San Simone Vacations from $663
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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.
living u HomeSuites
$831
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
London (LON) to Brindisi (BDS)
6.8/10 (6 reviews)
This was such a lovely apartment. Very new, spacious and modern. Amazing air conditioning that kept us cool even in the middle of a heat wave. The location is great. An easy walk to the historic center. I think the property is even nicer than the photos. Highly recommend.
Reviewed on Jul 30, 2026
Hotel Sierra Silvana
$1,208
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Luxembourg (LUX) to Brindisi (BDS)
8.6/10 Excellent! (315 reviews)
Sierra Silvana is a very well maintained hotel with very kind, classy and helpful staff and a magnificent and large pool. Would definitely stay here again.
Reviewed on Aug 16, 2026
San Simone Hotel Deals
Best Western Plus Leone di Messapia Hotel & Conference
Provinciale Lecce Cavallino 32 Lecce LE
Fully refundableReserve now, pay when you stay
$117 nightly
$129 total
Aug 29 - Aug 30
Total with taxes and fees
9.4/10 Exceptional! (170 reviews)
"Excellent would recommend! Staff is helpful and rooms are immaculate"
Reviewed on Jul 31, 2026
CDSHotels Grand Hotel Riviera
Via Emanuele Filiberto n.172/174 Nardò LE
$146 nightly
$170 total
Sep 25 - Sep 26
Total with taxes and fees
9/10 Wonderful! (110 reviews)
"Beautiful and clean hotel, right on the sea front with a fantastic pool and private beach area. Staff were exceptionally helpful and friendly. Lovely breakfast. I would recommend this hotel wholeheartedly."
Reviewed on Jul 24, 2026
Arthotel & Park Lecce
Via Giorgio de Chirico, 1 Lecce LE
Fully refundableReserve now, pay when you stay
$115 nightly
$137 total
Sep 10 - Sep 11
Total with taxes and fees
8.4/10 Very Good! (180 reviews)
"Gorgeous, clean and affordable hotel only a 6 minute drive from downtown Lecce."
Reviewed on Aug 16, 2026
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 |
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Frequently asked questions
How much does a San Simone vacation package cost?
Offering great value package deals from $663 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.
Explore a world of travel with Expedia
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- Visit Galatone
- Church of Santa Maria della Croce
- Rivabella Vacations
- Visit Matino
- Gallipoli Castle
- Museo della Memoria e dell'Accoglienza
- Visit Parabita
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- Parco Gondar
- Gallipoli Greek Fountain
- Santa Caterina Vacations
- Visit Baia Verde
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- Visit Rivabella
- E. Barba Civic Museum
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- Visit Neviano
- Punta Pizzo Beach
- Visit Aradeo
- Noha Vacations
- Gallipoli Port
- Parco Acquatico Splash
- Sanctuary of the Santissimo Crocifisso della Pietà
- Porto Selvaggio Beach
- Visit Tuglie
- La Vinolea
- Church of St. Francis of Assisi
- Santa Maria al Bagno Beach
- Church of the Sacred Heart of Jesus
- Visit Collepasso
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- Samsara Beach
- Padula Bianca Beach
- Visit Sannicola
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- Visit Padula Bianca
- Diocesan Museum of Gallipoli
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- Visit Santa Maria al Bagno
- Lido Conchiglie Beach
- Salentusole Winery
- Visit Lido Conchiglie
- Visit Alezio
- Frantoio Ipogeo
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
