Search Deals onOldsmar Vacation Packages
Oldsmar Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel
Save 100% on your flight
per person
Apr 26 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
The Avalon Club
Save 100% on your flight
per person
Apr 20 - Apr 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 Pier 60 Park are located nearby.
Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
Apr 24 - Apr 28
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 - Clearwater Beaches are located nearby.
The Westin Sarasota
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
voco Sarasota by IHG
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star 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 St. Armands Circle and Lido Beach are located nearby.
Sirata St. Pete Beach
Save 100% on your flight
per person
May 1 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star beach resort in St. Pete Beach. Enjoy 2 outdoor pools, 3 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Tropicana Field are located nearby.
Plaza Beach Hotel Beachfront Resort
Save 100% on your flight
per person
May 1 - May 6
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.
Lido Islander Inn
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star motel in Sarasota. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Lido Beach and St. Armands Circle 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.
Sat, May 10 - Thu, May 15
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$73 Roundtrip, found 6 days ago
$73
Roundtrip
found 6 days ago
Thu, Apr 3 - Sat, Apr 5
BOS
Logan Intl.
TPA
Tampa Intl.
$74 Roundtrip, found 1 day ago
$74
Roundtrip
found 1 day ago
Sat, Jun 21 - Wed, Jun 25
CLE
Hopkins Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 18 hours ago
$88
Roundtrip
found 18 hours ago
Tue, Jul 8 - Sat, Jul 12
TTN
Mercer
TPA
Tampa Intl.
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
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Car Rentals in Oldsmar
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