Grosseto Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Grosseto holiday rentals

Townhouse in Grosseto

Guest House All'83
9.6 out of 10, Exceptional, (5)
"Tutto ok!! Nessuna pecca!!"
Italy
Alessio
Guest House All'83

Townhouse in Grosseto

Residence Il Boschetto
9.0 out of 10, Wonderful, (6)
"The house is gorgeous! The area is very nice and the amenities were great! "
United States
Enrique
The price is NZ$173
includes taxes & fees
5 Jan - 6 Jan 2026
Residence Il Boschetto

Residence in Grosseto

Fattoria Maremmana
4.0 star property
8.0 out of 10, Very good, (11)
"Staff very friendly and helpful. Very quiet stay as we visited at the beginning of the slow season. "
United States
James
The price is NZ$594
includes taxes & fees
1 Jan - 2 Jan 2026
Fattoria Maremmana
The price is NZ$324
includes taxes & fees
1 Jan - 2 Jan 2026
Camera Doppia Indipendente con Bagno e Accesso Privato
The price is NZ$397
includes taxes & fees
11 Jan - 12 Jan 2026
Apartment "Geranio - Agriturismo La Fattoria" with Garden & Wi-Fi
The price is NZ$500
includes taxes & fees
13 Jan - 14 Jan 2026
Apartment "Margherita - Agriturismo La Fattoria" with Garden & Wi-Fi

Townhouse in Castiglione della Pescaia

Fattoria Pian di Rocca
9.6 out of 10, Exceptional, (30)
"Great place to stay. Very clean, close to town, great breakfast. "
Canada
Jose Pedro
Fattoria Pian di Rocca

Townhouse in Manciano

Il Cantuccio
9.2 out of 10, Wonderful, (53)
"very warm and welcoming. I do recommend having a phone with roaming access so you can receive your instructions to access."
Australia
Eugenio
Il Cantuccio

Townhouse in Manciano

Agriturismo Poggio Monte
9.6 out of 10, Exceptional, (9)
" Great place and staff"
United States
Tomas
Agriturismo Poggio Monte

Residence in Piombino

Borgo degli Olivi
3.0 star property
8.2 out of 10, Very good, (89)
"Nulla da dire ottimo"
Italy
Antonio Pasquale
Borgo degli Olivi

Apartment in Scarlino

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

Residence in Orbetello

La Posta di Torrenova
3.0 star property
9.0 out of 10, Wonderful, (21)
"Just the loveliest place. Cannot recommend more highly. "
United States
Hugh
La Posta di Torrenova
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

Townhouse in Follonica

Nautilus B&B Suite Design
10.0 out of 10, Exceptional, (5)
"Was one of the better places I stayed on this trip loved the lights in the shower view was nice the rain head and the waterfall head need to be cleaned some water was coming out but they where pretty stopped up other then that excellent place to stay"
United States
James
Nautilus B&B Suite Design

Townhouse in Follonica

Marconi 1935 B&B and Holiday Home
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

Holiday Home in Monticiano

Comfort, relaxation and nature
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 NZ$207
includes taxes & fees
2 Jan - 3 Jan 2026
Comfort, relaxation and nature

Apartment in Magliano

A STONE'S THROW FROM THE SEA
8.0 out of 10, Very good, (2)
"Das Anwesen ist sehr hübsch und abgelegen an einer Nebenstraße mit ausreichend Parkplätzen. Die Beschreibung stimmt natürlich nicht mit "wenigen Schritten zum Meer", es handelt sich um ca. 6 km Autoweg. Der Zutritt zur Wohnung wird über eine Terassentüre gewährt, welche direkt in eine Küche führt. Früh fällt auf, dass diese recht dunkel ist und die Lampen und Anschlüsse nicht funktionieren. Die installierten Steckdosen sind teilweise gar nicht kompatibel für die dort bereits vorhandenen Stecker...
Germany
Lena-Marie F.
The price is NZ$379
includes taxes & fees
12 Jan - 13 Jan 2026
A STONE'S THROW FROM THE SEA
10.0 out of 10, Exceptional, (3)
"This property is truly an hidden treasure . Small,quiet,clean and comfortable and centrally located . The management is always ready to assist and the surrounding village has all what needed for few days of relax. Highly recommended . A "
United States
sarrocchi
The price is NZ$463
includes taxes & fees
6 Jan - 7 Jan 2026
Holiday Home "Retreatloft in Manciano" with Private Terrace & Wi-Fi

Condo in Monte Argentario

RTA Il Sole dell'Argentario
The price is NZ$448
includes taxes & fees
1 Jan - 2 Jan 2026
RTA Il Sole dell'Argentario
The price is NZ$262
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Tuscany Villa w/ Private Infinity Pool
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Grosseto Hotel Reviews

Find out more about Grosseto

Everything you need to know about Grosseto 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 Grosseto 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 Grosseto holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Grosseto holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Grosseto. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Grosseto 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 Grosseto holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Grosseto rentals

At Expedia, we put the best Grosseto 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 Grosseto 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 Grosseto 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 Grosseto. 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 a holiday rental in Grosseto?

Yes, there are holiday rentals in Grosseto close to Natural History Museum of Maremma, or you can select a more secluded option if you're looking for a relaxing stay. Grosseto is known for its monuments and spas. Make sure you have time to check out the waterfalls and waterfront during your trip.

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

Casa Viale Italia - homely house with direct access to the sandy beach: This holiday home rental outside of Grosseto is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Grosseto?

Expedia has 81 holiday rentals for your stay in Grosseto.

What can I see and do in Grosseto?

Cultural attractions include Maremma Museum of Archaeology and Art, whereas Natural History Museum of Maremma is just one of the family-friendly sights. Other places in town to visit include Court of Grosseto and Roselle Archaeological Area.

What are holiday rentals like in Grosseto?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Grosseto. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.