A beach with thatched umbrellas and wooden tables.

Grosseto Vacation Rentals

  • 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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Grosseto vacation homes

A wooden structure with a sign that reads "Happy Holidays." It has multiple shelves with potted plants and flowers.

1. Romantico monolocale in casale

Romantico monolocale in casale
Rispescia
The price is CA $145
CA $178 total
includes taxes & fees
Oct 5 - Oct 6
Romantico monolocale in casale
An outdoor patio with a wooden floor, a covered seating area, and a view of a green landscape.

2. Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning

Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning
Braccagni
The price is CA $196
CA $201 total
includes taxes & fees
Oct 5 - Oct 6
Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

3. Agriturismo Benvenuti

Agriturismo Benvenuti
Roccastrada
6.0 out of 10, (3 reviews)
"La stanza era molto grande e tranquilla. C'è anche un giardino abbastanza ampio a disposizione esclusiva di ogni camera/appartamento. Estrema cortesia. Ovviamente si è in aperta campagna, non in vicinanza del mare o dentro un borgo, ma in auto si raggiungo facilmente molte località interessanti del luogo. Su alcuni particolari, potrebbe essere tenuto un po' meglio, ma nel complesso ha un ottimo rapporto qualità/prezzo per la zona."
Italy
Ivano
The price is CA $100
CA $129 total
includes taxes & fees
Oct 23 - Oct 24
Agriturismo Benvenuti
A modern pool area with clear water, surrounded by a building with a flat roof and large windows.

4. Vacation home Tipo A by Interhome

Vacation home Tipo A by Interhome
Castiglione della Pescaia
8.4 out of 10, Very good, (7 reviews)
"Je to krásný areál s bazény a teplou vodou už v květnu, ubytování uprostřed přírody vytváří dojem, že jste v botanické zahradě. Jen ten bungalov podle fotek vypadal, že je nový a moderní, ale zrekonstruovaná byla pěkně koupelna a kuchyňka a ostatní už mírně opotřebované. Ale užili jsme si nečekané léto a jsme spokojeni."
United States
Jaroslav
The price is CA $120
CA $124 total
includes taxes & fees
Oct 10 - Oct 11
Vacation home Tipo A by Interhome
A covered outdoor seating area with wooden furniture and potted plants.

5. Holiday Home 'Appartamento 3' with Shared Garden, Wi-Fi and Air Conditioning

Holiday Home 'Appartamento 3' with Shared Garden, Wi-Fi and Air Conditioning
Montiano
The price is CA $515
CA $518 total
includes taxes & fees
Sep 23 - Sep 24
Holiday Home 'Appartamento 3' with Shared Garden, Wi-Fi and Air Conditioning
A picnic setup with a table, food, and a hammock.

6. FARMHOUSE FONTETRILLA Apartment2

FARMHOUSE FONTETRILLA Apartment2
Grosseto
The price is CA $134
CA $154 total
includes taxes & fees
Oct 4 - Oct 5
FARMHOUSE FONTETRILLA Apartment2
A large outdoor swimming pool with multiple sections, including a central area with a water slide and surrounding smaller pools.

7. Bungalow in a holiday village

Bungalow in a holiday village
Castiglione della Pescaia
9.0 out of 10, Wonderful, (6 reviews)
"Schöne Anlage"
Germany
Ursula B.
The price is CA $165
CA $198 total
includes taxes & fees
Oct 10 - Oct 11
Bungalow in a holiday village
A coastal town with clear waters, rocky shoreline, and colorful buildings.

8. Holiday Home "Assiolo" with Hill View & Private Garden

Holiday Home "Assiolo" with Hill View & Private Garden
Magliano in Toscana
9.6 out of 10, Exceptional, (7 reviews)
"Pros: The house has a terrace with breathtaking view of the surrounding secluded landscape, lots of space inside and a beautifully kept garden for exklusive use. The owner Domenico is very welcoming and a superb host. Besides from occasional agricultural machine sounds there is lots of silence, bird and insect songs. Cons: We should have had more time to stay."
United States
Anonymous traveller
The price is CA $424
CA $643 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Home "Assiolo" with Hill View & Private Garden
A swimming pool area at night with illuminated pool edges, a building in the background, and outdoor seating under umbrellas.

9. Bungalow in a holiday resort

Bungalow in a holiday resort
Castiglione della Pescaia
8.0 out of 10, Very good, (6 reviews)
"Ein schöner Urlaub-"
Germany
Walter S.
The price is CA $140
CA $174 total
includes taxes & fees
Oct 9 - Oct 10
Bungalow in a holiday resort
A modern pool area with clear water, surrounded by a building with a flat roof and large windows.

10. Vacation home Deluxe by Interhome

Vacation home Deluxe by Interhome
Castiglione della Pescaia
8.0 out of 10, Very good, (12 reviews)
"Nettes Resort, Ruhige, kleine, Häuschen, für 6 Personen aber sicher nicht groß genug ( wir waren zu viert ). Strand o.k., etwas mühsam zu erreichen, Service beim Checkin/-out schnell, professionell, Restaurant mit freundlicher Bedienung, auswahlreicher Speisekarte. Poolbar mit höchst unmotiviertem Personal, mussten 2 x nachdrücklich anfragen, ob man uns jetzt denn ein Eis verkaufen möchte, da der Herr mit dem Handy und die Dame mit Essen beschäftigt war."
United States
Dirk
The price is CA $180
CA $183 total
includes taxes & fees
Oct 10 - Oct 11
Vacation home Deluxe by Interhome
A pathway leading to a seating area with a view of the sea.

