Legacy Trail Holidays from £537
Book a Hotel + Flight or Car together to unlock savings
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Save up to £335 when you book a flight and hotel together*
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The Latest Legacy Trail Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Pelican Pointe Clearwater Beach Hotel
per person
18 Aug - 24 Aug
found 1 day ago
Return direct flight included
London (LHR) to Tampa (TPA)
9/10 Wonderful! (1,002 reviews)
Beautifully decorated cozy rooms that make you feel at home. Relaxed vibe. Probably best place to stay unless you're high maintenance.
Reviewed on 23 Jun 2025
Shephard's Beach Resort
per person
3 Sept - 8 Sept
found 14 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
9/10 Wonderful! (1,306 reviews)
The property was clean and staff was great! I loved that the resort had an on-site beach, nightclub, restaurants, nightly entertainment, and bars.
Reviewed on 22 Jun 2025
The Barrymore Hotel Tampa Riverwalk
Downtown Tampa
per person
3 Sept - 8 Sept
found 14 hours ago
Return direct flight included
London (LON) to Sarasota (SRQ)
8.4/10 Very Good! (2,260 reviews)
Everything was wonderful.
The food was great. The service was phenomenal. The room was very clean and the bed was very comfortable. The shower was great.
Reviewed on 24 Jun 2025
Our pick of the best Legacy Trail Hotel Deals
Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the pool ...
9/10 Wonderful! (4,015 reviews)
"Always amazing"
Reviewed on 24 Jun 2025
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West, Bradenton, FL
Stay at this 4-star hotel in Bradenton. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular ...
9.4/10 Exceptional! (1,507 reviews)
"Nice vibes"
Reviewed on 23 Jun 2025
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl, Sarasota, FL
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their ...
8.2/10 Very Good! (1,403 reviews)
"Great location to the beaches and restaurant. Cute clean beach style hotel. If I was coming back - I would stay there again."
Reviewed on 19 Jun 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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General
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.