Holiday Rentals San Secondo from £165: Find Short-Term Rentals & Holiday Accommodations

Q: 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.

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In two weeks

In two months

In three months

In four months

Our top choices for San Secondo holiday rentals

1. iConic Wellness Resort

Arezzo

Rheymarie

includes taxes & fees

25 Oct - 26 Oct

A view of a historic town with prominent buildings and a church tower.

2. Cameracaffè Centro

Arezzo Centro Storico

Alexandre

includes taxes & fees

15 Oct - 16 Oct

A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

3. San Michele al Borgo

Castiglion Fiorentino

Vern

includes taxes & fees

30 Sept - 1 Oct

A courtyard with a stone pathway, potted plants, and a building with multiple windows and a door.

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

Città di Castello

includes taxes & fees

5 Oct - 6 Oct

An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

5. B&B Piccolo Hotel

Cortona Old Town

mansoor

includes taxes & fees

7 Oct - 8 Oct

A compact kitchen with a microwave, a sink, and wooden cabinets.

6. Limehome Arezzo Duomo

Arezzo Centro Storico

includes taxes & fees

4 Oct - 5 Oct

A stone building with a balcony and a small garden area with plants.

7. L'Antica Sosta

Corciano

Valentina

includes taxes & fees

13 Oct - 14 Oct

A modern hotel room with large windows, a bed, a desk, and a chair.

8. B&B 52cento

Arezzo Centro Storico

Tina

includes taxes & fees

18 Oct - 19 Oct

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

9. Dolce Rosa Centro Storico

Sansepolcro

Sergio

includes taxes & fees

12 Oct - 13 Oct

A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

10. Allegra Toscana - Affittacamere Guest house

Arezzo Centro Storico

Justin

includes taxes & fees

18 Oct - 19 Oct

11. Bibi Boutique

Arezzo Centro Storico

includes taxes & fees

5 Oct - 6 Oct

A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

12. Vicolo Della Scala Rooms - Il Sole

Cortona Old Town

includes taxes & fees

1 Oct - 2 Oct

A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

13. CASA AMBRA

Cortona Old Town

includes taxes & fees

2 Oct - 3 Oct

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

Saione

Robert

includes taxes & fees

4 Oct - 5 Oct

A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

15. Locanda del Viandante

Anghiari

Tatsuya

includes taxes & fees

30 Sept - 1 Oct

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

Saione

Thelma

includes taxes & fees

4 Oct - 5 Oct

17. Vicolo Della Scala Rooms - La Luna

Cortona Old Town

includes taxes & fees

1 Oct - 2 Oct

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Top San Secondo Hotel Reviews

Villa Borgo San Pietro

10/10 Excellent

"Well done"

Hotel San Michele

8/10 Good

"This is a charming hotel housed in a 15th century palazzo as close as you can get to the center of Cortona. The staff was pleasant and helpful. Plus you can pull your car up for luggage drop off - a real convenience in a town center where cars are otherwise restricted. Just note this hotel is in an old building. Not all rooms are serviced by elevator - some stairs required. And like any historic property the facilities have charming quirks - rooms but not all public facilities have A/C, lighting is low and there are no amenities on site other than a lovely buffet breakfast you can enjoy inside or in a garden setting. However its location steps from Cortona’s Piazza Republica, restaurants and shops make up for any shortcomings!"

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Hotel Relais Ducale

8/10 Good

"The room and hotel we’re both very clean and the staff was very helpful and attentive. The breakfast had various options and refilled regularly. The hotel is definitely in need of some updating and modernization, but if you are looking for a great location and beautiful surroundings, this place is great!"

17th century farmhouse with private pool and Wi-Fi and air conditioning

8/10 Good

"Très grande maison rustique avec piscine, donc pratique en saison estivale. La climatisation est limitée aux chambres à coucher. Nous avons été bien accueillis par les hôtes et avons eu réponses à nos questions rapidement.Parfait pour grande famille."

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 £165 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.

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Check prices for these dates

Our top choices for San Secondo holiday rentals

1. iConic Wellness Resort

2. Cameracaffè Centro

3. San Michele al Borgo

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

5. B&B Piccolo Hotel

6. Limehome Arezzo Duomo

7. L'Antica Sosta

8. B&B 52cento

9. Dolce Rosa Centro Storico

10. Allegra Toscana - Affittacamere Guest house

11. Bibi Boutique

12. Vicolo Della Scala Rooms - Il Sole

13. CASA AMBRA

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

15. Locanda del Viandante

16. Room-two-room Apartment

17. Vicolo Della Scala Rooms - La Luna

Find holiday rentals that suit your style

Top San Secondo Hotel Reviews

Villa Borgo San Pietro

Relais Villa Baldelli

Hotel San Luca

Hotel San Michele

Villa di Piazzano - Small Luxury Hotel of the World

Il Falconiere - Relais e Chateaux

Hotel Relais Ducale

Hotel Villa Paradiso

17th century farmhouse with private pool and Wi-Fi and air conditioning

Find out more about San Secondo

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in San Secondo

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for San Secondo holiday rentals

1. iConic Wellness Resort

2. Cameracaffè Centro

3. San Michele al Borgo

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

5. B&B Piccolo Hotel

6. Limehome Arezzo Duomo

7. L'Antica Sosta

8. B&B 52cento

9. Dolce Rosa Centro Storico

10. Allegra Toscana - Affittacamere Guest house

11. Bibi Boutique

12. Vicolo Della Scala Rooms - Il Sole

13. CASA AMBRA

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

15. Locanda del Viandante

16. Room-two-room Apartment

17. Vicolo Della Scala Rooms - La Luna

Find holiday rentals that suit your style

Top San Secondo Hotel Reviews

Villa Borgo San Pietro

Find out more about San Secondo

Frequently asked questions

Go further with the Expedia app