
House vacation rentals in Castiglione della Pescaia
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Quick stats about house rentals in Castiglione della Pescaia

Total vacation rentals
Explore 70 vacation rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 1,000 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 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
Top-rated house rentals in Castiglione della Pescaia
Guests agree: these houses are highly rated for location, cleanliness, and more.

Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.
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Casa al Gianni - The Simignano Barn
Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!
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LECCIONE RESIDENCE
Characteristic country house with exposed wooden beams, 2 double bedrooms, 1 bedroom with bunk bed and a double sofa bed in the living room. The 2 bathrooms with shower. Large and well-equipped kitchen. Dishwasher, wood-burning and electric oven, espresso machine. Large garden with barbecue, swimming pool and a hot tub. Expenses to be paid on-site based on consumption: wood €8 per box, LPG €6 per cubic meter, electricity €0.36 per kW. Wood will be provided for a barbecue and a hot bath in the hot tub for free.
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The garden by the sea
A 150-square-meter villa on the Tuscan sea of Prato Ranieri, surrounded by a wonderful and well-kept garden, located in a quiet pedestrian area, with a sandy beach right in front of the gate. Equipped with two parking spaces, it is perfect for families and groups of friends, with a private solarium, a relaxation area and a dining area under a cozy patio. The property is enhanced by a panoramic terrace overlooking the sunset. Within walking distance are beach resorts, ice cream parlors, bars and restaurants.
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La Casa di Alvino
Casa Alvino (sleeps 5+2) is surrounded by a large and shaded garden within a very exclusive centuries-old pine forest. The beach is private and is about 300m from the house. The house has 2 double bedrooms, 1 single bedroom, 2 bathrooms with a shower, one of which is smaller without a bidet, a living room, and a kitchen. There is a double sofa bed in the living room. On the beach there is a wooden sun canopy with two sun loungers and two deckchairs and a small shed to change and leave something.
LocationKitchenQuiet

Casa del Capitano | 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.
LocationValueAir conditioning

Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring
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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.
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Lovely seasidehouse with new air condition !
Charming house with new air conditioning in the heart of Maremma on the Tuscan coast in Castiglione della Pescaia with free public parking 1-minute walk from the house. Experience the magic of an ancient medieval village away from the chaotic modern life! Choose a different beach every day (walk a few minutes downtown or drive along the coast - you'll have loads of different beaches to explore, both private and public). To get around: walk or rent a bike or drive a few minutes in Maremma.
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Country house short distance from the sea
"If you are looking for the chaos of mass tourism, Casa Ariamarina is not for you. But if you wish to experience the peace and quiet of Maremma, just minutes from the most beautiful beaches of Castiglione della Pescaia, you have found your ideal retreat—only a 5-minute drive from the crystal-clear waters of Rocchette and the village of Castiglione della Pescaia. Zero Stress: Return from the beach and enjoy the cool comfort of the house and the tranquility of the area, far from traffic."
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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.
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The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
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Popular amenities for Castiglione della Pescaia house rentals
House rentals with a pool

Private Chianti Cottage, Garden & Vineyard Views
FamilyLocationSleep quality

Borgo Ripostena – n. 8 Casa Vecchia
LocationFamilyAir conditioning

Palazzo Monaci - Pool in the Crete Senesi
ValueFamilyCheck-in

Explore Chianti from a Charming Stone House
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Collina Power
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Tuscan village apartment close to thermal baths
FamilyLocationHospitality

Podere Scorno country house with swimming pool
LocationSleep qualityIndoor spaces

Casa Sofema seaside home with Wi-Fi
LocationFamilyTV
Weekly house rentals

Villa Simonetta, Poggio le Trincee, Castiglione
LocationFamilyLaundry

Villa 50 steps from the beach
ValueFamilyCleanliness

Comfortable house and terrace by the sea
LocationIndoor spacesOutdoor spaces

Casa Acquamarina
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Maremma farmhouse by the sea LA NORD
ValueFamilyComfort

Casetta Gloria | Your retreat between nature and the sea
LocationGetting aroundHospitality

Villa Pandora: an oasis by the sea
LocationFamilyBathroom

Sensational semi-detached villa - Astonishing view
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Private house rentals

La Capanna: country house with magnificent view
LocationFamilyAccuracy

The House in the Castle and the Terrace overlooking the Village
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La Casa dei Quadri
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Monte Regio
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Private House for 4P – La Capanna Di Azzurra
ValueLocationNearby

Casale Renieri – Petronilla
LocationShared spacesParking

Tosco Suite "Solis"
LocationConditionNearby

Fazenda da Ido ( Cosy and Renovated Studio)
FamilyLocationCheckout
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 643 | ﺩ.ﺇ 573 | ﺩ.ﺇ 551 | ﺩ.ﺇ 529 | ﺩ.ﺇ 536 | ﺩ.ﺇ 599 | ﺩ.ﺇ 639 | ﺩ.ﺇ 771 | ﺩ.ﺇ 551 | ﺩ.ﺇ 555 | ﺩ.ﺇ 551 | ﺩ.ﺇ 723 |
| 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 |
Destinations to explore
- Apartment rentals Castiglione della Pescaia
- Condo rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Villa rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Family-friendly rentals Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- House rentals Grosseto
- House rentals Tuscany
- House rentals Italy
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Pianosa
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Mount Amiata
- Cascate del Mulino
- Siena Cathedral
- CavallinoMatto
- Vulci
- Palazzo Pubblico
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore





