
Holiday rentals in Castiglione della Pescaia
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Top-rated holiday rentals in Castiglione della Pescaia
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New two-room apartment within walking distance of the center and the sea
Bright apartment within walking distance of the center and the sea! Beautiful two-room apartment of about 45 square meters, newly renovated, located in the central area of Castiglione della Pescaia. Its central location offers the possibility of having all the services at your fingertips... bars, restaurants, laundry, tobacco, post office, bike rental service, playground, summer events, bathing establishments. The apartment is suitable for both short and long stays, accommodating 2 people. For those seeking comfort and relaxation

Pieve di Caminino Historic Farm
Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Lovely new apartment close to the beach
Bright, newly renovated apartment on the second floor of a residential complex surrounded by a large park. 1 parking space, 2 bedrooms, 2 bathrooms, living room with kitchenette and sofa bed, WIFI, 3 TVs, AC, 2 terraces (one of which is large and equipped). Quiet area, 50 meters from the sea, in front of the Pinetina Sud and a free beach that continues for Km. Linen on request (15 euros/person). 3 bicycles. 15-minute walk from downtown. No pets. Summer months weekly rent from Sunday

Casa Vista Sea and Maremma
Welcome to your peaceful oasis in Castiglione della Pescaia! Located in a quiet residential area, our house offers a magnificent view of the Maremma and is just a 15-minute walk from the historic center and a 5-minute drive from the beautiful beaches. Enjoy the perfect balance between relaxing in nature and seaside adventures, with the convenience of having all the attractions of the village at your fingertips. Your ideal getaway to discover the wonders of Tuscany awaits you.

Casa Sabina
The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

La Dolce Vita Romantic Sea-view Cottage. Tuscany
Welcome to Il Baciarino, a rustic agriturismo in the green hills of Maremma, Tuscany’s wild and less-traveled coastal region. Our property offers unique, handcrafted cottages with sea views, privacy, and direct contact with nature. Set within 19 acres of hillside wilderness in the charming Etruscan town of Vetulonia, Il Baciarino is the perfect place to escape the city, slow down, and enjoy unspoiled landscapes, fresh seafood, and good wine.

Apartment da Iris
Apartment on the doorstep of the center and the seaside resorts of Castiglione della Pescaia. 15 min walk to first beach, 5 min bike ride! A few meters from the main supermarkets and the small shopping center with fish shop, pharmacy, laundry and basic necessities. It also offers a green area (condominium) and views of the hills. Everything is easily accessible on foot, by bicycle ( FREE on request ) and car, with free parking on site.

Casetta Venere Tuscan relaxation 3 km from the sea
Casetta Venere: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families, and travelers with pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.

Apartment with amazing views
Apartment located in a quiet and residential panoramic area with beautiful views of the castle and the gulf, about 600 meters from the sea. Consisting of a living room with a sofa bed, a double bedroom, a bathroom and a kitchen, with a refrigerator and freezer, a microwave, a washing machine, plus a private parking space. It comes with linens and towels.

50m from sea, near center, with garden, AC & WiFi
Very close to the sea and just a stone's throw from the center, this newly furnished apartment is the ideal choice for a relaxing holiday. Its strategic location allows you to enjoy the beaches, the village, and all the services within easy reach. Perfect for families or couples seeking tranquility, immersed in the beauty of the Maremma.

Little Jewel in the center of CDP
Typical bi-level studio right in the center of Castiglione della Pescaia with all the facilities at hand (restaurants, bars, shops, gelaterie, pharmacy ..) With stone walls, terracotta floors, beamed ceiling, wooden mezzanine and finishes, it has the typical tuscan atmosphere! Only 5 minutes walking distance from the sea

Alluring Elicriso a few steps from beach & centre
New, cozy, fully equipped, with a private entrance, at the foot of a verdant hill, close to the sea and shops, in a quiet location. Forget about your car because everything is within walking distance. Private terrace surrounded by a charming communal garden. Pets allowed. Accommodates up to 4 people.
Popular amenities for Castiglione della Pescaia holiday rentals
Other great holiday rentals in Castiglione della Pescaia

