
Holiday rentals in Castiglione della Pescaia
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Top-rated holiday rentals in Castiglione della Pescaia
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Panoramic villa with a terrace overlooking the sea
Just an 8-minute walk from the sea, this 150-square-meter villa surrounded by greenery, located on the first floor, offers breathtaking views of the sea and the beach of Castiglione della Pescaia. Bright and spacious, it has 4 bedrooms, 3 bathrooms (2 with shower), a living room, an equipped kitchen, and a washing machine. The highlight is the panoramic terrace and the sea-view attic, perfect for relaxing at sunset. With free Wi-Fi and air conditioning, it is ideal for those looking for nature, comfort and relaxation in Maremma.

new apartment Castiglione
Bright apartment within walking distance of the center and the sea! Nice two-room apartment of about 40 sqm just 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, tobacconists, post office, bike rental service, playground, summer events, beach resorts. The apartment lends itself to both short and long stays, accommodating 2 people. For those seeking comfort and relaxation

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

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.

Charming Salicornia near beach and town centre
Bright and brand new, this apartment is in a quiet location close to both the sea and the town centre, so you can forget about your car—everything is just steps away. This fully equipped 2-bedroom apartment has it all: a modern kitchen, mosquito nets, comfortable air conditioning, and even a cot and high chair for your little one. We’ve thought of every detail, including beach toys for added fun. Everything you need for a carefree stay is already here; just bring your personal belongings.

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.

Apartment on Corso di Castiglione 2
Bright apartment on the main street of Castiglione, Piazza della Repubblica 28, above the bar del sole, 200 meters from the sea. It consists of a double bedroom, a bathroom with a washing machine, a living room with a kitchenette and a double sofa bed. Finely renovated in 2019 and equipped with soundproofed fixtures and air conditioning. It is on the second floor with no elevator. The city tax of 1.2 euros per night per person is excluded.

La Torre-Luxury attic - BEACH FRONT - Tuscany
La Torre è un appartamento unico, selezionato dalle riviste del settore travel in tutta Italia. Sulla Spiaggia ed in centro. Ha 2 camere (una matrimoniale ed una singola), un bagno, una cucina ed un soggiorno tutto vista mare. La terrazza è abitabile, con tavolo, sedie e zona relax con divanetti. La casa è situata al secondo ed ultimo piano, senza ascensore. A 2 minuti a piedi dalla casa c'è un box auto privato da prenotare, €12/notte.

La Casetta di Brunello, very panoramic with terrace
STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

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.

Casa al Gianni - Hut
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!

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.
Popular amenities for Castiglione della Pescaia holiday rentals
Other great holiday rentals in Castiglione della Pescaia

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Dimora Pascoli 2

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Maremma farmhouse by the sea LA NORD

Gorgeous Villa With Fantastic Sea View

6 people house 500 mt. from the sea and the center

"Le Chic" front beach house
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 | $153 SGD | $159 SGD | $140 SGD | $154 SGD | $149 SGD | $178 SGD | $226 SGD | $240 SGD | $165 SGD | $156 SGD | $159 SGD | $165 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
- Rentals with a firepit Castiglione della Pescaia
- Smoking-friendly rentals Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Rentals with outdoor seating Castiglione della Pescaia
- Apartment rentals Castiglione della Pescaia
- House rentals Castiglione della Pescaia
- Flat rentals Castiglione della Pescaia
- Rentals with a patio Castiglione della Pescaia
- Family-friendly rentals Castiglione della Pescaia
- Rentals with a washing machine and dryer Castiglione della Pescaia
- Rentals with a fireplace Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Villa rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Elba
- Giglio Island
- Marina di Cecina
- Giannutri
- Cala Violina
- Feniglia
- Cascate del Mulino
- Spiagge Bianche
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Gulf of Baratti
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Spiaggia di Marina di Campo
- Le Cannelle
- CavallinoMatto
- Palazzo Pubblico
- Santa Maria della Scala
- Arcipelago Toscano National Park
- Siena Cathedral
- Pianosa
- Abbey of Monte Oliveto Maggiore
- Spiaggia Di Sottobomba
- Riserva Naturale Diaccia Botrona




