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Apartment holiday rentals in Castiglione della Pescaia

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Top-rated apartment rentals in Castiglione della Pescaia

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Top Guest favourite
An inviting living space features a cozy fireplace framed by a rustic stone wall. Natural light filters through floral-patterned curtains, illuminating a spacious sitting area with a two-seater sofa. A four-poster bed draped in sheer fabric enhances the room's charm, complemented by decorative lanterns.
Apartment in Caminino
4.91 out of 5 average rating, 182 reviews

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.

Guest favourite
Aerial view of the agriturismo Santa Lucia, showcasing well-maintained grounds surrounded by lush greenery and neatly lined cypress trees. A shared swimming pool is visible at the center, complementing the rustic charm of the old farmhouse and the rolling hills in the background.
Apartment in Asciano
4.94 out of 5 average rating, 137 reviews

Loggiato 2 Apartment in Tuscany with pool

The Loggiato 2 apartment for 2 people is located in the Santa Lucia farmhouse (THE FARMHOUSE IS DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is a two-room apartment located on the first floor with a private table in front of the windows of the entrance loggia. There is a double bedroom (two single beds joined to form a double bed), a bathroom with shower and a living room with functional kitchen and television. The apartment has air conditioning in the room (for a fee).

Top Guest favourite
A cozy table set for two holds two glasses of red wine alongside a stack of books. A view of the dramatic Mangia Tower can be seen through the window, illuminated by the evening sky. A green plant adds a touch of nature to the scene.
Apartment in Siena
4.99 out of 5 average rating, 128 reviews

Piazza del Campo Honeymoon Suite: romantic gateway

The 800-year-old Palazzo Accarigi, a Palazzo-Tower overlooking Piazza del Campo, offers a dreamy suite for Honeymoons and Anniversaries. As inside a fairy-tale, you will sleep in a princely baldaquin with a magnificent view of Piazza del Campo, while the highest quality noise-reducing windows will ensure you the quietest stay This suite offers a private and safe place to live the most authentic Tuscan lifestyle: plan to stay more days, use this flat as a base to explore Siena province.

Guest favourite
A panoramic view of colorful rooftops leads to the sparkling blue sea, with hills in the background and a distinctive tower rising above the buildings. The landscape captures the charming coastal town and its vibrant architecture, set under a clear sky.
Apartment in Porto Santo Stefano
4.89 out of 5 average rating, 175 reviews

Far Horizons:Uniquely panoramic peaceful sea views

With one of the most extraordinary views in Tuscany, enjoyed even from your bedroom - you will not want to leave! Peacefully located in the most photographed street in the town, yet only 3 minutes walk from restaurants in the beautiful harbour, and 10 minutes to bathing spots, Far Horizons apartment is an recently renovated, colourful and comfortable apartment, with stunning sea views from every window and over the old port, orange gardens and the 15th Century Spanish Fort.

Top Guest favourite
A scenic view features a gentle hillside dotted with wildflowers, leading to the ancient Montemassi Castle perched atop. Olive trees are visible in the background, with a sky presenting a soft blend of clouds and blue hues.
Apartment in Montemassi
4.97 out of 5 average rating, 114 reviews

Casa Sabina

The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

Guest favourite
A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.
Apartment in Castelnuovo Berardenga
4.93 out of 5 average rating, 167 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

Guest favourite
The kitchen features a modern design with a combination of light and dark cabinetry. An equipped countertop includes a sink, stove, and microwave, while patterned tiles add texture. A rug in warm colors lies underfoot, complementing the wood-paneled ceiling that enhances the cozy atmosphere.
Apartment in Grosseto
4.9 out of 5 average rating, 101 reviews

Carla's house

The renovated loft is a 5-minute walk from the historic center and 5 minutes from the station. It has a separate entrance on the ground floor. Free parking is available. It has a double loft bed, double sofa bed (crib on request), linen, equipped kitchen, bathroom with shower and window, independent heating and air conditioning. On the street, there is a bar, take-out pizzeria, coin-operated laundry, hairdresser, rotisserie. Adjacent pharmacy, supermarket.

Guest favourite
A serene outdoor area features a swimming pool surrounded by landscaped gardens. A wooden deck with seating overlooks the pool, while a large umbrella provides shade. The two-story villa is positioned above, framed by vibrant greenery and a clear blue sky.
Apartment in Carpineto
4.94 out of 5 average rating, 183 reviews

Tuscan countryside, peace and relaxation 10 minutes from Siena

Our accommodation is close to Siena, therefore to nightlife, the city center but also to the small airport of Ampugnano, parks, and public transport. You'll love our place for its light, the comfort of the bed, the kitchen, the intimacy, and the high ceilings. Our apartment is suitable for couples, solo adventurers, business travelers, families (with children) and furry friends (pets).

Guest favourite
An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.
Apartment in Monteroni d'Arbia
4.95 out of 5 average rating, 259 reviews

"Red Rose" apartment with view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Guest favourite
A scenic view of the Tuscan hills is framed by clusters of pink roses in the foreground. The rolling landscape features layers of green and gold fields, softly fading into the horizon under a clear sky.
Apartment in Montalcino
4.9 out of 5 average rating, 377 reviews

Panoramic Country Suite Montalcino

Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored surrounded by beautiful garden-park, 2 km from Montalcino with amazing views on Tuscan hills. We offer a beautifully furnished apartment with independent entrance and all facilities.

Guest favourite
A panoramic view of a coastal area showcases sandy beaches, clear blue waters, and a marina filled with boats. The town features historic buildings with red rooftops nestled against green hills in the background, extending toward a mountainous landscape.
Apartment in Castiglione della Pescaia
4.78 out of 5 average rating, 169 reviews

Apartment in Castiglione della Pescaia

First floor apartment located along the main street, thirty meters from the beach and a short walk from the historic center. It consists of a kitchen living room with sofa bed, another bedroom with bunk bed, bathroom.

Top Guest favourite
A panoramic view captures expansive olive groves stretching across the landscape. A single tree stands prominently in the foreground, framing the distant rolling hills and the clear blue sky. The lush greenery of the fields creates a serene agricultural setting.
Apartment in Grosseto
5 out of 5 average rating, 136 reviews

Costa delle Capanne

Hospitality in a small independent stone house in a centuries-old olive grove in the Maremma countryside, 2 km from the town of Istia d'Ombrone and about 18 km from the Uccellina Park and the sea.

Popular amenities for Castiglione della Pescaia apartment rentals

Quick stats about apartment rentals in Castiglione della Pescaia

  • Total rentals

    290 properties

  • Nightly prices starting at

    $61 AUD before taxes and fees

  • Total number of reviews

    3.7K reviews

  • Family-friendly rentals

    150 properties are a good fit for families

  • Pet-friendly rentals

    140 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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