Old Southeast Vacations from $442

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Your Old Southeast Vacation

Take the stress out of planning your next getaway with an Old Southeast vacation package. Take in the sights and sounds of this wonderful neighborhood and experience everything it has to offer. Your trip to Old Southeast wouldn't be complete without a visit to major attractions nearby such as Salvador Dali Museum, Tropicana Field and Sunken Gardens. No matter what your dream Old Southeast vacation looks like, you can turn it into reality with Expedia.

The Latest Old Southeast Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $733, price is now $442 per person
$442
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
Excellent customer service

Reviewed on Dec 14, 2025

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $1,037, price is now $466 per person
$466
per person
Feb 23 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
No reviews
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $2,829, price is now $1,624 per person
$1,624
per person
Mar 1 - Mar 7
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
This place was a great surprise ! So friendly so helpful ! Great location and rooms super clean . Tons of amenities too! Will definitely stay again

Reviewed on Dec 8, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $2,140, price is now $1,244 per person
$1,244
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
AC was really good. Good size TV, in good position to watch from the sofa or bed. Staff very helpful. Plenty of free parking. Great location for Ringling Museum and other attractions, and nice walking areas without driving. Breakfast was very good and well worth getting included. It is a coupon for $35 per too, which was more than enough if two.

Reviewed on Nov 21, 2025

Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $1,467, price is now $922 per person
$922
per person
Mar 1 - Mar 7
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (1,002 reviews)
Friendly staff, clean well-maintained room. The check-in attendant noticed that I am a Rewards member although I have not travelled in recent years nearly as much i did in the past.

Reviewed on Dec 13, 2025

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 featuring outdoor art

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

Old Southeast Hotel Deals

Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd Tampa FL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $157 total per night from Dec 23 to Dec 24
$157 total
Dec 23 - Dec 24
Total with taxes and fees
8.6/10 Excellent! (2,443 reviews)
Due to an unexpected medical injury, I stayed at this hotel for 14 days to recovery. Every staff member I came in contact with was kind, compassionate, and concern about my health recovery. Their actions and words were outstanding and helped in my daily improvement to eventually travel home to Illinois. ...

Reviewed on Dec 13, 2025

Hotel Alba, Tapestry Collection by Hilton
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
333 1st St S St. Petersburg FL
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $127 total per night from Dec 21 to Dec 22
$127 total
Dec 21 - Dec 22
Total with taxes and fees
7.8/10 Good! (1,002 reviews)
Room was clean, bed was comfortable and the staff was knowledgeable and friendly.

Reviewed on Dec 7, 2025

Hilton St. Petersburg Bayfront
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
200 N Ashley Dr Tampa FL
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $147 total per night from Dec 21 to Dec 22
$147 total
Dec 21 - Dec 22
Total with taxes and fees
7/10 Good! (1,778 reviews)
Great

Reviewed on Dec 12, 2025

Hotel Tampa Riverwalk
See all 17,633 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Old Southeast

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

You can do some window-shopping at John's Pass Village & Boardwalk during your stay in Madeira Beach. Stroll along the marina in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
Beach Walk featuring a sandy beach

St. Petersburg - Clearwater Beaches

5/5(5 reviews)

Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?

St. Petersburg - Clearwater Beaches
Clearwater Beach

Clearwater Beach

4.5/5(44 reviews)

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach

Things to do

View of the StarLite Sapphire Yacht on St. Pete Beach

StarLite Sapphire Evening Yacht St. Pete Beach

$32
per adult
90% of travellers recommend
StarLite Sapphire Evening Yacht St. Pete Beach
Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

$28
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
Madeira Beach: Pirate Adventure Cruise

Madeira Beach: Pirate Adventure Cruise

$45
per adult
100% of travellers recommend
Madeira Beach: Pirate Adventure 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.