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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Oceanfront Rentals
  3.  Italy
  4.  Tuscany
  5.  Villa Montesoli

Refine your search

Price per night

Amenity Filter

Rating

46 Best Oceanfront Rentals in Villa Montesoli (Starting from $71)

Podere Maiano - Private pool villa with spa
Podere Maiano - Private pool villa with spa
Villa
Buonconvento, Italy
0.4k from Villa Montesoli center

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

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1843
Average price / night
Check Availability
Villa in Serravalle with 5 bedrooms sleeps 10
Villa in Serravalle with 5 bedrooms sleeps 10
Villa
Serravalle, 53022, Italy
4.6k from Villa Montesoli center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Hot Tub, Internet, Kitchen

5 Bedrooms10 Guests
New to Booking
$2400
Average price / night
Check Availability
Il Colle Di Donna Ilaria 16, Emma Villas
Il Colle Di Donna Ilaria 16, Emma Villas
House
Buonconvento, Italy
0.8k from Villa Montesoli center

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

8 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$1506
Average price / night
Check Availability
Homerez - House in Murlo with pool
Homerez - House in Murlo with pool
House
Murlo, 53016, Italy
8.7k from Villa Montesoli center

AC, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$252
Average price / night
Check Availability
Sant'Ilaria - private 2 bdrs pool villa
Sant'Ilaria - private 2 bdrs pool villa
Villa
Villa Montesoli, Italy
1.0k from Villa Montesoli center

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

2 Bedrooms4 Guests
New to Booking
$361
Average price / night
Check Availability
Il Colle Verde
Il Colle Verde
House
Villa Montesoli, Italy
1.8k from Villa Montesoli center

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

3 Bedrooms17 Guests
New to Booking
$435
Average price / night
Check Availability
Bibbianello
Bibbianello
Villa
Buonconvento, Italy
1.8k from Villa Montesoli center

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

5 Bedrooms10 Guests
9.2

Superb

5 reviews

$335
Average price / night
Check Availability
Agriturismo La Ripolina
Agriturismo La Ripolina
House
Buonconvento, Italy
1.9k from Villa Montesoli center

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

12 Bedrooms30 Guests
8.6

Fabulous

173 reviews

$223
Average price / night
Check Availability
Wp Relais Pompana Etruscan Villas
Wp Relais Pompana Etruscan Villas
House
Villa Montesoli, Italy
2.4k from Villa Montesoli center

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

5 Bedrooms10 Guests
9.5

Superb

8 reviews

$518
Average price / night
Check Availability
Agriturismo Quarantallina
Agriturismo Quarantallina
House
Buonconvento, Italy
2.4k from Villa Montesoli center

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

10 Bedrooms21 Guests
8.5

Very Good

100 reviews

$163
Average price / night
Check Availability
Villa Anna - Bike Friendly
Villa Anna - Bike Friendly
Apartment
Buonconvento, Italy
4.2k from Villa Montesoli center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms6 Guests
9.6

Exceptional

10 reviews

$209
Average price / night
Check Availability
Wine Resort Colsereno
Wine Resort Colsereno
House
Montalcino, Italy
5.1k from Villa Montesoli center

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

3 Bedrooms11 Guests
9.4

Superb

232 reviews

$202
Average price / night
Check Availability
Villa Righino
Villa Righino
Apartment
Murlo, Italy
5.2k from Villa Montesoli center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
9.4

Superb

34 reviews

$93
Average price / night
Check Availability
La Serra
La Serra
House
Villa Montesoli, Tuscany, Italy
5.5k from Villa Montesoli center

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

1 Bedroom2 Guests
9.1

Superb

47 reviews

$137
Average price / night
Check Availability
Casa Vacanze Fornace
Casa Vacanze Fornace
Apartment
Buonconvento, Italy
5.9k from Villa Montesoli center

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

4 Bedrooms11 Guests
8.8

Fabulous

37 reviews

$82
Average price / night
Check Availability
Agriturismo Pieve Sprenna
Agriturismo Pieve Sprenna
House
Buonconvento, Italy
6.0k from Villa Montesoli center

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

19 Bedrooms33 Guests
9.5

Superb

84 reviews

$100
Average price / night
Check Availability
Bosco Della Spina
Bosco Della Spina
House
Murlo, Italy
6.0k from Villa Montesoli center

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

33 Bedrooms38 Guests
9.0

Fabulous

844 reviews

$144
Average price / night
Check Availability
Podere Albereto
Podere Albereto
House
Villa Montesoli, Tuscany, Italy
6.2k from Villa Montesoli center

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

5 Bedrooms11 Guests
9.3

Superb

79 reviews

$122
Average price / night
Check Availability
Podere Suvignano
Podere Suvignano
Villa
Villa Montesoli, Tuscany, Italy
6.5k from Villa Montesoli center

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

14 Bedrooms36 Guests
9.0

Fabulous

1 reviews

$1077
Average price / night
Check Availability
Podere Cunina
Podere Cunina
House
Buonconvento, Italy
6.6k from Villa Montesoli center

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

7 Bedrooms7 Guests
9.5

Superb

55 reviews

$259
Average price / night
Check Availability
I Pianelli
I Pianelli
House
Murlo, Italy
6.8k from Villa Montesoli center

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

9 Bedrooms22 Guests
9.6

Exceptional

154 reviews

$95
Average price / night
Check Availability
Podere Sant'Antonio
Podere Sant'Antonio
House
Buonconvento, Italy
7.0k from Villa Montesoli center

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

5 Bedrooms15 Guests
9.7

Exceptional

217 reviews

$237
Average price / night
Check Availability
San Lorenzo Agriturismo
San Lorenzo Agriturismo
House
Buonconvento, Italy
7.1k from Villa Montesoli center

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

10 Bedrooms22 Guests
9.6

Exceptional

116 reviews

$98
Average price / night
Check Availability
Villa Casenovole
Villa Casenovole
Villa
Villa Montesoli, Tuscany, Italy
7.1k from Villa Montesoli center

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

5 Bedrooms12 Guests
9.5

Superb

2 reviews

$450
Average price / night
Check Availability
CASALE RASA 20&2, Emma Villas
CASALE RASA 20&2, Emma Villas
Villa
Asciano, Italy
7.3k from Villa Montesoli center

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

10 Bedrooms22 Guests
New to Booking
$1515
Average price / night
Check Availability
Cottage con piscina immerso nel verde delle crete senesi
Cottage con piscina immerso nel verde delle crete senesi
Apartment
Asciano, Italy
7.6k from Villa Montesoli center

Apartments, Cheap, Accommodations, Pools, Parking, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$255
Average price / night
Check Availability
Fattoria Pieve a Salti
Fattoria Pieve a Salti
House
Buonconvento, Italy
7.8k from Villa Montesoli center

Cheap, Accommodations, Pools, Farm stays, Parking, Spa, Romantic, Cottages, Pet-friendly

21 Bedrooms10 Guests
9.1

Superb

345 reviews

$71
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 Oceanfront Rentals in Villa Montesoli.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods

Stay Near Villa Montesoli's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Villa Montesoli Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 46 verified oceanfront rentals in Villa Montesoli. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Villa Montesoli vary depending on the property size, exact beachfront location, and season. Rates typically start from around $71 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Villa Montesoli offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Villa Montesoli welcome pets. Currently, 29 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Villa Montesoli often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.