Vacation Rentals with Pool in Piazza Machiavelli, Montespertoli: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Pool
  3.  Italy
  4.  Tuscany
  5.  Montespertoli
  6.  Piazza Machiavelli

Refine your search

Price per night

Amenity Filter

Rating

384 Best Vacation Rentals with Pool in Piazza Machiavelli (Starting from $111)

Agriturismo Le Ginestruzze
Agriturismo Le Ginestruzze
House
Montespertoli, Italy
0.9k from Piazza Machiavelli 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
Check Availability
Locanda del podestà: 17th century mansion in Chianti
Locanda del podestà: 17th century mansion in Chianti
Villa
Montespertoli, 50025, Italy
0.1k from Piazza Machiavelli 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
Check Availability
Le Mandrie di Ripalta
Le Mandrie di Ripalta
House
Montespertoli, Italy
1.3k from Piazza Machiavelli center

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

6 Bedrooms23 Guests
8.9

Fabulous

1035 reviews

$118
Average price / night
Check Availability
Villa Ginestruzze – Villa with Private Pool and Exclusive Suites in Tuscany
Villa Ginestruzze – Villa with Private Pool and Exclusive Suites in Tuscany
Villa
Montespertoli, 50025, Italy
1.0k from Piazza Machiavelli center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

5 Bedrooms10 Guests
New to Booking
$548
Average price / night
Check Availability
Villa Caterina 2 by Falcony apartments
Villa Caterina 2 by Falcony apartments
Villa
Montespertoli, Italy
1.6k from Piazza Machiavelli center

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

1 Bedroom6 Guests
New to Booking
$231
Average price / night
Check Availability
Limonaia – Elegant Tuscan Apartment with Spacious Rooms, Pool, and Relaxation
Limonaia – Elegant Tuscan Apartment with Spacious Rooms, Pool, and Relaxation
Apartment
Montespertoli, 50025, Italy
1.0k from Piazza Machiavelli center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$255
Average price / night
Check Availability
Villa Caterina 1 by falcony apartments
Villa Caterina 1 by falcony apartments
Apartment
Montespertoli, Italy
1.6k from Piazza Machiavelli center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$161
Average price / night
Check Availability
Panorama – Apartment with Terrace and Views of the Tuscan Countryside
Panorama – Apartment with Terrace and Views of the Tuscan Countryside
Apartment
Montespertoli, 50025, Italy
1.0k from Piazza Machiavelli center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

2 Bedrooms5 Guests
New to Booking
$238
Average price / night
Check Availability
Podere Villabassa
Podere Villabassa
House
Piazza Machiavelli, Montespertoli, Tuscany, Italy
1.8k from Piazza Machiavelli center

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

6 Bedrooms20 Guests
New to Booking
$328
Average price / night
Check Availability
Casina – Tuscan Apartment with Pool among Vineyards and Olive Groves
Casina – Tuscan Apartment with Pool among Vineyards and Olive Groves
Apartment
Montespertoli, 50025, Italy
1.1k from Piazza Machiavelli center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

1 Bedroom3 Guests
New to Booking
$149
Average price / night
Check Availability
Podere Casato 2 Hills View, Pool, Wifi Tuscany
Podere Casato 2 Hills View, Pool, Wifi Tuscany
Apartment
Montespertoli, Italy
1.9k from Piazza Machiavelli center

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

1 Bedroom4 Guests
New to Booking
$177
Average price / night
Check Availability
Cipressina – Spacious Tuscan Apartment with Pool for Families and Groups
Cipressina – Spacious Tuscan Apartment with Pool for Families and Groups
Apartment
Montespertoli, 50025, Italy
1.1k from Piazza Machiavelli center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

4 Bedrooms8 Guests
New to Booking
$376
Average price / night
Check Availability
Fattoria La Gigliola
Fattoria La Gigliola
Resort
Piazza Machiavelli, Montespertoli, Tuscany, Italy
1.9k from Piazza Machiavelli 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
Check Availability
Elegant 7 bedrooms villa in Tuscany
Elegant 7 bedrooms villa in Tuscany
Villa
Toscana, 50025, Italy
1.8k from Piazza Machiavelli center

