Name: Masseria Stali, The Originals Relais
Price range: CA $95

Your San Simone Vacation

Lock in a San Simone vacation package and get set to experience the highlights of this city. Consider basing yourself in the neighborhood of Galatina Historic Centre, which is good for history, views and walking. Baia Verde Beach, Gallipoli Fish Market and Lido Conchiglie Beach are just some of the sights worth checking out during your trip to San Simone. That dream San Simone vacation is just a few clicks away. Browse flights, hotels and more on Expedia for an adventure that's tailored to suit your travel style.

Top San Simone Vacation Deals

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

Hotel Aloisi

CA $1,288

per person

Apr 21 - Apr 27

found 6 hours ago

Roundtrip flight included

Toronto (YYZ) to Brindisi (BDS)

7.8/10 Good! (49 reviews)

Clean and affordable. Straight line to Napoli gate, but not walking distance. Overall a great hotel.

Reviewed on Oct 2, 2024

Paragon 700 Boutique Hotel & SPA

CA $3,096

per person

Apr 21 - Apr 27

found 6 hours ago

Roundtrip flight included

Toronto (YYZ) 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 Oct 29, 2025

Vinilia Wine Resort

CA $2,019

per person

Apr 21 - Apr 27

found 6 hours ago

Roundtrip flight included

Toronto (YYZ) to Brindisi (BDS)

9.4/10 Exceptional! (84 reviews)

Blissful property. Stunning main building with beautiful pool and spa setting. Exceptional restaurant experience. Excellent service throughout our stay. We hope we can revisit one day.

Reviewed on Jul 2, 2025

Borgo Canonica

CA $2,042

per person

May 19 - May 24

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Brindisi (BDS)

9.8/10 Exceptional! (151 reviews)

Beautiful place, friendly staff, location is ok, close to Cisternina, a small and beautiful town.

Reviewed on Oct 17, 2025

La Sommità Relais & Chateaux

Ostuni Historic Centre

CA $2,898

per person

Apr 21 - Apr 27

found 6 hours ago

Roundtrip flight included

Toronto (YYZ) to Brindisi (BDS)

9.4/10 Exceptional! (183 reviews)

Everything. Staff great. Attentive. Hotel is beautiful. Would stay again.

Reviewed on Oct 31, 2025

Ready to book your vacation to San Simone?

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San Simone Hotel Deals

Grand Hotel di Lecce

Via Oronzo Quarta 28 Lecce LE

Fully refundableReserve now, pay when you stay

CA $105

CA $122 total

Mar 2 - Mar 3

includes taxes & fees

Victoria Palace Hotel & Zen Wellness

Via Petrarca Gallipoli LE

Fully refundableReserve now, pay when you stay

9/10 Wonderful! (150 reviews)

This is a nice looking hotel just a 15min walk to the centre and 2 mins to the beach. But, a couple of things let it down, firstly when booking they dont tell you that the pool is €15 per person per hour!!!! We had an apartment which apparently does not

Reviewed on Jan 11, 2026

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Masseria Stali, The Originals Relais

Via Cisterna Vecchia Caprarica di Lecce LE

Fully refundableReserve now, pay when you stay

CA $95

CA $105 total

Mar 12 - Mar 13

includes taxes & fees

See all 8,296 properties in San Simone

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.