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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for San Secondo holiday rentals

View from Holiday Home [summer]

1. 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 £183
includes taxes & fees
14 Nov - 15 Nov
Holiday Home in Umbria near Renaissance Castle
An outdoor patio with a round wooden table and chairs, a covered seating area, and a view of a landscaped garden with trees and a stone wall.

2. 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 £224
includes taxes & fees
15 Nov - 16 Nov
Elegant Countryside Retreat
A rectangular swimming pool with stone tiles, surrounded by a wooden fence, trees, and a gazebo.

3. 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 £232
includes taxes & fees
14 Nov - 15 Nov
Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi
An outdoor patio with a wooden table and chairs, surrounded by stone walls and a large shade sail.

4. 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 £561
additional charges may apply
13 Dec - 14 Dec
Country House 'Casale San Pietro' with Mountain View, Private Terrace and Wi-Fi
A round wooden table with chairs, surrounded by olive trees and birdcages.

5. The Garden Above the clouds

The Garden Above the clouds
Nuvole
The price is £252
includes taxes & fees
16 Nov - 17 Nov
The Garden Above the clouds
A rectangular swimming pool with stone tiles, surrounded by a wooden fence, trees, and a gazebo.

6. 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 £257
includes taxes & fees
16 Nov - 17 Nov
Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi
Outdoor pool

7. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (45 reviews)
"It was wonderful!"
United States
Wade
The price is £66
includes taxes & fees
2 Dec - 3 Dec
iConic Wellness Resort
A bedroom with a bed, a nightstand with a lamp, a dresser with a mirror, and a shelf with decorative items.

8. 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 £46
includes taxes & fees
16 Nov - 17 Nov
Dolce Rosa Centro Storico
An outdoor patio with a round wooden table and chairs, a covered seating area, and a view of a landscaped garden with trees and a distant hill.

9. 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 £178
includes taxes & fees
14 Nov - 15 Nov
Rustic Holiday Home in Citta di Castello With Swimming Pool
Pool Outdoor

10. Wohnung la Mimosa by Interhome

Wohnung la Mimosa by Interhome
Cortona
The price is £180
includes taxes & fees
27 Nov - 28 Nov
Wohnung la Mimosa by Interhome
A dining area with a wooden table and chairs, a piano, and a sofa.

11. La Corte dei Servi - Locazione Turistica

La Corte dei Servi - Locazione Turistica
Sansepolcro
The price is £147
includes taxes & fees
14 Nov - 15 Nov
La Corte dei Servi - Locazione Turistica
A rectangular swimming pool with a view of a lake and mountains in the background.

12. -2 / Garage for 3 cars with private garden, swimming pool, park and spa

-2 / Garage for 3 cars 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 £134
includes taxes & fees
14 Nov - 15 Nov
-2 / Garage for 3 cars with private garden, swimming pool, park and spa
A wooden double door with a brass handle and a keypad lock on the wall beside it.

13. La Corte dei Servi - Vacation Rental

La Corte dei Servi - Vacation Rental
Sansepolcro
The price is £156
includes taxes & fees
15 Nov - 16 Nov
La Corte dei Servi - Vacation Rental
An outdoor dining area with tables set for a meal, surrounded by chairs and umbrellas, overlooking a mountainous landscape.

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 £104
includes taxes & fees
14 Nov - 15 Nov
Locanda del Viandante
A rustic room with a stone wall, a spiral staircase, a bed, a table with chairs, and a small kitchen area.

15. Apartment Room with a View in Anghiari

Apartment Room with a View in Anghiari
Anghiari
The price is £179
includes taxes & fees
15 Nov - 16 Nov
Apartment Room with a View in Anghiari
A modern kitchen with white cabinets, a dining area with a table and chairs, and a living area with a sofa and ottoman.

16. Apartment 'Blu Trasimeno' with Private Garden, Wi-Fi and Air Conditioning

Apartment 'Blu Trasimeno' with Private Garden, Wi-Fi and Air Conditioning
Tuoro sul Trasimeno
10.0 out of 10, Exceptional, (1 review)
"Pros: Hervorragende Ausstattung der Küche. Sehr gute Kommunikation mit dem Gastgeber. Sehr sauber und liebevoll eingerichtet."
Germany
Anonymous traveller
The price is £165
includes taxes & fees
14 Nov - 15 Nov
Apartment 'Blu Trasimeno' with Private Garden, Wi-Fi and Air Conditioning
A rectangular swimming pool with a metal railing, surrounded by white lounge chairs and a grassy area.

17. Farmhouse in Calcinaia on the lake, barn apartment, 4/6 beds, pool, park, SP.

Farmhouse in Calcinaia on the lake, barn apartment, 4/6 beds, pool, park, SP.
arezzo
10.0 out of 10, Exceptional, (1 review)
"Immerso nella natura con alloggio spazioso e completo di tutto. Perfetta organizzione e comunicazione da parte di Francesco chi ci ha dato anche utili consigli sul da farsi e vedere nei paraggi. Consigliato!"
Italy
Riccardo B.
The price is £175
includes taxes & fees
14 Nov - 15 Nov
Farmhouse in Calcinaia on the lake, barn apartment, 4/6 beds, pool, park, SP.
A narrow stone-paved courtyard with a bench, a wooden door, and a window with shutters.

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

Apartment 'Sotto Le Mura' with Wi-Fi
Anghiari
The price is £79
includes taxes & fees
15 Nov - 16 Nov
Apartment 'Sotto Le Mura' with Wi-Fi
A garden with blooming pink flowers and green trees.

19. 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 £92
includes taxes & fees
15 Nov - 16 Nov
Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
A rectangular swimming pool with a stone deck, surrounded by grass and trees, with a view of distant hills.

20. Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom

Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom
Lisciano Niccone
10.0 out of 10, Exceptional, (1 review)
"Pros: The Quietness of the wonderful mornings, in the middle of Tuscan Woods. The clean and big pool with a view. The host, very friendly and engaged. a perfect vacation!"
United States
Anonymous traveller
The price is £428
includes taxes & fees
16 Nov - 17 Nov
Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with 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

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"The property was beautiful and convenient to the train station. Our suite was spacious and clean. The staff were amazing and made our stay memorable. A daily highlight was the breakfast. Highly recommend this amazing property."
kimberly 2-night trip
Posted 7 days ago
Il Falconiere - Relais e Chateaux

Find out more about San Secondo

Everything you need to know about San Secondo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Secondo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Secondo holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Secondo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Secondo. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Secondo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Secondo holiday rentals we have selected for you start as low as £152 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Secondo rentals

At Expedia, we put the best San Secondo holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Secondo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Secondo holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Secondo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.