San Simone Vacations from $1,517

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.

The Latest San Simone vacation packages

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

Hotel Del Levante

4 out of 5
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
London (LON) to Brindisi (BDS)
7.6/10 Good! (49 reviews)
Very clean close to beach

Reviewed on Jun 20, 2025

La Sommità Relais & Chateaux

La Sommità Relais & Chateaux

5 out of 5
Ostuni Historic Centre
Save 100% on your flight
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
London (LON) to Brindisi (BDS)
9.4/10 Exceptional! (172 reviews)
Unbelievable stay and experience all around

Reviewed on Jul 3, 2025

Relais Histò San Pietro sul Mar Piccolo

Relais Histò San Pietro sul Mar Piccolo

5 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
London (LON) to Brindisi (BDS)
9/10 Wonderful! (123 reviews)
Beautiful surrounding rural land. Very natural Close to picolo mare Bicycles. Horses. Outstanding

Reviewed on Aug 29, 2024

Paragon 700 Boutique Hotel & SPA

Paragon 700 Boutique Hotel & SPA

5 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
London (LON) to Brindisi (BDS)
9.6/10 Exceptional! (28 reviews)
Michelin hotel, and deserve front page of Architecture Digest Magazine.

Reviewed on Jul 13, 2025

Borgo Egnazia

Borgo Egnazia

5 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
London (LON) to Brindisi (BDS)
9.8/10 Exceptional! (275 reviews)
A truly world class hotel. All the staff were extremely friendly and helpful. The concierge staff in particular went above and beyond normal expectations. The property is very well situated to explore the many must see towns in Puglia. Would advise to rent a car

Reviewed on May 27, 2025

Don't see what you're looking for?
See all available trips from Columbus to San Simone
View all trips

San Simone Hotel Deals

Hotel Baia Verde Gallipoli

Hotel Baia Verde Gallipoli

3 out of 5
Via Gran Viale al Mare - Baia Verde, Gallipoli, LE
$247 nightly
The price is $275 total per night from Aug 7 to Aug 8
$275 total
Aug 7 - Aug 8
Total includes taxes and fees
7.2/10 Good! (48 reviews)
"- Property: located in a strategic position close to the Baia Verde beaches. Some of them have an agreement with the hotel so one can get an umbrella sun with a discount. The area is quite noisy due to many young tourists, so having earplugs may save your sleep. - Room: average setup inline with ..."

Reviewed on Sep 6, 2024

Hotel Baia Verde Gallipoli
M&F Hotel

M&F Hotel

4 out of 5
Via Ludovico Ariosto, 6, Gallipoli, LE
$92 nightly
The price is $107 total per night from Jul 31 to Aug 1
$107 total
Jul 31 - Aug 1
Total includes taxes and fees
9.2/10 Wonderful! (70 reviews)
"Great location, by the sea. Clean and nice staff. The swimming-pool isn't really a swimming pool, more a jacuzzy, but nice to be on the roof and enjoy the view on the sea."

Reviewed on Jul 28, 2025

M&F Hotel
Club Azzurro Hotel & Resort

Club Azzurro Hotel & Resort

4 out of 5
Via Club Azzurro, Porto Cesareo, LE
$140 nightly
The price is $161 total per night from Jul 30 to Jul 31
$161 total
Jul 30 - Jul 31
Total includes taxes and fees
8.4/10 Very Good! (29 reviews)
Very enjoyable stay
"Stayed here for 5 days and thoroughly enjoyed it. Staff were friendly and helpful. Free bikes to use and a bus service into the city. Beaches 7 minutes by bike. Breakfast, ok, lots of fruit and croissants, buffet with waiter service for teas and coffee. Bar in both parts of the hotel and free teas ..."

Reviewed on Jun 23, 2025

Club Azzurro Hotel & Resort
See all 8,791 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.

Find the Best San Simone Vacation Packages

San Simone Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a San Simone vacation package cost?
Offering great value package deals from $1,517 on Expedia, you'll be thrilled with how little a vacation to San Simone costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to San Simone?
If you'd like to score a cheap San Simone vacation package, consider planning a trip in October, November and December. You'll typically find better prices on flights and accommodations during these quieter months — ideal for a budget-friendly break.
How many days is enough for San Simone?
With a well-organized itinerary, you can easily tick off the most popular San Simone sights in a handful of days. But if you'd like to discover lesser-known spots or go on day tours, think about booking your San Simone vacation for longer.
How to find the best San Simone package deals?
Finding a cheap San Simone package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most wallet-friendly San Simone package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a San Simone vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can personalize your San Simone trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to San Simone?
If you're considering an impromptu San Simone adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later San Simone vacation packages?
Your San Simone trip should be an escape from your busy life, not a reason for money-related stress. So to give you a little more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.