san simone holiday
Your sea view apartment in the heart of the Tuscan Maremma
Enjoy the charm of our rustic apartments in the ancient center of Castiglione della Pescaia, a stone's throw from the harbor and golden beaches.
Beautiful
sea view
san simone holiday - tuscan relaxation between sky, sea and living stone
San Simone Holiday offers apartments for rent in the medieval village of Castiglione della Pescaia, in the heart of Maremma. Ideal for those seeking an authentic Tuscan experience. Sea views, breathtaking sunsets and comfortable surroundings make every stay special.
Why choose San Simone Holiday
- Best Price Guarantee: save up to 15 % compared to portals
- Perfect location: old town, restaurants and sea all within 5 min walk
- Authentic atmosphere: exposed beams, terracotta floors, family welcome
- Direct contact: would you like a long stay or special requests? Write to us, we'll get back to you in a few hours
OUR PROPOSALS
Our apartments at
Castiglione della Pescaia
Ideal for couples and families
4+2
3 BEDS
2 BATHS
120 MQ
Luxurious three-story home with adjoining bedrooms and bathrooms, a spacious living area, kitchen, entrance hall with garden, terrace with barbecue, private home, Wi-Fi, and satellite Smart TV.
Via di Mezzo 1 - Castiglione della Pescaia
Ideal for families and groups
4
3 BEDS
2 BATHS
115 MQ
Ideal for families. Two panoramic terraces, 300 meters from the sea, located within the medieval village. Equipped with amenities and comforts. Parking and on-site assistance are available.
Via di Mezzo 3 - Castiglione della Pescaia
Ideal for families and groups
5
3 BEDS
2 BATHS
130 MQ
Charming two-story house, spacious kitchen with access to a private internal garden, double bedroom with private bathroom, double bedroom, and bedroom with a French bed and adjoining bathroom. Panoramic furnished terrace. Wi-Fi and satellite Smart TV.
Via di Mezzo 5 - Castiglione della Pescaia
Ideal for 2 couples
4+2
3 BEDS
2 BATHS
100 MQ
Unique two-story house, open plan with large kitchen, dining room, and living room with fireplace, two double bedrooms with two adjoining bathrooms. Panoramic loggia. Wi-Fi and satellite Smart TV.
Via di Mezzo 7 - Castiglione della Pescaia
On one level
4
3 BEDS
1 BATHS
75 MQ
A single-story house with an open space featuring a living room, dining area, and kitchen, a double bedroom, a twin bedroom, and a bathroom with a shower. Wi-Fi and satellite Smart TV are included.
Via delle Campane 8 - Castiglione della Pescaia
Romantic & sea view
4+2
3 BEDS
1 BATHS
80 MQ
Romantic two-story house with a spacious living area, a large kitchen with dining area, two double bedrooms with a bathroom. Wi-Fi and satellite Smart TV.
Via delle Campane 2 - Castiglione della Pescaia
For big families
7
5 BEDS
2 BATHS
180 MQ
Ideal for families. Spectacular three-story house with a large panoramic terrace, 300 meters from the sea, located within the medieval village. Equipped with amenities and comforts, it offers parking and on-site assistance.
Via della Fortezza 14 - Castiglione della Pescaia
Why
choose us
what to do
Unmissable destinations around Castiglione della Pescaia
Diaccia Botrona
Tombolo pine forest
Wineries of the Maremma
Tirli
Cala Violina
Vetulonia Archaeological Area
Saturnia Natural Spa
Mount Amiata
Sovana
4 EASY STEPS
How to book
our apartments
1
Choose your apartment
Scroll through photos, floor plans, and amenities-when you find the perfect one, click “Request Availability” to get started
2
Contact us to inquire about availability
Fill out the form or write us on WhatsApp: within a few hours you will receive best rate, tailor-made extras and conditions of stay.
3
Receive confirmation of your reservation
Deposit securely and receive immediate confirmation email with voucher, check-in instructions and pre-arrival guide.
4
Enjoy your seaside vacation
Arrive, park, relax-the keys are waiting for you, the beach is just minutes away, and the San Simone team is always on hand.