
Calimera Vacations from $1,255
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Your Calimera Vacation
Lock in a Calimera vacation package and get set for an exciting adventure. Renowned for its welcoming locals and spectacular views, there's plenty to keep you on the move in this fascinating city. Can't wait to see the sights? Spend your days exploring popular attractions such as Kalos Archeodromo del Salento during your trip to Calimera. A couple of clicks is all it takes to build your dream Calimera vacation on Expedia.
The Latest Calimera vacation packages
Price found within the past 48 hours. Click for updated prices.

Hotel Hermitage
Price was $1,337, price is now $1,255 per person
$1,255
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip flight included
Miami (MIA) to Brindisi (BDS)
8.6/10 Excellent! (34 reviews)
Nice place, didnt like rooms don’t have carpets but it’s only personal opinion. Very very very good hotel.
Reviewed on Oct 27, 2019


Masseria Corsano
Price was $1,862, price is now $1,560 per person
$1,560
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip flight included
Miami (MIA) to Brindisi (BDS)
9.8/10 Exceptional! (20 reviews)
Most amazing stay there!!! It’s so perfect and lovely! Thanks to the wonderful staff for everything. We came with our 4 months old and we’re so welcomed !! Grazie per tutto
Reviewed on Sep 16, 2025


Calimera Hotel Deals

8Piuhotel
Viale Del Risorgimento 3, Lecce, LE
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $200 total per night from Oct 15 to Oct 16
$200 total
Oct 15 - Oct 16
Total with taxes and fees
9.6/10 Exceptional! (733 reviews)
"nice"
Reviewed on Sep 14, 2025

Baglioni Masseria Muzza Resort & Spa
Via Muzza 7, Otranto, LE
$428 nightly
The price is $475 total per night from Oct 17 to Oct 18
$475 total
Oct 17 - Oct 18
Total with taxes and fees
9.2/10 Wonderful! (21 reviews)
"A fabulous hotel with everything that you need to enjoy Otranto & environs!"
Reviewed on Jul 30, 2025

Palazzo Sant'Anna Lecce
Vico del Pitaccio, 4/6, Lecce, LE
$306 nightly
The price is $346 total per night from Oct 2 to Oct 3
$346 total
Oct 2 - Oct 3
Total with taxes and fees
9.8/10 Exceptional! (210 reviews)
"Nice spot"
Reviewed on Sep 15, 2025
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.
More vacations you might like
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.