
Holiday rentals in Castiglione della Pescaia
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Top-rated holiday rentals in Castiglione della Pescaia
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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.

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.

Terra Delle Sidhe, Seggiano, Tuscany, Italy
Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

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?

6 people house 500 mt. from the sea and the center
Stunning portion of a Villa 500 meters from the sea in a panoramic position. Ideal for families and small groups. The Villa can accommodate up to 6 people. Large external loggia equipped with table and seating for breakfast, lunch and dinner outdoors. The house is surrounded by a private space where guests can enjoy sun beds and a barbeque. Ideal for enjoying the beautiful beaches of Castiglione della Pescaia and relaxing in the evening before sunset.

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.

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.

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!

Antea Blu: Beach House in Tuscany 2 bedrooms
Brand new 98 sqm apartment, on the beach 200 meters from the pedestrian street with shops. Private garage next to the house (€12/night) The house has: - a large living room with large sofa and 55-inch SMART TV - a beautiful and bright kitchen/dining area - 2 bedrooms - 2 bathrooms -1 terrace with outdoor stone table and iron chairs overlooking the sea

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.

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

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni

A gem by the sea

SEA APARTMENT CASTIGLIONE

Comfortable house and terrace by the sea

Terrace with a sea view, weekends

Beach villa with parking

House with a terrace facing the sea

Wine Loft in the vineyards
Quick stats about holiday rentals in Castiglione della Pescaia
Total rentals
430 properties
Nightly prices starting at
$78 SGD before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
240 properties are a good fit for families
Pet-friendly rentals
220 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
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- Rentals with a washing machine and dryer Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Elba
- Giglio Island
- Giannutri
- Feniglia
- Cala Violina
- Gulf of Baratti
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Spiagge bianche
- Kite Beach Fiumara
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Spiaggia Zuccale
- Spiaggia Marina di Cecina
- Cala Di Forno
- Spiaggia di Marina Di Campo
- Marina di Grosseto beach
- Spiaggia di Patresi
- Riva del Marchese
- Spiaggia di Cavo
- Castiglion del Bosco Winery
- Le Cannelle
- Golf Club Toscana
- CavallinoMatto