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San Secondo Holiday Rentals

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Check prices for these dates

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

Our top choices for San Secondo holiday 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 HK$581
HK$692 total
includes taxes & fees
18 Nov - 19 Nov
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 HK$1,713
HK$2,322 total
includes taxes & fees
31 Oct - 1 Nov
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
The price is HK$432
HK$475 total
includes taxes & fees
16 Nov - 17 Nov
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 HK$631
HK$848 total
includes taxes & fees
2 Nov - 3 Nov
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 HK$1,110
HK$1,239 total
includes taxes & fees
2 Nov - 3 Nov
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 HK$1,100
HK$1,245 total
includes taxes & fees
28 Oct - 29 Oct
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 HK$511
HK$562 total
includes taxes & fees
28 Oct - 29 Oct
L'Antica Sosta
A bathroom with two toilets, a bidet, a glass-enclosed shower, a radiator, and a wooden ceiling.

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 HK$996
HK$1,096 total
includes taxes & fees
28 Oct - 29 Oct
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 HK$552
HK$660 total
includes taxes & fees
3 Nov - 4 Nov
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 HK$741
HK$868 total
includes taxes & fees
1 Nov - 2 Nov
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 HK$1,793
HK$1,986 total
includes taxes & fees
5 Nov - 6 Nov
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 HK$1,578
HK$1,736 total
includes taxes & fees
31 Oct - 1 Nov
La Corte dei Servi - Locazione Turistica
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 HK$646
HK$763 total
includes taxes & fees
28 Oct - 29 Oct
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 HK$875
HK$997 total
includes taxes & fees
28 Oct - 29 Oct
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 HK$709
HK$868 total
includes taxes & fees
3 Nov - 4 Nov
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 HK$921
HK$1,065 total
includes taxes & fees
29 Oct - 30 Oct
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 HK$1,052
HK$1,210 total
includes taxes & fees
3 Nov - 4 Nov
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 HK$782
HK$878 total
includes taxes & fees
3 Nov - 4 Nov
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 1 day ago
Monastero di Cortona Hotel & Spa

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 holiday rentals in San Secondo?

Yes, there are holiday rentals close to the most popular sights in San Secondo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Secondo has to offer?

Holiday Home in Umbria with Pool: This holiday home rental outside of San Secondo offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

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 wider area.

What’s a holiday rental in San Secondo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Secondo. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.