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Vacation home rentals in Province of Grosseto

Find and book unique vacation home rentals on Airbnb

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Popular amenities for Province of Grosseto vacation home rentals

Family-friendly vacation home rentals

Superhost
An outdoor area features a shaded patio with a large umbrella and a lounge chair. Lush greenery and flowering shrubs outline the space, enhancing the surrounding natural beauty. The area is designed for relaxation and enjoyment of the panoramic views.
Vacation home in Roccatederighi
4.75 out of 5 average rating, 4 reviews

Casadiluppe Dependance - terrace on the Maremma

DanielaRating, 5 stars13 months ago
Access on your own, under the owner's very precise and simple directions. When we arrived early, we were able to check in before the scheduled time, without any problems. Even on the last day we were able to leave calmly, at your request... In short, very kind! The apartment is comfortable, with a nice garden overlooking the Maremma. The bathroom was clean and practical, with a nice shower. The house has everything you need, we didn't experience any problems. The area is very quiet, parking right in front of the house. The village is beautiful, very characteristic with breathtaking views. The house is just a few minutes walk to downtown. We were really satisfied with both the location and the studio! I'd love to come back! Thanks to Gabriella for the availability in everything!
Superhost
A serene view of the pool is presented, featuring clear turquoise water. The landscaped garden surrounds the area, with lounge chairs positioned nearby. In the background, a rustic stone house is visible, framed by lush greenery and a pathway leading towards it.
Vacation home in Monteverdi Marittimo
4.58 out of 5 average rating, 19 reviews

Peaceful oasis in Monteverdi

KateRating, 5 stars9 months ago
Beautiful location, stunning scenery and peaceful surroundings. Highly recommend for a total escape!
Superhost
A large swimming pool is surrounded by a sun terrace featuring lounge chairs. A rustic stone building is visible in the background, complemented by a shaded seating area made of wood. Lush greenery adds to the serene outdoor space.
Vacation home in Radicofani
4.8 out of 5 average rating, 50 reviews

17th century farmhouse Val d'Orcia private pool

ZairaRating, 5 stars1 month ago
Agostina was right away, and I mean January when we booked, available and kind to any of our questions and requests. the farmhouse was super clean, bathrooms, kitchens, rooms, sheets, towels and dishes. Everything was in great condition. Agostina responded and welcomed us on the phone and her door even late in the evening. Check-in and check-out instructions are always very clear from the beginning. The house is complete with everything, for example, there was salt, sugar, oil, vinegar to buffer the arrival, in the pantry there was even a mini primer, a blender, a spinner and plates, glasses, pots and saladers at will. Until now I never saw such a thing. 100% recommended. There were 11 of us and we occupied the entire farmhouse with the possibility of another 3 places. Truly satisfied. Kindness, reliability and expertise, three rare qualities to find all together. Thank you Agostina
Superhost
A shaded outdoor seating area features two comfortable chairs and a small table, surrounded by a lush garden. Soft fabric drapes gently sway in the breeze, while stone pathways lead to vibrant flower beds and greenery, inviting relaxation in a tranquil atmosphere.
Vacation home in Monteverdi Marittimo

Magical Tuscan village pool and relaxation in Monteverdi

AntoineRating, 5 stars134 months ago
The apartment was very nice and Silvia had prepared everything for us to enjoy our stay in Tuscany!
Guest favorite
A rustic farmhouse is depicted, featuring a warm color palette and exposed brick walls. Archways lead to a welcoming entrance, adorned with potted plants. A gravel pathway runs alongside, bordered by natural greenery, enhancing the serene countryside setting.
Vacation home in Buonconvento
4.91 out of 5 average rating, 55 reviews

farm in the countryside for groups

FrançoiseRating, 5 stars3 weeks ago
We had a great time in Tuscany. The house is in the countryside, quiet and peaceful. We just regretted that there wasn't a basic kit (salt, pepper, oil, sugar and something to make laundry) for the first day because we hadn't thought of everything and the shops aren't all ready. Other than that, everything was good.
Superhost
The stone villa is framed by lush greenery and overlooks a tranquil swimming pool. Large glass doors reflect the natural surroundings, enhancing the connection to the outdoors. The serene atmosphere is complemented by the native plants situated throughout the landscaped grounds.
Vacation home in Saturnia
4.77 out of 5 average rating, 13 reviews

