Best Vacation Homes in Castiglione della Pescaia
Villa
10.0(88 Reviews)
5 Bedrooms
4 Baths
12 Guests
3229 ft²
Private Pool
Hot Tub
Parking
Pool
AU $841/Night
7 Nights - AU $5,888
Bed & Breakfast
10.0(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
204.51 ft²
Breakfast- Parking
Balcony/Terrace
View
AU $258/Night
7 Nights - AU $1,803
AU $779/Night
7 Nights - AU $5,455
Villa
10.0(59 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Private Pool
Oceanfront- Parking
- Pool
AU $1,549/Night
7 Nights - AU $10,841
House
10.0(4 Reviews)
3 Bedrooms
3 Baths
8 Guests
1022.57 ft²
- Oceanfront
- Breakfast
- Parking
Spa
AU $394/Night
7 Nights - AU $2,760
House
10.0(37 Reviews)
3 Bedrooms
2 Baths
8 Guests
1292 ft²
- Oceanfront
- Parking
Ocean View- Balcony/Terrace
AU $300/Night
7 Nights - AU $2,099
Apartment
10.0(33 Reviews)
2 Bedrooms
1 Bath
5 Guests
807 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $235/Night
7 Nights - AU $1,645
Apartment
10.0(31 Reviews)
4 Bedrooms
2 Baths
7 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $179/Night
7 Nights - AU $1,251
Castiglione della Pescaia Luxury Rentals
Villa
3 Bedrooms
2 Baths
6 Guests
5059.04 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $10,116/Night
7 Nights - AU $70,813
New
House
4 Bedrooms
1 Bath
8 Guests
- Pool
- Balcony/Terrace
Kitchen
Air Conditioner
AU $7,223/Night
7 Nights - AU $50,563
Villa
6 Bedrooms
7 Baths
12 Guests
4844 ft²
- Private Pool
- Parking
- Pool
- Kitchen
AU $5,876/Night
7 Nights - AU $41,131
Villa
10.0(1 Review)
8 Bedrooms
5 Baths
16 Guests
6781 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
AU $5,682/Night
7 Nights - AU $39,774
Villa
6 Bedrooms
6 Baths
14 Guests
3660 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
AU $5,544/Night
7 Nights - AU $38,809
Villa
7 Bedrooms
7 Baths
14 Guests
350 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $4,440/Night
7 Nights - AU $31,081
New
Villa
7 Bedrooms
7 Baths
14 Guests
6566 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
AU $4,248/Night
7 Nights - AU $29,734
House
8.0(1 Review)
3 Bedrooms
2 Baths
7 Guests
969 ft²
- Parking
- Balcony/Terrace
- Kitchen
Internet
AU $3,395/Night
7 Nights - AU $23,765
Castiglione della Pescaia Pet Friendly Vacation Rentals
Apartment
10.0(17 Reviews)
3 Bedrooms
1 Bath
6 Guests
1238 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
AU $328/Night
7 Nights - AU $2,297
House
10.0(4 Reviews)
1 Bedroom
1 Bath
3 Guests
592.02 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $136/Night
7 Nights - AU $952
RV Rental
9.2(11 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $475/Night
7 Nights - AU $3,325
Apartment
10.0(14 Reviews)
1 Bedroom
1 Bath
5 Guests
538 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $152/Night
7 Nights - AU $1,063
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
807.29 ft²
Private Beach- Oceanfront
- Breakfast
- Parking
AU $193/Night
7 Nights - AU $1,348
House
10.0(12 Reviews)
2 Bedrooms
2 Baths
6 Guests
753 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
AU $113/Night
7 Nights - AU $788
Apartment
10.0(9 Reviews)
1 Bedroom
1 Bath
5 Guests
592 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $150/Night
7 Nights - AU $1,049
New
Villa
10.0(8 Reviews)
5 Bedrooms
6 Baths
12 Guests
5382 ft²
- Private Pool
- Parking
- Pool
- Ocean View
AU $1,855/Night
7 Nights - AU $12,985
Castiglione della Pescaia Large Vacation Homes
Villa
10.0(5 Reviews)
6 Bedrooms
5 Baths
14 Guests
4306 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $2,541/Night
7 Nights - AU $17,786
Villa
10.0(1 Review)
1 Bedroom
4 Baths
10 Guests
3229.17 ft²
- Oceanfront
- Parking
- Ocean View
- View
AU $865/Night
7 Nights - AU $6,057
Villa
10.0(5 Reviews)
5 Bedrooms
2 Baths
9 Guests
1830 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
AU $473/Night
7 Nights - AU $3,315
Apartment
9.9(56 Reviews)
6 Bedrooms
6 Baths
12 Guests
1112.27 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
AU $221/Night
7 Nights - AU $1,548
Villa
10.0(2 Reviews)
5 Bedrooms
5 Baths
10 Guests
2583 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
AU $1,714/Night
7 Nights - AU $11,996
Villa
10.0(1 Review)
6 Bedrooms
6 Baths
12 Guests
1938 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $2,277/Night
7 Nights - AU $15,940
AU $2,091/Night
7 Nights - AU $14,638
Villa
10.0(1 Review)
3 Bedrooms
2 Baths
5 Guests
3229 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
AU $980/Night
7 Nights - AU $6,860
Why Choose Rent By Owner for your Castiglione della Pescaia Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Castiglione della Pescaia
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit this charming destination in Tuscany ensures you enjoy ideal weather and fewer crowds, allowing you to make the most of your vacation rentals here.
