Grosseto Vacation 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Grosseto vacation rentals

Desk, laptop workspace, soundproofing, free WiFi
Guest House All'83

Townhouse in Grosseto

Guest House All'83
9.6 out of 10, Exceptional, (5)
"Tutto ok!! Nessuna pecca!!"
Italy
Alessio
Guest House All'83
View from room
Residence la Pace - Pool & Relax

Residence in Grosseto

Residence la Pace - Pool & Relax
10.0 out of 10, Exceptional, (1)
"bellissima struttura gestita da una famiglia gentilissima!"
Italy
Matteo
Residence la Pace - Pool & Relax
Interior entrance
Residence Il Boschetto

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 P5,619
P6,181 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Residence Il Boschetto
Poolside bar
Fattoria Maremmana

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 P18,291
P20,120 total
includes taxes & fees
Dec 27 - Dec 28
Fattoria Maremmana
Terrace/patio
Agriturismo Bio Femminella

Apartment in Grosseto

Agriturismo Bio Femminella
6.0 out of 10, (1)
"Soweit war alles gut, wir waren zufrieden. Leider auch ein paar Kleinigkeitendie die wir uns besser gewünscht hätten. In der Toilette Ist eine Dichtung zu ersetzen, es läuft ständig Wasser durch und macht geräusche. Auch das Klappbett ist gewöhnungsbedürftig. "
Germany
Wilfried
The price is P5,481
P6,029 total
includes taxes & fees
Dec 21 - Dec 22
Agriturismo Bio Femminella
Il Cantuccio

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
Front of property - evening/night
Fattoria Pian di Rocca

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
Minibar, individually furnished, desk, blackout drapes
Marconi 1935 B&B and Holiday Home

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
Breakfast area
Agriturismo Poggio Monte

Townhouse in Manciano

Agriturismo Poggio Monte
9.6 out of 10, Exceptional, (9)
" Great place and staff"
United States
Tomas
Agriturismo Poggio Monte
Front of property
Domus Socolatae Residenza d'Epoca Charming B&B

Townhouse in Follonica

Domus Socolatae Residenza d'Epoca Charming B&B
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
Exterior
Casa in Maremma Tuscany Village

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
Restaurant
La Posta di Torrenova

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
Seasonal outdoor pool, pool umbrellas, sun loungers
BeVedetta - Relais & Glamping - Adult Only

Townhouse in Scarlino

BeVedetta - Relais & Glamping - Adult Only
10.0 out of 10, Exceptional, (9)
"The place it is just amazing, deepen in the green vegetations behing the gulf of Follonica, surrounded by nature and quiet and with a great view of Elba island, it is a perfect place for a relaxing break. "
United Kingdom
Pietro
BeVedetta - Relais & Glamping - Adult Only
Terrace/patio
RTA Il Sole dell'Argentario

Condo in Monte Argentario

RTA Il Sole dell'Argentario
The price is P10,114
P15,178 total
includes taxes & fees
Dec 31 - Jan 1, 2026
RTA Il Sole dell'Argentario
Exterior
Villa La Terrazza

Vacation Home in Porto Santo Stefano

Villa La Terrazza
The price is P8,269
P11,843 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Villa La Terrazza
Outdoor pool, sun loungers
Borgo degli Olivi

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
Massages
Chalet Il Cristallo

Townhouse in Castel del Piano

Chalet Il Cristallo
6.8 out of 10, (3)
"Puzza di chiuso e muffa in camera, muffa sul muro, letto con trapunta, lenzuolo e coprimaterasso con n macchia di non so cosa, per aprire lucernario del bagno ho dovuto togliere ragnatele con insetti incorporati. Molle del letto che si sentivano nella schiena e per finire nido sul davanzale che impediva la chiusura degli antoni, non avrei mai fatto togliere il nido amo gli animali, ma le tende interne oltre che sporche non si potevano tirare per impedire un po' alla luce di entrare, alle ore 5...
Italy
Giordano
The price is P3,938
P4,538 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Chalet Il Cristallo
2 bedrooms, iron/ironing board
CasaMatta 2

Vacation Home in Giglio Castello

CasaMatta 2
The price is P11,727
P15,650 total
includes taxes & fees
Jan 19 - Jan 20, 2026
CasaMatta 2
Exterior
Villa Stella Marina

Cottage in Castiglione della Pescaia

Villa Stella Marina
The price is P74,792
P82,271 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Villa Stella Marina
Terrace/patio
Antico Brunello

Villa in Montalcino

Antico Brunello
The price is P453,286
P499,301 total
includes taxes & fees
Dec 27 - Dec 28
Antico Brunello
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Grosseto Hotel Reviews

Maestrale Resort Hotel - Alberese, Grosseto

Maestrale Resort Hotel - Alberese, Grosseto

10/10 Excellent
"Clean, great staff "
Maurizio 2-night trip
Posted 4 days ago
Maestrale Resort Hotel - Alberese, Grosseto

Find out more about Grosseto

Search for holiday rentals in Grosseto on Expedia! You can easily find your home rentals, villas, holiday apartments in Grosseto using one of the methods below:

  • View our selection of featured holiday rentals in Grosseto
  • Use the map to find apartments and other holiday homes in the Grosseto neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Grosseto while they last

Look no further and take a look at our great range of rental properties in Grosseto!

Frequently asked questions

Can I find a vacation rental in Grosseto?

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

How many vacation rentals are there in Grosseto?

Expedia has 81 vacation 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 vacation rentals like in Grosseto?

Vacation rentals are private properties you can stay in for a short or long stay in Grosseto. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.