Vacation Rentals with Pool in Castle of Poppiano, Montespertoli: Compare 10+ Sites & Save

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  1. VBOR
  2. Vacation Rentals with Pool
  3.  Italy
  4.  Tuscany
  5.  Montespertoli
  6.  Castle of Poppiano

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395 Best Vacation Rentals with Pool in Castle of Poppiano (Starting from $103)

Casa Vacanze Rondini Blu
Casa Vacanze Rondini Blu
House
Castle of Poppiano, Montespertoli, Tuscany, Italy
1.0k from Castle of Poppiano 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 apartment on two levels with panoramic turret
Amazing rustic apartment on two levels with panoramic turret
Apartment
Montespertoli, 50025, Italy
0.5k from Castle of Poppiano center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$241
Average price / night
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Podere Le Rondini
Podere Le Rondini
House
Montespertoli, Italy
1.0k from Castle of Poppiano 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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13th Century Medieval Villa apt. 2p 1 bedroom, 45mt2 top Chianti hills Florence
13th Century Medieval Villa apt. 2p 1 bedroom, 45mt2 top Chianti hills Florence
Villa
Montespertoli, 50025, Italy
0.7k from Castle of Poppiano center

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

1 Bedroom2 Guests
New to Booking
$204
Average price / night
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La Tana Del Porcospino
La Tana Del Porcospino
House
Montespertoli, Italy
1.4k from Castle of Poppiano center

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

1 Bedroom5 Guests
10.0

Exceptional

3 reviews

$113
Average price / night
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Fantastic rustic apartment with two bedrooms
Fantastic rustic apartment with two bedrooms
Apartment
Montespertoli, 50025, Italy
0.9k from Castle of Poppiano 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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Villa Caterina 2 by Falcony apartments
Villa Caterina 2 by Falcony apartments
Villa
Montespertoli, Italy
1.6k from Castle of Poppiano 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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Fantastic 2 Bedroom Rustic Apartment
Fantastic 2 Bedroom Rustic Apartment
Apartment
Toscana, 50025, Italy
0.9k from Castle of Poppiano 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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Villa Caterina 1 by falcony apartments
Villa Caterina 1 by falcony apartments
Apartment
Montespertoli, Italy
1.6k from Castle of Poppiano 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
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Amazing Rustic One Bedroom Apartment
Amazing Rustic One Bedroom Apartment
Apartment
Toscana, 50025, Italy
0.9k from Castle of Poppiano 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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Agriturismo Casale Ugolini
Agriturismo Casale Ugolini
Villa
Montespertoli, Italy
1.8k from Castle of Poppiano 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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Amazing rustic one bedroom apartament
Amazing rustic one bedroom apartament
Apartment
Toscana, 50025, Italy
0.9k from Castle of Poppiano center

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

1 Bedroom4 Guests
New to Booking
$236
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
2.4k from Castle of Poppiano center

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

1 Bedroom4 Guests
New to Booking
$177
Average price / night
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13th Century Medieval Villa on the top Chianti hills near Florence - 26 guests.
13th Century Medieval Villa on the top Chianti hills near Florence - 26 guests.
Villa
Toscana, 50025, Italy
0.9k from Castle of Poppiano center

AC, Breakfast Available, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom26 Guests
New to Booking
$1572
Average price / night
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Villa la torre
Villa la torre
House
Castle of Poppiano, Montespertoli, Tuscany, Italy
2.5k from Castle of Poppiano 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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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
1.0k from Castle of Poppiano center

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

2 Bedrooms5 Guests
8.0

Good

3 reviews

$452
Average price / night
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Podere Casato Hills View, Pool, Wifi Tuscany
Podere Casato Hills View, Pool, Wifi Tuscany
House
Montespertoli, Italy
2.5k from Castle of Poppiano 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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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
1.0k from Castle of Poppiano 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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Le Mandrie di Ripalta
Le Mandrie di Ripalta
House
Montespertoli, Italy
2.8k from Castle of Poppiano center

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

6 Bedrooms23 Guests
8.9

Fabulous

1035 reviews

$118
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
1.0k from Castle of Poppiano 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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Villa delle Ortensie
Villa delle Ortensie
House
Montagnana Val di Pesa, Italy
2.9k from Castle of Poppiano 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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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
1.1k from Castle of Poppiano 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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Beautiful Tuscan Home with Stunning Views and Pool
Beautiful Tuscan Home with Stunning Views and Pool
House
Montagnana, 50025, Italy
1.4k from Castle of Poppiano center

AC, Balcony, Free Parking, Heater, Internet, Microwave, No Smoking, Patio, Pool

2 Bedrooms4 Guests
New to Booking
$157
Average price / night
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Luxury villa Bargino
Luxury villa Bargino
Villa
Montespertoli/ firenze, 50025, Italy
1.9k from Castle of Poppiano center

AC, Balcony, Breakfast Available, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$1468
Average price / night
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House with garden CASAVACANZE B&T CHIANTI VACANZE
House with garden CASAVACANZE B&T CHIANTI VACANZE
House
Montespertoli, 50025, Italy
2.1k from Castle of Poppiano center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms7 Guests
9.6

Exceptional

23 reviews

$110
Average price / night
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FAMILY HOUSE with garden swimming pool barbeque in the heart of Chianti
FAMILY HOUSE with garden swimming pool barbeque in the heart of Chianti
Apartment
Montespertoli, 50025, Italy
2.1k from Castle of Poppiano center

Barbecue, Breakfast Available, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms5 Guests
9.0

Fabulous

16 reviews

$103
Average price / night
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Brand new apartment with pool in the Tuscan countryside near Florence
Brand new apartment with pool in the Tuscan countryside near Florence
Apartment
Toscana, 50025, Italy
2.4k from Castle of Poppiano center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

1 Bedroom4 Guests
New to Booking
$111
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 Castle of Poppiano.

Where to stay in Castle of Poppiano? Best neighborhoods & areas

Castle of Poppiano Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 395 verified vacation rentals with a pool in Castle of Poppiano. 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 Castle of Poppiano vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $103 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Castle of Poppiano 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 Castle of Poppiano welcome pets. Currently, 44 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 Castle of Poppiano often include additional outdoor features such as Pool, Child Friendly, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Castle of Poppiano 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.