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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Pool
  3.  Italy
  4.  Tuscany
  5.  Montescudaio

Refine your search

Price per night

Amenity Filter

Rating

515 Best Vacation Rentals with Pool in Montescudaio (Starting from $66)

Suite San Martino - Cecina Riparbella casa vacanze
Suite San Martino - Cecina Riparbella casa vacanze
Apartment
Riparbella, Italy
1.2k from Montescudaio center

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

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$173
Average price / night
Check Availability
Two-room apartment of about 45 square meters with air conditioning and heating, tastefully furnished and composed of a living room with equipped kitchenette and sofa bed, bedroom with double bed and bathroom with shower and bidet.Located on the ground fl
New to Booking
$127
Average price / night
Check Availability
Vigna Lontana
Vigna Lontana
House
Montescudaio, Italy
1.2k from Montescudaio center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Jacuzzis

2 Bedrooms4 Guests
8.8

Fabulous

42 reviews

$141
Average price / night
Check Availability
Studio apartment of about 35 square meters with air conditioning and heating, tastefully furnished and composed of a single room with equipped kitchenette, double bed, sofa bed and bathroom with shower and bidet.Located on the ground floor or first floor
New to Booking
$112
Average price / night
Check Availability
La Casetta di Cate
La Casetta di Cate
Apartment
Riparbella, Italy
1.3k from Montescudaio center

Hot Tub, Pool, Fireplace/Heating, Security/Safety, Air Conditioner, Pet Friendly, Internet

2 Bedrooms5 Guests
8.5

Very Good

33 reviews

$76
Average price / night
Check Availability
Apartment in the green of Tuscany with swimming pool Residence Il Granaio
Apartment in the green of Tuscany with swimming pool Residence Il Granaio
House
Riparbella (PI), 56046, Italy
1.4k from Montescudaio center

AC, Extra Bed, Heater, Internet, Kitchen, No Smoking, Pool, TV

1 Bedroom2 Guests
New to Booking
$194
Average price / night
Check Availability
Il Panorama - La SUITE esclusiva
Il Panorama - La SUITE esclusiva
Villa
Italy
1.5k from Montescudaio center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$165
Average price / night
Check Availability
Villa Nikka 6, Emma Villas
Villa Nikka 6, Emma Villas
Villa
Riparbella, 56046, Italy
1.5k from Montescudaio center

AC, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
New to Booking
$742
Average price / night
Check Availability
La casa di Arturo Pet friendly Apartments
La casa di Arturo Pet friendly Apartments
Apartment
Riparbella, Italy
1.5k from Montescudaio center

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

1 Bedroom4 Guests
1.0

Review score

1 reviews

$174
Average price / night
Check Availability
Charming apartment in Tuscany
Charming apartment in Tuscany
Apartment
Montescudaio, 56040, Italy
1.6k from Montescudaio center

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

1 Bedroom4 Guests
New to Booking
$140
Average price / night
Check Availability
Max and Lea's House
Max and Lea's House
Apartment
Riparbella, Italy
1.5k from Montescudaio center

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

1 Bedroom4 Guests
New to Booking
$151
Average price / night
Check Availability
Two-room apartment for 4 people, 36 m2, consisting of:Living area with kitchenette (4 burners) and 2 single beds, double bedroom,bathroom with shower, covered terrace equipped with table, chairs and two deck chairs.
Two-room apartment for 4 people, 36 m2, consisting of:Living area with kitchenette (4 burners) and 2 single beds, double bedroom,bathroom with shower, covered terrace equipped with table, chairs and two deck chairs.
Apartment
Guardistallo, 56040, Italy
1.7k from Montescudaio center

Breakfast Available, Crib, Fitness Equipment, Free Parking, Heater, Kitchen, Laundry, Living Area, No Smoking

1 Bedroom4 Guests
New to Booking
$140
Average price / night
Check Availability
VILLA LIGUSTRO
VILLA LIGUSTRO
Villa
Riparbella, Italy
1.5k from Montescudaio 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
Check Availability
Two-room apartment for 5 people, 50 m2, consisting of:Living area with kitchenette (4 burners) and 2 single beds, separate area with a single bed, double bedroom, bathroom with shower, covered terrace equipped with table, chairs and two deck chairs.
Two-room apartment for 5 people, 50 m2, consisting of:Living area with kitchenette (4 burners) and 2 single beds, separate area with a single bed, double bedroom, bathroom with shower, covered terrace equipped with table, chairs and two deck chairs.
Apartment
Guardistallo, 56040, Italy
1.7k from Montescudaio center