Tuscan country villa with private swimming pool

SeanRating, 5 stars11 months ago
Fantastic abode hidden below the village of Saturnia. The property is fantastic, and has sunshine all day beating down on the garden and pool area. The house has everything you'd need, well kitted out kitchen, and all bedrooms are en-suite. AC worked well, so good sleeping wasn't lacking. The outdoor grill area and living room were also great, especially at night while watching the stars and listening to the nature all around. And for our group, which included 5 kids and a couple of digital nomads, the wi-fi kept up to keep everyone satisfied. I'd stay again in a heartbeat and look forward to being back in Saturnia.
Superhost
A vintage mirror with an ornate green and gold frame reflects a softly lit interior. In the foreground, a bouquet of colorful flowers adds a touch of freshness, while framed artwork is visible in the background, enhancing the warm ambiance.
Vacation home in Montepulciano

Piero della Francesca, Sant Antonio Country Resort

AnastasiaRating, 5 stars38 months ago
Photos don't do justice to the beauty of this place! The location is perfect, a few minutes from Montepulciano, surrounded by greenery and absolute peace. If you're looking for a place to escape the stress of the city, it brings you back to the world. The apartment is equipped with everything you need, clean, tastefully furnished in Tuscan style, the bed and pillows are really comfortable, the view from the patio is priceless and the deck chairs and table to enjoy aperitifs and dinners outdoors. There is a barbecue just steps from the apartment for exclusive use. There is a pool, unfortunately we could not try it because the temperatures do not allow. Nico and Elena are two delicious and passionate people, you can see their care of guests and their promptness to answer any questions or provide tips and maps of the city. Ultimately, very positive experience, I would definitely go back.
Guest favorite
A covered terrace features a wooden table surrounded by matching chairs, creating a comfortable dining area. Decorative details include a lantern on the table and a potted plant. An open gate leads to a pathway with scenic views of the surrounding area.
Vacation home in Puntone
4.95 out of 5 average rating, 42 reviews

Beautiful apartment near the sea

GillesRating, 5 stars5 months ago
I stayed in January and it was a perfect location for me as it is close to the marinas. And close to the freeway to sightseeing. Easy to park. So clean and it’s a big plus as my GF and I are allergic. Many times, first thing we do is clean the place!!! There is a washer. Dishwasher too. WIFI is strong. Nice patio but it was freezing. Would be great to entertain the family during warmer weather. There was a bottle of Prosciutto to welcome me and chips. I am often worried about sheets cleanliness as sometimes there are in color so no bleaching possible. But Erika has all the white sheets and towels straight from the professional laundry still packed and professionally ironed. This is a big plus that should be copied by so many other Airbnb. I will stay again with no doubts.

Vacation home rentals with a patio

Superhost
The image depicts a stone building, part of a medieval borgo, accompanied by a tall stone tower. A gravel area is visible in the foreground, leading to a pathway. The natural surroundings include green grass, enhancing the rural setting.
Vacation home in San Quirico d'Orcia
4.25 out of 5 average rating, 8 reviews

The House of Vignoni Alto

MatthewRating, 5 stars1 month ago
It is one of the most picturesque places we ever stayed. Absolutely stunning views and worth every penny. Place is huge and we where very comfortable there.
Superhost
A spacious living area is highlighted by elegant brick arches and soft seating arrangements. A wooden dining table is set for a meal, complemented by stylish tableware. Natural light streams through large windows, illuminating the warm tones of the furnishings.
Vacation home in Torrita di Siena
4.82 out of 5 average rating, 17 reviews

Pian'D'olmo, an ancient farmhouse in the heart of Tuscany

AnnieRating, 5 stars8 months ago
We had a vision and dream of staying in a Tuscan villa in the country and it exceeded all our expectations.
Guest favorite
A spacious living area features a wooden dining table surrounded by white chairs, accommodating up to eight guests. Soft lighting is provided by a ceiling fixture, with curtains framing the windows. A comfortable sofa and a television are visible, creating a welcoming atmosphere.
Vacation home in Castiglione d'Orcia
5 out of 5 average rating, 6 reviews

The Sun House

AurelioRating, 5 stars1 week ago
Satisfied with the beautiful apartment, all well furnished and new, Ronni and his wife were very nice and kind in giving us all the directions, we recommend it to everyone. We had a great time! Excellent cleanliness and breakfast basket and coffee kindly offered by Ronni, "satisfied!" Greetings Nadia from Prato
Guest favorite
The image showcases a charming outdoor dining area featuring a round table and two chairs against a stone wall. Inside, a well-equipped kitchenette and a cozy sitting area with a sofa are visible. A scenic view of the turquoise beach and a spacious living area are also highlighted.
Vacation home in Giglio Porto
4.81 out of 5 average rating, 42 reviews