HOUSE WITH SEA VIEW AND TUSCAN ARCHIPELAGO

Casa Sirena

Comfortable house and terrace by the sea

Beach villa with parking

House with a terrace facing the sea

Traveler apartment

Casa Acqua Marina

Bouganville Apt - Panoramic terrace
When is the best time to visit Castiglione della Pescaia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $151 SGD | $158 SGD | $139 SGD | $153 SGD | $148 SGD | $177 SGD | $224 SGD | $238 SGD | $164 SGD | $155 SGD | $158 SGD | $164 SGD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Frequently Asked Questions
What are the best places to stay in Castiglione della Pescaia?
Castiglione della Pescaia has a variety of welcoming stays, from beachfront apartments to cozy homes nestled near the historic center. Many travelers choose accommodations around the marina, pine forests, or countryside for relaxing views and local character.
What are the best things to do in Castiglione della Pescaia with kids?
Families often explore sandy beaches with gentle waves, wander the medieval town walls, or visit nature reserves where kids can spot wildlife. Around town, you will find local gelato shops and playful seaside promenades.
What are some of the best things to do in Castiglione della Pescaia?
You can explore the historic Castello Aragonese, relax on popular beaches, or stroll scenic promenades. The nature reserve nearby frequently suggests birdwatching, while local markets showcase Tuscan flavors.
How is the weather in Castiglione della Pescaia?
Castiglione della Pescaia has mild winters around 37–56°F (3–13°C) with occasional rain. Summers are warm and dry, reaching up to 89°F (32°C); lightweight layers and sun protection are helpful during the warmer months.
What are the best places to visit in Castiglione della Pescaia?
Visitors frequently suggest the historic center, Castello Aragonese, and the scenic marina. The Diaccia Botrona Nature Reserve is known for walks and wildlife observation.
What are some hiking trails in Castiglione della Pescaia?
You can explore trails winding through pine forests, coastal dunes, and the Diaccia Botrona Nature Reserve. Some paths lead to hilltop views, rural landscapes, and birdwatching spots.
What are some family activities we can do in Castiglione della Pescaia?
Spend time on gentle beaches, ride bikes along seaside paths, or visit interactive local museums. Families also enjoy boat excursions and nature walks in nearby reserves.
What are some of the best day trip ideas from Castiglione della Pescaia?
Explore neighboring medieval towns, coastal villages, or nearby Tuscan countryside with vineyards and olive groves. Regional parks and nature reserves around the area are frequently suggested for outdoor excursions.
Are there any pet friendly accommodations available in Castiglione della Pescaia?
Many accommodations in Castiglione della Pescaia welcome pets, especially homes near beaches or green spaces. Properties around the pine forest or marina often provide outdoor areas for companion animals.
What are some local tips for visiting Castiglione della Pescaia?
Consider exploring less crowded beaches early in the day and sampling fresh seafood at family-run trattorias. Locals often enjoy sunset walks along the promenade and recommend comfortable shoes for cobblestone streets.
What is Castiglione della Pescaia known for?
Castiglione della Pescaia is known for its sandy beaches, historic castle, and vibrant fishing traditions. Its medieval town center and surrounding nature are often highlighted by visitors.
What are the best hidden gems to explore in Castiglione della Pescaia?
Discover quiet pine forest trails, small local art galleries, and traditional countryside trattorias. Less crowded areas of the Diaccia Botrona Nature Reserve often provide peaceful nature experiences.
What are the best foods to try in Castiglione della Pescaia?
Sample freshly caught seafood such as grilled fish and local shellfish, alongside regional Tuscan dishes like wild boar stew and panzanella. Handmade gelato is a favorite treat for many visitors.
What should I bring for a trip to Castiglione della Pescaia?
Pack lightweight, breathable clothing for the warm months, and a jacket for cooler evenings. Sun protection, swimwear, and comfortable walking shoes are useful for exploring beaches and the historic center.
What is the nightlife in Castiglione della Pescaia like?
Castiglione della Pescaia has easygoing nightlife, with beachfront bars, relaxed pubs, and trattorias. In summer, many visitors gather along the marina and promenade for evening drinks and live music.
What are the most popular events or festivals in Castiglione della Pescaia?
Seasonal celebrations often feature local seafood, music, and historical reenactments centered around the medieval castle. In summer, beach festivals and cultural fairs are frequently suggested for experiencing community spirit.
Are there family friendly vacation rentals in Castiglione della Pescaia?
Castiglione della Pescaia has many family-friendly rentals, from spacious apartments near the beach to homes close to parks and promenades. These stays typically provide amenities for children and convenient access to outdoor activities.
When is the best time to visit Castiglione della Pescaia?
Late spring and summer months are often recommended for pleasant beach days and outdoor activities. If you prefer fewer crowds and milder temperatures, early autumn brings comfortable weather and vibrant local culture.
Quick stats about holiday rentals in Castiglione della Pescaia

Total holiday rentals
Explore 440 holiday rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 6,910 verified reviews to help you choose

Family-friendly holiday rentals
250 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 220 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
280 of Castiglione della Pescaia holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castiglione della Pescaia rentals

4.7 Average rating
Castiglione della Pescaia stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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