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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.
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
Save 100% on your flight
Price was $485, price is now $322 per person
$322
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oldsmar Flea Market and Tampa Bay Downs are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Price was $2,657, price is now $1,351 per person
$1,351
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip 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.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was $1,098, price is now $660 per person
$660
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $767, price is now $479 per person
$479
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Price was $1,071, price is now $675 per person
$675
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The Beachcomber

The Beachcomber

2.5 out of 5
Price was $901, price is now $592 per person
$592
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy 2 outdoor pools, a beach locale, and a nightclub. Our guests praise the bar and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
Save 100% on your flight
Price was $733, price is now $486 per person
$486
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star hotel in Clearwater Beach. Enjoy a rooftop terrace, a fitness center, and a 24-hour front desk. Our guests praise the restaurant and the bar in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Save 100% on your flight
Price was $707, price is now $473 per person
$473
per person
Jan 8 - Jan 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, laundry facilities, and cable TV channels. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sand Key Park and Clearwater Beach are located nearby.

Oldsmar Vacation Packages 3-4 Night Stays

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 $593, price is now $387 per person
$387
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,710, price is now $890 per person
$890
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $767, price is now $479 per person
$479
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $565, price is now $387 per person
$387
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip 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.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $1,074, price is now $628 per person
$628
per person
Jan 17 - Jan 24
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $2,657, price is now $1,351 per person
$1,351
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Crystal Palms Beach Resort

Crystal Palms Beach Resort

3.5 out of 5
Sunshine Beach
Price was $1,845, price is now $974 per person
$974
per person
Feb 6 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was $1,098, price is now $660 per person
$660
per person
Jan 16 - Jan 23
found 1 day 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.

Spirit Airlines
Mon, Dec 8 - Tue, Dec 16
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Dec 8 from Detroit Metropolitan Wayne County to Tampa Intl., returning Tue, Dec 16, priced at $58 found 1 day ago
Frontier Airlines
Tue, Dec 16 - Thu, Dec 18
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Dec 16 from John F. Kennedy Intl. to Tampa Intl., returning Thu, Dec 18, priced at $68 found 1 day ago
Frontier Airlines
Mon, Dec 15 - Wed, Dec 24
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Dec 15 from Philadelphia Intl. to Tampa Intl., returning Wed, Dec 24, priced at $68 found 2 days ago
Spirit Airlines
Sat, Dec 6 - Wed, Dec 10
ORD
O'Hare Intl.
TPA
Tampa Intl.
$72 Roundtrip, found 4 hours ago
$72
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Sat, Dec 6 from O'Hare Intl. to Tampa Intl., returning Wed, Dec 10, priced at $72 found 4 hours ago