Giglio_White

FrancescaRating, 5 stars1 week ago
Charming studio apartment, equipped with the essentials, beautiful location by the sea, right at the entrance to the coastal path, which leads to the beach of the caldane. We always dined at home, under the private and pleasant porch in front of the entrance. We had a great time. Thank you for everything!
Top guest favorite
A clear view of a private salt-water pool is presented, bordered by wooden decking. Two lounge chairs are positioned nearby under a large umbrella. Lush greenery surrounds the area, complemented by a stone barbecue and covered dining space in the background.
Vacation home in Monticiano
5 out of 5 average rating, 39 reviews

Casa Dani with private pool

HelenRating, 5 stars3 weeks ago
A beautiful apartment. Gorgeous pool. Fantastic host. 100%
Superhost
A cozy outdoor seating area is arranged with four wicker chairs and a round coffee table. Decorative pillows add color, while natural light filters through nearby trees. The surrounding garden features low hedges, creating a peaceful environment on a tiled patio.
Vacation home in Borgo Carige

Borgo Maremma comfort e relax

RobertRating, 5 stars10 months ago
Valentina’s B&B in Borgo Carige was exactly what we were looking for. Perfect location, 10 minutes to the beach, 10 minutes to Capalbio and 20 minutes to the resort towns on Monte Argentario. The home was just a 10 out of 10. We were 6 family members and it was big enough for private time. Thank You Again Valentina, we will definitely book again on our next trip to la maremma.
A spacious pool area is surrounded by sun loungers and umbrellas, with a stunning view of the sea extending to the horizon. The clear water of the pool reflects the bright blue sky, creating a serene and inviting atmosphere for relaxation.
Vacation home in Porto Santo Stefano
5 out of 5 average rating, 6 reviews

Family-Friendly House w/ Private Beach Access

EmmanuelRating, 5 stars9 months ago
Great Appartment well located. Cala moresca offers fantastic views. Appartment has good space. This is a very preserved environment. Pool is small but bar is cool and places near the sea are ok. Very crowded still.
Guest favorite
A swimming pool is surrounded by a tranquil landscape featuring lush greenery and a stone-paved area. Lounge chairs are positioned nearby for relaxation. In the background, a two-story farmhouse stands, with several windows and a staircase leading to the entrance.
Vacation home in Grosseto
4.79 out of 5 average rating, 14 reviews

Charming farmhouse with pool

JulienRating, 5 stars10 months ago
Very good stay at Pierpaolo's a few kilometers from Grosseto. The accommodation and pool are impeccable. Pierpaolo is very kind and tries to answer any requests you have. For example, we asked him to provide us with wine glasses. Which he did almost immediately! It was perfect. Thanks again.

Vacation home rentals with a washer and dryer

A spacious outdoor swimming pool is surrounded by greenery, featuring clear turquoise water. The pool is set against a backdrop of rolling hills and open sky, creating a serene and picturesque landscape. Sun loungers are positioned on the pool deck for relaxation.
Vacation home in Province of Siena
4.8 out of 5 average rating, 5 reviews

Romantic and panoramic cottage in Val D'Orcia

KatinaRating, 5 stars73 months ago
You could honestly not ask for a better place to stay in Tuscany! The photos just didn't do this beautiful cottage justice and I don't think any could. Everything was perfect; from the location at the top of a mountain with views over the Tuscan hills, to the authentic style of the villa, the pool and the incredible hosts which absolutely went above and beyond to make our stay perfect! The cottage had everything we needed, a comfortable bed, clean bathroom with the best shower head, a lovely kitchen and beautiful views from the living room, bedroom and kitchen. It also had our own little private terrace to have breakfast on and had sun chairs and a swinging lounge for reading. The villa was a 2 minute drive (or 10 minute walk) to Radicofani, a gorgeous little village with one of the most spectacular Fortresses in Tuscany. The views from the top were amazing! And everyone we met in the little village were so incredibly hospitable and sweet. We're definitely coming back and recommending all our friends to stay here!
Guest favorite
Vacation home in Montisi
4.93 out of 5 average rating, 14 reviews

Unique & Historic Getaway: Dreamy Garden

RimaRating, 5 stars1 month ago
Marco and Idoia’s place was fabulous. As soon as we stepped into the home we were in awe. The architecture and furnishings were beautiful. There was a view of the iconic Tuscan countryside from almost every window. The kitchen was well equipped. We were able to make many delicious meals with ingredients from local stores. The espresso machine was easy to use with the provided coffee and made delicious strong espresso. Great communication from the hosts, they promptly answered all of our questions and helped us book a dinner reservation at a local restaurant. We enjoyed our stay immensely and wished we could stay forever!
The exterior of the farmhouse features preserved stone walls with a rustic charm. Lush greenery and flowering plants surround the base, while a clear blue sky complements the natural landscape. A small balcony can be seen, enhancing the building's inviting character.
Vacation home in Roccatederighi
5 out of 5 average rating, 5 reviews

