Pet-Friendly Hotels in Montemassi

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Pet-Friendly Hotels in Montemassi

A historic stone building with multiple windows and a courtyard.

An outdoor patio with stone arches, terracotta flooring, and tables set for dining.

A bedroom with a large bed, wooden beams, a TV, and framed pictures on the wall.

A breakfast buffet with various food items and beverages, set in a room with stone walls and a large window.

1. Agriturismo Tenuta di Montemassi La Fattoria

Roccastrada

A swimming pool with clear blue water, a person standing on the edge, and another person swimming. There are lounge chairs and an umbrella in the background.

A room with a desk, chair, and a large window with curtains.

A balcony with a view of mountains, featuring a table with chairs, a bottle of wine, and a cactus decoration.

A hotel room with a fireplace, a desk with a chair, a bed with a blue and white bedspread, and a view of the outdoors through large windows.

2. Tenuta il Sassone - Wine & Food

Gavorrano

$118

$137 total

includes taxes & fees

Oct 6 - Oct 7

A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.

A balcony with two wooden chairs overlooking a vineyard and distant mountains.

A room with a large window overlooking a vineyard and mountains. There is a stone wall and a wooden shelf with wine bottles and glasses.

A rustic stone house with a balcony, surrounded by tall grasses and trees, during sunset.

3. Valdonica Winery & Vineyard Residence

Roccastrada

$158

$177 total

includes taxes & fees

Oct 27 - Oct 28

A restaurant with outdoor seating, a bar area, and a view of the landscape.

A narrow hallway with a brick archway, a window, and framed pictures on the walls.

A dining table with a scenic view, wine bottles on shelves, and a potted plant.

4. B&B da Nada Locanda Toscana

Roccastrada

$77

$87 total

includes taxes & fees

Oct 5 - Oct 6

A swimming pool with water flowing from a tap, surrounded by lounge chairs and umbrellas.

An outdoor dining setup with a stone building in the background, a table with plates, cutlery, and a bottle of red drink.

A rustic interior with exposed wooden beams, a stone fireplace, a cozy seating area, and a large window with curtains.

A stone building with a red door, surrounded by gravel and potted plants.

5. Tenuta Casteani

Gavorrano

$122

$139 total

includes taxes & fees

Oct 4 - Oct 5

A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.

A bedroom with a bed, a nightstand, a wall-mounted lamp, a window with a view, and a ceiling light fixture.

A modern bedroom with a bed, bedside tables, a ceiling light, a window, and a wall-mounted artwork.

A modern bathroom with a glass shower enclosure, a sink, a toilet, and a window providing natural light.

6. Le Vie del Mare Camere

Ribolla

$124

$136 total

includes taxes & fees

Oct 4 - Oct 5

A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

A hotel with a swimming pool, surrounded by greenery and adjacent to a road.

A rectangular pool with lounge chairs and umbrellas, surrounded by a brick patio.

A cozy kitchen with a brick ceiling, wooden furniture, and a dining area with a table set for breakfast.

7. Country House il Ciliegio

Roccastrada

$89

$100 total

includes taxes & fees

Nov 1 - Nov 2

A stone house with a swimming pool, red shutters, and a covered patio.

A stone building with a red shuttered window, a colorful mosaic, and a staircase leading to a hilltop view.

A hotel room with a bed, towels, a painting, and a vase with flowers.

A rustic stone building with a courtyard, a wooden cart, and a tree.

8. NonnaNara

Grosseto

$130

$143 total

includes taxes & fees

Oct 23 - Oct 24

An outdoor dining area with a table set for two, overlooking a lush green landscape and a hill in the distance.

Two people sitting on grass under a tree, reading a book, with a stone building in the background.

A cozy kitchen with wooden cabinets, a dining area with a table and chairs, and a red sofa with a patterned cushion.

A cozy kitchen with wooden cabinets, a stove, and a dining area with a table and chairs.

9. Podere Cascatelle & Agriletizia

Massa Marittima

$124

$145 total

includes taxes & fees

Oct 2 - Oct 3

An outdoor patio with wooden tables and chairs, large windows offering a view of a mountainous landscape.

A dining area with a long table set for breakfast, featuring various food items and a clock on the wall.

A bedroom with a large bed, a wooden headboard, a nightstand, and a window with a view of the outdoors.

A coastal beach with clear turquoise waters, a sandy shoreline, and a forested area with parked cars.

10. Agriturismo Giù al Pozzo

Gavorrano

$85

$98 total

includes taxes & fees

Oct 13 - Oct 14

A group of people dining at a table with a view of a valley and mountains.

