Castiglione della Pescaia holiday lettings

We found 1,114 holiday rentals — enter your dates for availability
Select from 165 houses, 217 apartments and other holiday rentals to find the perfect place for your stay in Castiglione della Pescaia. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include a fireplace and a washer and dryer. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

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Why visit Castiglione della Pescaia

  • Stunning Beaches: Enjoy the sun-kissed sands of Capezzòlo Beach and the crystal-clear waters of Cala Violina, perfect for relaxation and swimming.
  • Charming Streets: Stroll through picturesque piazzas and vibrant streets filled with local shops and friendly locals.
  • Historic Castle: Explore the historic castle that offers panoramic views and a glimpse into the town's rich past.
  • Lively Marina: Discover the bustling marina, where you can indulge in fresh seafood and watch the boats come and go.
  • Outdoor Adventures: Engage in various outdoor activities, from hiking to water sports, set against stunning Tuscan landscapes.

Popular types of accommodation in Castiglione della Pescaia

Discover the charm of Castiglione della Pescaia, a picturesque town in Tuscany, Italy, renowned for its stunning coastline and rich history. Whether you prefer a modern apartment, a private holiday home, or an elegant villa, there’s an ideal vacation rental to suit every traveller. Explore local attractions like the historic castle and pristine beaches, or enjoy the tranquil atmosphere at Camping Village Rocchette. Experience the essence of Tuscany with top-rated accommodations and unforgettable memories.

  • Self-Catering Apartments: A popular choice for visitors, these well-equipped apartments offer a home-away-from-home experience in Castiglione della Pescaia.
  • Private Holiday Homes: Ideal for families or groups, these spacious homes provide privacy and comfort during your stay.
  • Luxurious Villas: Experience the charm of Tuscany in stunning villas that often feature beautiful gardens and stunning views.
  • Caravan Parks: For those seeking a more adventurous stay, caravan parks offer a unique outdoor experience close to nature.
  • Quaint Cottages: Enjoy a cosy retreat in charming cottages that reflect the traditional Tuscan lifestyle.**

Top attractions in and around Castiglione della Pescaia

Castiglione della Pescaia, located in Tuscany, Italy, is an idyllic destination perfect for outdoor and romantic getaways. Visitors can enjoy the beautiful Castiglione della Pescaia beach, stroll through charming piazzas, and explore the lively marina. This coastal town offers a delightful mix of culture and relaxation, making it an ideal spot for those seeking a beach experience amidst stunning landscapes.

  • Punta Ala Marina: An inviting marina offering a plethora of water activities and adventure. Enjoy the vibrant beach vibes as you explore the stunning coastline, perfect for sailing and relaxing in the sun.
  • Cala Violina: Although this street is located nearby, it encapsulates the charm of the region with its vibrant atmosphere, ideal for strolling and soaking up the local culture.
  • Spiaggia YCPA: A beautiful beach nestled within Castiglione della Pescaia, known for its soft sands and clear waters, perfect for sunbathing and swimming.

Things to do recommended for couples

Experience the charm of Castiglione della Pescaia with romantic walks along its sandy beaches, indulge in candlelit dinners at local trattorias, and explore the enchanting medieval streets. Don't miss a sunset boat trip on the crystal-clear waters, creating unforgettable memories together.

Things to do recommended for families

Families in Castiglione della Pescaia can explore the stunning beaches, where kids can build sandcastles and swim in the safe waters. The nearby Parco Naturale della Maremma offers family-friendly hiking trails, wildlife spotting, and picnicking opportunities amidst beautiful landscapes.

Things to do recommended for groups

Groups visiting Castiglione della Pescaia can experience the thrill of Il Tasso Scatenato, a zipline and ropes course located 16km away, perfect for adventure seekers. Enjoy the outdoor vibes and create unforgettable memories together in the beautiful Tuscan landscape.

*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 travelling with a group, family, or pets, or if you're seeking extended stays, it's important to prioritise your search effectively. Here are some helpful Vrbo booking tips for you.

