Odessa Vacations from $693

Book a Hotel + Flight or Car together to unlock savings

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.

The Latest Odessa vacation packages

Price found within the past 48 hours. Click for updated prices.
Westwinds Waterfront Resort

Westwinds Waterfront Resort

3 out of 5
Price was $1,057, price is now $693 per person
$693
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (742 reviews)
It was a great location for the beach, dinner, and awesome spot to just hang out on the property! Beautiful beautiful place!!

Reviewed on Nov 9, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was $1,714, price is now $1,047 per person
$1,047
per person
Feb 5 - Feb 9
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,282 reviews)
Loved the property will stay again

Reviewed on Nov 11, 2026

Crystal Palms Beach Resort

Crystal Palms Beach Resort

3.5 out of 5
Sunshine Beach
Price was $1,169, price is now $721 per person
$721
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (2,409 reviews)
It was amazing I felt like I got a whole apartment In one . It’s literally across the street from the beach 2-5 min walk you can see the water from hotel. It has a pool and hot tub .Everything was clean, the check in to get the keys in a lock box was different but I didn’t mind it . It felt like top secret underground location lol. 15/10 rating

Reviewed on Nov 7, 2026

The Roth Hotel

The Roth Hotel

2 out of 5
Sunset Beach
Price was $1,349, price is now $855 per person
$855
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
10/10 Exceptional! (119 reviews)
Truly a treasure!!! Don’t miss the opportunity to stay here. Love the proximity to the beach. The dock was so tranquil and great for sipping coffee in the mornings and my son loved to fish and watch for dolphins & manatees!

Reviewed on Sep 12, 2026

Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites

3.5 out of 5
Price was $1,634, price is now $1,074 per person
$1,074
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (686 reviews)

Don't see what you're looking for?
See all available trips from Columbus to Odessa
View all trips

Stay near popular Odessa attractions

A calm lake at sunset with a grassy shoreline and trees in the background.

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.
See properties

What to do in Odessa

Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

$37
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

$28
per adult
96% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
Dolphins jumping on tour with ships leaving

1.5-hour Dolphin Sightseeing Cruise from Tampa

$31
per adult
80% of travellers recommend
1.5-hour Dolphin Sightseeing Cruise from Tampa
See all activities in Odessa

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
$240 nightly
The price is $271 total per night from Dec 13 to Dec 14
$271 total
Dec 13 - Dec 14
Total with taxes and fees
9.4/10 Exceptional! (4,052 reviews)
"An absolutely wonderful experience! ⭐⭐⭐⭐⭐ My family and I spent the weekend at this amazing beachfront hotel, and it exceeded all our expectations! Stunning ocean views, an unbeatable location, spotless accommodations, exceptional service, and fantastic restaurants. Everything you need for a perfect ..."

Reviewed on Nov 10, 2026

Wyndham Grand Clearwater Beach
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$267 nightly
The price is $301 total per night from Dec 8 to Dec 9
$301 total
Dec 8 - Dec 9
Total with taxes and fees
Hyatt Regency Clearwater Beach Resort and Suites
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
$147 nightly
The price is $167 total per night from Nov 22 to Nov 23
$167 total
Nov 22 - Nov 23
Total with taxes and fees
8.6/10 Excellent! (1,648 reviews)
"Was very disappointed with this stay. We have stayed at Westins before and had great experiences; however, this was not one of those times. The best part of the stay was Zachary at the front desk for check in, he was absolutely lovely and kind. The room itself was nice and clean, but the property ..."

Reviewed on Nov 11, 2026

The Westin Tampa Bay
See all 10,585 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.

Find the Best Odessa Vacation Packages

Things to do near Odessa

Odessa, Florida, is perfect for outdoor and family vacations, offering a variety of activities such as golfing at local courses and visiting amusement parks. Explore the area through city tours, day trips, and wine tours to immerse yourself in the local culture and scenery. Whether you're seeking fun or relaxation, Odessa provides a delightful mix of experiences for every traveler.

Shopping

For a great shopping experience, visit Westfield Citrus Park, located 8 miles away, offering entertainment and family-friendly vibes. If you're up for a drive, check out the Oldsmar Flea Market at 11 miles and Spongeoramas Sponge Factory at 12 miles for unique finds and local charm.

Recreation

Experience the lush greens at TPC of Tampa Bay, just 2 miles away, perfect for golf enthusiasts. For a unique twist, enjoy ice skating at Advent Health Center Ice, 11 miles away, combining fun and fitness. Indulge in luxury at Hunter's Green Country Club, 13 miles away, for a serene escape.

Adventure

At Adventure Island, located 13 miles from Odessa, splash into thrilling water slides and relax in the wave pool, perfect for family fun. Lane Glo Bowling, 11 miles away, offers an exciting arcade experience for all ages. Enjoy a scenic ride on Skyride, also 13 miles distant, for breathtaking views.

