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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.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $437, price is now $289 per person
$289
per person
Dec 20 - Dec 24
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,614, price is now $1,422 per person
$1,422
per person
Dec 28 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star 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 Sand Key Park are located nearby.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $542, price is now $335 per person
$335
per person
Dec 20 - Dec 24
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $883, price is now $558 per person
$558
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Chi Chi Rodriguez Golf Club are located nearby.
Wyndham Garden Tampa Fairgrounds/Casino

Wyndham Garden Tampa Fairgrounds/Casino

2 out of 5
Save 100% on your flight
Price was $567, price is now $360 per person
$360
per person
Dec 31 - Jan 4
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Tampa. Enjoy a 24-hour front desk. Popular attractions Seminole Hard Rock Casino Tampa and Busch Gardens Tampa Bay are located nearby.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,145, price is now $728 per person
$728
per person
Jan 3 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star 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 Municipal Beach are located nearby.
Residence Inn by Marriott Tampa Oldsmar

Residence Inn by Marriott Tampa Oldsmar

3 out of 5
Save 100% on your flight
Price was $468, price is now $311 per person
$311
per person
Dec 31 - Jan 4
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Oldsmar. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Oldsmar Flea Market and Tampa Bay Downs are located nearby.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $1,173, price is now $788 per person
$788
per person
Jan 14 - Jan 17
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star 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.

Oldsmar Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $542, price is now $335 per person
$335
per person
Dec 20 - Dec 24
found 13 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 $2,614, price is now $1,422 per person
$1,422
per person
Dec 28 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Wyndham Garden Tampa Fairgrounds/Casino

Wyndham Garden Tampa Fairgrounds/Casino

2 out of 5
Save 100% on your flight
Price was $567, price is now $360 per person
$360
per person
Dec 31 - Jan 4
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,145, price is now $728 per person
$728
per person
Jan 3 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

Oldsmar Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Save 100% on your flight
Price was $741, price is now $450 per person
$450
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $4,029, price is now $2,345 per person
$2,345
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,386, price is now $875 per person
$875
per person
Dec 3 - Dec 10
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $883, price is now $558 per person
$558
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)

Top Flight Deals

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

Frontier Airlines
Sat, Nov 15 - Thu, Nov 27
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$64 Roundtrip, found 2 days ago
$64
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Nov 15 from John F. Kennedy Intl. to Tampa Intl., returning Thu, Nov 27, priced at $64 found 2 days ago
Frontier Airlines
Mon, Jan 5 - Tue, Jan 6
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$64 Roundtrip, found 2 days ago
$64
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Jan 5 from Philadelphia Intl. to Tampa Intl., returning Tue, Jan 6, priced at $64 found 2 days ago
Frontier Airlines
Mon, Dec 15 - Sun, Dec 21
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$72 Roundtrip, found 20 hours ago
$72
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Mon, Dec 15 from Detroit Metropolitan Wayne County to Tampa Intl., returning Sun, Dec 21, priced at $72 found 20 hours ago
Frontier Airlines
Mon, Nov 10 - Mon, Nov 17
MDW
Midway Intl.
TPA
Tampa Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Nov 10 from Midway Intl. to Tampa Intl., returning Mon, Nov 17, priced at $92 found 1 day ago