Villa Rentals in Guardistallo, Tuscany: Compare 10+ Sites & Save

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119 Best Villa Rentals in Guardistallo (Starting from $87)

Residenza dell'Orto - Residenze Tonnina Group
Residenza dell'Orto - Residenze Tonnina Group
Villa
Guardistallo, Italy
0.3k from Guardistallo center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom3 Guests
9.0

Fabulous

12 reviews

$278
Average price / night
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Villa Girasole By Fantasia Villas
Villa Girasole By Fantasia Villas
Villa
Guardistalo, 56040, Italy
0.2k from Guardistallo center

AC, Barbecue, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Patio

10 Bedrooms22 Guests
New to Booking
$1235
Average price / night
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Chalet Elena in Montescudaio, ground floor with fenced garden
Chalet Elena in Montescudaio, ground floor with fenced garden
Villa
Montescudaio, Italy
0.9k from Guardistallo center

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

1 Bedroom2 Guests
8.8

Fabulous

10 reviews

$128
Average price / night
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VILLA OTTONE_Podere i gotti - VILLA OTTONE
VILLA OTTONE_Podere i gotti - VILLA OTTONE
Villa
Guardistallo, 56040, Italy
0.3k from Guardistallo center

AC, Barbecue, Dryer, Fireplace, Free Parking, Internet, Microwave, Outdoor Space, Pool

6 Bedrooms12 Guests
New to Booking
$814
Average price / night
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Il Montedoro
Il Montedoro
Villa
Guardistallo, Italy
1.0k from Guardistallo center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
9.2

Superb

9 reviews

$87
Average price / night
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VILLA TRE COLONNE_Podere Casale - VILLA TRE COLONNE
VILLA TRE COLONNE_Podere Casale - VILLA TRE COLONNE
Villa
Guardistallo, 56040, Italy
0.3k from Guardistallo center

AC, Barbecue, Fireplace, Free Parking, Internet, Microwave, Outdoor Space, Pool, TV

4 Bedrooms10 Guests
New to Booking
$685
Average price / night
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Casa Upupa
Casa Upupa
Villa
Casale Marittimo, Italy
1.7k from Guardistallo center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

6 Bedrooms12 Guests
New to Booking
$1939
Average price / night
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Villa Guardistallo by Fantasia Villas
Villa Guardistallo by Fantasia Villas
Villa
Guardistalo, 56040, Italy
0.4k from Guardistallo center

AC, Barbecue, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

8 Bedrooms21 Guests
New to Booking
$1359
Average price / night
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Il Panorama - La SUITE esclusiva
Il Panorama - La SUITE esclusiva
Villa
Italy
2.3k from Guardistallo center

Parking, Pet Friendly, Oceanfront, View, Pool, Guest Services, Security/Safety

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$165
Average price / night
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Villa Il Borgo by Fantasia Villas
Villa Il Borgo by Fantasia Villas
Villa
Guardistalo, 56040, Italy
0.5k from Guardistallo center

AC, Barbecue, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Patio

5 Bedrooms13 Guests
New to Booking
$1252
Average price / night
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Podere con piscina Le Grascete II
Podere con piscina Le Grascete II
Villa
Guardistallo, Italy
2.3k from Guardistallo center

Parking, Kitchen, Pet Friendly, Smoking, Balcony/Terrace, Pool, Breakfast

4 Bedrooms10 Guests
New to Booking
$450
Average price / night
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Villa Lestra by Fantasia Villas
Villa Lestra by Fantasia Villas
Villa
Guardistalo, 56040, Italy
0.6k from Guardistallo center

AC, Barbecue, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

4 Bedrooms11 Guests
New to Booking
$1118
Average price / night
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Villa Berti
Villa Berti
Villa
Montescudaio, Italy
3.2k from Guardistallo center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms7 Guests
New to Booking
$293
Average price / night
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Villa Tramontalba - luxury villa, infinity pool, perfect for exploring Tuscany
Villa Tramontalba - luxury villa, infinity pool, perfect for exploring Tuscany
Villa
Toscana, 56040, Italy
1.6k from Guardistallo center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1170
Average price / night
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Villa Acquaviva
Villa Acquaviva
Villa
Montescudaio, Italy
3.2k from Guardistallo center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$417
Average price / night
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Casa Upupa - Luxury Villa in Tuscany
Casa Upupa - Luxury Villa in Tuscany
Villa
Toscana, 56040, Italy
2.0k from Guardistallo center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

