Search Deals onOldsmar Vacation Packages
Oldsmar Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Hotel South Tampa & Suites
Save 100% on your flight
Price was $1,021, price is now $642 per person
$642
per person
Apr 8 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.

Mar Bay Motel &Suites
Save 100% on your flight
Price was $1,204, price is now $664 per person
$664
per person
Apr 8 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

The Westin Sarasota
Save 100% on your flight
Price was $1,340, price is now $804 per person
$804
per person
May 5 - May 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this 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 Lido Beach and Siesta Key Beach are located nearby.

RumFish Beach at TradeWinds
Save 100% on your flight
Price was $1,564, price is now $952 per person
$952
per person
May 7 - May 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach resort in St. Pete Beach. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.

The Sarasota Modern, a Tribute Portfolio Hotel
Save 100% on your flight
Price was $1,131, price is now $738 per person
$738
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, 3 outdoor pools, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

Provident Oceana Beachfront Suites
Save 100% on your flight
Price was $2,327, price is now $1,522 per person
$1,522
per person
Apr 8 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach condo in Treasure Island. Enjoy 2 outdoor pools, a beach locale, and 2 hot tubs. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

Kompose Boutique Hotel
Price was $1,181, price is now $804 per person
$804
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this 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.

voco Sarasota by IHG
Save 100% on your flight
Price was $1,369, price is now $933 per person
$933
per person
Apr 8 - Apr 12
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.
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.

Sun, May 3 - Thu, May 7
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$76 Roundtrip, found 15 hours ago
$76
Roundtrip
found 15 hours ago

Mon, Apr 13 - Thu, Apr 16
TTN
Mercer
TPA
Tampa Intl.
$78 Roundtrip, found 15 hours ago
$78
Roundtrip
found 15 hours ago

Wed, May 13 - Wed, May 13
CLE
Hopkins Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 12 hours ago
$88
Roundtrip
found 12 hours ago

Sun, May 10 - Mon, May 18
ORD
O'Hare Intl.
TPA
Tampa Intl.
$98 Roundtrip, found 20 hours ago
$98
Roundtrip
found 20 hours ago
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