Arcade, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Pool

7 Bedrooms16 Guests
New to Booking
$1018
Average price / night
Check Availability
Podere Le Rondini
Podere Le Rondini
House
Montespertoli, Italy
1.9k from Piazza Machiavelli 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
Check Availability
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
1.9k from Piazza Machiavelli center

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

9 Bedrooms22 Guests
10.0

Exceptional

12 reviews

$2087
Average price / night
Check Availability
Podere Casato Hills View, Pool, Wifi Tuscany
Podere Casato Hills View, Pool, Wifi Tuscany
House
Montespertoli, Italy
1.9k from Piazza Machiavelli 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
Check Availability
Apartment with Swimming Pool and Tennis
Apartment with Swimming Pool and Tennis
Apartment
Montespertoli, 50025, Italy
1.9k from Piazza Machiavelli center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Pool

1 Bedroom5 Guests
10.0

Exceptional

1 reviews

$165
Average price / night
Check Availability
Fattoria la Gigliola - Il Frantoio
Fattoria la Gigliola - Il Frantoio
House
Montespertoli, Italy
1.9k from Piazza Machiavelli center

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

1 Bedroom5 Guests
7.7

Good

3 reviews

$130
Average price / night
Check Availability
Cozy apartment for 4/5 pax in a cottage in Chianti,Wifi,Swimmingpool,AIR-CO,Chef
Cozy apartment for 4/5 pax in a cottage in Chianti,Wifi,Swimmingpool,AIR-CO,Chef
Apartment
Poppiano, 50025, Italy
2.0k from Piazza Machiavelli center

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

2 Bedrooms5 Guests
8.0

Good

3 reviews

$452
Average price / night
Check Availability
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
2.0k from Piazza Machiavelli 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
Check Availability
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
2.0k from Piazza Machiavelli center

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

9 Bedrooms22 Guests
10.0

Exceptional

38 reviews

$2087
Average price / night
Check Availability
Villa La Torre 16, Montespertoli, Florence and Chianti
Villa La Torre 16, Montespertoli, Florence and Chianti
Villa
Montespertoli, 50025, Italy
2.0k from Piazza Machiavelli center

Barbecue, Dryer, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

8 Bedrooms16 Guests
New to Booking
$980
Average price / night
Check Availability
Fantastic rustic apartment with two bedrooms
Fantastic rustic apartment with two bedrooms
Apartment
Montespertoli, 50025, Italy
2.1k from Piazza Machiavelli center

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

2 Bedrooms6 Guests
New to Booking
$215
Average price / night
Check Availability
Fantastic 2 Bedroom Rustic Apartment
Fantastic 2 Bedroom Rustic Apartment
Apartment
Toscana, 50025, Italy
2.1k from Piazza Machiavelli center

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

2 Bedrooms4 Guests
New to Booking
$211
Average price / night
Check Availability
Amazing Rustic One Bedroom Apartment
Amazing Rustic One Bedroom Apartment
Apartment
Toscana, 50025, Italy
2.1k from Piazza Machiavelli center

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

1 Bedroom4 Guests
New to Booking
$236
Average price / night
Check Availability
Amazing rustic one bedroom apartament
Amazing rustic one bedroom apartament
Apartment
Toscana, 50025, Italy
2.1k from Piazza Machiavelli center

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

1 Bedroom4 Guests
New to Booking
$236
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 Piazza Machiavelli.

Where to stay in Piazza Machiavelli? Best neighborhoods & areas

Piazza Machiavelli Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 384 verified vacation rentals with a pool in Piazza Machiavelli. 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 Piazza Machiavelli vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $111 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Piazza Machiavelli 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 Piazza Machiavelli welcome pets. Currently, 50 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 Piazza Machiavelli often include additional outdoor features such as Pool, Fireplace/Heating, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Piazza Machiavelli 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.