
Vacation rentals in Province of Grosseto
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Province of Grosseto
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Province of Grosseto vacation rentals
Other great vacation rentals in Province of Grosseto
Superhost

Townhouse in Castiglione della Pescaia
4.9 out of 5 average rating, 30 reviewsWonderful and spacious brand new home. A true gem!
JenniferRating, 5 stars4 weeks ago
The house was very clean and the neighborhood was safe. Very close to the Conad supermarket and it has a large kitchen with all the cookware and space to make a good meal. We were happy to have the ice maker built-in the fridge for our drinks. We also liked the smart TV where we could watch shows in English since we are tourists and don’t understand Italian. Proximity to the beaches was good. We thought this house had an ocean view, and even though it doesn’t, the beaches are close by and absolutely stunning. I think this part of Italy is a hidden gem.
Superhost

Home in Porto Santo Stefano
4.89 out of 5 average rating, 63 reviewsSea&Country Home
MargotRating, 5 stars8 months ago
Appartamento moderno, funzionale, con una bella terrazza. Si trova in un quartiere tranquillo, dal quale si raggiunge facilmente il mare a piedi (5’). Si può arrivare a Santo Stefano camminando 20 minuti a piedi su una strada ombreggiata e pedonale. Casetta consigliatissima se siete a la ricerca di una vacanza tranquilla con un mare cristallino.
Superhost

Condo in Porto Santo Stefano
4.88 out of 5 average rating, 142 reviewsPenthouse in Porto Santo Stefano
CosvinRating, 5 stars7 months ago
Die Wohnung war einfach fantastisch! Die riesige Dachterrasse mit dem atemberaubenden Blick über das Wasser und Monte Argentario war unser absoluter Lieblingsplatz. Besonders die Outdoor-Küche, in der wir gerne gekocht haben – super ausgestattet und perfekt, um den Tag entspannt ausklingen zu lassen. Antonio war unglaublich freundlich und hilfsbereit, immer zur Stelle, wenn wir Fragen hatten, sehr nette Unterhaltungen. Man hat sich sofort wohlgefühlt. Alles war sehr gepflegt und sauber. Wir hatten eine großartige Zeit und kommen definitiv wieder. Zuletzt: Auto konnte man super unterstellen (kleine Garage in der Nähe der Wohnung). Absolutes must-have für Monte Argentario, Parkplatzsuche gestaltet sich hier sonst schwierig.
Top guest favorite

Home in Campagnatico
5 out of 5 average rating, 7 reviewsBeautiful bright villa with view - Casa Luca
RafiRating, 5 stars1 month ago
We stayed at Mel's Casa Luca in March 2025 for over a week. Tucked away yet near medieval Campagnatico, it’s 5 minutes from the E78 to Grosseto/Siena, 15-20 minutes to Grosseto, and 30 minutes to the sea. Casa Luca, one of three stone farmhouses on what is essentially an olive farm, offers resort-like amenities which are shared with the guests of the other 2 houses: a trampoline, large pool, and ample walking space. Casa Luca is a single-storey house with two bedrooms with plenty of storage, comfy beds, an open-plan kitchen/dining/living area with Netflix, a big bathroom, and a well-equipped kitchen. Outside, there’s a private garden, terrace, BBQ. There is also a shared bakehouse with a pizza oven and huge dining table. We loved it and highly recommend it!
Guest favorite

Home in Terrarossa
4.87 out of 5 average rating, 62 reviews“La finestra sulla laguna di Orbetello “
KimRating, 5 stars7 months ago
Had an absolutely amazing stay in this AirBnB. Incredible location with a lot of activities around and a beautiful view. The host was super nice and attentive. The house was clean and as described. All and all I would consider myself lucky if I were to stay here again. Would definitely recommend. 6/5.
Top guest favorite

Villa in Roccatederighi
4.97 out of 5 average rating, 33 reviewsVilla Il Diaccio with view of the Tuscan Maremma
AleahRating, 5 stars1 week ago
This house is perfect for a family vacation with so many different amenities. We got the most out of the jacuzzi, pool table, living room campfire and beautiful views down to Roccatederighi along with the mountains and sea in the far distance. The host, Riccardo is so sweet, welcoming and very helpful and responsive to questions I had asked. Experiencing this place is even better in person and all we wanted in a relaxing vacation.
Superhost

