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San Secondo Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for San Secondo vacation rentals

Pool

1. 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 NT$2,420
NT$2,882 total
includes taxes & fees
Nov 18 - Nov 19
iConic Wellness Resort
A courtyard with a stone pathway, potted plants, and a building with multiple windows and a door.

2. Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool
Città di Castello
The price is NT$7,724
NT$8,496 total
includes taxes & fees
Oct 27 - Oct 28
Rustic Holiday Home in Citta di Castello With Swimming Pool
A narrow street with historic buildings, a balcony with potted plants, and a no parking sign.

3. Dolce Rosa Centro Storico

Dolce Rosa Centro Storico
Sansepolcro
9.6 out of 10, Exceptional, (13 reviews)
"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."
Italy
Sergio
Dolce Rosa Centro Storico
A hotel room with a bed, a desk with a chair, a wardrobe, a television, and a window with curtains.

4. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
9.0 out of 10, Wonderful, (4 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 NT$2,490
NT$3,378 total
includes taxes & fees
Oct 27 - Oct 28
Limehome Arezzo Duomo
A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

5. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.4 out of 10, Exceptional, (26 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is NT$4,625
NT$5,161 total
includes taxes & fees
Nov 2 - Nov 3
B&B Piccolo Hotel
A breakfast setting with a fireplace, a table with plates, glasses, and a croissant.

6. 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 NT$4,582
NT$5,186 total
includes taxes & fees
Oct 28 - Oct 29
San Michele al Borgo
A stone building with a balcony and a small garden area with plants.

7. L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
The price is NT$2,130
NT$2,343 total
includes taxes & fees
Oct 28 - Oct 29
L'Antica Sosta
A stone building with a tiled roof, surrounded by lush green fields and mountains in the background.

8. Locanda del Viandante

Locanda del Viandante
Anghiari
9.2 out of 10, Wonderful, (7 reviews)
"This is really one of those Dinner destinations that has rooms to stay too! 🙂 Beautiful location, and great food, I would have liked to have stayed longer!"
United States
Kenneth
The price is NT$4,150
NT$4,565 total
includes taxes & fees
Oct 27 - Oct 28
Locanda del Viandante
A modern hotel room with large windows, a bed, a desk, and a chair.

9. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.2 out of 10, Very good, (84 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
The price is NT$2,301
NT$2,750 total
includes taxes & fees
Nov 3 - Nov 4
B&B 52cento
A balcony with potted plants and a view of a cityscape.

10. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (195 reviews)
"Pros: Nice staff. Good breakfast with a nice view. Cons: Old bed and can feel the metal springs in your back so poor sleep. Lots of beggars and vagrants at the entrance of building."
United States
Steven
The price is NT$3,088
NT$3,615 total
includes taxes & fees
Nov 1 - Nov 2
Cameracaffè Centro
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

11. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is NT$7,470
NT$8,272 total
includes taxes & fees
Nov 5 - Nov 6
CASA AMBRA
A sectional sofa with a chaise, positioned against a plain wall, on a wooden floor.

12. La Corte dei Servi - Locazione Turistica

La Corte dei Servi - Locazione Turistica
Sansepolcro
The price is NT$6,574
NT$7,231 total
includes taxes & fees
Nov 2 - Nov 3
La Corte dei Servi - Locazione Turistica
A pink-themed room with a dining table, chairs, and a bed.

13. Bibi Boutique

Bibi Boutique
Arezzo Centro Storico
The price is NT$2,689
NT$3,177 total
includes taxes & fees
Oct 28 - Oct 29
Bibi Boutique
A building entrance with a number '10' sign, a potted plant with flowers, and a staircase leading to the entrance.

14. Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is NT$3,643
NT$4,153 total
includes taxes & fees
Oct 28 - Oct 29
Vicolo Della Scala Rooms - Il Sole
A narrow stone-walled room with a wooden table and blue upholstered chairs.

15. Allegra Toscana - Affittacamere & Guest House Arezzo

Allegra Toscana - Affittacamere & Guest House Arezzo
Arezzo Centro Storico
7.0 out of 10, Good, (17 reviews)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
The price is NT$2,955
NT$3,615 total
includes taxes & fees
Oct 27 - Oct 28
Allegra Toscana - Affittacamere & Guest House Arezzo
A hotel room with a bed, two bedside tables, a painting on the wall, and a vase with flowers on one of the tables.

16. Room-two-room Apartment

Room-two-room Apartment
Saione
10.0 out of 10, Exceptional, (1 review)
"A little tricky to locate but friendly staff and very walkable to see the sites."
Canada
Thelma
The price is NT$3,835
NT$4,437 total
includes taxes & fees
Oct 28 - Oct 29
Room-two-room Apartment
Room

17. Two-room Apartment for 3 People With Kitchen and Private Bathroom

Two-room Apartment for 3 People With Kitchen and Private Bathroom
Saione
8.0 out of 10, Very good, (1 review)
"The property is in a great location in Arezzo and the owner communicated clearly, thoroughly with us and this was much appreciated since we are still novice VRBO users. Not having a designated parking spot caused some frustration when we ended up finding an open spot a block away. "
United States
Robert
The price is NT$4,382
NT$5,040 total
includes taxes & fees
Oct 28 - Oct 29
Two-room Apartment for 3 People With Kitchen and Private Bathroom
A building entrance with a number '10' sign, a potted plant with flowers, and a staircase leading to the entrance.

18. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is NT$3,260
NT$3,659 total
includes taxes & fees
Nov 2 - Nov 3
Vicolo Della Scala Rooms - La Luna
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 San Secondo Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Beautiful historic property well located with just enough to do. Very relaxing ."
Peter 4-night trip
Posted 10 hours ago
Monastero di Cortona Hotel & Spa

Find out more about San Secondo

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Frequently asked questions

Are there vacation rentals in San Secondo?

Yes, there are vacation rentals close to popular local attractions in San Secondo, or you can choose a more secluded option if you want a relaxing place to stay.

What’s there to see and do in San Secondo?

Explore the area and family-friendly sights such as Aboca Museum, or get out into nature at a spot like Battle of Lake Trasimene Monument. Historic Town Montone and Madonna del Parto Museum are a couple of places you'll find in the larger area.

What’s a vacation rental in San Secondo like?

Vacation rentals are private properties you can book for a few weeks or just a few days in San Secondo. Vacation rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for families.