
Family-friendly holiday rentals in Castiglione della Pescaia
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Castiglione della Pescaia

Total holiday rentals
Explore 270 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 3,510 verified reviews to help you choose

Pet-friendly accommodation
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
170 of Castiglione della Pescaia holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 family-friendly rentals in Castiglione della Pescaia
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Casa al Gianni - Hut
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farm stay in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds and the companionship of our animals. It’s an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a holiday; it’s a return to our roots. This haven of peace will stay with you in your heart. We look forward to welcoming you!
4.93 out of 5 average rating, 294 reviews
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.
4.82 out of 5 average rating, 28 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.
5.0 out of 5 average rating, 118 reviews
The most beautiful apartment in front of the sea
Come see this beautiful and exclusive 5 beds 2 bath seaside. This home features all New recently. Kitchen has Newer Appliances and Cabinets. Spacious light Living Room with 4 windows. Master Suite leads to a private bathroom. Updated Master Bath features Walk-in Shower. All rooms are equipped with TV and air conditioning. High speed WiFi included. City Center, Shopping are close by and easy access by feet or bike. Sailing and Kitesurfing available nearby. Animals and smoking not allowed.
4.97 out of 5 average rating, 32 reviews
Comfortable house and terrace by the sea
Our house is located in a quiet residential area, 200 m from the sea, the main services and 10 minutes from the center. From the entrance you cross the garden and through the stairs you access the large terrace equipped with a tent that allows you to live it throughout the day. The house consists of a large living room with an open kitchen and a large window overlooking the sea. Then there is a double room (with the possibility of adding a cot for small children) and a bathroom.
4.87 out of 5 average rating, 31 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.
4.98 out of 5 average rating, 129 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.
4.84 out of 5 average rating, 112 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.
4.95 out of 5 average rating, 144 reviews
The House of Lemons
It's a small house with 2 bedrooms, a living room, a kitchenette and a bathroom. From the external stairs you can reach the solarium, furnished with a table, chairs, umbrella, and deckchair. Below the house, with access from the external stairs, is my laundry area that I will use with the utmost respect for my guests. The outdoor courtyard is shared and, during high season, will house 2 of our cars.
5.0 out of 5 average rating, 30 reviews
Beach apartment with private parking space
From the living room to the beach in a leap. From the window overlooking the pedestrian promenade, you can immerse yourself in the sound of the waves while watching the sunset over the Tyrrhenian Sea. In the private back garden, you can spend unforgettable evenings away from prying eyes, perhaps with a nice candlelit dinner, enjoying the scents of wild Maremma nature.
4.83 out of 5 average rating, 114 reviews
Comfort Apartment in the Chianti Vineyards
Apartment on the upper floor of the structure characterized by a wonderful view of the Chianti hills, olive groves or the patio. Renovated while maintaining the charm of their ancient walls but adding every comfort. It includes a living room, a kitchenette, a double bedroom, a private bathroom with a shower, air conditioning.
4.93 out of 5 average rating, 455 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.
5.0 out of 5 average rating, 51 reviewsPopular amenities for Castiglione della Pescaia family-friendly rentals
Family-friendly home rentals with a hot tub

Palazzo Monaci - Pool in the Crete Senesi
4.96 out of 5 average rating, 142 reviews
LECCIONE RESIDENCE
4.93 out of 5 average rating, 145 reviews
Villa di Geggiano – Guesthouse
4.99 out of 5 average rating, 155 reviews
La Casetta
4.93 out of 5 average rating, 197 reviews
La Villa farm stay - L'Olivo, Pool & Hot Tub
4.98 out of 5 average rating, 241 reviews
Domus Nannini - Loggia Salimbeni SPA
4.96 out of 5 average rating, 156 reviews
EcoLodge – modern design in a peaceful panoramic location
4.94 out of 5 average rating, 111 reviews
PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
4.91 out of 5 average rating, 100 reviewsFamily- and pet-friendly home rentals

Borgo Ripostena – No. 9 Oil Mill
4.94 out of 5 average rating, 118 reviews
Typical Tuscan Country House WITH A/C
4.98 out of 5 average rating, 294 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
4.92 out of 5 average rating, 359 reviews
Belforti Tower
4.99 out of 5 average rating, 138 reviews
Beautiful medieval village!!!
4.99 out of 5 average rating, 474 reviews
50m from sea, near center, with garden, AC & WiFi
4.93 out of 5 average rating, 15 reviews
Apartment a stone's throw from the sea
4.86 out of 5 average rating, 59 reviews
Antea Blu: beach house in Tuscany - 2 bedrooms
4.95 out of 5 average rating, 93 reviewsFamily-friendly home rentals with a pool

sea view villa with private infinity pool
4.99 out of 5 average rating, 124 reviews
Frontemare house with exclusive sea access
4.96 out of 5 average rating, 112 reviews
Podere La Castellina - No. 4 FICO
4.96 out of 5 average rating, 110 reviews
Loggiato 2 Apartment in Tuscany with pool
4.94 out of 5 average rating, 161 reviews
Panoramic Country Suite Montalcino
4.9 out of 5 average rating, 406 reviews
Mimosa Apartment - Poggio al Vento
4.99 out of 5 average rating, 112 reviews
TUSCANY farm house SWIMMING POOL
4.98 out of 5 average rating, 304 reviews
Open space surrounded by nature
4.96 out of 5 average rating, 137 reviewsWhen is the best time to visit Castiglione della Pescaia?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $233 AUD | $219 AUD | $204 AUD | $194 AUD | $199 AUD | $223 AUD | $277 AUD | $310 AUD | $205 AUD | $190 AUD | $229 AUD | $246 AUD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Destinations to explore
- Apartment rentals Castiglione della Pescaia
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- House rentals Castiglione della Pescaia
- Villa rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Family-friendly rentals Grosseto
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Pianosa
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Mount Amiata
- Cascate del Mulino
- Siena Cathedral
- CavallinoMatto
- Vulci
- Palazzo Pubblico
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Terme San Filippo
- Abbey of Sant'Antimo





