punta Ala and the amusement center, or enjoy the quaint atmosphere of the fishing village and tourist port. This destination promises a memorable experience for all types of travelers.

  1. Punta Ala Marina: This vibrant marina offers a perfect blend of adventure and relaxation. With stunning views of the coastline, you can enjoy sailing, dining, and beach activities, all amidst a lively atmosphere.
  2. Vetulonia Ruins: Step back in time at these fascinating ancient ruins, rich in history and culture. Wander through the remnants of this Etruscan settlement, where you'll uncover stories of a bygone era.
  3. Cala Violina: A picturesque beach located 8 miles away, Cala Violina is known for its crystal-clear waters and soft sand. It's a tranquil spot for sunbathing, swimming, and enjoying the natural scenery.

Things to do recommended for couples

Experience romance in Castiglione della Pescaia! Tee off at the luxurious Golf Club Punta Ala, savor exquisite wines at Cantina Sociale i Vini di Maremma just 4 miles away, or explore the charm of Azienda Agricola Celestina Fe', located 11 miles from town. Perfect for couples!

Things to do recommended for families

Your family will love swimming at Piscina Il Giunco, just 11 miles from Castiglione della Pescaia, and enjoying thrilling rides at Acquavillage Follonica, located 12 miles away. These fun-filled spots offer a perfect blend of relaxation and adventure for a memorable vacation!

Things to do recommended for groups

Groups visiting Castiglione della Pescaia can experience thrilling adventures at Il Tasso Scatenato, a zipline ropes course just 10 miles away, or shop for local delights at Morisfarms, located 14 miles from the town. Enjoy the outdoor atmosphere and unique offerings together!

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 friends, family, pets, or seeking extended stays—it's important to prioritize your search criteria. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Castiglione della Pescaia with a group: Think about how many bedrooms you require, as well as any additional features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Castiglione della Pescaia with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Castiglione della Pescaia: For many families, a vacation isn't truly satisfying without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Castiglione della Pescaia: If you’re seeking vacation rentals that offer discounts 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 consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay in Castiglione della Pescaia

Discover the enchanting charms of Castiglione della Pescaia, a picturesque hamlet on the stunning Tuscan coast. This idyllic destination offers a perfect blend of outdoor adventures, serene beach days, and romantic escapes. Explore nearby charming towns and experience the welcoming atmosphere of friendly locals, historical sights, and trendy spots. Whether you choose a holiday home or a luxurious stay, your vacation in Tuscany promises relaxation and cultural richness at every turn.

  • Grosseto: Located approximately 12 miles from Castiglione della Pescaia, Grosseto is a charming city that invites travelers to immerse themselves in outdoor adventures and beach relaxation. The city is renowned for its scenic landscapes and beautiful coastal areas. Visitors can unwind at local spas, indulge in body treatments, or simply enjoy the picturesque marina and family-friendly beaches. Grosseto’s unique blend of natural beauty and cultural experiences makes it a perfect day trip destination for anyone looking to explore Tuscany's serene coast.
  • Castagneto Carducci: Situated around 31 miles from Castiglione della Pescaia, Castagneto Carducci is a delightful retreat known for its outdoor activities and family-friendly environment. This lovely town is steeped in history and offers a variety of attractions, including stunning beaches and historic landmarks. Visitors can indulge in spa treatments or discover the rejuvenating hot springs in the area. With its rich heritage and beautiful scenery, Castagneto Carducci provides a unique glimpse into Tuscany’s coastal charm, making it an ideal spot for family adventures and relaxation.
  • Follonica: Just 13 miles from Castiglione della Pescaia, Follonica is a vibrant coastal city that captures the essence of beach life and outdoor fun. Known for its beautiful beaches and lively marina, it’s a popular spot for families looking for a memorable getaway. Follonica offers various activities, including a water park and numerous outdoor excursions, alongside relaxing spa options. The bustling streets lined with shops and eateries create a lively atmosphere, making Follonica a must-visit destination for those seeking a blend of excitement and leisure along the Tuscan coast.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January46.4°F (8.0°C)Light RainMostly SunnyAverageAverage
February47.3°F (8.5°C)Light RainMostly SunnyAverageModerately Low
March50.9°F (10.5°C)Light RainMostly SunnyAverageModerately High
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)SunnyHighAverage
July77.0°F (25.0°C)No Rain (Dry)SunnyHighModerately High
August77.2°F (25.1°C)No Rain (Dry)SunnyHighModerately High
September70.5°F (21.4°C)Light RainSunnyAverageAverage
October63.0°F (17.2°C)Light RainMostly SunnyLowModerately Low
November55.4°F (13.0°C)Light RainMostly SunnyLowModerately Low
December49.1°F (9.5°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Consider being flexible with your travel dates, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, feel free to use our filters to narrow down options by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash™ on the full booking amount. Being the organizer truly has its benefits! Enroll in our One Key rewards program to unlock exclusive savings for members and accumulate OneKeyCash™ on qualifying stays. Sign up today and begin earning rewards!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for planning your next adventure, managing your travel arrangements, or reviewing your bookings. Your saved or reserved properties are thoughtfully categorized into Potential, Upcoming, or Current Trips for easy access. To check out Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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)
  • Lago dell'Accesa (15.8 mi / 25.4 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.