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Oldsmar Vacation Packages

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Oldsmar Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $358, price is now $205 per person
$205
per person
Sep 22 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Clean rooms, accommodating staff, and a great location near the beach.

Reviewed on Aug 17, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,020, price is now $475 per person
$475
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Manatee Public Beach are located nearby.
Staff was extremely friendly and helpful will definitely be returning

Reviewed on Aug 15, 2026

The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Save 100% on your flight
Price was $737, price is now $427 per person
$427
per person
Sep 26 - Oct 2
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach aparthotel in Indian Shores. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk are located nearby.
Great location

Reviewed on Aug 13, 2026

CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $358, price is now $234 per person
$234
per person
Sep 22 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Great stay! Will be back!

Reviewed on Aug 17, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $440, price is now $292 per person
$292
per person
Sep 25 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Everything was good

Reviewed on Aug 17, 2026

The Hemingway

The Hemingway

4 out of 5
Save 100% on your flight
Price was $556, price is now $376 per person
$376
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly apartment in Tampa. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
The property was exactly as pictured and did not disappoint. The balcony view was absolutely beautiful and definitely one of the highlights of the stay. The pool was also a great way to cool down and relax in the Florida heat. Overall, I really enjoyed the property and stay!

Reviewed on Aug 9, 2026

BAY INN

BAY INN

2 out of 5
Save 100% on your flight
Price was $404, price is now $276 per person
$276
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this motel in Tampa. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Busch Gardens Tampa Bay and Seminole Hard Rock Casino Tampa are located nearby.

Oldsmar Vacation Packages 3-4 Night Stays

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

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $561, price is now $325 per person
$325
per person
Oct 18 - Oct 21
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,020, price is now $475 per person
$475
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $732, price is now $386 per person
$386
per person
Sep 23 - Sep 27
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

Oldsmar Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Save 100% on your flight
Price was $737, price is now $427 per person
$427
per person
Sep 26 - Oct 2
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $2,241, price is now $1,255 per person
$1,255
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,449, price is now $863 per person
$863
per person
Oct 31 - Nov 7
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Thu, Oct 1 - Thu, Oct 22
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$78 Roundtrip, found 11 hours ago
$78
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Thu, Oct 1 from Philadelphia Intl. to Tampa Intl., returning Thu, Oct 22, priced at $78 found 11 hours ago
Allegiant Air
Thu, Oct 1 - Thu, Oct 22
TTN
Mercer
PIE
St. Petersburg-Clearwater Intl.
$78 Roundtrip, found 11 hours ago
$78
Roundtrip
found 11 hours ago
Select Allegiant Air flight, departing Thu, Oct 1 from Mercer to St. Petersburg-Clearwater Intl., returning Thu, Oct 22, priced at $78 found 11 hours ago
Allegiant Air
Mon, Nov 2 - Mon, Nov 16
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$78 Roundtrip, found 4 days ago
$78
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Mon, Nov 2 from Philadelphia Intl. to St. Petersburg-Clearwater Intl., returning Mon, Nov 16, priced at $78 found 4 days ago
Frontier Airlines
Sat, Sep 26 - Tue, Oct 6
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$100 Roundtrip, found 14 hours ago
$100
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, Sep 26 from Detroit Metropolitan Wayne County to Tampa Intl., returning Tue, Oct 6, priced at $100 found 14 hours ago