
Vacation rentals in Castiglione della Pescaia
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Top-rated vacation rentals in Castiglione della Pescaia
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Pieve di Caminino Historic Farm
Only for nature lovers. The ancient organic Pieve di Caminino farm is an important historical site: a former medieval parish church built at the intersection of two Roman roads, it hosted two saints (the 12th-century church is now a private museum, which can be visited by guests by appointment). Today it covers 200 hectares of fenced private property, located on a panoramic hill. Seven accommodations share an estate with a swimming pool (seasonal), two ponds, a centenary olive grove, vineyard and a cork forest.

Lovely new apartment close to the beach
Luminoso appartamento appena ristrutturato al secondo piano di un complesso residenziale immerso in un ampio parco. 1 posto auto, 2 camere, 2 bagni, sala con angolo cottura e divano letto, WIFI, 3 TV, AC, 2 terrazze (di cui una ampia e attrezzata). Zona tranquilla, 50 metri dal mare, di fronte al Pinetina Sud e a una spiaggia libera che prosegue per Km. Biancheria su richiesta (15 euro/persona). 3 biciclette. 15 minuti a piedi dal centro. No animali. Mesi estivi affitto settimanale da domenica

Captain's House | Monte Grosso, Elba
The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

divo little boutique home
diVO Little Boutique Home, è una piccola casa-suite pensata e realizzata per soggiorni di qualità per tutti coloro che desiderano trascorrere del tempo in totale pace e relax. All'interno, agli elementi costruttivi che raccontano la storia secolare della casa, fanno da contraltare dotazioni ed arredi contemporanei che si fondono in un ricercato mix funzionale e materico declinato in spazi versatili pronti ad essere di volta in volta interpretati dagli ospiti.

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.

Seaside Retreat: Borgo alla Noce
Magnificent historic building overlooking the Tuscan Archipelago! The entire apartment offers a breathtaking view of the Island of Elba and direct access to the sea. Furnished with elegance and rustic/ modern style is the ideal place for your holidays!! A unique experience that combines history, culture and fun, perfect for exploring the Tuscan coast, its crystal clear waters and its history! The house is less than 5 minutes walk from all amenities.

Golden View - Dream farmhouse in Tuscany
A little corner of peace among beautiful cypress trees, where silence and tranquility reign. Relax in the jacuzzi in the garden, light the fireplace on cooler evenings, or enjoy a barbecue grill. The master room pampers you with a hot tub and private sauna. The outdoor bathtub will be usable from May 1 to November 1 of each year, later it can be used upon request but the internal water will not be able to exceed 25 degrees.

Leo's porch
Stay in this unique place and spend unforgettable evenings gazing at the horizon. Breathe clean air and enjoy the relaxation offered by the village of Scarlino. Ideal for couples or small families who want functional and comfortable accommodation. FROM MAY 1 TO AUGUST 31, a tourist tax of €1.00 per night/person is applied for each day of stay. Bed linen and towels are NOT INCLUDED in the final price of the accommodation.

Casetta Venere relaxing Tuscan 3 km from the sea
Venus cottage: 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 animals. The house offers curated spaces, a beautiful private garden, and an intimate and welcoming atmosphere. We are waiting for you for a slow, authentic and beautiful stay in the middle of nature.

The House of Lemons
It's a small house with 2 bedrooms, a living room, a kitchenette and a bathroom. From the external stairs you can reach the solarium, furnished with a table, chairs, umbrella, and deckchair. Below the house, with access from the external stairs, is my laundry area that I will use with the utmost respect for my guests. The outdoor courtyard is shared and, during high season, will house 2 of our cars.

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

La Stallina - Perfect retreat from the city rush
Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.
Popular amenities for Castiglione della Pescaia vacation rentals
Other great vacation rentals in Castiglione della Pescaia

Casa Lucrezia with garden overlooking the sea on the hill

Comfortable house and terrace by the sea

House with a terrace facing the sea

Beach villa with parking

Beach apartment with private parking space

Casa Olivia: Comfort, Nature and Landscapes of Maremma

Bouganville Apt - Panoramic Terrace

Cecilia's Suvereto Suite with milion dollar view
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 | $167 CAD | $174 CAD | $153 CAD | $168 CAD | $162 CAD | $195 CAD | $246 CAD | $262 CAD | $181 CAD | $153 CAD | $148 CAD | $160 CAD |
| 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 vacation rentals in Castiglione della Pescaia

Total vacation rentals
Explore 450 vacation rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 6,860 verified reviews to help you choose

Family-friendly vacation rentals
250 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 220 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
280 of Castiglione della Pescaia vacation 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
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- Elba
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- Cala Di Forno
- Castiglion del Bosco Winery
- Spiaggia di Marina Di Campo
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