
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 250 holiday rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia holiday rentals start at $51 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
Top-rated family-friendly rentals in Castiglione della Pescaia
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Pieve di Caminino Historic Farm
Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

The walnut tree view, Montepulciano
The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

The Ancient Views in Pitigliano
Spacious and elegant apartment (130 sq m), beautifully furnished with a nod to tradition. Generous living areas provide the perfect setting to unwind, recharge, or enjoy quality time with friends. Ideal for a couple, two pairs of friends, or a family of four. Bedrooms are equipped with air conditioning. However, if you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Casa al Gianni - Hut
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!

Selvabella in Chianti B&B Il Riccio
Selvabella is a farmhouse situated in the heart of Tuscany, half way between Greve and Panzano in Chianti. Just 35 km from Florence and Siena it is a perfect place to enjoy the beauty of Chianti. Il Riccio is an apartment of 45 square meters. It has a double bedroom, a living-room/bedroom with two sofas/ single beds, a large bathroom and a kitchenette (fridge, sink, small oven and 2 buners gsafire). It is the perfect place for lovers of nature, cooking and pottery.

Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

La Dolce Vita Romantic Sea-view Cottage. Tuscany
Welcome to Il Baciarino, a rustic agriturismo in the green hills of Maremma, Tuscany’s wild and less-traveled coastal region. Our property offers unique, handcrafted cottages with sea views, privacy, and direct contact with nature. Set within 19 acres of hillside wilderness in the charming Etruscan town of Vetulonia, Il Baciarino is the perfect place to escape the city, slow down, and enjoy unspoiled landscapes, fresh seafood, and good wine.

The cave
My accommodation is in the historic center of the country. It is only 10 km from Terme of Sorano, while 20 km from Bolsena Lake and Saturnia (spa). You'll love my place because it's bright, panoramic, clean, and welcoming. Suitable for couples, sole adventurers, families (with kids) and furry friends (pets). NB: if the reservation is for two people it means only one bed, for an extra bed it is necessary to book at least for 3 people.
Popular amenities for Castiglione della Pescaia family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful renovated barn in Tuscany

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Captain's House | Monte Grosso, Elba

Villa di Geggiano – Guesthouse

La Pieve - the house next to the church

Green Dome @ The Land Before Time Retreats

LECCIONE RESIDENCE

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

The terrace of Rosi, houses in the villagge

Farmhouse barn, pool, sea, Maremma, Tuscany

Apartment with amazing views

Holiday in antique farm, Belvedere

Giuliana's little house

Panoramic villa with a terrace overlooking the sea

Panoramic penthouse in the ancient village

Poggio Bicchieri Holiday Farm - Memoria apartment
Family-friendly home rentals with a pool

Open Space Piscina e Giardino

Il Camino: cosy & artfully inspired country house

Suite

Large apartment with a swimming pool

Tuscan Luxury Villa • Natural Pool & Privacy

Mirto 1 Apartment Querciolaie

Cipressini 1 - Swimming pool and stunning view

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 | $213 SGD | $200 SGD | $186 SGD | $174 SGD | $171 SGD | $201 SGD | $253 SGD | $283 SGD | $187 SGD | $173 SGD | $209 SGD | $224 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 |
Destinations to explore
- Pet-friendly rentals Castiglione della Pescaia
- Rentals with outdoor seating Castiglione della Pescaia
- Apartment rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Rentals with a patio Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Rentals with a firepit Castiglione della Pescaia
- Smoking-friendly rentals Castiglione della Pescaia
- Flat rentals Castiglione della Pescaia
- Rentals with a washing machine and dryer Castiglione della Pescaia
- Rentals with a fireplace Castiglione della Pescaia
- House rentals Castiglione della Pescaia
- Villa 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
- 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





