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Calimera Vacations from $488

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The Latest Calimera Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • 1 bedroom, minibar, in-room safe, desk
    Sep 15 - Sep 20

    Hotiday Apartments Torre Lapillo + Flight

    Porto Cesareo
    5 nights
    4.0 star property
    9.0/10 - Wonderful (7 reviews)
    "The place was clean, and the ocean view from the balcony was beautiful. It’s a calm town, and the restaurant is just a five-minute walk away. Everyone is friendly, and the food is amazing. It’s way better than other places nearby, and the price is great. The amazing view makes it a must-visit. I’ll definitely go back and strongly recommend it."
    Reviewed July 6, 2026
    Roundtrip • London (LON) - Brindisi (BDS)
    LGW - BDS • Nonstop BDS - LHR • 1 stop
    $580
    $488
    per traveler
    found 1 day ago
    Hotiday Apartments Torre Lapillo
  • Sauna, hot tub, steam room, Turkish bath, body treatments, aromatherapy
    Sep 15 - Sep 20

    Arthotel & Park Lecce + Flight

    Lecce
    5 nights
    4.0 star property
    8.4/10 - Very Good (177 reviews)
    "they called it resort bc they have a pool? its not a resort at all, bedrooms tiny and bathrooms old in bad conditions hotel is in the middle of a highway kind of a days inn but they charge like a resort, no amenities no chance of buying anything bc is almost t empty , no one speaks english or spanish but italian, is far from everywhere in the middle of nowhere , lunch is served on the pool in front of construction full of flies around you and the menu sucks and waiters are mean just terrible"
    Reviewed July 12, 2026
    Roundtrip • London (LON) - Brindisi (BDS)
    LGW - BDS • Nonstop BDS - LHR • 1 stop
    $803
    $629
    per traveler
    found 1 day ago
    Arthotel & Park Lecce
  • Outdoor pool, pool umbrellas, sun loungers
    Sep 15 - Sep 20

    Club Azzurro Hotel & Resort + Flight

    Porto Cesareo
    5 nights
    4.0 star property
    8.0/10 - Very Good (38 reviews)
    Roundtrip • London (LON) - Brindisi (BDS)
    LGW - BDS • Nonstop BDS - LHR • 1 stop
    $652
    $541
    per traveler
    found 1 day ago
    Club Azzurro Hotel & Resort
  • Superior Suite | Bathroom | Free toiletries, hair dryer, bathrobes, slippers
    Sep 15 - Sep 20

    Paragon 700 Boutique Hotel & SPA + Flight

    Ostuni
    5 nights
    5.0 star property
    9.6/10 - Exceptional (40 reviews)
    Roundtrip • London (LON) - Brindisi (BDS)
    LGW - BDS • Nonstop BDS - LHR • 1 stop
    Save 100% on your flight
    $4,778
    $3,984
    per traveler
    found 1 day ago
    Paragon 700 Boutique Hotel & SPA
  • Spa
    Sep 15 - Sep 20

    PlazaCarrisi Hotel & Spa + Flight

    Cellino San Marco
    5 nights
    4.0 star property
    9.4/10 - Exceptional (39 reviews)
    "We highly recommend this spot! It's an amazing little gem that offers a truly unique experience. The hotel owner has painstakingly rebuilt the entire neighborhood block; the area is so charming and perfect it honestly looks like you've walked onto a movie set. Plus, the hostess gave us an amazing dinner recommendation only a two-minute walk away. Don't hesitate—book your stay"
    Reviewed October 20, 2025
    Roundtrip • London (LON) - Brindisi (BDS)
    LGW - BDS • Nonstop BDS - LHR • 1 stop
    $601
    $513
    per traveler
    found 1 day ago
    PlazaCarrisi Hotel & Spa

Calimera Hotel Deals

Exterior

B&B Il Geranio

B&B Il Geranio
< 0.1 mi from Calimera
9.4 out of 10, Exceptional, (14 reviews)
"This is an excellent place to stay in Calimera. The property is perfectly located in the center, steps away from the old town square where you’ll find great cafes, pastry shops and restaurants. Necessities like the supermarket, bank, pharmacy are all a short walk away as well. The property itself is very clean, quiet and well-managed. It’s the perfect place to rest in between day trips. The hosts are excellent: gracious, responsive and accomodating. 10 out of 10, highly recommended!"
$30 nightly
The price is $33
Sep 1 - Sep 2
Total with taxes and fees
B&B Il Geranio
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.
See all properties in Calimera

Frequently Asked Questions

How much does a Calimera vacation package cost?

You'll find cheap prices from $488 on Expedia for your Calimera escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Calimera costs.

What are the cheapest months to go to Calimera?

You can usually find lower rates and greater availability in October, November and December. Check out our cheap Calimera vacation packages and you could score some great off-season deals.

How many days is enough for Calimera?

Typically, a handful of days is enough to see the major attractions during your Calimera vacation. However, if you want to have some time to relax or take day tours, think about extending your trip.

How to find the best Calimera package deals?

Begin your search for a Calimera package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Calimera package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Calimera escape off to a flying start.

Is it cheaper to book a Calimera vacation as a package?

Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Calimera vacation by choosing your favorite type of stay, airline and car class.

When to book a vacation package to Calimera?

If you're planning a spontaneous Calimera getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking well in advance.

Does Expedia offer Book Now, Pay Later Calimera vacation packages?

Your Calimera trip is meant to be an escape from your daily routine, not a source of money-related stress. So to give you more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no hidden costs 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.