
Vacation rentals in Castiglione della Pescaia
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Top-rated vacation 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

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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.

Cipressini 1 - Swimming pool and stunning view
Ancient stone barn adjacent to the main farmhouse dating back to the 17. century, located in the heart of the Chianti Classico on the side of a slope with breathtaking views over the Val d'Elsa. Luxuriously renovated and furnished, equipped with every comfort, it is located in such a way as to guarantee absolute privacy. On the GF: Kitchen, large living room with fireplace and double sofa bed. On the LGF: Bedroom with double bed, built-in wardrobes, desk, bathroom with shower, utility room

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

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.

AnticaVista, Luxury Apartment with Tower Views
A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Casa al Gianni - Hut
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Apartment on Corso di Castiglione 2
Bright apartment on the main street of Castiglione, Piazza della Repubblica 28, in front of the Casty restaurant, 200 meters from the sea. It consists of a double bedroom, a bathroom with a washing machine, and a living room with a kitchenette and a double sofa bed. Finely renovated in 2019 and equipped with soundproofed windows and air conditioning. It is located on the second floor without an elevator. The city tax of €1.20 per night per person is not included.

The terrace of Rosi, houses in the villagge
Apartment in Via Giatti 7, on the first floor, with private entrance and exclusive garden with 2 sun loungers, table and 4 chairs. The living room with exposed wooden beams includes a fully equipped kitchen with fridge-freezer, oven, induction hob, microwave, satellite TV and double sofa bed. The bedroom with vaulted ceiling is reached by 4 internal steps. From the bedroom you access the spacious bathroom with window and washing machine. Case nel Borgo

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?
Popular amenities for Castiglione della Pescaia vacation rentals
Other great vacation rentals in Castiglione della Pescaia

Apartment da Iris

Design loft with private SPA in Tuscany

Apartment in historic Villa in Siena_"LE CONTRADE"

Agritourism barn with pool by the sea in Maremma, Tuscany

SEA APARTMENT CASTIGLIONE

Apartment with amazing views

Tempomare

Panoramic villa with a terrace overlooking the sea
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 | ﺩ.ﺇ 474 | ﺩ.ﺇ 492 | ﺩ.ﺇ 466 | ﺩ.ﺇ 441 | ﺩ.ﺇ 426 | ﺩ.ﺇ 510 | ﺩ.ﺇ 646 | ﺩ.ﺇ 687 | ﺩ.ﺇ 474 | ﺩ.ﺇ 448 | ﺩ.ﺇ 455 | ﺩ.ﺇ 474 |
| 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 440 vacation rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 6,900 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 230 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
280 of Castiglione della Pescaia vacation rentals include wi-fi 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
- Rentals with outdoor seating Castiglione della Pescaia
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- Beachfront rentals Castiglione della Pescaia
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- Rentals with a fireplace Castiglione della Pescaia
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- Smoking-friendly rentals Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
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- Villa rentals Castiglione della Pescaia
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Spiagge Bianche
- Spiaggia Di Sansone
- Gulf of Baratti
- Spiaggia Di Barbarossa
- Cascate del Mulino
- Pianosa
- Spiaggia di Capo Bianco
- Le Cannelle
- Spiaggia di Marina di Campo
- Siena Cathedral
- Palazzo Pubblico
- Terme San Filippo
- CavallinoMatto
- Vulci
- Mount Amiata
- Abbey of Sant'Antimo
- Saturnia Thermal Park
- Riserva Naturale Diaccia Botrona