Casa-Vecchia

MelanieRating, 5 stars9 months ago
We are in Italy for a total of 9 weeks. And those two weeks were so wonderful and relaxing. The house as well as the whole property is just amazing. It is quiet, private and you can just have a nice time. The beds are an absolute dream. We slept so well there. Caspar is a super good host and is always immediately available. We've got the offer from a Private chef, masseuse, and a yoga teacher. Everyone came to us "home". ABSOLUTELY recommended. We ate so well at sunset and drank the in-house wine by the way. The house has everything you need and you can feel the effort and passion that Caspar invests everywhere. I highly recommend anyone to go there. The view alone is almost impossible to describe. We will definitely come back. Thank you for everything, dear Caspar!
Guest favorite
Two lounge chairs are positioned on a grassy area in a private garden, surrounded by potted plants. Tall trees provide shade and a natural backdrop, contributing to a tranquil outdoor space.
Vacation home in Sorano
4.82 out of 5 average rating, 103 reviews

Da Simona

FrancescaRating, 5 stars1 month ago
Cleanliness, availability, hospitality and friendliness are the values that distinguish Simona and her apartment; in fact, she was readily available to support us, both by phone and in person, with our requests. Apartment strategically located near the beautiful "Città del Tufo": Sorano, Sovano and Pitigliano (about 10/15 minutes) and the Cascate del Mulino. I recommend it! The typical products sold in the nearby grocery store are also excellent.
Vacation home in Radicofani
4.83 out of 5 average rating, 12 reviews

Colombaio Power - Verbena

UladzimirRating, 5 stars10 months ago
We have thoroughly enjoyed our stay in Maurizio’s and Teresa’s villa. Being welcomed by home baked treat, we felt right at home. Villa is full of charm, incredibly well looked after, you can feel all the love put by owners in making it a special place. Views are breathtaking, you can fully emerge into tranquility and beauty of surroundings. Our kids had great fun daily swimming in the pool and playing football. There are many amazing places a short ride away, we especially recommend Bagni San Fillipo, natural hot spring nearby, towns of Pieza and Montepulciano. Teresa and Maurizio were always helpful and nearby when needed. We would recommend this place to all our friends and would gladly come back again
Top guest favorite
A welcoming bedroom is highlighted by a patterned bedspread and decorative pillows. Two bedside tables are adorned with small lamps and blossoms. A vibrant artwork is mounted above the bed, complementing the soft pink walls and wooden flooring.
Vacation home in Valentano
5 out of 5 average rating, 19 reviews

Laura Blu Charme: Relaxing Retreat by Lake Bolsena

MariaRating, 5 stars1 month ago
New apartment just renovated, spaces perfect for 2 or 4 people. Equipped with every comfort and more for stay and preparation of dishes. There are various dishes, iron, top coffee maker, cutlery, etc. There are also two TVs with Netflix subscription included. We had a really great time, even with the host available by message, even late in the evening. We didn't miss anything in the preparation of our dishes. Clean and complete bathroom with everything, cottonfiock, diskettes, shampoo, conditioner and body soap, washing machine, phone, etc. If we're in the area, we'll definitely book again. Highly recommended!
Top guest favorite
A charming medieval cellar is presented with stone walls and a combination of modern design elements. A sleek counter with a sink is placed against one wall, complemented by soft lighting that enhances the historical character of the space.
Vacation home in Sorano
4.96 out of 5 average rating, 23 reviews

Palazzo Palloni Boutique Apartment

JacquelineRating, 5 stars1 month ago
I had an absolutely wonderful stay. The hosts were very helpful whilst finding the location and check in. The property was spotlessly clean and within a short walk of the town centre. Really nice apartment with attention to detail. Great location for hiking on the Via Cave, Vitozzi and Pitigliano.
Guest favorite
An arched brick entrance showcases a rich wooden door with a geometric panel design. Stone steps lead up to the door, framed by warm-toned bricks that create a welcoming ambiance. The surrounding wall features a textured surface, adding to the architectural charm.
Private room in Tarquinia
5 out of 5 average rating, 6 reviews

Sowers. Bright, Spacious, Convenient.

LucianaRating, 5 stars5 months ago
Located in the historic center near the Etruscan museum, parking, various shops and the sea. Very clean room, well maintained, very well-equipped kitchen. Max is a kind host and very helpful for anything you might need. We had a great time. I definitely recommend this place.

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