Pet-friendly holiday rentals in Castiglione della Pescaia

Casa al Gianni - The Simignano Barn

Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

Walkability · Outdoor spaces · Hospitality

Panoramic villa with a terrace overlooking the sea

Just an 8-minute walk from the sea, this 150-square-meter villa surrounded by greenery, located on the first floor, offers breathtaking views of the sea and the beach of Castiglione della Pescaia. Bright and spacious, it has 4 bedrooms, 3 bathrooms (2 with shower), a living room, an equipped kitchen, and a washing machine. The highlight is the panoramic terrace and the sea-view attic, perfect for relaxing at sunset. With free Wi-Fi and air conditioning, it is ideal for those looking for nature, comfort and relaxation in Maremma.

Walkability · Kitchen · View

The garden by the sea

A 150-square-meter villa on the Tuscan sea of Prato Ranieri, surrounded by a wonderful and well-kept garden, located in a quiet pedestrian area, with a sandy beach right in front of the gate. Equipped with two parking spaces, it is perfect for families and groups of friends, with a private solarium, a relaxation area and a dining area under a cozy patio. The property is enhanced by a panoramic terrace overlooking the sunset. Within walking distance are beach resorts, ice cream parlors, bars and restaurants.

Walkability · Outdoor spaces · Sleep quality

Charming Salicornia near beach and town centre

Bright and brand new, this apartment is in a quiet location close to both the sea and the town centre, so you can forget about your car—everything is just steps away. This fully equipped 2-bedroom apartment has it all: a modern kitchen, mosquito nets, comfortable air conditioning, and even a cot and high chair for your little one. We’ve thought of every detail, including beach toys for added fun. Everything you need for a carefree stay is already here; just bring your personal belongings.

Walkability · Pets · Parks

Lovely seasidehouse with new air condition !

Charming house with new air conditioning in the heart of Maremma on the Tuscan coast in Castiglione della Pescaia with free public parking 1-minute walk from the house. Experience the magic of an ancient medieval village away from the chaotic modern life! Choose a different beach every day (walk a few minutes downtown or drive along the coast - you'll have loads of different beaches to explore, both private and public). To get around: walk or rent a bike or drive a few minutes in Maremma.

Walkability · Outdoor spaces · Parking

Villa Simonetta, Poggio le Trincee, Castiglione

Welcome to Villa Simonetta, recently renovated, located in Castiglione della Pescaia, just 7 minutes from the sea and the historic center. It has a modern kitchen, a living area with a sofa bed and a panoramic terrace, 2 double bedrooms with a smart TV and 2 private bathrooms. Outside, equipped terraces, garden, barbecue and independent annex. Equipped with air conditioning, video-monitored parking and a cellar-laundry. Strategic location and breathtaking views of the Tuscan islands.

Walkability · Quiet · Air conditioning

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Outdoor spaces · Pets · Access

Tuscan Barn Apartment for 6 with panoramic pool

Panoramic Tuscan apartment converted from an old barn, with direct access to the garden and a shared panoramic swimming pool overlooking the Senese hills. Ideal for families or small groups of friends looking to enjoy for an authentic rural experience, privacy and relax. The apartment features three double bedrooms each with private bathroom, air-conditioning and WI-FI. A perfect place to enjoy nature, silence and unforgettable Tuscan sunsets.

Pets · Walkability · Checkout

Luxury frescoed apartment in the historical center

The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

Walkability · Outdoor spaces · Parking

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.

Pets · Walkability · Beach

Casa Colibrì

This charming holiday apartment is located above the historic center of Castiglione della Pescaia in the area called "Il Mulinaccio" A stone staircase climbs briefly up the hill, planted with oleanders, rosemary and succulents and ends at the entrance to the terrace. From here, the view sweeps over the coastal strip flanked by pine trees, with the adjacent WWF nature reserve "Diaccia Botrona" and the Grosseto plain.

Walkability · Pets · Air conditioning

Antea Blu: beach house in Tuscany - 2 bedrooms

98 sqm apartment, on the beach and 200 metres from the pedestrian street with shops. Private garage 2 minutes' walk from the house (€12/night) The house has: -a large living room with large sofa and 55-inch SMART TV - a beautiful and bright kitchen/dining area -2 bedrooms -2 baths -1 terrace with outdoor stone table and iron chairs, sea view

Pets · Walkability · Value