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Apartment holiday rentals in Castiglione della Pescaia

Find and book unique apartments on Airbnb

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 $112 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Castiglione della Pescaia holiday 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 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
The elegantly structured Villa di Geggiano is set amidst lush vineyards and well-maintained gardens. Its classic stone facade and terracotta roof harmonize with the surrounding greenery, while neatly manicured pathways and symmetrical garden beds create a picturesque landscape under a partly cloudy sky.
Apartment in Siena
4.99 out of 5 average rating, 168 reviews

Villa di Geggiano – Alfieri Suite

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Guest favourite
An outdoor dining area is set on a terrace with a sea view, featuring a wooden table surrounded by metallic chairs. Soft lighting from candles and lanterns creates a warm ambiance. The horizon is illuminated by the fading light of dusk, while palm trees and moored boats are visible in the background.
Apartment in San Vincenzo
4.95 out of 5 average rating, 20 reviews

La Torre-Luxury attic - BEACH FRONT - Tuscany

La Torre is a unique apartment, selected from travel magazines throughout Italy. On the beach and in the city centre. It has 2 bedrooms (one double and one single), a bathroom, a kitchen and a living room, all with sea views. The terrace is usable, with a table, chairs and a relaxation area with sofas. The property is located on the second and top floor, with no lift. A private car parking space that can be booked for €12/night is located just a 2-minute walk from the property.

Top Guest favourite
Apartment in Suvereto
5.0 out of 5 average rating, 18 reviews

Suvereto Suite with private roof top terrace

Suite apartment with private roof top terrace. Charming little Suite fro couples, situated in the heart of Suvereto in a tranquil, natural and highly private setting. Unique panorama with stunning postcard views, ​overlooking vineyards, olive groves and the ocean in the distance. Secure Bike Storage for Cyclists in Suvereto's Historic Center For a small fee of €10 per day, you can safely store your bike and enjoy your ride without worrying about your vehicle's security.

Top Guest favourite
Apartment in Asciano
4.9 out of 5 average rating, 20 reviews

Incredible Views & Pool in the Tuscan Hills

Escape to the heart of Tuscany and enjoy a stay surrounded by rolling hills, timeless beauty and unforgettable views. The house offers access to a beautiful shared swimming pool and peaceful outdoor areas, perfect for relaxing in the sun or enjoying quiet evenings. Inside, you'll find comfort, style and everything you need for a memorable stay. Ideal for couples, families or groups of friends looking for an authentic Tuscan experience just a short drive from Siena.

Superhost
A well-lit kitchen area showcases modern cabinetry and appliances, including a stove and oven. A dining table with four chairs is positioned nearby, set with plates and drinks. A beige sofa with blue accent pillows adds comfort to the open living space.
Apartment in Castiglione della Pescaia
4.83 out of 5 average rating, 107 reviews

Apartment on Corso di Castiglione 2

Bright apartment on the main street of Castiglione, Piazza della Repubblica 28, in front of the Casty restaurant, 200 meters from the sea. It comprises a double bedroom, a bathroom with a washing machine, and a living room with a kitchenette and a double sofa bed. Tastefully renovated in 2019, it features soundproof windows and air conditioning. It is located on the second floor without an elevator. The city tax of 1.2 euros per night per person is excluded.

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.
Apartment in Castiglione della Pescaia
4.95 out of 5 average rating, 143 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.

Top Guest favourite
The outdoor pool area features a light blue water surface complemented by three tiered fountains. A small white table with a glass is placed on the wooden deck, surrounded by two white chairs. The rustic stone buildings create a charming backdrop, adorned with greenery.
Apartment in Montalcino
4.99 out of 5 average rating, 117 reviews

Castel Brunello - 2 doublebed rooms + terrace

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

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
4.94 out of 5 average rating, 285 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
A welcoming entryway features a mural depicting a serene landscape framed by arches. Built-in shelves display decorative items and books. Natural light illuminates the wood flooring, while a small globe and a vase with dried plants add subtle warmth to the space.
Apartment in San Gusmè
4.98 out of 5 average rating, 127 reviews

Casa Guardiavigna | Chianti Hills Vineyard Retreat

The Casa Guardiavigna apartment offers the opportunity to enjoy a unique and extraordinary experience, full of emotions and happiness. Located a stone's throw from the small medieval village of San Gusme' and surrounded by beautiful vineyards, woods and flowery meadows. Free indoor parking with an automatic gate.

Top Guest favourite
A balcony provides a scenic view of Piazza del Campo, showcasing the surrounding historic buildings. A small table and chair invite relaxation, while the colorful sunset casts a warm glow over the area, highlighting the lively atmosphere with people enjoying the space below.
Apartment in Siena
4.87 out of 5 average rating, 268 reviews

A BALCONY ON THE PIAZZA OF THE PALIO

Three windows with balcony overlooking Piazza del Campo that allows access to an exclusive terrace with breathtaking views of the Piazza del Palio and the Palazzo Pubblico. One bedroom, large super-equipped kitchen. Sofa bed available to comfortably accommodate up to 4 people

Top Guest favourite
A bright living area features a dining table set for a meal, accompanied by four chairs. A wall mural depicting a beach scene enhances the space. A small television is mounted on a white console, while natural light enters through a nearby window.
Apartment in Castiglione della Pescaia
4.92 out of 5 average rating, 101 reviews

SEA APARTMENT CASTIGLIONE

Two-room apartment 150 meters from the sea and a 10-minute walk to the center. Air conditioning and fiber WI-FI. NOTE: Consumption costs (The cost is €0.6/kWh) and signing of contract with liability relief on the stay

Superhost
Apartment in Castiglione della Pescaia
4.74 out of 5 average rating, 89 reviews

Prile Apartment, sea view apartment

Prile Apartment is a white apartment with sea view that overlooks the old town of Castiglione della Pescaia and its port below. The 3-bedroom apartment is 50 meters from the sea, with free and organized beaches.

Popular amenities for Castiglione della Pescaia apartment rentals

When is the best time to visit Castiglione della Pescaia?

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