My Dreamy Destination - Vacation Rentals in Pentolina

Agriturismo Botralta From US $81
         

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9.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Apartment "Casa di Franca a San Galgano" in Historical Centre From US $103
         

10.0 (1 Review)
Apartment
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Country House in Tuscany with Panoramic Views From US $332
         

10.0 (2 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Balcony/Terrace

Luxury Places to Stay in Pentolina

Over 249+ Luxury Places to Stay in or Near Pentolina
Villa Rock Cerbaia From US $4,773
         

New
Villa
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens
La Capriata From US $4,706
         

New
Apartment
  • Pet Friendly
  • Security/Safety
  • Fireplace/Heating
The Bishop Apartment From US $3,532
         

New
Apartment
  • Pet Friendly
  • Fireplace/Heating
  • Child Friendly
Honeymoon Room From US $2,358
         

New
House
  • Pet Friendly
  • Fireplace/Heating
  • Child Friendly
Borgo Santo Pietro From US $1,705
         

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9.6 (57 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Tower Room From US $1,184
         

New
House
  • Pet Friendly
  • Fireplace/Heating
  • Child Friendly

Top-Rated Vacation Rentals with a Pool in Pentolina

Over 105+ Top-Rated Vacation Rentals with a Pool in or Near Pentolina
Relais Le Macine di Stigliano From US $231
         

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10.0 (15 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Montestigliano From US $190
         

10.0 (2 Reviews)
House
  • Parking
  • Pool
  • TV
Casa Sofi, Monticiano, Italy From US $261
         

10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Pool
Villa Edera From US $226
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Pentolina

Over 122+ Pet-Friendly Vacation Rentals in or Near Pentolina
Country House in Chiusdino with Panoramic Views From US $149
         

10.0 (1 Review)
Apartment
  • Pet Friendly
  • TV
  • Balcony/Terrace
Casa Mancini Monticiano - Holiday Villa From US $226
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • TV
Borgo Il Poggiaccio From US $241
         

8.8 (65 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Comfort, relaxation and nature From US $119
         

10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • TV
La Capanna di Franca 6+2, Emma Villas From US $605
         

9.8 (6 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
agriturismo la roggiola From US $47
         

9.6 (112 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Detached villa with panoramic garden From US $181
         

9.6 (63 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool

Large Vacation Homes & Villas in Pentolina

Over 63+ Large Vacation Homes & Villas in or Near Pentolina
Castellare From US $777
         

9.8 (4 Reviews)
Villa
  • Parking
  • Pet Friendly
  • Pool
panoramica casa con piscina privata From US $175
         

7.0 (10 Reviews)
Villa
  • Parking
  • Pet Friendly
  • Pool
villa con vista panoramica From US $161
         

6.8 (3 Reviews)
Villa
  • Parking
  • Pet Friendly
  • Pool

Wheelchair Accessible Vacation Homes in Pentolina

Over 6+ Wheelchair Accessible Vacation Homes in or Near Pentolina
House / Villa - Radicondoli From US $441
         

9.6 (13 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Borgo Il Poggiaccio Residenza Turistico Alberghiera From US $197
         

Residence Arianna From US $193
         

9.6 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Agriturismo Le Vigne From US $124
         

9.2 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Relais Le Macine Di Stigliano From US $133
         

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9.5 (229 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Casale San Galgano From US $91
         

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9.4 (179 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Pentolina Varoom and Airbnb Places to Stay Under $200

Over 147+ Pentolina Varoom and Airbnb Places to Stay Under $200
Apartment "Casa di Franca a San Galgano" in Historical Centre From US $89
         

10.0 (1 Review)
Apartment
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
SMartspot Rosia From US $96
         

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9.8 (35 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Casa di Campagna in Toscana From US $90
         

9.4 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Villa Amedeo Raffaello Apartment - Sovicille From US $184
         

8.4 (7 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • TV
Casa Francesca by Interhome From US $116
         

8.0 (4 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Montana Escape, Tuscan Stay From US $136
         

6.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Two-room flat Duplex Superior Nr 6
New
From US $176
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Two-room apartment Duplex Superior n. 9
New
From US $176
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Instantly Bookable Vacation Homes in Pentolina

Over 96+ Instantly Bookable Vacation Homes in or Near Pentolina
Camera Romeo & Juliet From US $1,182
         

New
House
  • Pet Friendly
  • Fireplace/Heating
  • Child Friendly
Four-room flat 6/8 sleeps Nr 4
New
From US $317
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Four-room flat for 6/8 people No. 5
New
From US $317
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Tiziano-Leonardo - Villa Amedeo Tuscan countryside From US $297
         

New
Apartment
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Three-room flat 4/5 beds Nr 2
New
From US $211
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Villa Amedeo apartment Michelangelo From US $172
         

About Pentolina Vacation Rentals

With more than 258 Pentolina vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Mydreamydestination and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Pentolina.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Mydreamydestination Pentolina, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Pentolina. Places to stay near Pentolina are 1048.89 ft² on average, with prices averaging $309 a night.

Mydreamydestination makes it easy and safe to find and compare vacation rentals in Pentolina with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Pentolina

Type Count
Holiday Apartments 94
Vacation Homes 84
Villas 33
Others 32
Cottages 6
B&B 4
Hotels with Suites 4

Use these Quick Filters to Find a Vacation Rental in Pentolina

Pro Tip: Mydreamydestination makes it easy to compare the best listings on Mydreamydestination homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Mydreamydestination homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pentolina.

Weather in Pentolina

View the weather forecast for Pentolina before booking your Pentolina Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 38°F
March - May
High 66°F       Low 44°F
June - August
High 87°F       Low 64°F
September - November
High 75°F       Low 53°F