  • Traveling to Castiglione della Pescaia with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Castiglione della Pescaia with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Castiglione della Pescaia: For many, a family holiday isn’t truly complete without their four-legged companion. If this resonates with you, explore Vrbo properties that welcome pets. The majority of pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Castiglione della Pescaia: If you're in search of holiday rentals offering 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 include features such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in and around Castiglione della Pescaia

Castiglione della Pescaia, nestled in the stunning Tuscany region, offers a perfect blend of luxury and relaxation. Visitors can bask on the sun-kissed sands of Capezzòlo Beach or explore the enchanting Cala Violina, renowned for its crystal-clear waters. Strolling through the charming streets, you'll encounter a vibrant culture and friendly locals, making every moment special. Whether you're seeking a romantic getaway or an outdoor adventure, this coastal gem promises an unforgettable holiday experience.

  • Marina di Grosseto: Located a mere 10km from Castiglione della Pescaia, Marina di Grosseto is a charming village known for its stunning beaches and outdoor activities. Visitors flock here for a relaxing seaside experience, with the picturesque marina and family-friendly beaches providing perfect spots for sunbathing and water sports. The area boasts various amenities, including spas for rejuvenation, local shops for souvenirs, and educational centres that offer insights into the region's natural beauty. With its scenic coastal views and tranquil atmosphere, Marina di Grosseto is ideal for those seeking both relaxation and adventure.
  • Punta Ala: Situated within the vicinity of Castiglione della Pescaia, Punta Ala is another delightful village that enchants visitors with its romantic beaches and stunning landscapes. Known for its upscale atmosphere, Punta Ala features luxurious golf courses and country private clubs, making it a perfect destination for golf enthusiasts. The beautiful marina and charming streets provide ample opportunities for leisurely strolls or dining with a view. Whether you’re looking for a romantic getaway or an active outdoor experience, Punta Ala offers a blend of relaxation and sophistication.
  • Grosseto: Approximately 19km from Castiglione della Pescaia, Grosseto is a vibrant city that offers a unique blend of outdoor adventures and scenic beauty. Visitors can explore the city's historical landmarks while enjoying various activities, from spa treatments to exciting outdoor excursions. The surrounding areas feature beautiful beaches and natural hot springs, perfect for unwinding after a day of exploration. Grosseto’s rich history and cultural attractions make it a must-visit, providing an engaging experience for tourists eager to delve into Tuscany’s heritage.

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 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)SunnyHighModerately High
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 SunnyLowAverage
November55.4°F (13.0°C)Light RainMostly SunnyLowModerately Low
December49.1°F (9.5°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate significantly. Moreover, opting for a longer stay often results in substantial savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform for you to plan new trips, resume from where you last stopped, or manage and review your itinerary. You can easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Why people love visiting rustic Castiglione della Pescaia

The area's wineries and culture are just some of the reasons to come on holiday to Castiglione della Pescaia. This city is relaxing and scenic, recognised for its spas, cycling and golfing. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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

Are you searching for top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Castiglione della Pescaia has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Rocca di Frassinello Winery (12.6 mi / 20.3 km)
  • Podere Ristella Vineyards and Winery (17.3 mi / 27.8 km)
  • Petra Winery (20.5 mi / 33 km)

Exploring the natural landscape of Castiglione della Pescaia

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Castiglione della Pescaia. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Natural Reserve Diaccia Botrona (1 mi / 1.6 km)
  • Cala Violina (8.3 mi / 13.4 km)
  • Lago dell'Accesa (15.5 mi / 25 km)
  • Spiaggia di Cala Moresca (22.7 mi / 36.5 km)
  • Mineral Park of Elba Island (23.3 mi / 37.5 km)
  • Royal Beach (23.6 mi / 38 km)

How to get to and around Castiglione della Pescaia

Fly into Portoferraio (EBA-Marina Di Campo), the closest airport, located 32.6 mi (52.5 km) from the city centre.