Peak Season Highlights
June to August
During the peak summer months, you can enjoy warm weather and lively beaches, making it ideal for beach lovers looking for a vibrant atmosphere in this coastal region.
Average Temperature Daytime: 28°C to 30°C - Nighttime: 18°C to 20°C
September
Early fall offers pleasant weather with fewer crowds, perfect for exploring the area’s scenic beauty and relaxing near the coast during this popular season.
Average Temperature Daytime: 24°C to 26°C - Nighttime: 15°C to 17°C
Off-Season Highlights
March to May
Springtime welcomes you with mild temperatures and blooming landscapes, providing a quieter experience while still enjoying comfortable weather in this seaside destination.
Average Temperature Daytime: 16°C to 20°C - Nighttime: 8°C to 12°C
October to November
Autumn brings cooler temperatures and tranquility, making it an excellent time for those seeking affordable options and peaceful surroundings here.
Average Temperature Daytime: 14°C to 18°C - Nighttime: 10°C to 12°C
Weekly Weather Forecast for Castiglione della Pescaia
How to Book Your Castiglione della Pescaia Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor dining area perfect for savoring Tuscan cuisine in the fresh air.
- Relax by your own swimming pool, offering a refreshing retreat after exploring the region.
- Benefit from landscaped gardens or lush green spaces surrounding your accommodation.
- Make the most of spacious terraces or balconies with panoramic views of the coast and countryside.
- Take advantage of outdoor grills for preparing traditional Italian barbecues during your stay.
- Utilize shaded lounging areas to unwind and soak up the Mediterranean sun.
- Access secure parking facilities within the property’s outdoor grounds for added convenience.
Top Attractions Around Castiglione della Pescaia
What attractions are nearby?
Here, you can enjoy a variety of activities nearby, from relaxing on pristine beaches to exploring scenic coastal trails that showcase the natural beauty of this region.
Family Activities
- Beach Days at Spiaggia di Castiglione della Pescaia: Enjoy family-friendly relaxation and swimming at the pristine beaches along the coast, perfect for sunbathing and building sandcastles.
- Natural Park of Maremma: Explore this scenic park with its walking trails and wildlife watching opportunities, providing an educational outdoor experience for children and adults alike.
- Historic Center Walkthrough: Discover the charming streets and medieval architecture in the town’s historic center, offering a glimpse into the area's rich past and culture.
- Boat Tours Along the Coast: Embark on scenic boat excursions from here to see the coastline from a different perspective, ideal for family adventures and photo opportunities.
Adult Activities
- Wine Tasting Tours: Experience the region’s renowned Tuscan wines through guided tastings in local vineyards, immersing yourself in the area's rich viticulture tradition.
- Historical Coastal Walks: Discover scenic pathways along the coast, offering stunning views of the Tyrrhenian Sea and the opportunity to enjoy the area's natural beauty at your own pace.
- Cooking Classes: Enroll in authentic Tuscan cooking lessons to learn how to prepare regional dishes, bringing a flavorful taste of here’s culinary heritage home with you.
- Boat Excursions: Embark on a boat trip along the coast for vistas of the Mediterranean landscape, ideal for relaxing and exploring secluded beaches nearby.
Other Places to Stay in Castiglione della Pescaia
Casa Mora
Red House of Ximenes
Natural Reserve Diaccia Botrona
Golf Club Punta Ala
Ponti di Badia
Punta Ala
Vetulonia
Buriano
Le Rocchette
Roccamare
Pian di Rocca
Castiglione della Pescaia Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local beaches: Make the most of your stay by relaxing at the pristine beaches nearby, perfect for sunbathing and swimming in the clear waters.
- Enjoy authentic regional cuisine: Savor delicious Tuscan dishes at local eateries to truly immerse yourself in the culinary delights of this area.
