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San Cassiano Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for San Cassiano holiday rentals

A spacious interior with a high arched ceiling, a bar area with stools, and a seating area with two chairs.

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 AU$174
includes taxes & fees
5 Oct - 6 Oct
Palazzo Circolone
A swimming pool with a unique curved design and a tiled deck surrounding it.

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 AU$129
includes taxes & fees
25 Sept - 26 Sept
Casa Cardignan
A staircase with a metal handrail leading to a landing with a window.

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 AU$130
includes taxes & fees
27 Sept - 28 Sept
La Filanda
A room with a bed, two wicker chairs, and a balcony with a view of the sea.

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 AU$117
includes taxes & fees
22 Oct - 23 Oct
Villa Raffaella
A spacious bedroom with a large bed, a bathtub, and a high arched ceiling.

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 AU$470
includes taxes & fees
12 Oct - 13 Oct
Masseria Corte degli Aromi
A deck with sun loungers and umbrellas, overlooking a rocky coastline.

6. 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 AU$83
includes taxes & fees
26 Sept - 27 Sept
Lo Scalo bed and breakfast
A narrow alleyway with a view of the sky through a small window, surrounded by old buildings with a rustic appearance.

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 AU$233
includes taxes & fees
26 Sept - 27 Sept
PALAZZO VIGILARIUM - Boutique Rooms
A coastal beach with clear turquoise water, a sandy shore, and rocky cliffs.

8. Vigne Vecchie

Vigne Vecchie
Uggiano la Chiesa
9.6 out of 10, Exceptional, (15 reviews)
"We visited mid-week before the start of the season and were the only guests staying at this luxury B&B The place is lovely and the staff treated us like rock-stars! At breakfast there is a wide selection of locally produced food, olive oil and wine are available to try and buy! We had the pool and gardens to ourselves, the place is bright modern and very comfortable and is in a great location for visiting all the sights in the locality. would not hesitate to recommend. "
United Kingdom
Crodey
The price is AU$154
includes taxes & fees
26 Sept - 27 Sept
Vigne Vecchie
A spacious courtyard with a dining area, arched ceilings, and a balcony overlooking the space.

9. PALAZZO GARZIA - Dimora Storica

PALAZZO GARZIA - Dimora Storica
Centro Storico
10.0 out of 10, Exceptional, (2 reviews)
"Sublime palais en plein centre de maglie avec une piscine superbe et des propriétaires très gentils"
France
Yves-Marie
PALAZZO GARZIA - Dimora Storica
A room with a stone wall, a wooden table with a blue tablecloth, a white chair, and a small stool.

10. HOLIDAY HOUSE VICTORY

HOLIDAY HOUSE VICTORY
Vignacastrisi
10.0 out of 10, Exceptional, (2 reviews)
"Ottima ospitalita la propietaria una persona gentile e precisa,la casa pulita e curata in ogni dettaglio completa di tutto, sicuramente ci ritorneremo molto volentieri"
Italy
Cosima S.
The price is AU$161
includes taxes & fees
1 Oct - 2 Oct
HOLIDAY HOUSE VICTORY
A rustic interior with stone walls, a wooden ceiling, and a dining area with a glass table and chairs.

11. The Lemon House in Salento

The Lemon House in Salento
MARINA DI MARITTIMA COMUNE DISO
The price is AU$273
includes taxes & fees
28 Sept - 29 Sept
The Lemon House in Salento
A rooftop pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.

12. 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 AU$385
includes taxes & fees
25 Sept - 26 Sept
I Tre Bacili
A modern house with a swimming pool, outdoor seating, and a well-lit patio area.

13. La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool

La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
Tuglie
10.0 out of 10, Exceptional, (3 reviews)
"Had a great stay!!"
United Kingdom
Sophie
The price is AU$429
includes taxes & fees
30 Sept - 1 Oct
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
An outdoor patio area with tables and chairs, surrounded by plants and a fence.

14. 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 AU$100
includes taxes & fees
25 Sept - 26 Sept
La Lanterna
A coastal view with clear turquoise waters, rocky shoreline, and distant buildings.

15. Appartamenti Craulo

Appartamenti Craulo
Otranto
10.0 out of 10, Exceptional, (1 review)
"Was a fantastic apartment with very cold AC! Shower was nice and hot. Very close to town center and beach. "
United States
Vanessa
The price is AU$328
includes taxes & fees
25 Sept - 26 Sept
Appartamenti Craulo
A narrow courtyard with stone flooring, metal furniture, and potted plants.

16. 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 AU$130
includes taxes & fees
27 Sept - 28 Sept
Borgoterra
A rectangular swimming pool surrounded by palm trees and a stone pathway.

17. Apartment 'Casa Aurora Luxury' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'Casa Aurora Luxury' with Shared Pool, Wi-Fi and Air Conditioning
giuggianello
9.6 out of 10, Exceptional, (19 reviews)
"Alessandro è un host fantastico. Gentile, educato e con tanti consigli utili. Apprezzatissimo il suo cesto con i prodotti locali. Consigliatissimo"
Italy
Luigi L.
The price is AU$564
includes taxes & fees
25 Sept - 26 Sept
Apartment 'Casa Aurora Luxury' with Shared Pool, Wi-Fi and Air Conditioning
A hotel room with a bed, two bedside tables, a sofa, and an air conditioning unit.

18. LE DUE DIMORE

LE DUE DIMORE
Collepasso
The price is AU$88
includes taxes & fees
4 Oct - 5 Oct
LE DUE DIMORE
A rooftop pool area with wooden loungers and a hot tub.

19. 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 AU$145
includes taxes & fees
10 Oct - 11 Oct
Equinox house
An arched entrance with a wrought iron gate, a wooden carriage, and potted plants.

20. Palazzo Laura

Palazzo Laura
Morciano di Leuca
9.6 out of 10, Exceptional, (8 reviews)
"Abbiamo trascorso una sola notte a Palazzo Laura, ma il fascino del palazzo d’altri tempi ci ha colpiti subito. La colazione è stata ottima, con torte fatte in casa e prodotti locali genuini. Un posto accogliente che lascia un bel ricordo."
Italy
Antonio
The price is AU$121
includes taxes & fees
27 Sept - 28 Sept
Palazzo Laura
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

Palazzo Mosco

Palazzo Mosco

10/10 Excellent
"Beautiful property in the heart of the historic old town, but just off the main thoroughfare so very peaceful. Gorgeous room with all the amenities that might be needed and a really lovely breakfast with plenty of variety in the roof terrace"
Sharon 1-night trip
Posted 2 days ago
Palazzo Mosco

Find out more about San Cassiano

Everything you need to know about San Cassiano 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 Cassiano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Cassiano holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Cassiano holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Cassiano. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Cassiano 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 Cassiano holiday rentals we have selected for you start as low as AU$51 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Cassiano rentals

At Expedia, we put the best San Cassiano 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 Cassiano 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 Cassiano 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 Cassiano. 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 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.