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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.
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
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

Mar Bay Motel &Suites

2 out of 5
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

The Westin Sarasota

4 out of 5
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

RumFish Beach at TradeWinds

4 out of 5
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

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
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

Provident Oceana Beachfront Suites

3.5 out of 5
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

Kompose Boutique Hotel

3 out of 5
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

voco Sarasota by IHG

3.5 out of 5
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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $522, price is now $350 per person
$350
per person
Apr 6 - Apr 9
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
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)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
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)
BAY INN

BAY INN

2 out of 5
Temple Crest
Price was $511, price is now $354 per person
$354
per person
May 6 - May 10
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.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,082, price is now $653 per person
$653
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip non-stop 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 $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)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,494, price is now $884 per person
$884
per person
Apr 8 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central 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)

Top Flight Deals

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

Frontier Airlines
Sun, May 3 - Thu, May 7
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$76 Roundtrip, found 15 hours ago
$76
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sun, May 3 from Philadelphia Intl. to Tampa Intl., returning Thu, May 7, priced at $76 found 15 hours ago
Frontier Airlines
Mon, Apr 13 - Thu, Apr 16
TTN
Mercer
TPA
Tampa Intl.
$78 Roundtrip, found 15 hours ago
$78
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Mon, Apr 13 from Mercer to Tampa Intl., returning Thu, Apr 16, priced at $78 found 15 hours ago
Frontier Airlines
Wed, May 13 - Wed, May 13
CLE
Hopkins Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 12 hours ago
$88
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Wed, May 13 from Hopkins Intl. to Tampa Intl., returning Wed, May 13, priced at $88 found 12 hours ago
Frontier Airlines
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
Select Frontier Airlines flight, departing Sun, May 10 from O'Hare Intl. to Tampa Intl., returning Mon, May 18, priced at $98 found 20 hours ago