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San Secondo Vacation Rentals

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Our top choices for San Secondo vacation rentals

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 CA $81
CA $89 total
includes taxes & fees
Nov 16 - Nov 17
Dolce Rosa Centro Storico

2. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (43 reviews)
"It was wonderful!"
United States
Wade
The price is CA $103
CA $123 total
includes taxes & fees
Nov 18 - Nov 19
iConic Wellness Resort

3. Elegant Countryside Retreat

Elegant Countryside Retreat
Città di Castello
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed evenings near that fireplace, really nice ambiance when winding down after excursions into town. Garden’s a good spot to chill if you want some fresh air as well."
United States
Anonymous traveller
The price is CA $174
CA $422 total
includes taxes & fees
Nov 6 - Nov 7
Elegant Countryside Retreat

4. 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 CA $235
CA $337 total
includes taxes & fees
Nov 4 - Nov 5
Rustic Holiday Home in Citta di Castello With Swimming Pool

5. The Garden Above the clouds

The Garden Above the clouds
Nuvole
The price is CA $310
CA $427 total
includes taxes & fees
Nov 4 - Nov 5
The Garden Above the clouds

6. Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi

Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi
Umbertide
The price is CA $319
CA $434 total
includes taxes & fees
Nov 4 - Nov 5
Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi

7. Country House 'Casale San Pietro' with Mountain View, Private Terrace and Wi-Fi

Country House 'Casale San Pietro' with Mountain View, Private Terrace and Wi-Fi
Città di Castello
The price is CA $700
CA $1,065 total
includes taxes & fees
Nov 8 - Nov 9
Country House 'Casale San Pietro' with Mountain View, Private Terrace and Wi-Fi

8. Apartment 'Sotto Le Mura' with Wi-Fi

Apartment 'Sotto Le Mura' with Wi-Fi
Anghiari
The price is CA $148
CA $148 total
includes taxes & fees
Nov 4 - Nov 5
Apartment 'Sotto Le Mura' with Wi-Fi

9. Holiday Home in Umbria near Renaissance Castle

Holiday Home in Umbria near Renaissance Castle
Città di Castello
9.6 out of 10, Exceptional, (12 reviews)
"Good value overall considering included pool use and garden space. The location offered beautiful views that enhanced our relaxation throughout the stay."
United States
Anonymous traveller
The price is CA $254
CA $346 total
includes taxes & fees
Nov 6 - Nov 7
Holiday Home in Umbria near Renaissance Castle

10. L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
The price is CA $79
CA $87 total
includes taxes & fees
Nov 8 - Nov 9
L'Antica Sosta

11. La Corte dei Servi - Locazione Turistica

La Corte dei Servi - Locazione Turistica
Sansepolcro
The price is CA $250
CA $275 total
includes taxes & fees
Nov 4 - Nov 5
La Corte dei Servi - Locazione Turistica

12. Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi

Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi
Umbertide
8.0 out of 10, Very good, (1 review)
"Pros: Location in the mountains is superb, very friendly& supportive staff, fair price Cons: Only very small windows in the appartment, thus dark and nearly no chance for fresh cold air in the night. Due to the size of the location the pool was overcrowded and too less sun chairs. Photos better than reality."
United States
Anonymous traveller
The price is CA $365
CA $479 total
includes taxes & fees
Nov 4 - Nov 5
Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi

13. The cyclist. Cycle your way to your perfect getaway!

The cyclist. Cycle your way to your perfect getaway!
Parlesca
The price is CA $116
CA $134 total
includes taxes & fees
Nov 4 - Nov 5
The cyclist. Cycle your way to your perfect getaway!

14. 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 CA $177
CA $195 total
includes taxes & fees
Nov 6 - Nov 7
Locanda del Viandante

15. Cozy Apartment: Your Oasis of Paradise in the Countryside

Cozy Apartment: Your Oasis of Paradise in the Countryside
Anghiari
The price is CA $126
CA $182 total
includes taxes & fees
Nov 4 - Nov 5
Cozy Apartment: Your Oasis of Paradise in the Countryside

16. -2 / 3-seater garage with private garden, swimming pool, park and spa

-2 / 3-seater garage with private garden, swimming pool, park and spa
sansepolcro (arezzo)
8.4 out of 10, Very good, (5 reviews)
"Het uitzicht was prima, het bed lag ook wel goed, maar ventilatie was niks, waardoor het S’nachts bloedheet was. Het was een verouderde garage, ik zou niemand aanraden dit te boeken. Van park en spa heb ik ook niks gezien."
Netherlands
Sjoukje
The price is CA $140
CA $243 total
includes taxes & fees
Nov 6 - Nov 7
-2 / 3-seater garage with private garden, swimming pool, park and spa

17. La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!

La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!
Castel Rigone
10.0 out of 10, Exceptional, (4 reviews)
"The place was amazing and as advertised! We enjoyed the area very much, the views are amazing! We shopped at the local market and enjoyed dinner in both nights we were there. If we are back in the area, we will stay here again! Saverio was very attentive and gracious. Check in and out couldn’t have been easier! "
United States
John L.
The price is CA $138
CA $192 total
includes taxes & fees
Nov 4 - Nov 5
La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!

18. Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi

Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
Anghiari
10.0 out of 10, Exceptional, (1 review)
"Comfortable and clean VRBO in the breathtakingly beautiful medieval town of Anghiari. Hosts were lovely and very kind. Location is ideal as it is only a short walk uphill to the town square with coffee shops, restaurants, and other local shops. If we ever get the privilege of visiting again, we would definitely book with these wonderful hosts!"
United States
Kaylyn C.
The price is CA $172
CA $172 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi

19. 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 CA $198
CA $221 total
includes taxes & fees
Nov 4 - Nov 5
B&B Piccolo Hotel

20. Wohnung la Mimosa by Interhome

Wohnung la Mimosa by Interhome
Cortona
The price is CA $329
CA $337 total
includes taxes & fees
Nov 16 - Nov 17
Wohnung la Mimosa by Interhome
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

Find out more about San Secondo

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Secondo. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 are some of the best vacation home rentals in San Secondo?

Holiday Home in Umbria with Pool: This vacation home rental near San Secondo offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection 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 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.