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

Total vacation rentals
Explore 270 vacation rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 3,510 verified reviews to help you choose

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
170 of Castiglione della Pescaia vacation rentals include wi-fi 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
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 agritourism property 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 warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!
4.93 out of 5 average rating, 292 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
La Casa di Alvino
Casa Alvino (sleeps 5+2) is surrounded by a large and shaded garden within a very exclusive centuries-old pine forest. The beach is private and is about 300m from the house. The house has 2 double bedrooms, 1 single bedroom, 2 bathrooms with a shower, one of which is smaller without a bidet, a living room, and a kitchen. There is a double sofa bed in the living room. On the beach there is a wooden sun canopy with two sun loungers and two deckchairs and a small shed to change and leave something.
5.0 out of 5 average rating, 3 reviews
Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.
4.95 out of 5 average rating, 146 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
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.
5.0 out of 5 average rating, 58 reviews
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.
4.66 out of 5 average rating, 97 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 consists of a double bedroom, a bathroom with a washing machine, and a living room with a kitchenette and a double sofa bed. Finely renovated in 2019 and equipped with soundproofed windows and air conditioning. It is located on the second floor without an elevator. The city tax of €1.20 per night per person is not included.
4.84 out of 5 average rating, 111 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
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
La Stallina - Perfect retreat from the city rush
Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.
4.98 out of 5 average rating, 181 reviews
50m from sea, near center, with garden, AC & WiFi
Very close to the sea and just a stone's throw from the center, this newly furnished apartment is the ideal choice for a relaxing holiday. Its strategic location allows you to enjoy the beaches, the village, and all the services within easy reach. Perfect for families or couples seeking tranquility, immersed in the beauty of the Maremma.
4.93 out of 5 average rating, 15 reviewsPopular amenities for Castiglione della Pescaia family-friendly rentals
Family-friendly home rentals with a hot tub

Casa del Capitano | Monte Grosso, Elba
5.0 out of 5 average rating, 118 reviews
LECCIONE RESIDENCE
4.93 out of 5 average rating, 145 reviews
Green Dome @ The Land Before Time Retreats
4.95 out of 5 average rating, 185 reviews
Palazzo Monaci - Pool in the Crete Senesi
4.96 out of 5 average rating, 142 reviews
Beautiful renovated barn in Tuscany
4.91 out of 5 average rating, 164 reviews
PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
4.91 out of 5 average rating, 100 reviews
Agriturismo La Villa - L'Olivo, Pool & Hot Tub
4.98 out of 5 average rating, 241 reviews
Villa di Geggiano - Guesthouse
4.99 out of 5 average rating, 155 reviewsFamily- and pet-friendly home rentals

Country cottage C&M surrounded by greenery, love Tuscany
4.94 out of 5 average rating, 203 reviews
Casa Sabina
4.98 out of 5 average rating, 129 reviews
Apartment within walking distance of the sea
4.86 out of 5 average rating, 59 reviews
Villa 50 steps from the beach
4.87 out of 5 average rating, 79 reviews
Agriturismo Bandinelli #3 "Palmizia"
4.94 out of 5 average rating, 65 reviews
Sea House
5.0 out of 5 average rating, 73 reviews
Antea Blu: beach house in Tuscany-2 bedrooms
4.95 out of 5 average rating, 93 reviews
Country house short distance from the sea
4.94 out of 5 average rating, 48 reviewsFamily-friendly home rentals with a pool

sea view villa with private infinity pool
4.99 out of 5 average rating, 123 reviews
Comfort Apartment in the Chianti Vineyards
4.93 out of 5 average rating, 455 reviews
Frontemare house with exclusive sea access
4.95 out of 5 average rating, 111 reviews
Torre dei Belforti
4.99 out of 5 average rating, 138 reviews
Mimosa Apartment - Poggio al Vento
4.99 out of 5 average rating, 112 reviews
Villa with a hydromassage pool
4.92 out of 5 average rating, 39 reviews
Podere la Pompa
5.0 out of 5 average rating, 27 reviews
TerraMadre FIRE
4.95 out of 5 average rating, 22 reviewsWhen is the best time to visit Castiglione della Pescaia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 610 | ﺩ.ﺇ 573 | ﺩ.ﺇ 533 | ﺩ.ﺇ 507 | ﺩ.ﺇ 521 | ﺩ.ﺇ 584 | ﺩ.ﺇ 723 | ﺩ.ﺇ 812 | ﺩ.ﺇ 536 | ﺩ.ﺇ 496 | ﺩ.ﺇ 599 | ﺩ.ﺇ 643 |
| 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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- Condo rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Villa rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Beach house rentals 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
- 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





