Odessa Vacation Packages
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Your Odessa Vacation
Say farewell to the worries of planning and hello to a Odessa vacation package. With the finer details organized before you take off, you can focus on discovering this city, starting with Lake Magdalene, which is good for shopping, families and hiking. If sightseeing is part of the plan during your trip to Odessa, visit well-known attractions like TPC of Tampa Bay, Cheval Golf and Country Club and Northdale Golf Course. Your dream Odessa vacation is a couple of clicks away. Search flights, hotels and more on Expedia for a getaway that's tailored to suit your travel style.
Top Odessa Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key
CA $1,290
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.8/10 Excellent! (2,455 reviews)
Room was very clean, all furniture looked like new. Stuff was pleasant. Nice furnished room, living room and small kitchen. Love it
Reviewed on Oct 20, 2026
CW Resort
CA $3,436
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
9.4/10 Exceptional! (204 reviews)
⭐⭐⭐⭐⭐ 5 Stars – Absolutely Loved CW Resort!!
I honestly cannot say enough good things about CW Resort in Clearwater Beach!! Booked this place last minute, and I couldn’t have been happier with our decision. What an absolutely beautiful resort!
First off, the CLEANLINESS!! I’m still talking about how immaculate CW was! From the moment you walk through the doors, everything is spotless, & the entire resort smells AMAZING!! You can immediately tell how much pride they take in maintaining this property, and that is something you just don’t find everywhere these days!
The rooms were incredibly spacious, comfortable, and beautifully kept. The pool area was gorgeous, with such a beautiful view of the bay. It was the perfect place to relax and enjoy ourselves! The location couldn’t be better either — literally a 3-minute walk to the beach and all the restaurants, shops, and excitement of Clearwater Beach!
And I can’t forget the staff! Every single person we encountered was so friendly, welcoming, and attentive. You can tell they genuinely care about their guests and the experience they provide.
We couldn’t have had a better stay! I’m STILL raving about this resort, especially how incredibly clean and beautiful everything was. CW Resort exceeded our expectations, and we would absolutely stay here again in a heartbeat!
To the owners, management, and entire staff, THANK YOU for taking pride in your establishment. It truly shows in every little detail, and it doesn’t go unnoticed!
Reviewed on Oct 24, 2026
The Avalon Club
CA $3,345
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
9.4/10 Exceptional! (608 reviews)
Much more spacious than we expected. Very clean, entire staff were very friendly and knowledgeable. A nice scent was all over the hotel, a nice touch. Definitely would recommend this hotel.
Reviewed on Oct 23, 2026
Ready to book your vacation to Odessa?
Odessa Hotel Deals
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $301
CA $396 total
Oct 28 - Oct 29
includes taxes & fees
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $367
CA $470 total
Nov 17 - Nov 18
includes taxes & fees
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
CA $217
CA $246 total
Nov 22 - Nov 23
includes taxes & fees
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.
Stay near popular Odessa attractions
Crescent Lake
9.0/10 (10 reviews)
Commune with nature and explore the great outdoors at Crescent Lake during your travels in Odessa. Amble around the area's lakeside or visit its shops.
Lake Rogers Park
8.8/10 (11 reviews)
Lake Rogers Park is just one of the places to see in Odessa, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Silver Dollar Golf Club
9.0/10 (12 reviews)
Enjoy a round of golf in Odessa at Silver Dollar Golf Club. Wander the beautiful beaches and waterfront in this family-friendly area.
Old McMicky's Farm
After visiting Old McMicky's Farm, make a plan to see the other sights and activities in Odessa. Stroll along the lakeside or visit the shops while you're in the area.
The Eagles Golf Club
8.8/10 (12 reviews)
Enjoy a round of golf in Odessa at The Eagles Golf Club. Stroll along the beautiful beaches or visit the shops in this family-friendly area.
Keystone Lake
8.0/10 (5 reviews)
Commune with nature and explore the great outdoors at Keystone Lake during your travels in Odessa.
Brooker Creek Headwaters Nature Preserve
9.6/10 (11 reviews)
Explore the great outdoors at Brooker Creek Headwaters Nature Preserve, a lovely green space in Odessa. Amble around the area's beaches or visit its shops.
What to do in Odessa
Starlite Infinity Evening Yacht Cruise Clearwater
CA $52
per adult
90% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
CA $40
per adult
96% of travellers recommend
Tarpon Springs: Evening Dolphin Cruise
CA $41
per adult
90% of travellers recommend
Frequently asked questions
How much does an Odessa vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,290 on Expedia. But how much your vacation to Odessa costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Odessa?
Travel in the off-season and you're likely to score cheap Odessa vacation packages. Remember that public holidays and major local events can impact prices, so do some research before you go.
How many days is enough for Odessa?
To get the most out of an Odessa vacation, we recommend booking for 2 days. Split your time between discovering Northdale Golf Course, Heritage Harbour Golf Course and other leading sights, as well as exploring neighbourhoods like Paradise Lakes and Country Place. If you've got some spare time, add a day trip to your Odessa vacation itinerary.
Is it worth booking a vacation package to Odessa?
Odessa is a good vacation destination with attractions like Crescent Lake among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, an Odessa vacation promises fun for everyone.
How to find the best Odessa package deals?
Landing a cheap Odessa package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Odessa package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Odessa vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still have the freedom to create a customized Odessa vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Odessa?
If you have your Odessa travel dates locked in, book as soon as you can to grab some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Odessa?
- Pick your dates: The things you want to do in Odessa and your favourite season will help you decide when to get away.
- Calculate your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and airfares. Your accommodations will likely be the biggest expense during your trip to Odessa.
- Decide how long to go for: Now that you're more familiar with Odessa, you can work out the ideal length of your break. Put together a rough plan and give yourself enough time to cover everything you want to see.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick an Odessa vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
