Vacation Rentals with Pool in Simignano, Tuscany: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  Italy
  4.  Tuscany
  5.  Simignano

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232 Best Vacation Rentals with Pool in Simignano (Starting from $100)

Agriturismo La Villa
Agriturismo La Villa
House
Pievescola, Italy
0.5k from Simignano center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

7 Bedrooms16 Guests
9.2

Superb

11 reviews

$596
Average price / night
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House with swimming pool is fenced garden
House with swimming pool is fenced garden
House
Sovicille, 53100, Italy
0.2k from Simignano center

Barbecue, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space

2 Bedrooms4 Guests
8.8

Fabulous

19 reviews

$230
Average price / night
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Podere Casetta Entire Property in Exclusive Use Siena
Podere Casetta Entire Property in Exclusive Use Siena
House
Simignano, Tuscany, Italy
0.5k from Simignano center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

8 Bedrooms22 Guests
9.5

Superb

2 reviews

$581
Average price / night
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True Tuscany Siena! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
True Tuscany Siena! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
Villa
Sovicille Simignano, 53018, Italy
0.5k from Simignano center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

8 Bedrooms20 Guests
9.8

Exceptional

9 reviews

$1265
Average price / night
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Brotes Appartamento Ciliegio
Brotes Appartamento Ciliegio
Apartment
Sovicille, Italy
2.2k from Simignano center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Hot tubs

1 Bedroom5 Guests
9.3

Superb

11 reviews

$241
Average price / night
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Beautiful apartment in Casole d'Elsa
Beautiful apartment in Casole d'Elsa
Apartment
Casole d'Elsa, 53031, Italy
2.3k from Simignano center

Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Pool

3 Bedrooms6 Guests
New to Booking
$383
Average price / night
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Brotes Appartamento Mandorlo
Brotes Appartamento Mandorlo
Apartment
Sovicille, Italy
2.2k from Simignano center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Hot tubs

1 Bedroom5 Guests
10.0

Exceptional

5 reviews

$247
Average price / night
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Pet friendly apartment in Casole D'Elsa with WiFi
Pet friendly apartment in Casole D'Elsa with WiFi
Apartment
Casole D'Elsa, 53031, Italy
2.3k from Simignano center

Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Pool

2 Bedrooms4 Guests
New to Booking
$291
Average price / night
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Brotes Appartamento Castagno
Brotes Appartamento Castagno
Apartment
Sovicille, Italy
2.2k from Simignano center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Hot tubs

2 Bedrooms7 Guests
9.2

Superb

7 reviews

$697
Average price / night
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Cozy apartment in Casole d'Elsa with WiFi
Cozy apartment in Casole d'Elsa with WiFi
Apartment
Casole d'Elsa, 53031, Italy
2.3k from Simignano center

Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Outdoor Space, Pool

1 Bedroom2 Guests
New to Booking
$198
Average price / night
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Le Mascie
Le Mascie
Apartment
Sovicille, Italy
2.3k from Simignano center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Pet-friendly, Lodgings, Vacation rentals, Places to stay

17 Bedrooms34 Guests
9.2

Superb

69 reviews

$100
Average price / night
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Cozy apartment in Casole d'Elsa
Cozy apartment in Casole d'Elsa
Apartment
Casole d'Elsa, 53031, Italy
2.3k from Simignano center

Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Pool

2 Bedrooms4 Guests
New to Booking
$291
Average price / night
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Villa Le Caggia
Villa Le Caggia
Villa
Sovicille, Italy
2.5k from Simignano center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

7 Bedrooms17 Guests
10.0

Exceptional

9 reviews

$610
Average price / night
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3 bedroom awesome apartment in Casole d'Elsa
3 bedroom awesome apartment in Casole d'Elsa
Apartment
Casole d'Elsa, 53031, Italy
2.3k from Simignano center

Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Pool

3 Bedrooms6 Guests
New to Booking
$383
Average price / night
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Agriturismo Poggio ai Legni
Agriturismo Poggio ai Legni
House
Sovicille, Italy
2.8k from Simignano center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals

9 Bedrooms28 Guests
9.4

Superb

144 reviews

$124
Average price / night
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2 bedroom gorgeous apartment in Casole D'Elsa
2 bedroom gorgeous apartment in Casole D'Elsa
Apartment
Casole D'Elsa, 53031, Italy
2.3k from Simignano center

Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Pool

2 Bedrooms4 Guests
New to Booking
$291
Average price / night
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Borgo Il Poggiaccio Residenza d'Epoca
Borgo Il Poggiaccio Residenza d'Epoca
House
Sovicille, Italy
2.9k from Simignano center

Cheap, Accommodations, Pools, Parking, Country houses, Romantic, Cottages, Pet-friendly, Lodgings

18 Bedrooms33 Guests
9.1

Superb

408 reviews

$196
Average price / night
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Lovely apartment in Casole d'Elsa
Lovely apartment in Casole d'Elsa
Apartment
Casole d'Elsa, 53031, Italy
2.3k from Simignano center

Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Pool

2 Bedrooms4 Guests
New to Booking
$291
Average price / night
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The Casina
The Casina
Villa
Cetinale, Italy
3.0k from Simignano center

Pool, Parking, Air Conditioner, Balcony/Terrace, Internet

2 Bedrooms4 Guests
New to Booking
$1178
Average price / night
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Amazing apartment in Casole d'Elsa with WiFi
Amazing apartment in Casole d'Elsa with WiFi
Apartment
Casole d'Elsa, 53031, Italy
2.3k from Simignano center

Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Pool

2 Bedrooms4 Guests
New to Booking
$291
Average price / night
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Cozy Apartment In Ancaiano
Cozy Apartment In Ancaiano
Apartment
Ancaiano, Italy
3.1k from Simignano center

Apartments, Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay

2 Bedrooms4 Guests
6.0

Review score

1 reviews

$174
Average price / night
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Fantastic apartment in the middle of the Chianti area, private terrace
Fantastic apartment in the middle of the Chianti area, private terrace
Apartment
Casole d’Elsa, 53031, Italy
2.3k from Simignano center

Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$379
Average price / night
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Beautiful Apartment In Ancaiano
Beautiful Apartment In Ancaiano
Apartment
Ancaiano, Italy
3.1k from Simignano center

Apartments, Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$175
Average price / night
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Fantastic apartment, Rondi
Fantastic apartment, Rondi
Apartment
Casole d’Elsa, 53031, Italy
2.3k from Simignano center

Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, Patio

1 Bedroom2 Guests
New to Booking
$195
Average price / night
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Fantastic apartment with private terrace, large shared pool, quiet location
Fantastic apartment with private terrace, large shared pool, quiet location
Apartment
Casole d’Elsa, 53031, Italy
2.3k from Simignano center

Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
New to Booking
$268
Average price / night
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Lodging in Casole Elsa,Siena,pool,Wi-Fi,terrace,barbecue,children friendly,6pers
Lodging in Casole Elsa,Siena,pool,Wi-Fi,terrace,barbecue,children friendly,6pers
Apartment
Casole d'Elsa, 53031, Italy
2.3k from Simignano center

Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
New to Booking
$278
Average price / night
Check Availability
Lodging in Casole Elsa,Siena,pool,Wi-Fi,terrace,barbecue,playground,sleep 6
Lodging in Casole Elsa,Siena,pool,Wi-Fi,terrace,barbecue,playground,sleep 6
Apartment
Casole d'Elsa, 53031, Italy
2.3k from Simignano center

Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$257
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 Vacation Rentals with Pool in Simignano.

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Simignano Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 232 verified vacation rentals with a pool in Simignano. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Simignano vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $100 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Simignano offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Simignano welcome pets. Currently, 68 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Simignano often include additional outdoor features such as Internet, Pool, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Simignano offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.