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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for San Cassiano holiday rentals

A building entrance with a wooden door, steps leading up to a covered area, and potted plants.

1. Pet-Friendly Apartment Casa Ginevra Salento with Garden & A/C

Pet-Friendly Apartment Casa Ginevra Salento with Garden & A/C
San Cassiano
The price is £431
includes taxes & fees
25 Aug - 26 Aug
Pet-Friendly Apartment Casa Ginevra Salento with Garden & A/C
A spacious interior with a high arched ceiling, a bar area with stools, and a seating area with two chairs.

2. 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 £106
includes taxes & fees
22 Sept - 23 Sept
Palazzo Circolone
A swimming pool with a unique curved design and a tiled deck surrounding it.

3. Casa Cardignan

Casa Cardignan
Diso
9.6 out of 10, Exceptional, (19 reviews)
"The host was very nice and helpful "
Canada
Susan
The price is £68
includes taxes & fees
2 Sept - 3 Sept
Casa Cardignan
A staircase with a metal handrail leading to a landing with a window.

4. La Filanda

La Filanda
Uggiano la Chiesa
10.0 out of 10, Exceptional, (36 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 £69
includes taxes & fees
19 Sept - 20 Sept
La Filanda
A room with a bed, two wicker chairs, and a balcony with a view of the sea.

5. Villa Raffaella

Villa Raffaella
4.0 star property
Santa Cesarea Terme
9.2 out of 10, Wonderful, (42 reviews)
"Stunning spacious room with a sea view. Serene"
United Kingdom
lyndsey
The price is £71
includes taxes & fees
12 Sept - 13 Sept
Villa Raffaella
A spacious courtyard with a dining area, arched ceilings, and a balcony overlooking the space.

6. 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
The price is £108
includes taxes & fees
28 Aug - 29 Aug
PALAZZO GARZIA - Dimora Storica
A spacious bedroom with a large bed, a bathtub, and a high arched ceiling.

7. 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 £291
includes taxes & fees
11 Sept - 12 Sept
Masseria Corte degli Aromi
A narrow alleyway with a view of the sky through a small window, surrounded by old buildings with a rustic appearance.

8. PALAZZO VIGILARIUM - Boutique Rooms

PALAZZO VIGILARIUM - Boutique Rooms
Uggiano la Chiesa
9.6 out of 10, Exceptional, (4 reviews)
"Lo staff della strutturanè stato utile e presente già prima del nostro arrivo, condividendo con noi suggerimenti, consigli e dandoci tutte le info necessarie per raggiungerli in modo fluido e veloce. Ottimo posto se si vuole fare un giro furbo del salento: lontani dalla confusione ma vicinissimi a tutto con auto. Colazione d'eccezione. Trasportati subito in Puglia con pasticciotti e focaccia. Tutto di ottima qualità. La camera superior, basic, in realtà permette di sentire subito l'atmosfera...
Italy
Lucia
The price is £101
includes taxes & fees
7 Sept - 8 Sept
PALAZZO VIGILARIUM - Boutique Rooms
A rooftop pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.

9. I Tre Bacili

I Tre Bacili
Spongano
7.0 out of 10, Good, (2 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 £158
includes taxes & fees
25 Aug - 26 Aug
I Tre Bacili
A coastal beach with clear turquoise water, a sandy shore, and rocky cliffs.

10. Vigne Vecchie

Vigne Vecchie
Uggiano la Chiesa
9.6 out of 10, Exceptional, (14 reviews)
"Bella struttura, piscina e giardino curatissimi"
Italy
Chiara
The price is £87
includes taxes & fees
6 Sept - 7 Sept
Vigne Vecchie
A rooftop pool area with wooden loungers and a hot tub.

11. 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 £73
includes taxes & fees
26 Aug - 27 Aug
Equinox house
A room with a wall-mounted light fixture, a wooden table, and a door labeled 'ELEMENTI LUXURY HOUSE.'

12. Beautiful apartment in villa for 4 guests with WIFI, A/C, TV, balcony and pets allowed

Beautiful apartment in villa for 4 guests with WIFI, A/C, TV, balcony and pets allowed
Otranto
The price is £133
includes taxes & fees
15 Sept - 16 Sept
Beautiful apartment in villa for 4 guests with WIFI, A/C, TV, balcony and pets allowed
A spacious interior with arched stone ceilings, a seating area with sofas, and a small table.

13. Masseria Carignani

Masseria Carignani
3.0 star property
Tuglie
9.6 out of 10, Exceptional, (7 reviews)
"The team, the breakfast, the setting and the room were all absolutely wonderful Highly recommend "
United Kingdom
giles
The price is £92
includes taxes & fees
28 Aug - 29 Aug
Masseria Carignani
A bedroom with a bed, two nightstands, a wardrobe, a ceiling light fixture, and a wall clock.

14. Studio with Balcony and Modern Comforts in Castro di Lecce

Studio with Balcony and Modern Comforts in Castro di Lecce
Castro
The price is £108
includes taxes & fees
13 Sept - 14 Sept
Studio with Balcony and Modern Comforts in Castro di Lecce
A coastal beach with clear turquoise water, rocky cliffs, and people sunbathing.

15. Corte dei Fiori Acquaviva Apartments

Corte dei Fiori Acquaviva Apartments
Marittima
Corte dei Fiori Acquaviva Apartments
A stone wall, a tiled patio, and a building in the background.

16. Holiday Home 'Db - Mimosa' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home 'Db - Mimosa' with Private Terrace, Wi-Fi and Air Conditioning
Giurdignano
The price is £172
includes taxes & fees
31 Aug - 1 Sept
Holiday Home 'Db - Mimosa' with Private Terrace, Wi-Fi and Air Conditioning
A hotel room with a bed, two bedside tables, a sofa, and an air conditioning unit.

17. LE DUE DIMORE

LE DUE DIMORE
Collepasso
The price is £52
includes taxes & fees
13 Sept - 14 Sept
LE DUE DIMORE
A modern house with a swimming pool, outdoor seating, and a well-lit patio area.

18. 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 £217
includes taxes & fees
10 Sept - 11 Sept
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
A narrow courtyard with stone flooring, metal furniture, and potted plants.

19. Borgoterra

Borgoterra
Martano
9.0 out of 10, Wonderful, (42 reviews)
"For a few days of relaxing this hotel and spa is a good place. "
United States
Johann
The price is £59
includes taxes & fees
22 Sept - 23 Sept
Borgoterra
An outdoor patio area with tables and chairs, surrounded by plants and a fence.

20. 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 £50
includes taxes & fees
31 Aug - 1 Sept
La Lanterna
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

Montecallini Hotel - Adults Only

Montecallini Hotel - Adults Only

10/10 Excellent
"Friendly welcome arrival, local information proactively shared about restaurants and local events. We opted for breakfast which was great very relaxing. Highly recommend this property to be close to Santa Maria de Leuca."
Lars 1-night trip
Posted 19 hours ago
Montecallini Hotel - Adults Only

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, 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 Cassiano holiday rental for you by simply entering your desired dates. Then check your favorite 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 depends 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 £29 per night. Entering your travel dates in the search wizard you might find 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?

Masseria Relais Santa Teresa: This holiday home rental outside of San Cassiano is located in a rural location, and has a rooftop pool, a terrace and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. You and your friends and family can relax into your holiday with amenities such as a garden.

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 Parco Acquatico Splash, 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.