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San Secondo Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for San Secondo vacation rentals

A building with a balcony, multiple windows, and a door.

1. 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
The price is P3,686
P4,054 total
includes taxes & fees
Nov 16 - Nov 17
Dolce Rosa Centro Storico
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 P10,838
P15,478 total
includes taxes & fees
Nov 3 - Nov 4
Rustic Holiday Home in Citta di Castello With Swimming Pool
Pool

3. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (42 reviews)
"It was wonderful!"
United States
Wade
The price is P4,714
P5,612 total
includes taxes & fees
Nov 18 - Nov 19
iConic Wellness Resort
A sectional sofa with a chaise, positioned against a plain wall, on a wooden floor.

4. La Corte dei Servi - Locazione Turistica

La Corte dei Servi - Locazione Turistica
Sansepolcro
The price is P11,523
P12,675 total
includes taxes & fees
Dec 3 - Dec 4
La Corte dei Servi - Locazione Turistica
A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

5. 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 P8,083
P8,891 total
includes taxes & fees
Nov 3 - Nov 4
Locanda del Viandante
A couple relaxing in a spa setting with a visible logo on the wall, a reception desk, and a plant in the background.

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 P8,477
P9,610 total
includes taxes & fees
Nov 8 - Nov 9
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 P4,148
P4,563 total
includes taxes & fees
Nov 9 - Nov 10
L'Antica Sosta
A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

8. 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 P9,009
P10,052 total
includes taxes & fees
Nov 4 - Nov 5
B&B Piccolo Hotel
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

9. Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is P7,096
P7,947 total
includes taxes & fees
Nov 3 - Nov 4
Vicolo Della Scala Rooms - Il Sole
A restaurant named 'SALUMERIA FOCACCE E VINI' with outdoor seating and a stone facade.

10. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
9.2 out of 10, Wonderful, (5 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 P4,138
P5,797 total
includes taxes & fees
Nov 3 - Nov 4
Limehome Arezzo Duomo
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 P13,095
P14,511 total
includes taxes & fees
Nov 5 - Nov 6
CASA AMBRA
A view of a historic town with prominent buildings and a church tower.

12. 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 P5,713
P6,711 total
includes taxes & fees
Nov 4 - Nov 5
Cameracaffè Centro
Room

13. Bibi Boutique

Bibi Boutique
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
"The BiBi was perfect for my needs. Its location is excellent, and the room had all the needed amenities. Fabio was a gracious host, orienting me to Arezzo and recommending a wonderful trattoria close by. I highly recommend and hope to return!"
United States
Carol
The price is P5,820
P6,829 total
includes taxes & fees
Nov 3 - Nov 4
Bibi Boutique
A modern hotel room with large windows, a bed, a desk, and a chair.

14. 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 P4,805
P5,713 total
includes taxes & fees
Nov 8 - Nov 9
B&B 52cento
A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

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 P5,755
P7,042 total
includes taxes & fees
Nov 8 - Nov 9
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 P7,469
P8,642 total
includes taxes & fees
Nov 3 - Nov 4
Room-two-room Apartment
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

17. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is P6,349
P7,126 total
includes taxes & fees
Nov 3 - Nov 4
Vicolo Della Scala Rooms - La Luna
Room

18. 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 P8,536
P9,816 total
includes taxes & fees
Nov 3 - Nov 4
Two-room Apartment for 3 People With Kitchen and Private Bathroom
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

Hotel San Michele

Hotel San Michele

10/10 Excellent
"Great location"
edwin 4-night trip
Posted 5 hours ago
Hotel San Michele

Find out more about San Secondo

Search for holiday rentals in San Secondo on Expedia! You can easily find your home rentals, villas, holiday apartments in San Secondo using one of the methods below:

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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.