
House holiday rentals in Castiglioncello
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Top-rated house rentals in Castiglioncello
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Casa al Gianni - The Simignano Barn
Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!
ValueFamilyBarbecue

The Gegia Matta
In the green of Tuscany La Gegia Matta is the guesthouse of Villa Ruschi, a magnificent eighteenth-century property characterized by the typical Tuscan style. It is located in the center of Calci, in Val Graziosa and is easily accessible both by car and motorcycle. Nearby you will find restaurants, wine bars, groceries and you can also visit the beautiful Certosa di Calci. It is 10 minutes from Pisa, 20 minutes from Lucca , 1 hour from Florence and 20 minutes from the beaches of the Tyrrhenian coast.
ValueLocationOutdoor spaces

The MOONLIT & SUNNY COTTAGE near Florence
IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.
ValueFamilyOutdoor spaces

TREEhouse / casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.
ValueFamilyCheck-in

Tuscan cottages in an ancient villa with a garden
The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.
LocationFamilyAccuracy

Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring
FamilyValueCheckout

House in the heart of Tuscany
Appartamento ricavato da fienile toscano,vista panoramica della zona ,in campagna molto tranquillo vicino a città come San Gimignano. A 50km da Siena,Pisa e Firenze. A 30 min da Layatico. Importante: l'appartamento 40mq ha una soluzione aperta con camera da letto non separata dal soggiorno da una porta, solo con un piccolo corridoio (the apartmenthas an open solution with bedroom not separated from living room with a door). IMPOSTA DI SOGGIORNO €1 a persona (i bambini -7 anni non pagano)
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La Casina dei caci
Questa casa offre, per chi ama la natura, un paesaggio che si estende dalle colline boschive fino al mare dove possiamo ammirare un tramonto splendido, per chi ama fare passeggiate o andare bicicletta ci sono itinerari da seguire ,riposo assicurato .Questo alloggio dista dal centro di Montecatini Val di Cecina circa 5 km di cui 3 di strada asfaltata e 2 di strada sterrata .Dal 1 di Gennaio 2026 tassa di soggiorno di euro 1,50 a persona per ogni pernottamento da pagare in loco
ValueFamilyLaundry

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
LocationFamilyWalkability

House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.
LocationFamilyCheck-in

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.
LocationValueBeach

[LUXURY]Exclusive apartment between downtown and the sea
New, exclusive luxury home in Castiglioncello’s main square, 500m from the sea and 1.5 km from Cala ’de Medici port. Parking included. Beach service available on request: assistance with reservations, subject to availability. Modern, refined design with elegant arched doors and wood details. Unique, sophisticated atmosphere for a 5-star stay! Perfect location, walking distance to all services, ideal for leaving the car behind and exploring on foot.
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Popular amenities for Castiglioncello house rentals
House rentals with a pool

Hilltop Views From a Historic Tuscan Home
LocationFamilyComfort

Infinity pool in Chianti area
ValueFamilyCheck-in

Angela's Nest
LocationFamilyQuiet

SuiteLouise.pool, Hot Tub,homeGym & private Garden
ValueFamilyAmenities

Castel San Giorgio
LocationFamilyOutdoor spaces

Borgo Ripostena – No. 8 Casa Vecchia
ValueLocationIndoor spaces

Casa Luigi Suite with exclusive pool
LocationFamilyLaundry

Paluffo Stillo House
LocationValueWalkability
Weekly house rentals

Live the Tuscany Experience in Our Country House
LocationValueBarbecue

Casa Le Forbici. Private access to the sea
ValueLocationOutdoor spaces

The Cottage to relax and enjoy
ValueLocationOutdoor spaces

Borgo Metato – Panorama
FamilyLocationCheck-in

"Le Casette" holiday home
FamilyValueView

Chalet i Poggetti,
FamilyValueAccuracy

La casa di Fefè, green holidays
LocationFamilyComfort

La Cianciafera. House with garden 50 meters from the sea
ValueFamilyGetting around
Private house rentals

Design loft with private SPA in Tuscany
LocationValueBathroom

Podere Riparossa elegant house with tennis court
LocationFamilyIndoor spaces

Il Piccolo Borgo for 7 guests
LocationFamilyComfort

CountryHouse immersed in woodland
LocationFamilyBarbecue

Elegant House in Rosignano: 2.5 km from the Sea
LocationSleep qualityKitchen

Casa Marcello
LocationValueWi-Fi

La Romantica (Hot Whirlpool)
LocationViewCondition

"IRIS" Secret Nature Retreat
LocationValueIndoor spaces
Quick stats about house rentals in Castiglioncello

Total holiday rentals
Explore 30 holiday rentals in Castiglioncello

Nightly prices starting at
Castiglioncello holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Castiglioncello holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castiglioncello rentals

4.7 Average rating
Castiglioncello stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with a patio Castiglioncello
- Rentals with pools Castiglioncello
- Rentals with beach access Castiglioncello
- Beachfront rentals Castiglioncello
- Smoking-friendly rentals Castiglioncello
- Rentals with a balcony Castiglioncello
- Rentals with outdoor seating Castiglioncello
- Cottage rentals Castiglioncello
- Condo rentals Castiglioncello
- Apartment rentals Castiglioncello
- Waterfront rentals Castiglioncello
- Rentals with a washing machine and dryer Castiglioncello
- Family-friendly rentals Castiglioncello
- Pet-friendly rentals Castiglioncello
- Villa rentals Castiglioncello
- House rentals Tuscany
- House rentals Italy
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Stazione Santa Maria Novella
- Del Chianti
- Piazza della Repubblica
- Spiagge Bianche
- Gorgona
- Piazzale Michelangelo
- Spiaggia Di Sansone
- Parco delle Cascine
- Gulf of Baratti
- Pitti Palace
- Piazza della Signoria
- Boboli's Garden





