Castiglione della Pescaia holiday rentals

We found 1,064 holiday rentals — enter your dates for availability
Select from 163 houses, 221 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.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Castiglione della Pescaia

  • Charming seaside allure: Enjoy the picturesque marina and pristine beaches like Capezzòlo, perfect for sunbathing and leisurely strolls.
  • Historic architecture: Wander through quaint streets and admire medieval landmarks that echo the town’s rich heritage.
  • Vibrant local life: Soak in the lively atmosphere of bustling piazzas and welcoming local culture.
  • Stunning coastal views: Relish the breathtaking seaside scenery for a truly romantic retreat.
  • Cultural experiences: Immerse yourself in local attractions and nature reserves showcasing Tuscany’s enchanting charm.

Popular types of accommodation in Castiglione della Pescaia

Welcome to Castiglione della Pescaia, a stunning coastal gem in Tuscany, Italy. Known for its picturesque beaches and charming medieval architecture, this vibrant town offers a range of delightful holiday rentals, including apartments, private homes, and luxurious villas. Enjoy a comfortable stay in friendly accommodations that provide easy access to local attractions, such as the ancient castle and breathtaking nature reserves, ensuring an unforgettable experience in this enchanting destination.

  • Apartments: A highly sought-after choice, offering modern amenities and the convenience of self-catering in the heart of Castiglione della Pescaia.
  • Private Holiday Homes: These delightful homes provide a personal touch, perfect for families or groups seeking comfort and privacy.
  • Villas: Luxurious and spacious, villas offer stunning views and ample room for relaxation, ideal for a lavish getaway.
  • Caravan Parks: Great for those who love the outdoors, caravan parks provide a unique camping experience with essential facilities.
  • Cottages: Quaint and charming, cottages offer a cosy retreat, perfect for a romantic escape or a peaceful family holiday.**

Top attractions in and around Castiglione della Pescaia

Castiglione della Pescaia offers a delightful blend of outdoor and cultural experiences. Wander along the marina, relax in charming piazzas, and explore quaint streets that capture the essence of this Tuscan gem. Ideal for beach lovers and romantics, the town invites visitors to immerse themselves in local attractions, historic landmarks, and vibrant street life, ensuring a memorable holiday experience in one of Italy's most enchanting coastal destinations.

  • Cala Violina: This stunning beach is renowned for its crystal-clear waters and soft, white sands. Accessible through a scenic walk, it offers a tranquil setting perfect for sunbathing and swimming, surrounded by lush Mediterranean vegetation.
  • Port of Marina di Grosseto: A vibrant marina where adventure awaits. Enjoy various water sports, take boat trips, or simply stroll along the promenade, soaking in the lively beach atmosphere.
  • Natural Reserve Diaccia Botrona: Nestled within the town, this serene reserve is ideal for birdwatching and leisurely walks. Its unique ecosystems provide a peaceful retreat in nature, perfect for relaxation and enjoyment of the local flora and fauna.

Things to do recommended for couples

For a romantic escape in Castiglione della Pescaia, enjoy intimate coastal strolls and savour exquisite local cuisine. Relish charming evenings by the sea and explore the picturesque town, perfect for creating unforgettable memories as a couple.

Things to do recommended for families

Families will delight in the coastal charm of Castiglione della Pescaia, exploring sandy beaches and local eateries. Enjoy water sports, scenic walks and visits to family-friendly parks, ensuring a memorable Tuscan holiday.

Things to do recommended for groups

Experience the thrill of Il Tasso Scatenato, a zipline ropes course located 16km from Castiglione della Pescaia. Enjoy an adrenaline-pumping adventure amidst stunning outdoor scenery, perfect for groups seeking an unforgettable day out in Tuscany.

*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

If you’re travelling with a group, family, or pets, or if you're seeking longer stays, be sure to apply the appropriate filters to match your priorities. Here are some helpful Stayz booking tips for you.

  • Traveling to Castiglione della Pescaia with a group: Consider the number of bedrooms required, along with amenities such as a fully-equipped kitchen or an outdoor area for group gatherings. Thankfully, you can search for all these features—and more—on Stayz.
  • Traveling to Castiglione della Pescaia with young kids: Travelling with young children can present its difficulties. It's important to prioritise their comfort and safety, along with suitable amenities, such as a private swimming pool. Additionally, it would be wise to think about your closeness to attractions that are family-friendly.
  • Taking your pets with you to Castiglione della Pescaia: For many, a family holiday isn’t truly complete without their four-legged companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer 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 searching for holiday rentals with special offers for stays of a month or longer, 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 your search criteria as well.

Where to stay near Castiglione della Pescaia

Castiglione della Pescaia, nestled in the stunning Tuscany region, offers a delightful blend of seaside relaxation and cultural charm. Visitors can unwind on the beautiful Capezzòlo Beach and explore the inviting shoreline, perfect for sunbathing and leisurely strolls. The town's enchanting atmosphere, marked by historic architecture and friendly locals, creates a romantic setting for couples. With a variety of options for places to stay, Castiglione della Pescaia promises a luxurious and relaxing holiday experience by the sea.

  • Grosseto: Situated 19km away from Castiglione della Pescaia, Grosseto is a vibrant city that offers a blend of outdoor pursuits, scenic views and adventure. Tourists are drawn to its range of leisure activities including spa treatments and outdoor excursions. The area boasts notable landmarks such as expansive beaches, natural hot springs and family-friendly coastal spots, making it ideal for those seeking a mix of relaxation and excitement.
  • Follonica: Positioned 21km from Castiglione della Pescaia, Follonica is a lively city known for its outdoor charm and beachside allure. Visitors can indulge in activities like spa treatments and outdoor adventures, with the local environment offering a refreshing coastal street scene and a bustling marina. Its combination of natural beauty and active pursuits makes it a compelling destination for holidaymakers.
  • Marina di Grosseto: Located 10km from Castiglione della Pescaia, Marina di Grosseto is a quaint village celebrated for its serene beach atmosphere and picturesque outdoor setting. The area is a haven for those interested in beachside relaxation and scenic views, with additional attractions including spa facilities, local stores and educational pursuits. The village’s close proximity to both a marina and family-friendly beaches ensures a delightful experience for every visitor.

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 SunnyAverageModerately Low
February47.3°F (8.5°C)Light RainMostly SunnyAverageModerately Low
March50.9°F (10.5°C)Light RainMostly SunnyAverageAverage
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 Stayz is simple

Looking to save on your next break? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay may unlock significant savings. To discover the ideal Stayz property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board provides a dedicated space for you to create new journeys, resume your planned adventures, or review and organise your existing bookings. Your saved or booked properties have now been categorised into Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.stayz.com.au/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)
  • Cala Martina (9.1 mi / 14.6 km)
  • Lago dell'Accesa (15.5 mi / 25 km)
  • Libera di Torre Mozza Beach (16 mi / 25.7 km)
  • Pascia Glam Beach (19 mi / 30.6 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.
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.
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 Stayz.
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.
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.
Are all fees included in the Castiglione della Pescaia holiday homes prices shown on Stayz?
Stayz 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.
Are there any Castiglione della Pescaia holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Castiglione della Pescaia holiday homes?
You can find great discounts on holiday homes in Castiglione della Pescaia on Stayz, 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.
Can I change or cancel my Castiglione della Pescaia holiday home booking on Stayz?
To find Castiglione della Pescaia holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Castiglione della Pescaia?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Castiglione della Pescaia holiday home?
Book your Castiglione della Pescaia holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Castiglione della Pescaia?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Castiglione della Pescaia to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.