
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.

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.

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.

Il Terrazzino di Rosi, a corner of paradise
The flat is located at Via Giatti 7, on the first floor with private entrance and exclusive garden with 2 sun loungers, table and 4 chairs. In the kitchen-living room with wooden-beam ceiling, there is a fridge-freezer, oven, induction hob, microwave, TV with satellite dish, double sofa bed. The bedroom has a vaulted ceiling and is accessed by descending 4 internal steps. From the same room there is access to the large bathroom with window where there is a washing machine.

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!

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

A gem by the sea

Comfortable house and terrace by the sea

Terrace with a sea view, weekends

Beach villa with parking

House with a terrace facing the sea

Panoramic villa with sea view terrace

"Le Chic" front beach house

Casa Acqua Marina
Quick stats about holiday rentals in Castiglione della Pescaia
Total rentals
450 properties
Nightly prices starting at
₹2,660 before taxes and fees
Total number of reviews
6.9K reviews
Family-friendly rentals
250 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
- Rentals with beach access Castiglione della Pescaia
- Flat rentals Castiglione della Pescaia
- Rentals with outdoor seating Castiglione della Pescaia
- Villa rentals Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- House rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Family-friendly rentals Castiglione della Pescaia
- Smoking-friendly rentals Castiglione della Pescaia
- Apartment rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Rentals with a patio Castiglione della Pescaia
- Rentals with a firepit Castiglione della Pescaia
- Rentals with a fireplace Castiglione della Pescaia
- Rentals with a washing machine and dryer 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