Breakfast Available, Crib, Fitness Equipment, Free Parking, Heater, Kitchen, Laundry, Living Area, No Smoking

2 Bedrooms5 Guests
New to Booking
$149
Average price / night
Check Availability
Relais La Pieve Vecchia
Relais La Pieve Vecchia
Resort
Riparbella, Italy
1.5k from Montescudaio center

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

35 Bedrooms57 Guests
9.0

Fabulous

361 reviews

$241
Average price / night
Check Availability
Romantic cottage, cared for and comfortable, near the seaside and the village
Romantic cottage, cared for and comfortable, near the seaside and the village
Cottage
Montescudaio, 56040, Italy
1.9k from Montescudaio center

Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

2 Bedrooms4 Guests
9.6

Exceptional

16 reviews

$220
Average price / night
Check Availability
Il Panorama
Il Panorama
Apartment
Montescudaio, Italy
1.5k from Montescudaio center

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

4 Bedrooms14 Guests
9.7

Exceptional

20 reviews

$416
Average price / night
Check Availability
Pure relaxation in an upscale atmosphere for 2/3 people, pool, wifi, near the sea
Pure relaxation in an upscale atmosphere for 2/3 people, pool, wifi, near the sea
House
Montescudaio, 56040, Italy
1.9k from Montescudaio center

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

2 Bedrooms3 Guests
9.6

Exceptional

23 reviews

$157
Average price / night
Check Availability
Agriturismo I Cerroni Montescudaio
Agriturismo I Cerroni Montescudaio
House
Montescudaio, Italy
1.5k from Montescudaio center

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

1 Bedroom2 Guests
8.8

Fabulous

19 reviews

$66
Average price / night
Check Availability
Charming family house in Tuscany. Construction for 2 persons, pool, wifi, garden
Charming family house in Tuscany. Construction for 2 persons, pool, wifi, garden
House
Montescudaio, 56040, Italy
1.9k from Montescudaio center

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

2 Bedrooms2 Guests
9.4

Superb

45 reviews

$172
Average price / night
Check Availability
Cottage Zizzolo
Cottage Zizzolo
Villa
Riparbella, Italy
1.5k from Montescudaio center

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

2 Bedrooms6 Guests
9.0

Fabulous

3 reviews

$228
Average price / night
Check Availability
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
1.9k from Montescudaio 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
Check Availability
Stunning private villa for 10 people with private pool, WIFI, A/C, TV, patio and panoramic view
Stunning private villa for 10 people with private pool, WIFI, A/C, TV, patio and panoramic view
House
Casale Marittimo, 56040, Italy
2.0k from Montescudaio center

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

5 Bedrooms10 Guests
New to Booking
$1060
Average price / night
Check Availability
Panoramic Penthouse Residence \"La Villa\" with swimming pool, tennis court, park
Panoramic Penthouse Residence \"La Villa\" with swimming pool, tennis court, park
Apartment
Toscana, 56040, Italy
2.0k from Montescudaio center

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

1 Bedroom4 Guests
New to Booking
$289
Average price / night
Check Availability
Family friendly vacation house for 6 , swimming pool, close to the sea
Family friendly vacation house for 6 , swimming pool, close to the sea
House
Montescudaio, 56040, Italy
2.0k from Montescudaio center

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

3 Bedrooms6 Guests
9.4

Superb

13 reviews

$243
Average price / night
Check Availability
PRIVATE VILLA ACQUAVIVA TUSCANY FOREVER IN MONTESCUDAIO
PRIVATE VILLA ACQUAVIVA TUSCANY FOREVER IN MONTESCUDAIO
Villa
Montescudaio, 56040, Italy
2.0k from Montescudaio center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$504
Average price / night
Check Availability
The Plumbago Apartment with pool
The Plumbago Apartment with pool
Apartment
Guardistallo, 56040, Italy
2.0k from Montescudaio center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Laundry, Living Area, Microwave

1 Bedroom4 Guests
8.0

Good

1 reviews

$199
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 Montescudaio.

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

Stay Near Montescudaio's Top Attractions

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

Montescudaio Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 515 verified vacation rentals with a pool in Montescudaio. 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 Montescudaio vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $66 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Montescudaio 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 Montescudaio welcome pets. Currently, 53 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 Montescudaio often include additional outdoor features such as Pool, Balcony/Terrace, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Montescudaio 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.