Nightlife

Odessa's nightlife offers a laid-back atmosphere with charming venues. Visit the Odessa Café for a cozy dinner and drinks, then head to the nearby Whiskey River for live music and dancing. Enjoy the friendly vibe at local bars where you can mingle and relax with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Odessa

Odessa, Florida, is perfect for an outdoor family vacation, offering a variety of attractions such as entertainment facilities, urban parks, and theme parks. Visitors can enjoy a blend of scenic beauty and cultural experiences, making it an ideal destination for an unforgettable getaway. Whether you're seeking fun activities or relaxing nature spots, Odessa caters to all types of travelers looking to create lasting memories.

  • Busch Gardens Tampa Bay: Experience thrilling rides and immersive animal encounters at this vibrant theme park located 13 miles from Odessa. Enjoy a mix of roller coasters, live shows, and lush gardens that create a family-friendly atmosphere perfect for all ages.
  • Raymond James Stadium: Just 14 miles away from Odessa, this iconic stadium is home to the Tampa Bay Buccaneers and hosts various exciting events. Experience the electric atmosphere during games and concerts, making it a must-visit for sports and entertainment enthusiasts.
  • University of South Florida: Situated 12 miles from Odessa, this modern university offers a lively campus vibe. Explore its beautiful grounds, art installations, and cultural events, making it an ideal spot for those seeking a taste of local academic life.

Best time to go to Odessa

The best time to visit Odessa is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.1°F (15.6°C)Light RainMostly SunnySlightly HighAverage
February63.7°F (17.6°C)Light RainMostly SunnySlightly HighSlightly High
March66.9°F (19.4°C)Light RainMostly SunnyAverageSlightly High
April72.7°F (22.6°C)Light RainMostly SunnyAverageSlightly High
May77.4°F (25.2°C)Light RainMostly SunnySlightly LowAverage
June81.3°F (27.4°C)Light RainMostly SunnySlightly LowAverage
July82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
August82.8°F (28.2°C)Light RainMostly SunnySlightly LowSlightly Low
September80.4°F (26.9°C)Light RainMostly SunnySlightly HighSlightly Low
October75.2°F (24.0°C)No RainMostly SunnyAverageAverage
November68.0°F (20.0°C)Light RainMostly SunnyAverageSlightly Low
December64.0°F (17.8°C)Light RainMostly SunnyAverageAverage

Tips to save on your trip to Odessa

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Odessa.
  • Consider traveling during the off-peak season (typically August to September and November) for more affordable package holidays to Odessa.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Odessa Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)
Population
7,300
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Big Cat Rescue, University of South Florida Contemporary Art Museum and Oldsmar Historical Society Museum

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

What is the best time to go to Odessa?
The best time for an Odessa vacation package is March and April, which are the most popular months for visitors. February is also a busy period, indicating pleasant weather and high demand during these spring months.

For a quieter experience and potentially lower prices, consider traveling during May, November, or August. These months typically see fewer crowds, offering a more relaxed atmosphere for your Odessa vacation.
How can I save money on a Odessa vacation package?
When you bundle, you can save up to 30%*. To save money on a Odessa package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Is Odessa better suited for a beach vacation or a cultural trip?
Odessa is primarily an outdoor and nature destination, offering a blend of natural springs, lakes, and scenic views. You can explore natural attractions like Weeki Wachee Springs, known for its clear waters and river activities, or enjoy recreation at Keystone Lake.

An Odessa vacation provides access to coastal areas. Travelers can visit popular spots like Siesta Key Beach, about 13 miles away, or Hudson Beach, about 17 miles from central Odessa. The area also has a local history dating back to the mid-1800s, tied to railroad development.

Overall, an Odessa vacation package is best for those seeking outdoor adventures and natural beauty, with opportunities for beach visits and a touch of local heritage.
What are the top things to do in Odessa?
An Odessa vacation offers a variety of outdoor activities, family-friendly attractions, and scenic spots:

Browse and book things to do in Odessa on Expedia.
Do you need to rent a car in Odessa, or is public transport enough?
For an Odessa vacation package, renting a car offers the most flexibility to explore the region. As an outdoor and nature destination, Odessa has many attractions spread out, making a personal vehicle convenient for reaching them.

While areas like Lake Keystone offer local points of interest, a car makes it easier to visit popular beaches like Siesta Key Beach, about 13 miles from central Odessa. For Odessa vacation packages with flights, having your own vehicle allows you to fully experience the diverse offerings, from natural springs to coastal areas. This is especially true for Odessa beach vacation packages, where you might want to visit multiple shorelines.
Can I change or cancel my Odessa vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Odessa vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Odessa vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Odessa vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Odessa?
To find last-minute vacation packages to Odessa, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Odessa vacation packages?
Free cancellation on a Odessa vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Odessa vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Odessa getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Odessa vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

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