Vacation rentals in Grosseto

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Top-rated vacation rentals in Grosseto

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Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 108 reviews

Villa di Geggiano - Guesthouse

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.

Feb 27 – Mar 6

G$103,670 GYD per night

Guest favorite

Apartment in Caminino

4.92 out of 5 average rating, 129 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.

Dec 11 – 18

G$32,349 GYD per night

Guest favorite

Cottage in Vetulonia

4.96 out of 5 average rating, 115 reviews

La Dolce Vita ~ romantic retreat in quiet nature

Welcome to Il Baciarino! We are a rustic agriturismo in the green hills of Maremma, Toscana's wild and unexplored coastal region. Il Baciarino is a place to come and stay, to escape from the bustle of the city and your busy life, and to unwind in nature; perfect for those who love unspoiled nature, endless views, fresh seafood & good wine. Il Baciarino has six unique rustic cottages nestled in 19 acres of wilderness, on the outskirts of the tiny Etruscan town of Vetulonia.

Jan 12 – 19

G$27,286 GYD per night

Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 193 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Feb 19 – 26

G$22,978 GYD per night

Guest favorite

Apartment in Bagnoregio

4.99 out of 5 average rating, 352 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 17 – 24

G$39,062 GYD per night

Guest favorite

Loft in Grosseto

4.86 out of 5 average rating, 167 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 :-)

Feb 8 – 15

G$12,044 GYD per night

Guest favorite

Apartment in Grosseto

4.94 out of 5 average rating, 139 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.

Jan 1 – 8

G$14,679 GYD 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.

Mar 18 – 25

G$30,381 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 201 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...).

Mar 14 – 21

G$27,467 GYD per night

Guest favorite

Castle in Tuscania (VT)

4.99 out of 5 average rating, 438 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 12 – 19

G$47,312 GYD per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 135 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.

Dec 30 – Jan 6

G$70,754 GYD per night

Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 298 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 ...

Dec 21 – 28

G$50,337 GYD 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

Superhost

Condo in Porto Santo Stefano

4.82 out of 5 average rating, 178 reviews

Villa Rosetta, apt 2, Lovely beach historic house

Mar 14 – 21

G$32,679 GYD per night

Guest favorite

Condo in Grosseto

4.86 out of 5 average rating, 100 reviews

La casetta di Ale

Nov 1 – 8

G$13,731 GYD per night

Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 354 reviews

Old farmhouse near Panzano Castle Abbacìo

Nov 24 – Dec 1

G$22,928 GYD per night

Guest favorite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 238 reviews

La Casetta di Brunello,very panoramic with terrace

Mar 24 – 31

G$31,643 GYD per night

Guest favorite

Home in Manciano

4.95 out of 5 average rating, 219 reviews

Duckly, '600 dwelling in the heart of the Maremma

Jan 13 – 20

G$16,866 GYD per night

Guest favorite

Condo in Noce

5.0 out of 5 average rating, 124 reviews

Vergianoni estate nestled in the Chianti with a pool

Jan 10 – 17

G$28,261 GYD per night

Guest favorite

Home in Peccioli

4.99 out of 5 average rating, 112 reviews

A breathless view

Jul 13 – 20

G$33,505 GYD per night

Superhost

Loft in Grosseto

4.79 out of 5 average rating, 38 reviews

The Loft

Feb 13 – 20

G$20,305 GYD 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
G$2,086 GYD 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.
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 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!
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 Condo Rentals in Grosseto?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with free parking, over 20 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do condo rentals in Grosseto have a kitchen?
Absolutely! We offer over 20 condo rentals with a kitchen in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Grosseto have wifi?
Absolutely! We offer over 50 apartment rentals with wifi in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Grosseto have air conditioning?
Absolutely! We offer over 40 apartment rentals with air conditioning in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Grosseto have free parking?
Absolutely! We offer over 30 apartment rentals with free parking in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Grosseto?
Grosseto has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

Condo in Porto Santo Stefano

Condo in Grosseto

Home in Panzano In Chianti

Home in Castelnuovo dell'Abate

Home in Manciano

Condo in Noce

Home in Peccioli

Loft in Grosseto

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?

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

Are there Grosseto vacation rentals on Airbnb with pools?

Are there pet-friendly vacation rentals in Grosseto?

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

Do condo rentals in Grosseto have a kitchen?

Do apartment rentals in Grosseto have wifi?

Do apartment rentals in Grosseto have air conditioning?

Do apartment rentals in Grosseto have free parking?

Are there family-friendly apartment rentals in Grosseto?

Destinations to explore