Vacation rentals in Grosseto

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Top-rated vacation rentals in Grosseto

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Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 355 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Dec 18 – 25

R2,039 ZAR per night

Guest favorite

Apartment in Siena

4.99 out of 5 average rating, 140 reviews

Villa di Geggiano - Alfieri Suite

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Apr 1 – 8

R8,191 ZAR per night

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 333 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Dec 27 – Jan 3

R2,962 ZAR per night

Guest favorite

Apartment in Caminino

4.92 out of 5 average rating, 132 reviews

Pieve di Caminino Historic Farm

L'antica fattoria Pieve di Caminino, oggi biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due antiche strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Feb 15 – 22

R2,877 ZAR per night

Guest favorite

Apartment in Bagnoregio

4.98 out of 5 average rating, 357 reviews

L'Incanto di Civita (La Terrazza)

L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. Leaving the car at the parking lot, you will need to walk along the bridge, the only way to access our "tuff pearl". L'Incanto di Civita is located in the ancient hamlet of Civita di Bagnoregio. After leaving the car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Nov 24 – Dec 1

R3,475 ZAR per night

Guest favorite

Loft in Grosseto

4.86 out of 5 average rating, 168 reviews

Mono 1700 Old Town Top for Single

28 sqm small loft. CHECK-IN FROM 11h00 am CHECK-OUT MAX 11hoo am SELF CHECK-IN Low ceiling upstairs (check pictures!) where the bed is, wood parquet, TV, clima converter. Suitable for experiencing something different than usual. Accommodation is suitable for young people, singles. Few nigts only. 28 steps to the first floor, rather steep but feasible. TIP: light baggage :-)

Sep 5 – 12

R1,078 ZAR per night

Guest favorite

Apartment in Grosseto

4.94 out of 5 average rating, 141 reviews

Lollo Two-room apartment in Centro Storico ID053011LTN0356

Lollo AB is a small two-room apartment for short rent that can accommodate one or two people, located on the first floor (no elevator) of a historic building within the Medicean walls of the city of Grosseto. Equipped with all the comforts, it is ideal for work and vacation stays. Just 10 minutes drive from the sea, an hour from Mount Amiata and the famous Terme di Saturnia.

Feb 15 – 22

R1,144 ZAR per night

Guest favorite

Home in Marrucheti _ Campagnatico

4.97 out of 5 average rating, 107 reviews

La Stallina - Perfect retreat from the city rush

Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.

Nov 27 – Dec 4

R2,702 ZAR per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 203 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Jan 6 – 13

R2,663 ZAR per night

Guest favorite

Castle in Tuscania (VT)

4.99 out of 5 average rating, 441 reviews

San Giusto Abbey { medieval Tower }

Let us tempt you with a truly unique experience: sleeping among the four thick stone walls of a medieval tower! The breathtaking view, the charming and comfortable interiors, sleeping high above, overlooking the world, make staying in the tower absolutely unforgettable.

Apr 14 – 21

R4,208 ZAR per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 137 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Feb 6 – 13

R5,943 ZAR per night

Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 301 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

Apr 8 – 15

R4,657 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Grosseto vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Grosseto's top sights

Centro Commerciale Marema74 locals recommend

Porca Vacca5 locals recommend

Centro Commerciale Aurelia Antica47 locals recommend

Lidl7 locals recommend

St-Laurence-in-the-Cathedral9 locals recommend

The Space Cinema - Grosseto7 locals recommend

Other great vacation rentals in Grosseto

Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 194 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Apr 27 – May 4

R2,073 ZAR per night

Guest favorite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 243 reviews

La Casetta di Brunello,very panoramic with terrace

Apr 3 – 10

R2,815 ZAR per night

Guest favorite

Home in Manciano

4.95 out of 5 average rating, 220 reviews

Duckly, '600 dwelling in the heart of the Maremma

Jan 15 – 22

R1,500 ZAR per night

Guest favorite

Cottage in Vetulonia

4.96 out of 5 average rating, 115 reviews

La Dolce Vita ~ romantic retreat in quiet nature

Mar 20 – 27

R2,427 ZAR per night

Guest favorite

Condo in Grosseto

4.85 out of 5 average rating, 101 reviews

La casetta di Ale

Apr 21 – 28

R1,393 ZAR per night

Guest favorite

Loft in Montepulciano

5.0 out of 5 average rating, 389 reviews

La Piazzetta - Cozy open space in the historic center of Montepulciano

Apr 18 – 25

R4,100 ZAR per night

Guest favorite

Villa in Ambra

4.98 out of 5 average rating, 108 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Feb 4 – 11

R15,417 ZAR per night

Guest favorite

Home in Orvieto

5.0 out of 5 average rating, 183 reviews

Vineyards Paradise

Mar 20 – 27

R6,496 ZAR per night

Show all

Quick stats about vacation rentals in Grosseto

Total rentals
130 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
3.9K reviews
Nightly prices starting at
R185 ZAR before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Grosseto?
Yes! Work meets play with ease at over 50 vacation rentals in Grosseto featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Grosseto vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Grosseto, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in condo rentals in Grosseto?
Experience the best of Grosseto with our condo rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Grosseto?
Four-legged friends are welcome in Grosseto. Choose from more than 60 vacation rentals for guests traveling with pets.
What are the most popular amenities for Apartment Rentals in Grosseto?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with free parking, over 60 homes with a kitchen, over 50 homes with wifi, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Grosseto?
Grosseto has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Grosseto have a kitchen?
Absolutely! We offer over 60 apartment rentals with a kitchen in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Grosseto have wifi?
Absolutely! We offer over 20 condo rentals with wifi in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Grosseto have air conditioning?
Absolutely! We offer over 20 condo rentals with air conditioning in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Grosseto have free parking?
Absolutely! We offer over 10 condo rentals with free parking in Grosseto. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Grosseto

Top-rated vacation rentals in Grosseto

Vacation rentals for every style

Apartments

Hotels

Unique stays

Popular amenities for Grosseto vacation rentals

Stay near Grosseto's top sights

Other great vacation rentals in Grosseto

Farm stay in Seggiano

Home in Castelnuovo dell'Abate

Home in Manciano

Cottage in Vetulonia

Condo in Grosseto

Loft in Montepulciano

Villa in Ambra

Home in Orvieto

Quick stats about vacation rentals in Grosseto

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Grosseto?

Are there Grosseto vacation rentals on Airbnb with pools?

How much does it cost to stay in condo rentals in Grosseto?

Are there pet-friendly vacation rentals in Grosseto?

What are the most popular amenities for Apartment Rentals in Grosseto?

Are there family-friendly vacation rentals in Grosseto?

Do apartment rentals in Grosseto have a kitchen?

Do condo rentals in Grosseto have wifi?

Do condo rentals in Grosseto have air conditioning?

Do condo rentals in Grosseto have free parking?

Destinations to explore