Search Deals on
Oldsmar Vacation Packages

Build your package with 2 more options

Oldsmar Flight + Hotel 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 $503, price is now $309 per person
$309
per person
May 21 - May 24
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Safety Harbor Waterfront Park are located nearby.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $636, price is now $397 per person
$397
per person
Jun 4 - Jun 7
found 19 hours ago
Roundtrip flight included
Raleigh (RDU) to Tampa (TPA)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,240, price is now $786 per person
$786
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 are located nearby.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $562, price is now $361 per person
$361
per person
May 15 - May 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 breakfast (surcharge). Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $585, price is now $379 per person
$379
per person
Jun 28 - Jul 3
found 13 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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $939, price is now $611 per person
$611
per person
May 14 - May 17
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.
Holiday Inn Express St. Petersburg North (I-275) by IHG

Holiday Inn Express St. Petersburg North (I-275) by IHG

2.5 out of 5
Save 100% on your flight
Price was $479, price is now $315 per person
$315
per person
Jun 28 - Jul 3
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in St. Petersburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vinoy Park and Salvador Dali Museum are located nearby.
Best Western Plus Yacht Harbor Inn

Best Western Plus Yacht Harbor Inn

2.5 out of 5
Save 100% on your flight
Price was $741, price is now $487 per person
$487
per person
Jun 28 - Jul 3
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Dunedin. Enjoy free breakfast, free parking, and a marina. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

Oldsmar Vacation Packages 3-4 Night Stays

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 $503, price is now $309 per person
$309
per person
May 21 - May 24
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $716, price is now $422 per person
$422
per person
Jun 19 - Jun 23
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,690, price is now $1,054 per person
$1,054
per person
Jun 19 - Jun 23
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $636, price is now $397 per person
$397
per person
Jun 4 - Jun 7
found 19 hours ago
Roundtrip flight included
Raleigh (RDU) to Tampa (TPA)

Oldsmar Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $585, price is now $379 per person
$379
per person
Jun 28 - Jul 3
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $845, price is now $482 per person
$482
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $748, price is now $464 per person
$464
per person
May 17 - May 22
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,826, price is now $1,185 per person
$1,185
per person
May 13 - May 18
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Tampa (TPA)

Top Flight Deals

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

Frontier Airlines
Wed, Jun 3 - Sat, Jun 6
TTN
Mercer
TPA
Tampa Intl.
$76 Roundtrip, found 12 hours ago
$76
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Wed, Jun 3 from Mercer to Tampa Intl., returning Sat, Jun 6, priced at $76 found 12 hours ago
Frontier Airlines
Wed, Apr 29 - Thu, Apr 30
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$76 Roundtrip, found 1 day ago
$76
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Apr 29 from Philadelphia Intl. to Tampa Intl., returning Thu, Apr 30, priced at $76 found 1 day ago
Spirit Airlines
Sat, Apr 25 - Thu, May 7
ORD
O'Hare Intl.
TPA
Tampa Intl.
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Apr 25 from O'Hare Intl. to Tampa Intl., returning Thu, May 7, priced at $78 found 1 day ago
Frontier Airlines
Tue, Aug 11 - Tue, Aug 25
CLE
Hopkins Intl.
TPA
Tampa Intl.
$86 Roundtrip, found 12 hours ago
$86
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Hopkins Intl. to Tampa Intl., returning Tue, Aug 25, priced at $86 found 12 hours ago