Book Holiday Homes in Castellina Marittima

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Castellina Marittima

Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel

Stradone del Lupo, 13 Rosignano Marittimo LI
Fully refundableReserve now, pay when you stay
Located in Rosignano Marittimo, Antico Podere San Francesco Hotel is within a 15-minute drive of Acqua Village and Parco Gallorose.
Opens in a new windowAntico Podere San Francesco Hotel
Agriturismo I Casali - A stone farmhouse from 1850 with pool

Agriturismo I Casali - A stone farmhouse from 1850 with pool

Micciano Pisa
With a stay at this vacation home in Pomarance, you'll be by the sea, and 12.2 mi (19.7 km) from Montecatini Val di Cecina Mining Museum and 15 mi (24.1 km) ...
Opens in a new windowAgriturismo I Casali - A stone farmhouse from 1850 with pool
LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW -  NEXT TO A GOLF COURSE (MORAIOLO)

LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (MORAIOLO)

Ghizzano Provincia di Pisa
When you stay at this vacation home in Peccioli, you'll be next to a golf course and 14 minutes by car from Castelfalfi Golf Course.
Opens in a new windowLUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (MORAIOLO)
Save an average of 15% on thousands of hotels when you're signed in
Historic mansion with suites, rooms and scenic garden

Historic mansion with suites, rooms and scenic garden

Montopoli Tuscany
With a stay at this vacation home in Montopoli in Val d'Arno, you'll be within a 10-minute drive of Arno River and Pasticceria Andreoni.
Opens in a new windowHistoric mansion with suites, rooms and scenic garden
Holiday house with private pool and fenced garden

Holiday house with private pool and fenced garden

Volterra Toskana
Located in Volterra, this vacation home is on a river, within a 15-minute drive of Balze di Volterra and Palazzo Incontri Viti.
Opens in a new windowHoliday house with private pool and fenced garden
Detached house, private swimming pool, private fenced garden, panoramic view

Detached house, private swimming pool, private fenced garden, panoramic view

Montopoli in val d'Arno Toscana
Located in Montopoli in Val d'Arno, this vacation home is by the ocean, within a 10-minute drive of Pasticceria Andreoni and Arno River.
Opens in a new windowDetached house, private swimming pool, private fenced garden, panoramic view
Appartamento Appera Ristrutturato ad un Passo dal Mare

Appartamento Appera Ristrutturato ad un Passo dal Mare

Rosignano Solvay-Castiglioncello Provincia di Livorno
Located in Rosignano Marittimo, this vacation home is on the waterfront, within a 15-minute walk of Castiglioncello Beach and Canottieri.
Opens in a new windowAppartamento Appera Ristrutturato ad un Passo dal Mare
Tuscan house in an ancient village near San Gimignano - Il Fienile

Tuscan house in an ancient village near San Gimignano - Il Fienile

Gambassi Terme Tuscany
Located in Gambassi Terme, this vacation home is in a rural location, within a 15-minute drive of Monastery of San Vivaldo and Pieve di Santa Maria a ...
Opens in a new windowTuscan house in an ancient village near San Gimignano - Il Fienile
Apartment with 4 bedrooms and 3 bathrooms in a cozy vacation farmhouse.

Apartment with 4 bedrooms and 3 bathrooms in a cozy vacation farmhouse.

Toscana Provincia di Livorno
With a stay at this vacation home, you'll be centrally located in Fauglia, within a 15-minute drive of Pasta Martelli and Cantina Delle Colline Pisane.
Opens in a new windowApartment with 4 bedrooms and 3 bathrooms in a cozy vacation farmhouse.
Don't see what you're looking for?
See all available properties in Castellina Marittima
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Castellina Marittima Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Castellina Marittima vacation homes are the perfect way for you to wing it.

Holiday houses in Castellina Marittima let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Castellina Marittima in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Castellina Marittima adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Castellina Marittima with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Castellina Marittima vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Castellina Marittima Holiday Homes essential information

Accommodation
931 Holiday Homes
Lowest Price
AU$157
Highest Price
AU$474
Popular accommodation
Antico Podere San Francesco Hotel, Agriturismo I Casali - A stone farmhouse from 1850 with pool, LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (MORAIOLO), Historic mansion with suites, rooms and scenic garden, Holiday house with private pool and fenced garden, Detached house, private swimming pool, private fenced garden, panoramic view, Appartamento Appera Ristrutturato ad un Passo dal Mare, Tuscan house in an ancient village near San Gimignano - Il Fienile, Apartment with 4 bedrooms and 3 bathrooms in a cozy vacation farmhouse.

Top trending hotels in Castellina Marittima

Max Hotel Livorno

Max Hotel Livorno

4 out of 5
Via Giotto Ciardi, 28 Livorno LI
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 13 Jan to 14 Jan
AU$157
13 Jan - 14 Jan 2026
includes taxes & fees
With a stay at Max Hotel Livorno in Livorno, you'll be within a 10-minute drive of Port of Livorno and Stabilimento termale Acque della Salute.
Opens in a new windowMax Hotel Livorno
Castelfalfi

Castelfalfi

5 out of 5
Loc. Castelfalfi Montaione FI
Located in Montaione, Castelfalfi is in a rural location, a 4-minute drive from Castelfalfi Golf Course and 7 minutes from Monastery of San Vivaldo.
Opens in a new windowCastelfalfi
Tombolo Talasso Resort

Tombolo Talasso Resort

5 out of 5
Via Del Corallo 3 Castagneto Carducci LI
Fully refundable
The price is AU$474 per night from 12 Jan to 13 Jan
AU$474
12 Jan - 13 Jan 2026
includes taxes & fees
A stay at Tombolo Talasso Resort places you in the heart of Castagneto Carducci, a 2-minute drive from Cavallino Matto and 12 minutes from Marina di San ...
Opens in a new windowTombolo Talasso Resort
Save an average of 15% on thousands of hotels when you're signed in
Boccioleto Resort&Spa

Boccioleto Resort&Spa

4 out of 5
Via Collegalli Montaione FI
When you stay at Boccioleto Resort&Spa in Montaione, you'll be next to a golf course and 12 minutes by car from Castello di Coiano.
Opens in a new windowBoccioleto Resort&Spa
Don't see what you're looking for?
See all available properties in Castellina Marittima
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.