6 Bedrooms12 Guests
New to Booking
$1857
Average price / night
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CASA DEL VENTO 10, Emma Villas
CASA DEL VENTO 10, Emma Villas
Villa
Bibbona, Italy
4.1k from Guardistallo center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

5 Bedrooms10 Guests
New to Booking
$1009
Average price / night
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Romantic Tuscan villa with comfort, 3 double rooms, air conditioning, wifi, pool, sea, flush
Romantic Tuscan villa with comfort, 3 double rooms, air conditioning, wifi, pool, sea, flush
Villa
Montescudaio, 56040, Italy
2.0k from Guardistallo center

AC, Arcade, Balcony, Barbecue, Crib, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
9.8

Exceptional

22 reviews

$374
Average price / night
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VILLA NIKKA 6, Emma Villas
VILLA NIKKA 6, Emma Villas
Villa
Riparbella, Italy
4.8k from Guardistallo center

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

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$622
Average price / night
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Castello di Casale by Fantasia Villas
Castello di Casale by Fantasia Villas
Villa
Guardistallo, 56040, Italy
2.2k from Guardistallo center

AC, Barbecue, Dryer, Internet, Laundry, Living Area, No Smoking, Outdoor Space, Pool

9 Bedrooms18 Guests
New to Booking
$1189
Average price / night
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Villa La Cava
Villa La Cava
Villa
Riparbella, Italy
4.9k from Guardistallo center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$910
Average price / night
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Detached house, stone, 6 pax, garden, wonderful sea view
Detached house, stone, 6 pax, garden, wonderful sea view
Villa
Casale Marittimo, 56040, Italy
2.2k from Guardistallo center

AC, Barbecue, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.4

Superb

23 reviews

$170
Average price / night
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VILLA LIGUSTRO
VILLA LIGUSTRO
Villa
Riparbella, Italy
5.0k from Guardistallo center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

6 Bedrooms16 Guests
8.2

Very Good

14 reviews

$238
Average price / night
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Villa for 12 People with Pool
Villa for 12 People with Pool
Villa
Guardistallo, 56040, Italy
2.5k from Guardistallo center

AC, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
New to Booking
$1017
Average price / night
Check Availability
Beautiful detached farmhouse 10 km from the sea. Heated infinity pool and breathtaking views!
Beautiful detached farmhouse 10 km from the sea. Heated infinity pool and breathtaking views!
Villa
Guardistallo, 56040, Italy
2.5k from Guardistallo center

AC, Barbecue, Dryer, Fireplace, Free Parking, Internet, Microwave, Outdoor Space, Pool

6 Bedrooms12 Guests
New to Booking
$806
Average price / night
Check Availability
VILLA  LARA - VILLA LARA
VILLA LARA - VILLA LARA
Villa
Guardistallo, 56040, Italy
2.5k from Guardistallo center

AC, Barbecue, Free Parking, Internet, Microwave, Outdoor Space, Pool, Washer

4 Bedrooms8 Guests
New to Booking
$578
Average price / night
Check Availability
Tuscan farmhouse in the hills 15 km from the beach. For those who looking for relax, peaceful and su
Tuscan farmhouse in the hills 15 km from the beach. For those who looking for relax, peaceful and su
Villa
Guardistallo, 56040, Italy
2.5k from Guardistallo center

Barbecue, Free Parking, Internet, Microwave, Washer

4 Bedrooms10 Guests
New to Booking
$528
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 Villa Rentals in Guardistallo.

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Guardistallo Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 119 verified villa rentals in Guardistallo. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Guardistallo vary depending on the season, location, and amenities. Rates typically start from around $87 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Guardistallo are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Guardistallo.

Yes, Guardistallo offers a wide range of villas ideal for group stays. Many properties include 2 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Guardistallo villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Guardistallo often include highly sought-after amenities such as Pool, Balcony/Terrace, and Kitchen. These features enhance comfort and convenience, making them especially popular among travelers visiting Guardistallo.

To discover top-rated villas in Guardistallo, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.