Search Deals onOldsmar Vacation Packages
Oldsmar Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Blue Wave Suites
Price was $454, price is now $257 per person
$257
per person
Dec 10 - Dec 14
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
The room was clean and perfect. Great location and a great place to stay!! Loved the outdoor balcony and so easy to check in and check out with the kiosk
Reviewed on Nov 1, 2026
Wyndham Grand Clearwater Beach
Price was $665, price is now $368 per person
$368
per person
Dec 10 - Dec 14
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Cedar Cove Resort and Cottages
Price was $1,166, price is now $647 per person
$647
per person
Jan 15 - Jan 18
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 Bradenton Beach and Coquina Beach are located nearby.
CW Resort
Price was $1,024, price is now $574 per person
$574
per person
Jan 8 - Jan 13
found 7 hours 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.
Innisbrook Resort
Price was $744, price is now $423 per person
$423
per person
Jan 8 - Jan 13
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this spa resort in Palm Harbor. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Innisbrook Golf Club and Leepa-Rattner Museum of Art are located nearby.
Be prepared to get lost. The property is huge and if traveling at night hard to navigate. My only feedback is that there should be more lights near property signs.
Reviewed on Nov 5, 2026
Ocean Club Treasure Island Hotel
Price was $1,096, price is now $654 per person
$654
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $520, price is now $332 per person
$332
per person
Jan 15 - Jan 18
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.
Legacy Hotel at IMG Academy
Save 100% on your flight
Price was $860, price is now $566 per person
$566
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and IMG Golf Academy are located nearby.
Oldsmar Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Oldsmar Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Jan 11 - Fri, Jan 15
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$78 Roundtrip, found 3 days ago
$78
Roundtrip
found 3 days ago
Sun, Jan 10 - Thu, Jan 14
TTN
Mercer
PIE
St. Petersburg-Clearwater Intl.
$87 Roundtrip, found 6 hours ago
$87
Roundtrip
found 6 hours ago
Mon, Jan 11 - Thu, Jan 21
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$104 Roundtrip, found 14 hours ago
$104
Roundtrip
found 14 hours ago
Sat, Nov 14 - Sat, Dec 5
CLE
Hopkins Intl.
TPA
Tampa Intl.
$114 Roundtrip, just found
$114
Roundtrip
just found
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