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.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was CA $2,005, price is now CA $1,446 per person
CA $1,446
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,006 reviews)
Was nice a relaxing place to stay

Reviewed on May 17, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,812, price is now CA $1,775 per person
CA $1,775
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (950 reviews)
Our room was very clean, looked like the pictures, beds were comfy and the staff was very helpful.

Reviewed on May 18, 2026

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Price was CA $4,948, price is now CA $3,305 per person
CA $3,305
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.8/10 Exceptional! (344 reviews)
Everything was great

Reviewed on May 17, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $2,798, price is now CA $1,870 per person
CA $1,870
per person
Jun 23 - Jun 30
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
9.2/10 Wonderful! (510 reviews)
Property was great! I would definitely recommend people to stay here great place parking is a bit of an issue if you have more than one car coming in but that comes with the island pretty typical but overall great

Reviewed on May 17, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,339, price is now CA $1,621 per person
CA $1,621
per person
Jul 23 - Jul 26
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (538 reviews)
Pool was tiny. The hotel was very clean and beds were comfortable.

Reviewed on May 17, 2026

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Odessa Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $446 per night from Jun 3 to Jun 4
CA $446
CA $558 total
Jun 3 - Jun 4
includes taxes & fees
9.4/10 Exceptional! (3,252 reviews)
"Loved the stay!"

Reviewed on May 19, 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
The price is CA $234 per night from May 25 to May 26
CA $234
CA $265 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (1,310 reviews)
"Had dinner which was excellent"

Reviewed on May 20, 2026

The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
The price is CA $292 per night from Jun 7 to Jun 8
CA $292
CA $385 total
Jun 7 - Jun 8
includes taxes & fees
8.2/10 Very Good! (2,628 reviews)
"The rooms were ok could use an update, bed was very comfortable. The food at the restaurant was ok nothing fancy. Pool area could use an upgrade as well. Beach location great however you have to pay for all the extras lounge chairs are not included in beach access. Location was great easy to walk ..."

Reviewed on May 20, 2026

Hilton Clearwater Beach Resort & Spa
See all 10,446 properties in Odessa
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Odessa

Busch Gardens Tampa Bay

Busch Gardens Tampa Bay

Exotic animals and thrill rides all on the one site at this theme park and zoo designed for the whole family.

Busch Gardens Tampa Bay
Tampa_RaymondJamesStadium_503050_03

Raymond James Stadium

Catch an event at Raymond James Stadium during your trip to Tampa. Attend a football game or simply enjoy the top-notch restaurants while you're in the area.

Raymond James Stadium
Tampa Riverwalk

Tampa Riverwalk

Walk, bike or rollerblade along Tampa’s waterside neighborhood, with public art, museums, restaurants and more attractions right on the waterfront.

Tampa Riverwalk

What to do in Odessa

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $50
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

CA $51
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

CA $55
per adult
90% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
See all activities in Odessa

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.