Beach Home Rentals in Montespertoli, Tuscany: Compare 10+ Sites & Save

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24 Beach Home Rentals in Montespertoli (Starting from $50)

Podere Villabassa
Podere Villabassa
House
Montespertoli, Tuscany, Italy
1.4k from Montespertoli center

Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Jacuzzis, Places to stay, Family

6 Bedrooms20 Guests
New to Booking
$328
Average price / night
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Locanda del podestà: 17th century mansion in Chianti
Locanda del podestà: 17th century mansion in Chianti
Villa
Montespertoli, 50025, Italy
0.9k from Montespertoli center

Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Outdoor Space

5 Bedrooms12 Guests
9.8

Exceptional

60 reviews

$262
Average price / night
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Agriturismo Le Ginestruzze
Agriturismo Le Ginestruzze
House
Montespertoli, Italy
1.6k from Montespertoli center

Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Family

15 Bedrooms32 Guests
7.7

Good

14 reviews

$363
Average price / night
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Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Villa
Montespertoli, 50025, Italy
2.6k from Montespertoli center

AC, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

9 Bedrooms22 Guests
10.0

Exceptional

12 reviews

$2087
Average price / night
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Villa Caterina 2 by Falcony apartments
Villa Caterina 2 by Falcony apartments
Villa
Montespertoli, Italy
2.1k from Montespertoli center

Ocean View, Oceanfront, Pool, Guest Services, Air Conditioner, Security/Safety, Pet Friendly

1 Bedroom6 Guests
New to Booking
$231
Average price / night
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Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country
Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country
Apartment
Montespertoli, 50025, Italy
2.7k from Montespertoli center

AC, Breakfast Available, Crib, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms5 Guests
10.0

Exceptional

22 reviews

$452
Average price / night
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Fattoria La Gigliola
Fattoria La Gigliola
Resort
Montespertoli, Tuscany, Italy
2.1k from Montespertoli center

Sports/Activities, Guest Services, Ocean View, Pool, Balcony/Terrace, Toiletries, Accessibility

29 Bedrooms65 Guests
5.8

Review score

5 reviews

$179
Average price / night
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Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Villa
Montespertoli, 50025, Italy
2.7k from Montespertoli center

AC, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

9 Bedrooms22 Guests
10.0

Exceptional

38 reviews

$2087
Average price / night
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Tenuta Barbadoro agriturismo apartment
Tenuta Barbadoro agriturismo apartment
House
Montespertoli, Italy
2.1k from Montespertoli center

Cheap, Accommodations, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
8.8

Fabulous

30 reviews

$71
Average price / night
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Fantastic rustic apartment with two bedrooms
Fantastic rustic apartment with two bedrooms
Apartment
Montespertoli, 50025, Italy
2.8k from Montespertoli center

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

2 Bedrooms6 Guests
New to Booking
$215
Average price / night
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Gatto Bianco Tizzauli
Gatto Bianco Tizzauli
House
Montespertoli, Italy
2.6k from Montespertoli center

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

16 Bedrooms35 Guests
8.3

Very Good

290 reviews

$94
Average price / night
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Fantastic 2 Bedroom Rustic Apartment
Fantastic 2 Bedroom Rustic Apartment
Apartment
Toscana, 50025, Italy
2.8k from Montespertoli center

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

2 Bedrooms4 Guests
New to Booking
$211
Average price / night
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Podere Le Rondini
Podere Le Rondini
House
Montespertoli, Italy
2.6k from Montespertoli center

Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Family

22 Bedrooms53 Guests
8.5

Very Good

11 reviews

$111
Average price / night
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Amazing Rustic One Bedroom Apartment
Amazing Rustic One Bedroom Apartment
Apartment
Toscana, 50025, Italy
2.8k from Montespertoli center

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

1 Bedroom4 Guests
New to Booking
$236
Average price / night
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Casa Vacanze Rondini Blu
Casa Vacanze Rondini Blu
House
Montespertoli, Tuscany, Italy
2.7k from Montespertoli center

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

8 Bedrooms24 Guests
9.2

Superb

217 reviews

$552
Average price / night
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Amazing rustic one bedroom apartament
Amazing rustic one bedroom apartament
Apartment
Toscana, 50025, Italy
2.8k from Montespertoli center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom4 Guests
New to Booking
$236
Average price / night
Check Availability
Agriturismo Casale Ugolini
Agriturismo Casale Ugolini
Villa
Montespertoli, Italy
2.7k from Montespertoli center

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

5 Bedrooms12 Guests
9.5

Superb

11 reviews

$760
Average price / night
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I Casciani
I Casciani
House
Gigliola, Italy
2.8k from Montespertoli center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Places to stay

6 Bedrooms14 Guests
9.8

Exceptional

31 reviews

$154
Average price / night
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Villa Lola by VacaVilla
Villa Lola by VacaVilla
Villa
Nebbiano, Italy
2.8k from Montespertoli center

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

6 Bedrooms12 Guests
New to Booking
$572
Average price / night
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Villa delle Ortensie
Villa delle Ortensie
House
Montagnana Val di Pesa, Italy
2.8k from Montespertoli center

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

2 Bedrooms6 Guests
New to Booking
$663
Average price / night
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Podere Casato 2 Hills View, Pool, Wifi Tuscany
Podere Casato 2 Hills View, Pool, Wifi Tuscany
Apartment
Montespertoli, Italy
2.8k from Montespertoli center

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

1 Bedroom4 Guests
New to Booking
$177
Average price / night
Check Availability
Villa la torre
Villa la torre
House
Montespertoli, Tuscany, Italy
2.8k from Montespertoli center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

9 Bedrooms22 Guests
9.5

Superb

108 reviews

$141
Average price / night
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Podere Casato Hills View, Pool, Wifi Tuscany
Podere Casato Hills View, Pool, Wifi Tuscany
House
Montespertoli, Italy
2.8k from Montespertoli center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom3 Guests
7.9

Good

10 reviews

$142
Average price / night
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Casa le Betulle
Casa le Betulle
House
Montespertoli, Tuscany, Italy
2.9k from Montespertoli center

Cheap, Accommodations, Parking, Country houses, Cottages, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms5 Guests
9.4

Superb

71 reviews

$50
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 Beach Rentals in Montespertoli.

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Montespertoli Beach Rentals on the Map

Frequently Asked Questions

You can explore 24 verified beach rentals in Montespertoli. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Montespertoli vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $50 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Montespertoli offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Montespertoli welcome pets. Currently, 14 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Montespertoli often include amenities designed for coastal living, such as Ocean View, Guest Services, and View. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.