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Portole Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Portole vacation rentals

An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

1. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is P8,955
P9,992 total
includes taxes & fees
Nov 2 - Nov 3
B&B Piccolo Hotel
Pool

2. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (41 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is P4,686
P5,579 total
includes taxes & fees
Nov 16 - Nov 17
iConic Wellness Resort
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

3. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is P8,815
P9,977 total
includes taxes & fees
Oct 28 - Oct 29
San Michele al Borgo
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

4. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is P14,462
P16,014 total
includes taxes & fees
Nov 5 - Nov 6
CASA AMBRA
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

5. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is P5,129
P5,925 total
includes taxes & fees
Oct 22 - Oct 23
Artisti del Cavallo Tourism
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

6. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is P6,311
P7,224 total
includes taxes & fees
Oct 20 - Oct 21
Vicolo Della Scala Rooms - La Luna
A spa area with a stone-walled arch, a hot tub, and a small window.

7. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is P6,961
P7,940 total
includes taxes & fees
Nov 8 - Nov 9
DormiVeglia B&B
A modern kitchen with wooden cabinets, a microwave, and a black countertop.

8. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (3 reviews)
"I really liked the brand new room. Nice design and super comfy bed. Plus free coffee is a nice addition to the experience there. Loved it. Plus my personal highlight were the nice views into the historical center of Arezzo."
Germany
Florian
The price is P4,049
P5,691 total
includes taxes & fees
Oct 18 - Oct 19
Limehome Arezzo Duomo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portole Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Frederico went above and beyond to transfer us to our villa and Giulio was a fantastic bartender"
lise 1-night trip
Posted 3 days ago
Monastero di Cortona Hotel & Spa

Find out more about Portole

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Look no further and take a look at our great range of rental properties in Portole!

Frequently asked questions

Can I find vacation rentals in Portole?

Yes, we have vacation rentals near top attractions in Portole, or you can go with a secluded option if you'd like a relaxing place to stay.

What can I see and do in Portole?

Explore the area and family-friendly sights such as Naturalistic Oasis La Valle, or get out into nature at a spot like Isola Maggiore. Villa Bramasole and Piazza della Repubblica are a couple of places you'll find in the larger area.

What are vacation rentals like in Portole?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Portole. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip.