Boccheggiano Holiday Rentals

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Our top choices for Boccheggiano holiday rentals

Private House with Exclusive Swimming Pool Heated and Amazing View

Private House with Exclusive Swimming Pool Heated and Amazing View
Boccheggiano
9.6 out of 10, Exceptional, (56)
"Everything was great. The pool was warm. Views are fantastic stretching out to the sea. The town has a good supermarket. Only went to one restaurant, Dell'Upo, but it was good so went back most nights. The hosts were helpful and informative. Planning a return."
United Kingdom
Patrick H.
The price is AU$6,173
includes taxes & fees
31 Dec - 1 Jan 2026
Private House with Exclusive Swimming Pool Heated and Amazing View

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (19)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
Casa di Campagna in Toscana

Marconi 1935 B&B and Holiday Home

Marconi 1935 B&B and Holiday Home
Follonica
9.4 out of 10, Exceptional, (9)
"Brilliant little apartment, lovely roof terrace with whirlpool. Easy walk to station and beach. Check in all done via WhatsApp and seamless, beds comfy bathroom.excellent. highly reccomend"
United Kingdom
Mark
Marconi 1935 B&B and Holiday Home

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea

Comfort, relaxation and nature

Comfort, relaxation and nature
Monticiano
10.0 out of 10, Exceptional, (1)
"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"
Italy
Sandra V.
The price is AU$198
includes taxes & fees
30 Dec - 31 Dec
Comfort, relaxation and nature

Casa in Maremma Tuscany Village

Casa in Maremma Tuscany Village
3.0 star property
Scarlino
8.6 out of 10, Excellent, (76)
"Für Hundehalter sehr empfehlenswert"
Switzerland
Johnny
Casa in Maremma Tuscany Village

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AU$147
includes taxes & fees
25 Dec - 26 Dec
Tuscasì Aparthotel

panoramica casa con piscina privata

panoramica casa con piscina privata
siena
7.0 out of 10, Good, (10)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
United Kingdom
Olivier B.
panoramica casa con piscina privata

Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.8 out of 10, Exceptional, (7)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
United States
Michael G.
The price is AU$269
includes taxes & fees
4 Jan - 5 Jan 2026
Exclusive Stone Tower.

Apartment 'Carmelita' with Balcony and Wi-Fi

Apartment 'Carmelita' with Balcony and Wi-Fi
Massa Marittima
10.0 out of 10, Exceptional, (1)
"Pros: Il mio soggiorno presso la casa Carmelita è stato a dir poco spettacolare. Il design elegante , combinato con i suoi servizi di alto livello, ha reso l'esperienza davvero rilassante e piacevole. La titolare è attenta e cortese ha soddisfatto ogni mia esigenza, assicurando che il mio soggiorno fosse il più confortevole possibile. Grazie alla sua posizione comoda e al servizio eccellente, la casa vacanza Carmelita sarà la mia scelta preferita per l'alloggio ogni volta che mi reco a Massa...
Italy
Anonymous traveller
The price is AU$241
includes taxes & fees
8 Jan - 9 Jan 2026
Apartment 'Carmelita' with Balcony and Wi-Fi

Palazzo Malfatti- Studio flat standard

Palazzo Malfatti- Studio flat standard
Massa Marittima
9.0 out of 10, Wonderful, (2)
"Short walk to the San Cerbone cathedral and the piazza. Great restaurants and shops very close."
United States
John H.
The price is AU$188
includes taxes & fees
23 Dec - 24 Dec
Palazzo Malfatti- Studio flat standard

Domus Socolatae Residenza d'Epoca Charming B&B

Domus Socolatae Residenza d'Epoca Charming B&B
Follonica
9.4 out of 10, Exceptional, (23)
"Our stay was amazing, will be back soon!"
United States
Tiffany
Domus Socolatae Residenza d'Epoca Charming B&B

Room 'Camera 1 - Campo Ruffaldo' with Shared Pool, Wi-Fi and Air Conditioning

Room 'Camera 1 - Campo Ruffaldo' with Shared Pool, Wi-Fi and Air Conditioning
Massa Marittima
The price is AU$169
includes taxes & fees
23 Dec - 24 Dec
Room 'Camera 1 - Campo Ruffaldo' with Shared Pool, Wi-Fi and Air Conditioning

Apartment/ flat - Follonica

Apartment/ flat - Follonica
Follonica
9.6 out of 10, Exceptional, (22)
"Very nice apartment with great terrace. Location very quiet, shopping nearby and of course Pinos Pizza, the best pizza. Nice contact with Francesca and Maria. Thank you very much"
Germany
Christine and Jürg B.
The price is AU$415
includes taxes & fees
23 Dec - 24 Dec
Apartment/ flat - Follonica

Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano
Toscana
The price is AU$217
includes taxes & fees
23 Dec - 24 Dec
Detached house with garden a few minutes from the abbey of San Galgano

Room 'La Concia - Spiga' with Shared Garden and Wi-Fi

Room 'La Concia - Spiga' with Shared Garden and Wi-Fi
Gavorrano
Room 'La Concia - Spiga' with Shared Garden and Wi-Fi

Palazzo Malfatti - appartamento familiare per 4 persone

Palazzo Malfatti - appartamento familiare per 4 persone
Massa Marittima
The price is AU$233
includes taxes & fees
23 Dec - 24 Dec
Palazzo Malfatti - appartamento familiare per 4 persone

Oasis La Verde in the Countryside

Oasis La Verde in the Countryside
Follonica
The price is AU$175
includes taxes & fees
6 Jan - 7 Jan 2026
Oasis La Verde in the Countryside

Palazzo Malfatti - Bilocale per due persone

Palazzo Malfatti - Bilocale per due persone
Massa Marittima
The price is AU$171
includes taxes & fees
23 Dec - 24 Dec
Palazzo Malfatti - Bilocale per due persone

Apartment 'Appartamento Sofia' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'Appartamento Sofia' with Shared Pool, Wi-Fi and Air Conditioning
Gavorrano
The price is AU$151
includes taxes & fees
27 Dec - 28 Dec
Apartment 'Appartamento Sofia' with Shared Pool, Wi-Fi and Air Conditioning
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.
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Top Boccheggiano Hotel Reviews

Find out more about Boccheggiano

Everything you need to know about Boccheggiano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Boccheggiano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boccheggiano holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Boccheggiano holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boccheggiano. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Boccheggiano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boccheggiano holiday rentals we have selected for you start as low as AU$147 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Boccheggiano rentals

At Expedia, we put the best Boccheggiano holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Boccheggiano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boccheggiano holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boccheggiano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Boccheggiano?

Yes, there are holiday rentals close to the most popular sights in Boccheggiano, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Boccheggiano has to offer?

Private House with Exclusive Swimming Pool Heated and Amazing View: This highly rated holiday home rental in Boccheggiano is located in a rural location, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of books so that you can immerse yourself in your holiday.

How many holiday rentals are there in Boccheggiano?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Boccheggiano stay.

What’s there to see and do in Boccheggiano?

Explore the area and family-friendly sights such as Piscina Il Giunco, or get out into nature at a spot like I Canaloni del Torrente Farma. In the wider area, you’ll find Abbazia di San Galgano and Cathedral of Massa Marittima.

What’s a holiday rental in Boccheggiano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Boccheggiano. Holiday rentals provide amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.