Old Southeast Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Old Southeast
Price found within the past 48 hours. Click for updated prices.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton
Downtown Tampa
CA $1,204
per person
Dec 4 - Dec 11
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.6/10 Excellent! (943 reviews)
The wide site isn’t clear on parking. Plan on paying for parking, whether it’s a parking lot nearby or valet. There are walkable eateries and bars nearby.
Reviewed on Oct 23, 2026
Hibiscus Suites - Gateway to Siesta Key
CA $1,210
per person
Dec 18 - Dec 24
found 8 hours ago
Roundtrip flight included
Hamilton (YHM) to Tampa (TPA)
8.8/10 Excellent! (2,455 reviews)
Very nice suite for multi night stays. Staff were always friendly and helpful, with clean easy to maintain rooms. The heating /cooling unit housed in the closet of the bedroom was quite noisy for those of us with good hearing. Very happy with our stay and plan to return in the spring.
Reviewed on Oct 25, 2026
Where to stay in Old Southeast
Find the best Old Southeast areas and neighborhoods for the activities you enjoy most. Learn more about Old Southeast
Downtown St. Petersburg
1 out of top 10 points of interest in this area
Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.
Pass-a-Grille
Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.
Sunset Beach
Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg - Clearwater Beaches.
Sand Key
1 out of top 10 points of interest in this area
While visiting Sand Key, you might make a stop by sights like Belleair Beach and Sand Key Park.
Sunshine Beach
If you're spending some time in Sunshine Beach, St. Petersburg - Clearwater Beaches and St. Petersburg Municipal Beach at Treasure Island are top sights worth seeing.
Old Southeast Hotel Deals
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
Four Points by Sheraton Suites Tampa Airport Westshore
4400 W Cypress St Tampa FL
Fully refundableReserve now, pay when you stay
CA $165
CA $188 total
Nov 23 - Nov 24
includes taxes & fees
8.4/10 Very good! (1,389 reviews)
"Beautiful hotel, great staff, great location. Would definitely recommend!"
Reviewed on Oct 25, 2026
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
CA $205
CA $271 total
Nov 4 - Nov 5
includes taxes & fees
9.4/10 Exceptional! (2,637 reviews)
"We got to stay here only one night and was sorry to do so. This hotel is definitely worth the money. Parking is easy. Front desk is super helpful. Rooms are so nice and updated. Breakfast and coffee. I cannot say one bad word. Would stay here again anytime."
Reviewed on Oct 25, 2026
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.
Frequently asked questions
How much does an Old Southeast vacation package cost?
Discover the best of Old Southeast from as little as CA $765. We offer a wonderful selection of hotels, flights and rental cars to suit every budget. You can pick up even better deals when you add a few sightseeing tours to your package.
How do I get a cheap travel package to Old Southeast?
Combining your hotel and flight with Expedia won't just save valuable time — it'll save you a pretty penny too. An Old Southeast vacation package makes it a breeze to arrange your dream adventure. With more than 550 airlines throughout the world to pick from, finding convenient flights that fit your schedule will be no sweat. On top of that, we have over 1,000,000 hotel options globally to choose from. Talk about choice! No matter who you are, Expedia puts more of the world within your reach.
Where should I stay in Old Southeast?
A journey to Old Southeast has to include Salvador Dali Museum and Tropicana Field. Book somewhere as close as possible and easily access these popular tourist attractions.
What are the top hotels in Old Southeast?
Crows Nest is one of Old Southeast's best properties. Secure a room here and you'll be able to sleep soundly knowing you're in capable hands.
How far in advance should I book my Old Southeast vacation?
It can be difficult to know exactly when is the perfect time to book your Old Southeast trip. But generally the earlier you book, the cheaper the prices. In some cases, you can reserve your flights and hotels up to a year prior to your departure date. If you're thinking of a last-minute getaway, no need to fret! There are terrific deals popping up on Expedia all the time.
What does an Expedia Old Southeast travel package include?
With Expedia, you can choose any combination of car rentals, flights and hotels to create your perfect Old Southeast package. Once you've made your booking, you can add on the fun stuff like activities and tours. Don't forget, the more you bundle, the more you stand to save!
What should I know before booking an Old Southeast travel package?
So many places to venture to, so many things to see and do. With a travel package, you can check more of them off your list. Combine your hotels, rental cars and flights and see how much you save.
Can I choose my airline with an Old Southeast Expedia vacation package?
Yes, and with more than 550 airlines to pick from throughout the world, you have plenty of choice. Scroll through the available options and find out which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Old Southeast vacation package?
We totally get that life can throw you the odd curveball. If you've booked an Old Southeast vacation package and need to cancel or amend it, we're here to help. We recommend looking up our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a fee.
Stay near popular Old Southeast attractions
Lassing Park
Commune with nature and explore the great outdoors at Lassing Park during your travels in St. Petersburg.
Things to do
Dolphin Racer Speedboat Adventure
CA $51
per adult
94% of travellers recommend
Suncoast Sailing's Sunset Sailing Experience!
CA $99
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.