Cottage Rentals in Simignano, Tuscany: Compare 10+ Sites & Save

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  2. Cottage Rentals
  3.  Italy

  4.  Tuscany
  5.  Simignano

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15 Best Cottage Rentals in Simignano (Starting from $108)

Apartment in Chianti with pool ID 450
Apartment in Chianti with pool ID 450
Cottage
Sovicille, 53031, Italy
2.2k from Simignano center

Balcony, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$319
Average price / night
Check Availability
Apartment in Chianti with pool ID 453
Apartment in Chianti with pool ID 453
Cottage
Sovicille, 53031, Italy
2.2k from Simignano center

Balcony, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$319
Average price / night
Check Availability
Apartment in Chianti with pool ID 455
Apartment in Chianti with pool ID 455
Cottage
Sovicille, 53031, Italy
2.2k from Simignano center

Balcony, Fireplace, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, TV

2 Bedrooms4 Guests
New to Booking
$293
Average price / night
Check Availability
Apartment in Chianti with pool ID 3939
Apartment in Chianti with pool ID 3939
Cottage
Sovicille, 53031, Italy
2.3k from Simignano center

Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, TV

2 Bedrooms4 Guests
New to Booking
$319
Average price / night
Check Availability
Country House a Casole D'elsa ID 451
Country House a Casole D'elsa ID 451
Cottage
Sovicille, 53031, Italy
2.3k from Simignano center

Balcony, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$420
Average price / night
Check Availability
Apartment in Chianti with pool ID 452
Apartment in Chianti with pool ID 452
Cottage
Sovicille, 53031, Italy
2.3k from Simignano center

Fireplace, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, TV, Washer

2 Bedrooms4 Guests
New to Booking
$306
Average price / night
Check Availability
Eleutherìa: Cozy Cottage in the heart of Tuscany
Eleutherìa: Cozy Cottage in the heart of Tuscany
Cottage
Sovicille, 53018, Italy
2.4k from Simignano center

AC, Fireplace, Free Parking, Heater, Internet, Microwave, No Smoking, TV

1 Bedroom4 Guests
New to Booking
$108
Average price / night
Check Availability
Apartment in Chianti with pool ID 456
Apartment in Chianti with pool ID 456
Cottage
Sovicille, 53031, Italy
2.6k from Simignano center

Balcony, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$420
Average price / night
Check Availability
Country House a Casole d'Elsa ID 513
Country House a Casole d'Elsa ID 513
Cottage
Sovicille, 53031, Italy
2.6k from Simignano center

Free Parking, Heater, Kitchen, Laundry, No Smoking, Outdoor Space, TV, Washer

1 Bedroom2 Guests
New to Booking
$226
Average price / night
Check Availability
Podere Santa Cecilia
Podere Santa Cecilia
Cottage
Pievescola, 53031, Italy
4.2k from Simignano center

Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms8 Guests
9.6

Exceptional

11 reviews

$177
Average price / night
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In Siena's surroundings, beautiful house for 2-4 people, with garden and pool
In Siena's surroundings, beautiful house for 2-4 people, with garden and pool
Cottage
Sovicille, 53018, Italy
6.1k from Simignano center

Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms5 Guests
9.8

Exceptional

101 reviews

$109
Average price / night
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Countryside, 10 min from Siena
Countryside, 10 min from Siena
Cottage
MONTERIGGIONI, 53035, Italy
7.2k from Simignano center

Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom3 Guests
9.4

Superb

3 reviews

$131
Average price / night
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Cottage 'Nel Verde Con Jacuzzi' with Shared Pool and Shared Garden
Cottage 'Nel Verde Con Jacuzzi' with Shared Pool and Shared Garden
Cottage
Colle di Val d'Elsa, 53034, Italy
8.4k from Simignano center

Free Parking, Heater, Hot Tub, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space, Pool

1 Bedroom2 Guests
New to Booking
$1099
Average price / night
Check Availability
Panorama Nest - Countryside charm with private pool
Panorama Nest - Countryside charm with private pool
Cottage
Colle Val D'elsa, 53034, Italy
8.5k from Simignano center

AC, Barbecue, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom4 Guests
9.0

Fabulous

6 reviews

$298
Average price / night
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Cottage 'Rustico Toscano' with Shared Pool, Shared Garden and Wi-Fi
Cottage 'Rustico Toscano' with Shared Pool, Shared Garden and Wi-Fi
Cottage
Colle di Val d'Elsa, 53034, Italy
8.5k from Simignano center

Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Pool, TV

1 Bedroom2 Guests
New to Booking
$1289
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Cottage Rentals in Simignano.

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Frequently Asked Questions

You can explore 15 verified cottage rentals in Simignano. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.

Cottage rental prices in Simignano vary based on the season, location, and amenities offered. Rates typically start from around $108 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.

Many cottages in Simignano feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.

Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 6 listings in Simignano welcome pets, making it easier to plan a comfortable stay with your companion.

For busy seasons such as summer holidays or long weekends, it’s a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.

Cottages in Simignano are known for their comfort and charm, often including amenities such as Fireplace/Heating, Laundry, and Tv. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Simignano are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.