
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 $102 SGD per night before taxes and fees

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

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
170 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.

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.
Indoor spacesFamilyValue
Medieval Tower experience with Panoramic Rooftop
If you are looking for a unique experience in the heart of San Gimignano, this is the place for you. With its 42 mt of height, Torre Salvucci Maggiore is one of the medieval town's famous towers and today the only one turned into a vertically-spread accommodation divided into 11 floors for a total of 143 steps. A magical setting unlike any other. The tower can hosts couples or small groups of up to 3 people. At the top, the panoramic terrace awaits for you with an axtraordinary 360° city view.
FamilyIndoor spacesAccess

Casa del Capitano | 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.
Indoor spacesKitchenCleanliness

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.
Indoor spacesFamilyHiking

Torre dei Belforti
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
FamilyKitchenCondition

2 ❤️ e 1 Yurta Glamping in Tuscany solo adulti
Romantico Glamping per adulti, nel cuore della campagna Toscana. Tenda Yurta di tipologia Silver 35mq + bagno interno privato 7mq + Jacuzzi a legna all'aperto privata* (*SUPPLEMENTO), veranda relax privata. Riscaldata in inverno e aria condizionata in estate. Cene con consegna direttamente alla Yurta, disponibili per un'esperienza ancora più gustosa (*SUPPLEMENTO*). - Parcheggio privato, WiFi - Cucina con frigorifero, microonde, (NO FORNELLI) + barbecue privato all'aperto.
Indoor spacesFamilyAir conditioning

Casa al Gianni - Capanna
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!
KitchenFamilyCondition

Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
Indoor spacesFamilyBreakfast

Casetta Venere relax Toscano a 3 Km dal mare
Casetta Venere: Mare, natura e Pet-Friendly. A soli 3 km dal mare cristallino di Castiglione della Pescaia, Casetta Venere è un piccolo gioiello toscano tra ulivi, perfetto per coppie, famiglie e viaggiatori con animali. La casa offre spazi curati, un bel giardino privato e un’atmosfera intima e accogliente. Ti aspettiamo per un soggiorno lento, autentico e pieno di bellezza in mezzo alla natura.
KitchenFamilyAir conditioning

Appartamento sulla spiaggia con posto auto privato
Dal salone alla spiaggia con un balzo. Dalla finestra affacciata sul lungomare pedonale potrete immergervi nel rumore delle onde osservando il tramonto sul Mar Tirreno. Nel giardino privato sul retro potrete passare serate indimenticabili lontani da sguardi indiscreti, magari con una bella cena a lume di candela, godendovi i profumi della selvaggia natura maremmana.
FamilyIndoor spacesOutdoor spaces

Little Jewel in the center of CDP
Typical bi-level studio right in the center of Castiglione della Pescaia with all the facilities at hand (restaurants, bars, shops, gelaterie, pharmacy ..) With stone walls, terracotta floors, beamed ceiling, wooden mezzanine and finishes, it has the typical tuscan atmosphere! Only 5 minutes walking distance from the sea
KitchenFamilyAccuracy

sea view villa with private infinity pool
RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.
FamilyIndoor spacesComfort
Popular amenities for Castiglione della Pescaia family-friendly rentals
Family-friendly home rentals with a hot tub

Palazzo Monaci - Piscina nelle crete Senesi
KitchenFamilyValue

Appartamento "Red Rose" con vista su Siena.
FamilyKitchenOutdoor spaces

RESIDENZA LECCIONE
KitchenIndoor spacesGetting around

EcoLodge – modernes Design in ruhiger Panoramalage
KitchenIndoor spacesShared spaces

Splendido fienile ristrutturato in Toscana
FamilyIndoor spacesBathroom
Wp Relais Villa Vignalunga
Indoor spacesFamilyAccuracy

La Pieve - the house next to the church
KitchenFamilyBiking

Apartment Veronica - Tuscany Charme
Indoor spacesFamilyValue
Family- and pet-friendly home rentals

Holiday in antique farm, Belvedere
Indoor spacesKitchenComfort

Rosa come il cielo al tramonto
KitchenIndoor spacesView

Mascagni Farmhouse in Val d'Orcia Pienza
Indoor spacesFamilyBiking

Country house short distance from the sea
KitchenIndoor spacesGetting around

Casa Acquamarina
KitchenFamilyParking

Lovely seasidehouse with new air condition !
FamilyKitchenAccuracy

Villa panoramica con terrazzo vista mare
KitchenIndoor spacesParking

Glamping in agriturismo in Toscana - Superior
KitchenLocationComfort
Family-friendly home rentals with a pool

Castel Brunello - 2 doublebed rooms + terrace
FamilyIndoor spacesLocation

TUSCANY farm house SWIMMING POOL
KitchenIndoor spacesBeach

Podere La Castellina - N°1 COTTAGE
KitchenIndoor spacesBreakfast

Casa Frontemare con accesso al mare esclusivo
KitchenIndoor spacesAmenities

Villetta con piscina Idromassaggio
KitchenIndoor spacesNearby

Melograno 4 Apartment Querciolaie
FamilyIndoor spacesPool

Appartamento La Mignola
Indoor spacesFamilyShared spaces

Vetulonia casa colonica con Pool Relax
FamilyKitchenCondition
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 | $177 SGD | $182 SGD | $204 SGD | $252 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
- Flat rentals 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
- 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
- Parco Regionale Della Maremma
- Cala Violina
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Pianosa
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Cascate del Mulino
- Spiaggia Di Barbarossa
- Mount Amiata
- CavallinoMatto
- Vulci
- Siena Cathedral
- Palazzo Pubblico
- Terme San Filippo
- Spiaggia di Fetovaia
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