Frequently asked questions

What is the best area to stay in Castiglione Della Pescaia when booking a holiday rental?
When considering a holiday rental in Castiglione Della Pescaia, the historic centre is an exceptional area to stay. This charming part of town is characterised by its picturesque narrow streets, medieval architecture, and a delightful atmosphere that captures the essence of Tuscany. Here, you'll find numerous properties available, ranging from quaint apartments to more spacious villas, making it a popular choice for visitors seeking to immerse themselves in local culture.In addition to the beautiful surroundings, the historic centre is conveniently located near the stunning beaches, which are ideal for sunbathing and water sports. One of the top attractions in the area is the impressive Castello di Castiglione, a medieval castle that offers breathtaking views of the coastline and surrounding countryside. Additionally, the nearby nature reserve, Parco Nazionale della Maremma, provides opportunities for hiking, cycling, and enjoying the natural beauty of the region.
How much does it cost to rent a holiday home in Castiglione Della Pescaia?
Prices for holiday 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 holiday 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, the area along the stunning coastline of the Maremma region is particularly appealing. The stretch near the town's historic centre offers holiday homes with direct access to beautiful sandy beaches, superb for sunbathing and swimming. Many of these properties come equipped with amenities such as private terraces or balconies that provide lovely views of the sea, outdoor dining areas for al fresco meals, and fully equipped kitchens for preparing local Tuscan dishes.Further south, the local beaches like those at Punta Ala are also worth considering, where you can find elegant villas and charming beach houses that often include private pools, gardens, and easy access to beach clubs. These rentals are ideal for families or groups looking for a relaxing getaway, complete with amenities like barbecues and comfortable lounge areas.Additionally, the nearby Natural Park of Maremma offers opportunities for hiking and exploring the region's stunning landscapes, and many accommodations in Castiglione Della Pescaia provide easy access to both the beach and nature.
Are there any houseboat rentals in Castiglione Della Pescaia?
In Castiglione Della Pescaia, there are several houseboat rentals available, offering a unique way to experience this charming coastal town in Tuscany. These houseboats are typically located near the marina or along the picturesque coastline, allowing guests to enjoy stunning views of the sea and easy access to local beaches.Travellers can expect amenities such as comfortable sleeping quarters, fully equipped kitchens for self-catering, and spacious decks for relaxing while soaking up the sun. Many of these rentals also include outdoor dining areas, making them superb for alfresco meals against the backdrop of the beautiful Tuscan landscape.
What is the most popular type of holiday rental accomodation in Castiglione Della Pescaia?
In Castiglione Della Pescaia, apartments are the most popular type of holiday rental, with around 580 available throughout the charming coastal town. These apartments are often located in vibrant neighbourhoods close to the beach and the historic centre, providing easy access to local shops and restaurants. Most units feature fully equipped kitchens, comfortable living areas, and balconies or terraces where guests can enjoy views of the Mediterranean.For those seeking more spacious rooms, there are approximately 496 holiday houses available. These houses typically offer multiple bedrooms, private gardens, and outdoor dining areas, making them ideal for families or groups looking to enjoy a relaxing getaway in the Tuscan countryside. Additionally, there are about 248 villas, which often come with luxurious amenities like private pools and stunning vistas of the surrounding landscape.
Are there any family house rentals in Castiglione Della Pescaia?
In Castiglione Della Pescaia, Tuscany, there are numerous family-friendly house rentals available, with around 177 options to choose from. This charming coastal town is great for families, offering a range of homes situated near beautiful beaches and local attractions. Many properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and enjoy the sunshine.Visitors can explore nearby points of interest such as the historic Castiglione Della Pescaia Castle, which offers stunning views of the coastline, or take a leisurely stroll along the picturesque promenade lined with shops and cafes. The area is also known for its natural beauty, with opportunities for hiking and biking in the surrounding Maremma Natural Park.Families will appreciate the comfortable amenities commonly found in these rentals, such as Wi-Fi, air conditioning, and sometimes private gardens or terraces.
Can I rent a holiday home with a pool or hot tub in Castiglione Della Pescaia?
In Castiglione Della Pescaia, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 98 options to choose from. This picturesque coastal town in Tuscany boasts a variety of charming neighbourhoods, including the historic town centre and the scenic areas near the beach, where these rentals are commonly located.Travellers can expect a range of amenities in these properties, such as private swimming pools, outdoor hot tubs, and spacious terraces ideal for sunbathing or al fresco dining. Many accommodations come equipped with fully fitted kitchens, allowing guests to prepare their own meals while enjoying the stunning views of the surrounding countryside or the Mediterranean Sea.
Can I find long-stay holiday rentals in Castiglione Della Pescaia?
