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Vacation rentals in Castiglione della Pescaia

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Top-rated vacation rentals in Castiglione della Pescaia

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment
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.

Top guest favorite
A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.
Home
5 out of 5 average rating, 94 reviews

Captain's House | 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.

Top guest favorite
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
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 favorite
A serene bedroom is highlighted by a spacious bed adorned with a dark blue quilt. A wooden desk and lamp are positioned beside a window, showcasing expansive views of the sea and a distant lighthouse. Soft natural light fills the room through the window.
Apartment
4.97 out of 5 average rating, 87 reviews

Seaside Retreat: Borgo alla Noce

Magnificent historic building overlooking the Tuscan Archipelago! The entire apartment offers a breathtaking view of the Island of Elba and direct access to the sea. Furnished with elegance and rustic/ modern style is the ideal place for your holidays!! A unique experience that combines history, culture and fun, perfect for exploring the Tuscan coast, its crystal clear waters and its history! The house is less than 5 minutes walk from all amenities.

Guest favorite
A serene garden area features two lounge chairs positioned on lush green grass, overlooking the sea in the distance. White lilies bloom in the foreground, complemented by a rustic shade structure nearby, providing a tranquil setting for relaxation.
Farm stay
4.95 out of 5 average rating, 148 reviews

Casa del Poggio, with a beautiful sea view

The Casa del Poggio (house at the hill) is located in the hills of Castagneto Carducci and is part of our organic farm. It is immersed in a peaceful countryside surrounded by olive groves, vineyards and woodland and enjoys a beautiful view of the sea and the castle of Castagneto Carducci. At the same time its position allows you to reach the village in just 10 minutes by foot and the beaches of Marina di Castagneto in 10 minutes by car or bus.

Top guest favorite
Home
5 out of 5 average rating, 34 reviews

Golden View - Dream farmhouse in Tuscany

A little corner of peace among beautiful cypress trees, where silence and tranquility reign. Relax in the jacuzzi in the garden, light the fireplace on cooler evenings, or enjoy a barbecue grill. The master room pampers you with a hot tub and private sauna. The outdoor bathtub will be usable from May 1 to November 1 of each year, later it can be used upon request but the internal water will not be able to exceed 25 degrees.

Guest favorite
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
4.96 out of 5 average rating, 99 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 surrounded by nature.

Top guest favorite
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
4.92 out of 5 average rating, 105 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.

Top guest favorite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay
4.91 out of 5 average rating, 236 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Guest favorite
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
4.95 out of 5 average rating, 266 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 favorite
A light-filled living area features large glass windows, offering views of the surrounding nature. An orange armchair and a minimal dining table are visible, complemented by wooden cabinetry and kitchen appliances. Natural light illuminates the space, enhancing the warm tones of the decor.
Home
4.98 out of 5 average rating, 161 reviews

La Stallina - Perfect retreat from the city rush

Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.

Top guest favorite
A modern kitchen is presented with sleek gray cabinetry and a stylish countertop. Stainless steel appliances, including an oven and induction cooktop, are incorporated. Ambient lighting enhances the workspace, while a wall-mounted TV is visible, offering convenience and entertainment options.
Home
5 out of 5 average rating, 44 reviews

Alluring Elicriso a few steps from beach & centre

New, cozy, fully equipped, with a private entrance, at the foot of a verdant hill, close to the sea and shops, in a quiet location. Forget about your car because everything is within walking distance. Private terrace surrounded by a charming communal garden. Pets allowed. Accommodates up to 4 people.

Popular amenities for Castiglione della Pescaia vacation rentals

When is the best time to visit Castiglione della Pescaia?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Castiglione della Pescaia?

    Yes! Work meets play with ease at over 70 vacation rentals in Castiglione della Pescaia featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What types of vacation rentals are available in Castiglione della Pescaia?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Castiglione della Pescaia. From over 10 villa rentals, over 60 house rentals to over 290 apartment rentals, we've got you covered.

  • Are there pet-friendly vacation rentals in Castiglione della Pescaia?

    Four-legged friends are welcome in Castiglione della Pescaia. Choose from more than 220 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Castiglione della Pescaia?

    Experience the best of Castiglione della Pescaia with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Castiglione della Pescaia?

    Castiglione della Pescaia has more than 250 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Castiglione della Pescaia have wifi?

    Absolutely! We offer over 170 apartment rentals with wifi in Castiglione della Pescaia. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Castiglione della Pescaia have a kitchen?

    Absolutely! We offer over 50 condo rentals with a kitchen in Castiglione della Pescaia. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Castiglione della Pescaia have free parking?

    Absolutely! We offer over 140 apartment rentals with free parking in Castiglione della Pescaia. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Castiglione della Pescaia have air conditioning?

    Absolutely! We offer over 200 apartment rentals with air conditioning in Castiglione della Pescaia. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Castiglione della Pescaia?

    Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with a kitchen, over 40 homes with wifi, over 40 homes with air conditioning, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Castiglione della Pescaia

  • Total vacation rentals

    Explore 450 vacation rentals in Castiglione della Pescaia

  • Nightly prices starting at

    Castiglione della Pescaia vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 6,860 verified reviews to help you choose

  • Family-friendly vacation rentals

    250 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 220 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    280 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

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Castiglione della Pescaia