
Family-friendly holiday rentals in Castiglione della Pescaia
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Castiglione della Pescaia
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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.

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.

Casa Vista Sea and Maremma
Welcome to your peaceful oasis in Castiglione della Pescaia! Located in a quiet residential area, our house offers a magnificent view of the Maremma and is just a 15-minute walk from the historic center and a 5-minute drive from the beautiful beaches. Enjoy the perfect balance between relaxing in nature and seaside adventures, with the convenience of having all the attractions of the village at your fingertips. Your ideal getaway to discover the wonders of Tuscany awaits you.

House at Gianni - Leccio
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Apartment on Corso di Castiglione 2
Luminoso appartamento sulla via principale di Castiglione, piazza della Repubblica 28, davanti al ristorante Casty, a 200 mt dal mare. È composto da camera da letto matrimoniale, bagno con lavatrice, salone con angolo cottura e divano letto matrimoniale. Finemente ristrutturato nel 2019 ed è dotato di infissi insonorizzati ed aria condizionata. Si trova al secondo piano senza ascensore. È esclusa la city tax di 1,2 euro per notte per persona.

Apartment da Iris
Apartment on the doorstep of the center and the seaside resorts of Castiglione della Pescaia. 15 min walk to first beach, 5 min bike ride! A few meters from the main supermarkets and the small shopping center with fish shop, pharmacy, laundry and basic necessities. It also offers a green area (condominium) and views of the hills. Everything is easily accessible on foot, by bicycle ( FREE on request ) and car, with free parking on site.

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.

Agriturismo Bandinelli #3 "Palmizia"
The apartment is on the ground floor of the farmhouse Bandinelli. For 2 adults + 2 children, with double bedroom and a sofa bed in the living room. The apartment overlooks the garden where there is a private veranda for outdoor dining and a swimming pool shared with guests.

Panoramic penthouse in the ancient village
Penthouse with two panoramic terraces with stunning views of the valley and the historic center, in the square below the historic Orsini Fortress. Twenty minutes from the Terme di Saturnia and five minutes from the Terme di Sorano, immersed in the Maremma landscape.
Popular amenities for Castiglione della Pescaia family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful renovated barn in Tuscany

Agriturismo La Villa - L'Olivo, Pool & Hot Tub

Captain's House | Monte Grosso, Elba

2 ❤️ and 1 Yurt Glamping in Tuscany for adults only

Le Rondini - where it all began

Green Dome @ The Land Before Time Retreats

LECCIONE RESIDENCE

EcoLodge – modern design in a peaceful panoramic location
Family- and pet-friendly home rentals

Villa 50 steps from the beach

Belforti Tower

Villa Simonetta, Poggio le Trincee, Castiglione

Country house short distance from the sea

Apartment a stone's throw from the sea

Holiday in antique farm, Belvedere

Alluring Elicriso a few steps from beach & centre

Borgo Ripostena – No. 8 Casa Vecchia
Family-friendly home rentals with a pool

Agriturismo Marrucheti 82 South Apartment

Stone House with Exclusive Pool Codilungo in Chianti

Villa with a hydromassage pool

Podere La Castellina - No. 1 COTTAGE

3 bedrooms, near the pool – Fonte di Sotto

Bel Casale with sea view and the mediaeval village

Elegant farmhouse Siena

TUSCANY farm house SWIMMING POOL
When is the best time to visit Castiglione della Pescaia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $215 SGD | $202 SGD | $187 SGD | $176 SGD | $172 SGD | $203 SGD | $255 SGD | $286 SGD | $189 SGD | $174 SGD | $211 SGD | $226 SGD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Castiglione della Pescaia

Total holiday rentals
Explore 250 holiday rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 3,370 verified reviews to help you choose

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
160 of Castiglione della Pescaia holiday rentals include wifi 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
- Smoking-friendly rentals Castiglione della Pescaia
- Flat rentals Castiglione della Pescaia
- Rentals with outdoor seating Castiglione della Pescaia
- House rentals Castiglione della Pescaia
- Apartment rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Villa rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Rentals with a firepit Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Rentals with a patio Castiglione della Pescaia
- Rentals with a fireplace Castiglione della Pescaia
- Rentals with a washing machine and dryer Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Family-friendly rentals Grosseto
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Spiagge Bianche
- Spiaggia Di Sansone
- Gulf of Baratti
- Spiaggia Di Barbarossa
- Cascate del Mulino
- Pianosa
- Spiaggia di Capo Bianco
- Le Cannelle
- Spiaggia di Marina di Campo
- Siena Cathedral
- Palazzo Pubblico
- Terme San Filippo
- CavallinoMatto
- Vulci
- Mount Amiata
- Abbey of Sant'Antimo
- Saturnia Thermal Park
- Riserva Naturale Diaccia Botrona





