Old Southeast Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿27,000 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
Pass-a-Grille

Pass-a-Grille

1 out of top 10 points of interest in this area
5/5(3 area reviews)

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

Top hotels in Old Southeast

Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is ฿4,916 per night from 13 May to 14 May
฿4,916
฿7,564 total
13 May - 14 May
includes taxes & fees
7.6/10 Good! (1,136 reviews)
The pool was so crowded we could not get a seat. MANY children screaming. It was a bit too much! it was a great spot for the whole family. It was just my husband and I.

Reviewed on 5 May 2026

Island Grand at TradeWinds
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is ฿4,625 per night from 20 May to 21 May
฿4,625
฿7,235 total
20 May - 21 May
includes taxes & fees
8.2/10 Very Good! (1,892 reviews)
The property could use some updating and maintenance, but the location is fantastic. The beach is amazing and the staff on the beach who get umbrellas and chairs out for us every day and those who keep the towels filled. It makes it our pleasure to be there. The bar was very crowded and it was hard ...

Reviewed on 8 May 2026

RumFish Beach at TradeWinds
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
The price is ฿5,176 per night from 25 May to 26 May
฿5,176
฿6,760 total
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (2,151 reviews)
Breakfast was amazing!!! Room was super clean. Down side they “fixed” our air conditioning unit the day we came in and next day came back for cleaning and on second night it was loud we couldn’t even sleep. I told stay and they said because I booked with third party there’s nothing the can do

Reviewed on 8 May 2026

Compass Hotel by Margaritaville Anna Maria Sound
See all 18,128 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.