- Visit scenic spots for day trips: Take advantage of the region’s picturesque landscapes and plan day excursions to nearby historical and natural sites.
- Book accommodations with prime waterfront views: Ensure a memorable stay by choosing vacation rentals that offer stunning views and easy access to the coast.
Transportation Options
- Car rentals: You can easily rent a car here to explore the scenic coastline and charming villages at your own pace.
- Train services: The regional train network offers convenient connections to nearby cities, making day trips accessible.
- Bus transportation: Local buses provide an affordable way to navigate around the area and reach popular beaches and attractions.
- Taxis and ride-sharing: Reliable taxi services and ride-sharing options are available for quick and comfortable transfers within this destination and beyond.
Local Customs Options
- Local Seafood Dining Etiquette: Visitors are encouraged to enjoy the region’s fresh seafood with a relaxed attitude, often sharing dishes family-style in local trattorias.
- Traditional Festivals and Celebrations: Participating respectfully in seasonal festivals, such as religious processions and local fairs, offers insight into this area's rich cultural heritage.
- Respect for Historical Sites: When exploring coastal fortresses and historical landmarks, it’s customary to observe preservation guidelines and avoid touching delicate artifacts.
- Maritime Customs and Practices: Engaging with waterfront markets and respecting local fishing customs enhances your connection to this destination’s maritime traditions.
Frequently Asked Questions About Castiglione della Pescaia?
1. What are the top vacation rentals in Castiglione della Pescaia?
There are a lot of options in Castiglione della Pescaia. If you plan on staying in the Castiglione della Pescaia area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Castiglione della Pescaia:
- Luxurious 19th-Century Villa with Saline Pool in Maremma, a few Km from the Sea
- Exclusive villa with pool close to beaches,golf,wine,history in Maremma,Tuscany
- townhouse with wonderful views and private garden
- Apartment/flat - Castiglione della pescaia
- A 5 meters from the beach
- Apartment Anna 100 m from the sea
- Girasole - Cozy, bright vacation apartment with pool, large garden near the sea
- Orto de' Mandorli B&B
- Country Villa Follona - Casa Serena
- Maremma Charm: 2 Bathrooms, AC & WiFi 15' from Castiglione della Pescaia
2. How many vacation rentals have private pools in Castiglione della Pescaia?
There are 40 vacation rentals with private pools near Castiglione della Pescaia. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Castiglione della Pescaia are best for families?
If you are looking for a family-friendly vacation home in Castiglione della Pescaia, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Castiglione della Pescaia:
4. How many Rentbyowner vacation rentals are available in Castiglione della Pescaia?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1121 in the Castiglione della Pescaia area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Castiglione della Pescaia.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by property; please review the specific listing details or contact the owner directly to understand the terms and any potential fees associated with cancellations.
6. Are there any specific check-in and check-out times I should be aware of during my stay?
Check-in and check-out times are set by individual property owners. Refer to the listing information or contact the host to confirm the times that suit your travel schedule.
7. How do I find out about amenities and facilities included in the rental?
Amenities and facilities are detailed in the property listing. Make sure to read the description carefully or reach out to the owner for any specific questions about what is available during your stay.
8. Is there a secure deposit required, and how is it handled?
Many properties require a security deposit to cover potential damages. Details about deposits, including amounts and refund policies, are provided in the listing or can be clarified by contacting the owner directly.
9. What should I do if I encounter issues during my stay in the rental?
If you experience any problems, contact the property owner or local support team listed on the booking platform promptly. They are available to assist you and ensure your stay remains comfortable.
Castiglione della Pescaia Top Rated Vacation Rentals
Apartment
10.0(12 Reviews)
1 Bedroom
1 Bath
3 Guests
592 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $245/Night
7 Nights - AU $1,714
AU $368/Night
7 Nights - AU $2,576
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
3 Guests
4574.66 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $1,173/Night
7 Nights - AU $8,208
House
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
323 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $208/Night
7 Nights - AU $1,459
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
5 Guests
538 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $221/Night
7 Nights - AU $1,550
Apartment
9.8(37 Reviews)
5 Bedrooms
4 Baths
12 Guests
457.47 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $188/Night
7 Nights - AU $1,319
House
9.8(33 Reviews)
4 Bedrooms
3 Baths
8 Guests
2207 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
AU $371/Night
7 Nights - AU $2,594
House
9.6(11 Reviews)
8 Bedrooms
9 Baths
25 Guests
351.18 ft²
- Parking
- Pool
- Balcony/Terrace
- View
AU $328/Night
7 Nights - AU $2,294
