
Holiday houses in Grosseto
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Top-rated holiday rentals in Grosseto
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Grosseto
Guest favourite

Apartment in Campagnatico ( GR)
5 out of 5 average rating, 43 reviewsSuite
RaphaelliRating, 5 stars1 month ago
Great location for exploring Tuscany! Definitely recommended! Beautiful landscape and complete house (imagine cooking your pasta in this scenery). Make sure to have a car and enjoy!
Guest favourite

Condo in Figline Valdarno
4.87 out of 5 average rating, 54 reviewsAgriturismo Casavecchia, l'Olivo
AnthonyRating, 5 stars4 weeks ago
We absolutely loved our stay and it exceeded our expectations. The staff were friendly and very helpful, the food was delicious and the apartment was a great size with all the amenities we needed. It was family friendly and our children loved the pool. It’s a beautiful location and very relaxing. We would love to come again. Thank you for making our holiday so lovely.
Guest favourite

Apartment in Grosseto
4.86 out of 5 average rating, 49 reviews[Historical centre] Elegant flat with A\C
DeniseRating, 5 stars2 weeks ago
We really enjoyed our short stay in Grosseto. The apartment is beautifully located in the historic walled centre. It is well kitted out with everything you need, it is spacious and we were very comfortable. The apartment is located on the second floor and the stairs are very step so getting luggage in and out is a bit of a chore but achievable. We corresponded with co-host Raffaele, who was fabulous🌟 I had mixed up our dates by a day and Raffaele was wonderful and quickly arranged for the apartment to be ready for our arrival🌿
Top Guest favourite

Apartment in Grosseto
4.95 out of 5 average rating, 170 reviewsLollo Two-Room Apartment in the Historic Center
SILVIA RAQUELRating, 5 stars1 week ago
We stayed 5 nights, the apartment is nice, clean, tidy, quiet and very well located. Mrs. Marzia always responded kindly and quickly. I highly recommend the apartment. Thank you Marzia!
Guest favourite

Condo in Grosseto
4.94 out of 5 average rating, 47 reviewsModern and cozy apartment in Maremma
KellyRating, 5 stars5 days ago
Clean, spacious, well taken care off
Top Guest favourite

Barn in Castellina in Chianti
5 out of 5 average rating, 26 reviewsCipressini 2 - pool and amazing views
BrandonRating, 5 stars3 weeks ago
We cannot say enough about how fantastic our stay was. Maybe the most gorgeous property we’ve ever seen - even better than the pictures! Pia was incredibly helpful, sent us a whole printout of recommendations for different restaurants, wineries, and things to do. She is incredibly kind, responsive, and proactive - she thought of everything you may need during your stay and gave us a tour of our home. Waking up in the Tuscan countryside and watching the sun rise over the vineyards was relaxing and beautiful. The sunsets were breathtaking to see over the rolling hills in Chianti. Castellina was a cute little town with fantastic places to eat and panoramic views of the valley. And on top of all that, we made a new friend in the Public Relations Manager, Teo - you can be sure you’ll be greeted with a wagging tail and a happy little smile. Couldn’t recommend this place highly enough!
Guest favourite

Villa in Grosseto
5 out of 5 average rating, 18 reviewsPodere la Pompa
AlexRating, 5 stars2 weeks ago
I stayed with my family at Maria's beautiful house in the countryside north of Grosseto. The property is idyllic, tucked away between the trees with virtually no line of sight to other houses or buildings. The home is modern (although the architecture is very traditional) and the furnishings are of very high quality. The outdoor pool area is perfect for an evening cocktail or just to lounge during the day. I cannot recommend Maria's home highly enough and I look forward to visiting again!
Top Guest favourite

Tower in San Quirico d'Orcia
5 out of 5 average rating, 87 reviewsLuxurious Medieval Tower & Private Concierge
MatthewRating, 5 stars2 weeks ago
Can’t recommend this enough. Beautiful and unique accommodations in a picturesque setting. Leonie and Nico and their family are wonderful, and make you feel like part of a local family in Tuscany. We will definitely be back one day.
Quick stats about holiday rentals in Grosseto
Total rentals
130 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
10 properties have a pool
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- Elba
- Giglio Island
- Lake Bolsena
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Marina Di Campo
- Cavallino Matto
- Cala Di Forno
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Zuccale
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Santa Maria della Scala
- Spiaggia di Seccione - Portoferraio (li)
- CavallinoMatto
- Spiaggia di Cavo
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita