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San Cassiano Holiday Rentals

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Our top choices for San Cassiano holiday rentals

1. Palazzo Circolone

Palazzo Circolone
Poggiardo
9.8 out of 10, Exceptional, (56 reviews)
"Helpful staff good breakfast areas upstairs to relax nice outside area where you can sunbathe with small pool to cool down "
United Kingdom
David
The price is NZ$230
includes taxes & fees
6 Oct - 7 Oct
Palazzo Circolone

2. Casa Cardignan

Casa Cardignan
Diso
9.6 out of 10, Exceptional, (20 reviews)
"The host was very nice and helpful "
Canada
Susan
The price is NZ$145
includes taxes & fees
7 Oct - 8 Oct
Casa Cardignan

3. La Filanda

La Filanda
Uggiano la Chiesa
10.0 out of 10, Exceptional, (38 reviews)
"Perfect location near Otranto in a quiet little town. Nice design. Wonderful breakfast where we were well taken care of."
Sweden
anders
The price is NZ$149
includes taxes & fees
5 Oct - 6 Oct
La Filanda

4. Villa Raffaella

Villa Raffaella
4.0 star property
Santa Cesarea Terme
9.2 out of 10, Wonderful, (44 reviews)
"Stunning spacious room with a sea view. Serene"
United Kingdom
lyndsey
The price is NZ$188
includes taxes & fees
8 Oct - 9 Oct
Villa Raffaella

5. Masseria Corte degli Aromi

Masseria Corte degli Aromi
Palmariggi
9.8 out of 10, Exceptional, (13 reviews)
"This place is simply stunning, probable the best near Maglie, ultra comfortable, and the food is absolutely spectacular. "
United States
Maximilian
The price is NZ$541
includes taxes & fees
2 Nov - 3 Nov
Masseria Corte degli Aromi

6. Borgoterra

Borgoterra
Martano
9.2 out of 10, Wonderful, (43 reviews)
"For a few days of relaxing this hotel and spa is a good place. "
United States
Johann
The price is NZ$140
includes taxes & fees
16 Oct - 17 Oct
Borgoterra

7. PALAZZO VIGILARIUM - Boutique Rooms

PALAZZO VIGILARIUM - Boutique Rooms
Uggiano la Chiesa
9.6 out of 10, Exceptional, (5 reviews)
"This place is incredible, quiet and workers are amazing! Breakfast was very good! Room was so pretty so much space, modern! I highly recommend"
Canada
Karol-Ann
The price is NZ$292
includes taxes & fees
7 Oct - 8 Oct
PALAZZO VIGILARIUM - Boutique Rooms

8. I Tre Bacili

I Tre Bacili
Spongano
8.0 out of 10, Very good, (3 reviews)
"This small boutique property is beautiful, well built and impeccably designed. It is so close to being the perfect high-end micro hotel it wants to be, that it is such a shame that it misses the mark. The hotel has no staff from noon to 4:30. You cannot arrive between those times and to make matters worse they will charge you if you arrive earlier and want to check in. This means that if you arrive anytime before 4:30pm you are screwed even if your room is ready. This is a problem because there...
Canada
Peter
The price is NZ$391
includes taxes & fees
4 Oct - 5 Oct
I Tre Bacili

9. Lo Scalo bed and breakfast

Lo Scalo bed and breakfast
Alessano
10.0 out of 10, Exceptional, (1 review)
"Ottima struttura in una bellissima Marina. Camera confortevole"
Italy
Domenico
The price is NZ$98
includes taxes & fees
5 Oct - 6 Oct
Lo Scalo bed and breakfast

10. The Lemon House in Salento

The Lemon House in Salento
MARINA DI MARITTIMA COMUNE DISO
The price is NZ$335
includes taxes & fees
5 Oct - 6 Oct
The Lemon House in Salento

11. LE DUE DIMORE

LE DUE DIMORE
Collepasso
The price is NZ$122
includes taxes & fees
9 Oct - 10 Oct
LE DUE DIMORE

12. La Lanterna

La Lanterna
Martano
10.0 out of 10, Exceptional, (2 reviews)
"Hotel in zona ottimale per il raggiungimento di tutte le località salentine sia dalla parte ionica che Adriatica. Molto pulito, camere spaziose e ben attrezzate, personale estremamente gentile ed accogliente."
Italy
PEDRINAZZI
The price is NZ$126
includes taxes & fees
31 Oct - 1 Nov
La Lanterna

13. ARIA D'ORIENTE

ARIA D'ORIENTE
Casamassella
The price is NZ$135
includes taxes & fees
28 Oct - 29 Oct
ARIA D'ORIENTE

14. Equinox house

Equinox house
Tuglie
10.0 out of 10, Exceptional, (1 review)
"Super séjour... très belle terrasse... logement calme et très jolie village... merci"
France
Nadège
The price is NZ$118
includes taxes & fees
3 Oct - 4 Oct
Equinox house

15. Accogliente e Ampia Casa per Vacanze nel Cuore del Salento

Accogliente e Ampia Casa per Vacanze nel Cuore del Salento
Sogliano Cavour
The price is NZ$136
includes taxes & fees
7 Oct - 8 Oct
Accogliente e Ampia Casa per Vacanze nel Cuore del Salento

16. Masseria Li Foggi

Masseria Li Foggi
Gallipoli
9.6 out of 10, Exceptional, (24 reviews)
"It was a little piece of magic. Location was amazing just out of Gallipoli and close to one of the most beautiful beaches."
Canada
Jaime
The price is NZ$251
includes taxes & fees
29 Oct - 30 Oct
Masseria Li Foggi

17. Masseria Torre Sant'Andrea

Masseria Torre Sant'Andrea
Borgagne
The price is NZ$176
includes taxes & fees
31 Oct - 1 Nov
Masseria Torre Sant'Andrea

18. AgriCampeggio Darwin

AgriCampeggio Darwin
Otranto
The price is NZ$112
includes taxes & fees
9 Oct - 10 Oct
AgriCampeggio Darwin

19. Castro: House with private access to the sea

Castro: House with private access to the sea
Castro
9.0 out of 10, Wonderful, (17 reviews)
"We loved the garden and the sea view, had a wonderful stay."
Germany
Eva-Maria H.
The price is NZ$280
includes taxes & fees
6 Oct - 7 Oct
Castro: House with private access to the sea

20. 'La Casetta di Viola' charming and unique cottage just a few km from the sea!

'La Casetta di Viola' charming and unique cottage just a few km from the sea!
Palmariggi
The price is NZ$302
includes taxes & fees
7 Oct - 8 Oct
'La Casetta di Viola' charming and unique cottage just a few km from the sea!
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 Cassiano Hotel Reviews

Find out more about San Cassiano

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Cassiano holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Cassiano. 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 San Cassiano. Seeing all the best attractions is bound to make you fall in love with San Cassiano. Who knows, you may even be tempted to extend your 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 holiday 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 San Cassiano short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in San Cassiano?

Yes, there are holiday rentals close to the most popular sights in San Cassiano, 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 Cassiano has to offer?

Tenuta Marrocco House: This holiday home rental outside San Cassiano offers a terrace and WiFi to help you feel comfortable in your new surroundings.

How many holiday rentals are there in San Cassiano?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your San Cassiano stay.

What can I see and do in San Cassiano?

While exploring the area, visit family-friendly sights like Giardini del Sole, or get outside and enjoy nature at Zinzulusa Cave. Castro Marina and Santa Cesarea Terme Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in San Cassiano?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Cassiano. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for small groups.