
Family-friendly holiday rentals in Castiglione della Pescaia
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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

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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.

Charming converted Hayloft overlooking the Chianti Hills
Inspired by the rustic Tuscan style, this gorgeously refurbished hayloft features ceilings with exposed beams and bricks and thoughtful touches for a stylish and comfortable decor. From the relaxing hammock and the stone made barbecue in a panoramic garden to the cozy fireplace, every space feels open and inviting. Immersed in total peace and tranquillity with a breathtaking view over the Chianti hills, halfway between Florence, Arezzo and Siena, the barn is a perfect homebase to visit Tuscany. The accommodation has 2 floors. The upper floor spaces 2 double bedrooms with wonderful views of the olive trees and a bathroom with window and large masonry shower. On the ground floor a cozy and spacious living area with fireplace and a kitchenette with gas stove a large fridge and oven. The barn has ceilings with exposed beams and bricks. Outside there is a panoramic garden set on its own where, in the shade of a walnut trees, you can relax on a hammock or grill your meal (included an authentic local Fiorentina steak :-) on the stone made barbecue. A garden table is there for romantic dinners 'al fresco'. Immersed in total peace and tranquility halfway between Florence, Arezzo and Siena the barn is a perfect homebase to visit Tuscany. To find the exact location of the house type the following code in GMaps: 8FMHGG25+QV The house is in the countryside. The closest towns are Cavriglia and the small Medioeval villages of Moncioni and Montegonzi. In each town you can find great local restaurants and a small grocery shop. Moncioni is 3 km far away. A big supermarket is located in Montevarchi and you can reach it in 8 minutes by car ( exactly 7 km far away). In Montevarchi you can also find one of the best farmer markets in Tuscany! The station of Montevarchi is 8 km away from the barn. From there you can take train to Florence and Arezzo. Siena can be reached in 30 minutes by car. The easy access to the motorway A1/E35 Milan-Florence-Rome (the Valdarno exit is only at 13 km) allows you to reach numerous interesting spots within a short time, both in Tuscany and Umbria, while few kilometres south of Cavriglia you enter the suggestive territory of the Crete Senesi. Out in the countryside, the home offers an authentic experience of Tuscany. Small towns and villages are a short drive away providing acces to exceptional local restaurants and fantastic farmers markets. A big supermarket is located in Montevarchi (7 km far away). The railway station is 8 km away from the barn. From there you can take train to Florence and Arezzo. Cities of interest like Siena, Montepulciano, Pienza and Monteriggioni can be reached in 40 minutes by car The only way to reach the house is by car. A taxi service is active from Montevarchi You will be provided of blankets and towels. The kitchen is equipped with and kind of pots, pans, bowl, plates and silverware. You are welcome to use them. Free Netflix available

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.

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.

Casale Renieri – Petronilla
Il "Casale Renieri" da secoli proprietà dei Conti Renieri, si trova nella campagna di Vetulonia, antica ed importante città etrusca, luogo ricco di storia, miti, leggende e sapori antichi. Lo sguardo spazia in un panorama immenso tra le colline, il cielo infinito e colori esuberanti. I clivi scanditi dagli argentei ulivi e orlati da filari di maestosi cipressi, incorniciano il giardino formale che si staglia davanti all' ingresso. Lo splendido mare di Castiglione della Pescaia dista 13 km

Flat, Agriturismo "Biofattoria l'Upupa"
The flat is on the first floor of a classic Tuscan farmhouse called ‘Biofattoria l'Upupa’. Magnificent hillside location between the Val d'Orcia and the Crete Senesi. Suitable for families with children. Consisting of kitchen, large living room, bathroom with shower, 1 double bedroom and 1 bedroom with bunk beds. There is a double sofa bed in the living room. The flat is equipped with wifi. Free parking on private property. Complete breakfast kit including homemade cakes.

House at Gianni - Olmo
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.

La Casetta di Brunello, very panoramic with terrace
STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

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.

Leo's porch
Stay in this unique place and spend unforgettable evenings gazing at the horizon. Breathe clean air and enjoy the relaxation offered by the village of Scarlino. Ideal for couples or small families who want functional and comfortable accommodation. FROM MAY 1 TO AUGUST 31, a tourist tax of €1.00 per night/person is applied for each day of stay. Bed linen and towels are NOT INCLUDED in the final price of the accommodation.

Via Senese, Monteriggioni, Siena
“La Senesina” - Enchanting apartment immersed in the exquisitely beautiful Tuscan countryside, 4 km from Siena and 8 km from Monteriggioni. Ideal location from which to explore the most important towns and cities, rich in history, art and culture.

Studio apartment in historical center 1
The apartment is in the main street of the historic center 30 meters from Piazza del Duomo. Completely renovated in 2018, overlooking the sea and countryside. It's on the third floor in a historic medieval palace.
Popular amenities for Castiglione della Pescaia family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful renovated barn in Tuscany

Il Cubetto -Sea Studio: sense of peace and freedom

Captain's House | Monte Grosso, Elba

2 ❤️ and 1 Yurt Glamping in Tuscany for adults only

Villa di Geggiano – Guesthouse

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

Country house short distance from the sea

Beautiful medieval village!!!

Celeste – The color of the summer sky in Tuscany

Quercia holiday home @Poderino il Sole, Tuscany

La Dolce Vita Romantic Sea-view Cottage. Tuscany

Little Jewel in the center of CDP

Monteriggioni Castello, holiday house in Tuscany
Family-friendly home rentals with a pool

Podere Lagoprile – Holiday apartment "Buriano"

Panoramic Country Suite Montalcino

Melograno 4 Apartment Querciolaie

Belforti Tower

Bel Casale with sea view and the mediaeval village

Agriturismo Bandinelli #3 "Palmizia"

Borgo Ripostena – No. 8 Casa Vecchia

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 | $214 SGD | $201 SGD | $187 SGD | $175 SGD | $171 SGD | $202 SGD | $254 SGD | $285 SGD | $188 SGD | $174 SGD | $210 SGD | $225 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
- Rentals with a washing machine and dryer Castiglione della Pescaia
- Apartment rentals Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Smoking-friendly rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- House rentals Castiglione della Pescaia
- Rentals with a firepit Castiglione della Pescaia
- Flat rentals Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Villa rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Rentals with outdoor seating Castiglione della Pescaia
- Rentals with a patio Castiglione della Pescaia
- Rentals with a fireplace Castiglione della Pescaia
- Family-friendly rentals Grosseto
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Feniglia
- Spiaggia Di Sansone
- Spiagge Bianche
- Spiaggia Di Barbarossa
- Spiaggia di Capo Bianco
- Gulf of Baratti
- Le Cannelle
- Spiaggia di Marina di Campo
- Pianosa
- Cascate del Mulino
- Parco Regionale Della Maremma
- Palazzo Pubblico
- Siena Cathedral
- CavallinoMatto
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Vulci
- Mount Amiata
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore





