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Apartment holiday rentals in Castiglione della Pescaia

Find and book unique apartments on Airbnb

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
Flat in Caminino
4.92 out of 5 average rating, 193 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 spacious open-plan living area is displayed, featuring a modern kitchen with sleek cabinetry and an island. The dining table is set for meals, and a comfortable sofa is positioned in the background. Natural light fills the room, highlighting the wooden beams overhead.
Flat in Montalcino
4.89 out of 5 average rating, 115 reviews

Bruna's House

LA CASA DI BRUNA A finely renovated apartment, furnished with love and attention to detail, is located inside a historic building The entrance opens onto a living room with a very comfortable sofa connected to a large and comfortable kitchen From the living room, we access the terrace overlooking the fortress where you can enjoy wonderful sunsets On the same floor, there is a bathroom and a bright double bedroom Upstairs is the second bathroom and another comfortable bedroom

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.
Flat in Castelnuovo Berardenga
4.94 out of 5 average rating, 177 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.

Top guest favourite
An inviting dining area features a glass-top table surrounded by four black chairs, set with colorful tableware. A cozy seating arrangement is present with a teal sofa and a low coffee table. Exposed stone walls and modern lighting enhance the contemporary design.
Flat in Castiglione della Pescaia
4.95 out of 5 average rating, 39 reviews

Traveler apartment

Brand new apartment in the center of Castiglione della Pescaia, 300 meters from the sea, converted from old stables. It has a bedroom with a double bed. Bathroom with shower, sofa bed in the living room with equipped kitchen and dining room. Finely renovated. Free WiFi, air conditioning and heating suitable for all seasons. Private public land where you can dine on summer evenings. Possibility to use the restaurant service (osteria del viandante).

Guest favourite
A charming stone cottage is depicted, featuring a dark roof and a welcoming entrance. Vibrant purple flowers in the foreground provide a splash of color against the gravel pathway, while warm sunlight casts a gentle glow, highlighting the serene surroundings.
Flat in Castiglione della Pescaia
4.95 out of 5 average rating, 131 reviews

Casetta Venere Tuscan relaxation 3 km from the sea

Casetta Venere: 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 pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.

Guest favourite
Flat in Scarlino
4.92 out of 5 average rating, 118 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
A serene sleeping area features a spacious double bed and a single bed, both dressed in subtle striped bedding. A light blue wall complements the room, while natural light filters through soft, sheer curtains. A decorative piece hangs above the double bed.
Flat in Castiglione della Pescaia
5 out of 5 average rating, 11 reviews

Two-room apartment very close to the sea

Two-room apartment located in a detached building, just 50 meters from the beach and the historic center. It has a living room with a kitchen with an induction stove, 1 double bed, 1 single bed and 1 double sofa bed, for a total of 5 beds and a large bathroom. Located on the top floor, it has a sea view. Possibility of using a washing machine for common use. It has air conditioning, free Wi-Fi internet access and TV.

Superhost
A sleeping area features a spacious bed with a light-colored coverlet, flanked by wooden nightstands. Natural light enters through an open window with a wooden frame, highlighting the wooden ceiling and wall paneling.
Flat in Castiglione della Pescaia
4.69 out of 5 average rating, 55 reviews

Castiglione della Pescaia, attic with sea view

Attic apartment in a great location 30 meters from the sea and a 10-minute walk to the center of Castiglione della Pescaia. Suitable for 3 people. Bedroom with double bed and single bed, open space used as a living room (with sofa bed), bathroom with shower, kitchenette and large terrace overlooking the sea where you can have lunch and enjoy relaxing moments

Superhost
The spacious living area features a modern, angled sofa in dark grey, accompanied by a dining table with black chairs. Natural light enters through large windows, covered by sheer curtains. A kitchen is visible, equipped with white cabinetry and appliances, and a wall-mounted TV is present.
Flat in Castiglione della Pescaia
4.82 out of 5 average rating, 22 reviews

Large three-room apartment in the center of Castiglione della Pescaia

Elegantly renovated apartment, 2nd floor, located in the vibrant historic center of Castiglione della Pescaia. All amenities within walking distance: leave your car behind and relax. Equipped with air conditioning/heating, microwave, washing machine, and soundproof windows. Bed linen and towels not included; available upon request (€25 per person).

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.
Flat in Monteroni d'Arbia
4.94 out of 5 average rating, 280 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 light-filled living area features a comfortable sofa adorned with decorative cushions. Adjacent, glass doors open to a terrace illuminated by natural light, where a small table and chairs invite outdoor dining. Wall art adds a subtle touch of design to the space.
Flat in Castiglione della Pescaia
4.96 out of 5 average rating, 26 reviews

Brand new apartment “Summer Wind”

Brand new apartment located in a cool and strategic area, where you can enjoy a relaxing vacation with every comfort. Looking out from the terrace you can admire the Diaccia Botrona Nature Reserve and the sea in the background. Beaches and downtown are easily reached on foot or by bike.

Guest favourite
An outdoor terrace offers seating for four, featuring a table and chairs. The view captures the skyline illuminated against a twilight backdrop, showcasing notable landmarks such as the Torre del Mangia and the Duomo in the distance.
Flat in Siena
4.89 out of 5 average rating, 181 reviews

Terrace with a view of Siena

A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.

Popular amenities for Castiglione della Pescaia apartment rentals

When is the best time to visit Castiglione della Pescaia?

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Avg. price$165 SGD$157 SGD$155 SGD$154 SGD$150 SGD$178 SGD$227 SGD$243 SGD$161 SGD$155 SGD$147 SGD$159 SGD
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Quick stats about flat rentals in Castiglione della Pescaia

  • Total holiday rentals

    Explore 280 holiday rentals in Castiglione della Pescaia

  • Nightly prices starting at

    Castiglione della Pescaia holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,670 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    170 of Castiglione della Pescaia holiday rentals include wifi 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

Destinations to explore

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