A panoramic view of a vineyard with rolling hills, a clear sky, and distant mountains.

A long table set for a formal outdoor event, surrounded by a vineyard.

A garden with a wooden chair and a table, surrounded by a stone wall and a wooden fence.

11. Valdonica Winery - Chill in Nature Lodge

Roccastrada

$187

$208 total

includes taxes & fees

Oct 11 - Oct 12

A balcony with a view of a green landscape and a sunset. There are two lounge chairs and a small table with a glass of wine.

A cozy living room with a fireplace, wooden beams, stone walls, and a leather sofa.

A poolside area with a wooden deck, lounge chairs, and a stone building with arched windows.

A bedroom with a large bed, a view of the countryside, and a stone wall.

12. Conti di San Bonifacio Wine Resort

Gavorrano

$610

$676 total

includes taxes & fees

Oct 15 - Oct 16

A swimming pool with a view of a hilltop castle.

A kitchen with wooden cabinets, a tiled backsplash, and a dining table with a fruit bowl.

An outdoor patio with a pergola, tables, chairs, and a view of rolling hills.

A courtyard with a stone column, potted plants, and a view of a hilltop castle.

13. Agriturismo Podere Ristella - Wine&Food

Roccastrada

$83

$116 total

includes taxes & fees

Oct 7 - Oct 8

A dining table with plates of food, a vase with flowers, and a view of a green landscape through large windows.

A bedroom with a canopy bed, a desk, and a view of greenery outside.

A covered courtyard with stone columns, a brick floor, and a grassy area.

A bedroom with a four-poster bed, a balcony with a view, and a bedside table with a lamp.

14. Hotel Girifalco - Nature & Relax

Massa Marittima

$53

$69 total

includes taxes & fees

Oct 15 - Oct 16

A swimming pool with a waterfall feature, large windows, and a lounge chair.

An aerial view of a property with a swimming pool, manicured lawns, and a variety of trees.

A narrow corridor with a wooden ceiling and a tiled floor, leading to a door at the end.

A living room with a grey sofa, a coffee table, and a potted plant with red flowers. There are shelves with various bottles and jars, and a wall-mounted display with three decorative plates.

15. Montebelli Agriturismo & Country Hotel

Gavorrano

$73

$80 total

includes taxes & fees

Nov 1 - Nov 2

A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

A glass-enclosed structure with a wooden deck, surrounded by various plants and a garden.

A small, modern house with a sliding glass door, surrounded by lush greenery and a well-maintained garden.

A pathway leading to a building with a stone-tiled entrance and a wooden door.

16. Agriturismo Benvenuti

Roccastrada

$71

$91 total

includes taxes & fees

Oct 23 - Oct 24

A rectangular swimming pool with a clear blue water, surrounded by a well-maintained lawn and several lounge chairs.

A rustic stone building with a tiled roof, a covered patio with outdoor seating, and well-maintained gardens.

A historic building with a stone facade, surrounded by a well-maintained garden with yellow flowers and tall trees.

A spacious living room with a fireplace, multiple seating options, and large windows with curtains.

17. Antico Casale L'Impostino

Civitella Paganico

$132

$145 total

includes taxes & fees

Oct 19 - Oct 20

A covered patio area with stone walls, wooden beams, and outdoor furniture.

A pathway leading to a stone building with multiple windows and a covered area on the left.

A room with a blue sofa, a dining table with chairs, a potted plant, and a view through a glass door to the outside.

A long banquet table with chairs, a chandelier, and draped fabric on a stone wall.

18. Casale San Galgano

Chiusdino

$88

$100 total

includes taxes & fees

Oct 12 - Oct 13

A lush garden with tall cypress trees, a variety of shrubs, and a well-maintained lawn.

A building with a stone facade, arched entryways, and a patio area with outdoor seating.

A two-story house with a garden in front.

A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped garden and a building with a tiled roof.

19. Agriturismo Bio Fattoria Casetta

Gavorrano

$91

$105 total

includes taxes & fees

Oct 9 - Oct 10

A covered patio with stone walls, a wooden door, and two wicker chairs.

A kitchen with wooden cabinets, a dining table with chairs, a built-in oven, and a cabinet with glass doors.

A swimming pool with a slide, sun loungers, and a view of mountains.

A bedroom with a green bedspread, a wooden headboard, a painting of red flowers, and two bedside lamps.

20. Alma del Lago Charming Apartments

La Pesta

$81

$101 total

includes taxes & fees

Oct 4 - Oct 5

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