A long-stay holiday rental in Castiglione Della Pescaia is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Castiglione Della Pescaia?
In Castiglione Della Pescaia, there are numerous pet-friendly house rentals available, with a total of 176 options to choose from. This beautiful coastal town in Tuscany offers a blend of stunning beaches and charming countryside, making it an ideal destination for travellers with pets. Many of the holiday homes come equipped with amenities such as private gardens, terraces, and fully furnished kitchens, allowing for a comfortable stay while enjoying the natural surroundings.The area is known for its picturesque beaches, where you can often find pet-friendly spots for your furry companions to enjoy the sun and sand. Additionally, nearby natural parks provide ample opportunities for hiking and exploring, ensuring that both you and your pets have plenty to do during your stay.
Are there any remote work holiday rentals in Castiglione Della Pescaia?
In Castiglione Della Pescaia, there are numerous options for remote work holiday rentals, with around 1,012 available in the area. This picturesque coastal town in Tuscany offers a charming blend of beautiful beaches and stunning countryside, making it an ideal location for a workation. Many of the properties come equipped with essential amenities for remote work, including free Wi-Fi, ensuring that you can stay connected while enjoying the serene surroundings.Visitors can expect a variety of accommodations, from modern apartments with sea views to traditional villas located in the hills. These properties often feature comfortable workspaces, spacious living areas, and fully equipped kitchens for convenience. Additionally, the proximity to local cafés and restaurants provides ample options for casual meetings or a change of scenery while working.Beyond work, Castiglione Della Pescaia boasts lovely beaches, a charming historic centre, and access to beautiful nature reserves, great for unwinding after a day of remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Castiglione Della Pescaia holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Castiglione Della Pescaia with parking available—perfect for families or travellers 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, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with local ingredients. Onsite parking is also a common feature, providing convenience for those travelling by car. Many properties welcome pets, accommodating guests who wish to bring their furry friends along, and service animals are permitted as well. Additionally, rentals often come with decks or patios, offering a lovely space to relax outdoors and enjoy the Tuscan sun.
When is the best time to visit Castiglione Della Pescaia for a holiday rental?
The best time to visit Castiglione Della Pescaia for a holiday rental is during the peak season from June to August, with July being particularly popular. This vibrant summer month attracts sun-seekers and beach enthusiasts eager to enjoy the stunning Mediterranean coastline and charming town atmosphere. The warm temperatures, typically ranging from 20 to 30 degrees Celsius, create great conditions for outdoor activities such as swimming, sunbathing, and exploring the local culture.During these summer months, visitors can revel in the lively beach scene, partake in water sports, and indulge in fresh seafood at local eateries. The picturesque scenery and inviting climate make it an ideal time for sightseeing, whether you're strolling through the historic centre or enjoying the breathtaking views from the nearby hills.For those seeking a more budget-friendly option, November is a great time to visit Castiglione Della Pescaia. This quieter month offers a peaceful experience, allowing you to explore the charming town without the bustling summer crowds. The temperatures in November are mild, typically around 10 to 15 degrees Celsius, making it a comfortable time for leisurely walks along the beach and enjoying the beautiful autumn scenery.Ultimately, your ideal visit will depend on whether you prefer the lively summer atmosphere filled with activities or the tranquil charm of the shoulder season.
How early should I book a Castiglione Della Pescaia holiday rental?
Book your Castiglione Della Pescaia holiday 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 holiday 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 experience firsthand the charm of this coastal Tuscan town, known for its beautiful beaches and historical sites. The old town, perched on a hill, offers picturesque views and narrow streets lined with local shops and cafes. Here, you can explore the ancient castle ruins, which provide a glimpse into the town's rich history and stunning panoramas of the coastline.The nearby sandy beaches, such as those at Punta Ala and the beach clubs along the coast, are great for sunbathing and water sports. For nature lovers, the Maremma Regional Park offers a chance to hike through unspoilt landscapes, spot wildlife, and enjoy the stunning natural beauty of the Tuscan countryside.Additionally, the local marina is a vibrant hub where visitors can indulge in fresh seafood at waterfront restaurants or take boat trips to explore the nearby islands.
Can I change or cancel my Castiglione Della Pescaia home rental booking on Vrbo?
To find Castiglione Della Pescaia holiday 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 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 travellers 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 cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Castiglione Della Pescaia holiday 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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