Farm stay in Centeno
5 out of 5 average rating, 4 reviewsCasina Centeno | Farmhouse with swimming pool
IsabellaRating, 5 stars8 months ago
Siamo stati 5 notti nell’appartamento “Il Girasole”. Ci ha subito colpito l’accurata pulizia e l’ordine. La casa è graziosa e molto funzionale, c’era tutto il necessario e anche di più! Lo spazio esterno, condiviso con gli altri ospiti è molto piacevole, c’è il barbecue ed ogni appartamento ha il suo tavolo con le sedie e le sdraio per potersi godere un po’ di relax all’aperto. La chicca è la piscina, anche lì ci sono tavoli e sdraio riservati per ogni appartamento, ed è molto pulita ed ordinata. Beatrice è un Host superdisponibile, ci ha fornito delle indicazioni utili ed è stata sempre disponibile per qualsiasi necessità! Che dire, ritorneremo sicuramente in questa oasi di Relax! ☺️

Condo in Chiusdino
4.67 out of 5 average rating, 3 reviewsvista panoramica sulla vallata
MariaRating, 5 stars46 months ago
Logement spacieux, équipement très complet ( cuisine , draps , essuies etc) , agréable, beau panorama, joli petit village , habitants sympathiques. Hôte disponible et à l’écoute .
Destinations to explore
- Loft rentals Province of Grosseto
- Serviced apartment rentals Province of Grosseto
- Rentals with outdoor seating Province of Grosseto
- Hotel rentals Province of Grosseto
- Private suite rentals Province of Grosseto
- Villa rentals Province of Grosseto
- Rentals with breakfast Province of Grosseto
- Tent rentals Province of Grosseto
- Rentals with lake access Province of Grosseto
- Tiny house rentals Province of Grosseto
- Rentals with a kayak Province of Grosseto
- Bed and breakfasts Province of Grosseto
- Kid-friendly rentals Province of Grosseto
- Rentals with a fire pit Province of Grosseto
- Rentals with a sauna Province of Grosseto
- Pet-friendly rentals Province of Grosseto
- Rentals with an accessible height bed Province of Grosseto
- Waterfront rentals Province of Grosseto
- Castle rentals Province of Grosseto
- Rentals with a fireplace Province of Grosseto
- Cottage rentals Province of Grosseto
- Family-friendly rentals Province of Grosseto
- Rentals with a washer and dryer Province of Grosseto
- Fitness-friendly rentals Province of Grosseto
- Condo rentals Province of Grosseto
- Townhouse rentals Province of Grosseto
- Rentals with pools Province of Grosseto
- Farmstay rentals Province of Grosseto
- Apartment rentals Province of Grosseto
- Rentals with a balcony Province of Grosseto
- House rentals Province of Grosseto
- Beachfront rentals Province of Grosseto
- Vacation home rentals Province of Grosseto
- Rentals with an EV charger Province of Grosseto
- Luxury rentals Province of Grosseto
- Rentals with a patio Province of Grosseto
- Rentals with a hot tub Province of Grosseto
- Rentals with beach access Province of Grosseto
- Guesthouse rentals Province of Grosseto
- Smoking-friendly rentals Province of Grosseto
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- CavallinoMatto
- Spiaggia Zuccale
- Marina di Grosseto beach
- Spiaggia Di Sansone
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Santa Maria della Scala
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Spiaggia Di Sottobomba
- Spiaggia di Seccione - Portoferraio (li)
- Spiaggia Marina di Cecina
- Podere La Marronaia, Sosta alle Colonne
- Tenuta Le Velette
- Cala Violina
- Spiaggia della Padulella
- Riva del Marchese
- Cantina de' Ricci
- Cantina Contucci
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina Stefanoni
- Madonna del Latte
- Arcipelago Toscano national park
- Things to do Province of Grosseto
- Nature and outdoors Province of Grosseto
- Food and drink Province of Grosseto
- Things to do Tuscany
- Art and culture Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Wellness Tuscany
- Sightseeing Tuscany
- Sports activities Tuscany
- Nature and outdoors Tuscany
- Things to do Italy
- Food and drink Italy
- Nature and outdoors Italy
- Art and culture Italy
- Sports activities Italy
- Wellness Italy
- Tours Italy
- Entertainment Italy
- Sightseeing Italy