11. Bungalow in the Rocchette Holiday Resort

Bungalow in the Rocchette Holiday Resort
Castiglione della Pescaia
8.0 out of 10, Very good, (1 review)
"Sauberer Service vor der Reise durch Firma"
United States
Paul Z.
The price is CA $194
CA $228 total
includes taxes & fees
Oct 10 - Oct 11
Bungalow in the Rocchette Holiday Resort
A modern hotel with a large pool, outdoor seating, and a well-lit building.

12. Bungalow in the Rocchette Holiday Resort

Bungalow in the Rocchette Holiday Resort
Castiglione della Pescaia
8.0 out of 10, Very good, (2 reviews)
"Die Anlage ist schön. Der Bungalow war in Ordnung"
Germany
Nadine P.
The price is CA $180
CA $214 total
includes taxes & fees
Oct 13 - Oct 14
Bungalow in the Rocchette Holiday Resort
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

13. 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
10.0 out of 10, Exceptional, (1 review)
"Petite maison cosy et juste parfaite pour deux personnes. La localisation est très bonne, à l’entrée du village de Monticiano. L’accueil a été enthousiaste et la communication très fluide. Merci pour ce beau séjour ! On recommande !"
United States
Julie M.
The price is CA $80
CA $194 total
includes taxes & fees
Sep 28 - Sep 29
Detached house with garden a few minutes from the abbey of San Galgano
A beach with clear water, trees, and a distant hill.

14. Villa la Sugherella Tuscany sea, swimming pools spa family golf horse gym kneipp

Villa la Sugherella Tuscany sea, swimming pools spa family golf horse gym kneipp
Gavorrano Toscana
9.6 out of 10, Exceptional, (12 reviews)
"I should say that we travelled a lot in Italy before. But it was either business trips or visiting touristic centers with crowds of tourists, noise, crush, traffic jams and all those things that are so typical for big cities and that we are so seek and tired of! And once our business partner, whose family is from Tuscany, told us that if we want to learn Italy as it is, we should go to Tuscany, as Italy starts from Tuscany! And we decided to go and found via internet absolutely charming place...
United States
Irina S.
The price is CA $302
CA $342 total
includes taxes & fees
Oct 12 - Oct 13
Villa la Sugherella Tuscany sea, swimming pools spa family golf horse gym kneipp
A two-story house with a covered patio area.

15. Three-room countryside apartment

Three-room countryside apartment
Orbetello
The price is CA $449
CA $454 total
includes taxes & fees
Sep 23 - Sep 24
Three-room countryside apartment
A dining area with a stone wall, wooden ceiling beams, a brick fireplace, and a table with fruit.

16. A detached apartment awaits you

A detached apartment awaits you
Toscana
10.0 out of 10, Exceptional, (1 review)
"Wir haben uns sehr wohl gefühlt "
Austria
elke K.
The price is CA $218
CA $282 total
includes taxes & fees
Sep 23 - Sep 24
A detached apartment awaits you
A modern pool area with clear water, surrounded by a building with a flat roof and large windows.

17. Vacation home Tipo B by Interhome

Vacation home Tipo B by Interhome
Castiglione della Pescaia
8.2 out of 10, Very good, (12 reviews)
"Struttura con molti servizi: piscina, palestra, campi da tennis, padel, bar e ristorante Fornitura della cucina insufficiente e in bagno, la doccia perdeva acqua."
United States
simonetta
The price is CA $146
CA $149 total
includes taxes & fees
Oct 10 - Oct 11
Vacation home Tipo B by Interhome
A terrace with a table and chairs, overlooking a scenic landscape with a distant tower.

18. Only ten minutes walk to the golf course and still very quiet

Only ten minutes walk to the golf course and still very quiet
Saturnia
The price is CA $270
CA $1,242 total
includes taxes & fees
Sep 23 - Sep 24
Only ten minutes walk to the golf course and still very quiet
A stone building with a tree in front, outdoor seating with tables and chairs, and a paved walkway.

19. Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
Roccastrada
The price is CA $9,173
CA $9,567 total
includes taxes & fees
Oct 2 - Oct 3
Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
A modern pool area with clear water, surrounded by a building with a flat roof and large windows.

20. Vacation home Tipo C by Interhome

Vacation home Tipo C by Interhome
Castiglione della Pescaia
7.6 out of 10, Good, (4 reviews)
"La casa si trova in un villaggio con bungalow e campeggi molto ben organizzato nel quale spiccano il ristorante di ottima qualità e servizio è una piscina enorme ideale per bambini piccoli e adulti. Il contesto naturalistico nel quale è inserito è molto interessante."
United States
Marco
The price is CA $164
CA $167 total
includes taxes & fees
Oct 10 - Oct 11
Vacation home Tipo C by Interhome
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

Agriturismo Sweet Cottage

Agriturismo Sweet Cottage

10/10 Excellent
"This place is AMAZING! I cannot stress what a wonderful (ENGLISH SPEAKING) staff they have! I wish I had planned 2 nights here instead of just one. Wife and I on 9 city tour from north to south (Naples, Anzio, Grosseto, Genoa, Pisa, Milan, Florence, Montepulciano, Rome). Some were 2 night stays (never been there) and others were 1 night only (been there at some time in past). DON’T FORGET TO RESERVE lunch and/or dinner on property. Breakfast was included, but you pay for lunch/supper and worth every penny. You need to reserve your meal ahead for their chef. We did not even leave the property. I think maybe best meal we’ve had in Italy. If I had stayed in Grosetto two nights I would have just enjoyed Sweet Cottages the whole time! The pool was AWESOME in mid September!"
Michael 1-night trip
Posted 5 days ago
Agriturismo Sweet Cottage

Find out more about Grosseto

Grosseto Vacation Homes information

Number of reviews
69
Accommodation
65 Vacation Homes
Lowest Price
CA $124
Highest Price
CA $9,567