Old Southeast Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Old Southeast

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $1,023
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,173 reviews)
CW Resort

CW Resort

CA $1,216
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (117 reviews)
The Avalon Club

The Avalon Club

CA $1,332
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (594 reviews)
The Hotel Zamora

The Hotel Zamora

CA $1,172
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.8/10 Excellent! (391 reviews)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

CA $2,427
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
9.2/10 Wonderful! (584 reviews)
Excellent location. Helpful friendly staff. Beach was fantastic. Will return!

Reviewed on Sep 2, 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
A modern plaza with a large sculpture, palm trees, and a high-rise building in the background.

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.

A beach with people, a city skyline, and a distinctive pink building.

Pass-a-Grille

1 out of top 10 points of interest in this area

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.

A beach with a rainbow over the ocean.

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.

A beach with people walking along the shore, waves crashing onto the sand, and a city skyline in the background.

Sunset Beach

Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg Municipal Beach at Treasure Island.

A coastal city with a large beach, a prominent pink building, and a marina.

Don Cesar

Don Cesar might not have many top sights, but Splash Island Water Park and Pass-a-Grille Beach are two attractions nearby that you can check out.

Old Southeast Hotel Deals

The Westin Tampa Bay

The Westin Tampa Bay

7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
CA $203
CA $231 total
Sep 6 - Sep 7
includes taxes & fees
The Westin Tampa Bay
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
CA $176
CA $238 total
Sep 13 - Sep 14
includes taxes & fees
Compass Hotel by Margaritaville Anna Maria Sound
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
CA $135
CA $153 total
Sep 10 - Sep 11
includes taxes & fees
Hilton Tampa Airport Westshore
See all 18,312 properties in Old Southeast
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 $1,023. 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.
See properties

Things to do

Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

CA $50
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
Shell Key Island bird's eye view

Shell Key Island Excursion

CA $80
per adult
84% of travellers recommend
Shell Key Island Excursion
Starlite Horizon Evening Yacht St. Pete Beach

Starlite Horizon Evening Yacht St. Pete Beach

CA $56
per adult
88% of travellers recommend
Starlite Horizon Evening Yacht St. Pete Beach
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.