Old Southeast Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

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 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

As you view this neighborhood’s iconic pink hotel it feels as if you’ve crossed into the past. Find beautiful beaches and serene enjoyment here.

Find hotels in Pass-a-Grille
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.

Find hotels in Downtown St. Petersburg
A beach with a rainbow over the ocean.

Sand Key

1 out of top 10 points of interest in this area

If you're spending some time in Sand Key, Belleair Beach and Sand Key Park are top sights worth seeing.

Find hotels in Sand Key
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.

Find hotels in Sunset Beach
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.

Find hotels in Don Cesar

Top hotels in Old Southeast

The Westin Tampa Bay

The Westin Tampa Bay

7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
S$207
3 Sept - 4 Sept
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
S$279
27 Aug - 28 Aug
includes taxes & fees
9.4/10 Exceptional! (2,489 reviews)
"Exelente"

Reviewed on 20 Aug, 2026

Compass Hotel by Margaritaville Anna Maria Sound
Island Grand at TradeWinds

Island Grand at TradeWinds

5500 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
S$322
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,331 reviews)
"Great stay fun amenities family friendly yet adult happy"

Reviewed on 20 Aug, 2026

Island Grand at TradeWinds
See all 18,285 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 holiday package cost?
Discover the best of Old Southeast from as little as . 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 holiday 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 holiday?
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 holiday 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 holiday package?
We totally get that life can throw you the odd curveball. If you've booked an Old Southeast holiday 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

S$46
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
Shell Key Island bird's eye view

Shell Key Island Excursion

S$83
per adult
84% of travellers recommend
Shell Key Island Excursion
Aerial view of Calypso Breeze Cruise in Florida

Calypso Breeze Tropical Party Buffet Cruise

S$92
per adult
88% of travellers recommend
Calypso Breeze Tropical Party Buffet Cruise
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.