Casamassella Holidays from £226

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Your Casamassella Holiday

When a getaway to the city is calling, answer it with a Casamassella holiday package. The neighbourhood of Marina di Andrano, which is great for walking, dining and nature, makes an excellent base for your adventures. Every trip to Casamassella needs a well-crafted itinerary. Fill yours with major attractions such as Otranto Waterfront, Baia Dei Turchi Beach and Otranto Castle. Stop dreaming and start doing. Explore the multitude of options on Expedia today and finally put your Casamassella holiday plans into motion!

Top Casamassella Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
living u HomeSuites

living u HomeSuites

4 out of 5
Save 100% on your flight
Price was £302, price is now £226 per person
£226
per person
13 Apr - 17 Apr
found 19 hours ago
Return flight included
London (LON) to Brindisi (BDS)
5/10 (4 reviews)
La Sommità Relais & Chateaux

La Sommità Relais & Chateaux

5 out of 5
Ostuni Historic Centre
Save 100% on your flight
Price was £821, price is now £585 per person
£585
per person
13 Apr - 17 Apr
found 19 hours ago
Return flight included
London (LON) to Brindisi (BDS)
9.4/10 Exceptional! (183 reviews)
Everything. Staff great. Attentive. Hotel is beautiful. Would stay again.

Reviewed on 31 Oct 2025

Chiostro dei Domenicani

Chiostro dei Domenicani

4 out of 5
Save 100% on your flight
Price was £483, price is now £351 per person
£351
per person
13 Apr - 17 Apr
found 19 hours ago
Return flight included
London (LON) to Brindisi (BDS)
9.6/10 Exceptional! (97 reviews)
Although the structure was about an 18 minute walk to the centre of Historic Lecce, we chose this hotel for a one week stay because it was very historical and beautiful. Starting from the reception staff to the breakfast staff they were very obliging and there wasn’t anything they wouldn’t do to make your stay enjoyable. The breakfast buffet was kept up to date with ample food by Katia and her colleagues to make sure nothing was missing. An employee, Antonio, went beyond his regular duties to make sure we had English tv channels. The room was very spacious and provided ample space for a very comfortable stay. The room was kept clean. There were two restos to chose from a 5 star Michelin and a traditional one.

Reviewed on 11 Nov 2025

Pollicastro Boutique Hotel

Pollicastro Boutique Hotel

4 out of 5
Lecce Historic Center
Save 100% on your flight
Price was £1,108, price is now £810 per person
£810
per person
13 Apr - 17 Apr
found 19 hours ago
Return flight included
London (LON) to Brindisi (BDS)
9.8/10 Exceptional! (130 reviews)
The whole experience was top notch. Friendly, helpful staff, comfortable room, delicious breakfast, and location was perfect for getting around the city.

Reviewed on 21 Jan 2026

Paragon 700 Boutique Hotel & SPA

Paragon 700 Boutique Hotel & SPA

5 out of 5
Save 100% on your flight
Price was £2,497, price is now £1,836 per person
£1,836
per person
2 May - 9 May
found 6 hours ago
Return flight included
London (LGW) to Brindisi (BDS)
9.8/10 Exceptional! (33 reviews)
Beautifully done property, each room is decorated in an individual style. Very courteous and helpful staff. Thoroughly enjoyed our stay 😊

Reviewed on 29 Oct 2025

Casamassella Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
1,000
Max Temp Winter
13ºC
Max Temp Summer
29ºC

Top hotels in Casamassella

Palazzo De Mori

Palazzo De Mori

Via Bastioni Pelagi Otranto LE
9.4/10 Exceptional! (72 reviews)
Courteous and very helpful staff. Comfortable room.

Reviewed on 9 Nov 2025

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Palazzo De Mori
Hotel Belvedere, Torre Dell'Orso

Hotel Belvedere, Torre Dell'Orso

4 out of 5
Via Alessandro Volta, 37 Melendugno LE
9.2/10 Wonderful! (263 reviews)
The front desk was very helpful and the view from our room was fantastic

Reviewed on 10 Jan 2026

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Hotel Belvedere, Torre Dell'Orso
Callistos Hotel & Spa

Callistos Hotel & Spa

4 out of 5
Via Lecce Tricase LE
Fully refundableReserve now, pay when you stay
The price is £79 per night from 15 Feb to 16 Feb
£79
15 Feb - 16 Feb
includes taxes & fees
9.4/10 Exceptional! (147 reviews)
We had rented the apartment and it was very nice, clean and cosy. Fortunately we did not have to cook nor eat onsite because it is really not equipped to do any kind of cooking. Maybe a trashcan in the kitchen could be useful also? Beyond this, the breakfast was nice and staff very friendly. We had ...

Reviewed on 21 Sept 2021

Callistos Hotel & Spa
See all 4,168 properties in Casamassella
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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Popular places to visit

Underground Oil Mill of Mulino a Vento

You can find out about the history of Uggiano la Chiesa with a trip to Underground Oil Mill of Mulino a Vento. Stroll along the marina or visit the spas in this relaxing area.

Underground Oil Mill of Mulino a Vento

What to do in Casamassella

Palascia Lighthouse

Full Day Tour of Otranto City and its Amazing Seacoast from Lecce

£111
per adult
Full Day Tour of Otranto City and its Amazing Seacoast from Lecce
Punta Palascìa Lighthouse

Otranto and Surroundings Full-Day Bike Tour

£117
per adult
Otranto and Surroundings Full-Day Bike Tour
OTRANTO private tour: stunning town overlooking Adriatic sea

OTRANTO private tour: stunning town overlooking Adriatic sea

£255
per traveller
OTRANTO private tour: stunning town overlooking Adriatic sea
See all activities in Casamassella

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.