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Apartment holiday rentals in Castiglione della Pescaia

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Top-rated apartment rentals in Castiglione della Pescaia

Guests agree: These apartments are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in San Gimignano
4.96 out of 5 average rating, 239 reviews

Casa Irene

Casa Irene is a delightful Tuscan-style apartment, located on the second and top floor of a building just a 5-minute walk from the center, 50 meters to Porta San Matteo and another 50 meters to Via Francigena. Given the secluded location, it is easily reached by car to park in the immediate free parking. The apartment equipped with WiFi and air conditioning is divided into an open space living room/kitchen, bedroom and bathroom with shower and a large terrace overlooking the walls of San Gimignano

Top Guest favourite
Apartment in Caminino
4.91 out of 5 average rating, 183 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
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, 179 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 captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.
Apartment in Poggibonsi
4.99 out of 5 average rating, 303 reviews

Laura Chianti Holidays

Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment, halfway between Florence and Siena, is conveniently located for quick access to Florence, Siena, San Gimignano , Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

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, 116 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
A ceramic vase filled with vibrant yellow flowers is prominently displayed on a table. Soft light from a lamp illuminates the rustic stone wall in the background, enhancing the warm ambiance of the space. Two mugs sit beside the vase, adding a touch of comfort.
Apartment in Scarlino
4.92 out of 5 average rating, 103 reviews

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.

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, 265 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).

Top Guest favourite
The image showcases a sprawling rural landscape viewed from above, featuring a rustic stone building with a terracotta roof. Surrounding areas include lush green fields, trees, and hills in the distance, under a bright blue sky accented by soft, fluffy clouds.
Apartment in Castiglione d'Orcia
4.9 out of 5 average rating, 116 reviews

agriturismo il poderuccio "sweet apartment"

The farm IL PODERUCCIO has several apartments, including: - A romantic apartment opened in 2019 consisting of a private bathroom and a single room with double bed, single sofa bed and equipped kitchen. Independent entrance, private loggia for outdoor dining, and a magical window overlooking a breathtaking view.

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, 171 reviews

Apartment in Castiglione della Pescaia

First-floor apartment located along the main road, thirty meters from the beach and a few steps from the historic center. It consists of a living room, kitchen with sofa bed, double bedroom, another bedroom with bunk bed, bathroom.

Guest favourite
The expansive view of rolling hills is captured under a dynamic sky filled with scattered clouds. The lush greenery contrasts with the golden fields, creating a serene landscape. In the foreground, the garden area is surrounded by rustic pathways and trees, enhancing the natural setting.
Apartment in Asciano
4.89 out of 5 average rating, 338 reviews

Le Splandole Farm – Crete Senesi

Facing the beautiful XIX Century Farm of Splandole, farm of historic importance and symbol of the Crete Senesi area, we have comfortable and graciously appointed apartment with a view of the valley below.

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, 138 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

When is the best time to visit Castiglione della Pescaia?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$214 NZD$221 NZD$194 NZD$214 NZD$208 NZD$248 NZD$315 NZD$339 NZD$225 NZD$194 NZD$189 NZD$191 NZD
Avg. temp8°C8°C11°C13°C18°C22°C25°C25°C21°C17°C12°C9°C

Quick stats about apartment rentals in Castiglione della Pescaia

  • Total holiday rentals

    Explore 290 holiday rentals in Castiglione della Pescaia

  • Nightly prices starting at

    Castiglione della Pescaia holiday rentals start at $71 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Castiglione della Pescaia holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Castiglione della Pescaia rentals

  • 4.6 Average rating

    Castiglione della Pescaia stays receive an average rating of 4.6 out of 5 from guests

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