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!

Pets · Outdoor spaces · Barbecue

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 · Cleanliness · Amenities

Villa di Geggiano – Guesthouse

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. 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 idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Pets · Outdoor spaces · Check-in

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.

Outdoor spaces · Walkability · Checkout

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 · Condition

Country house short distance from the sea ​​

"If you are looking for the chaos of mass tourism, Casa Ariamarina is not for you. But if you wish to experience the peace and quiet of Maremma, just minutes from the most beautiful beaches of Castiglione della Pescaia, you have found your ideal retreat—only a 5-minute drive from the crystal-clear waters of Rocchette and the village of Castiglione della Pescaia. ​Zero Stress: Return from the beach and enjoy the cool comfort of the house and the tranquility of the area, far from traffic."

Pets · Walkability · Solo travel

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 · View · Beach

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 · Heating

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.

Walkability · Pets · Hiking

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 · Getting around

Apartment with amazing views

Apartment located in a quiet and residential panoramic area with beautiful views of the castle and the gulf, about 600 meters from the sea. Consisting of a living room with a sofa bed, a double bedroom, a bathroom and a kitchen, with a refrigerator and freezer, a microwave, a washing machine, plus a private parking space. It comes with linens and towels.

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

Outdoor spaces · Walkability · Location