Legacy Trail Holidays from AU$2,259
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Legacy Trail Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel
Price was AU$3,681, price is now AU$2,259 per person
AU$2,259
per person
19 Jan - 26 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Tampa (TPA)
9.2/10 Wonderful! (4,624 reviews)
Clean room. Breakfast should have been complimentary for the price. Very limited breakfast.
Reviewed on 25 Nov 2025
Compass Hotel by Margaritaville Anna Maria Sound
Price was AU$4,326, price is now AU$2,664 per person
AU$2,664
per person
19 Jan - 26 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Sarasota (SRQ)
9.4/10 Exceptional! (1,843 reviews)
The manatees in the Marina were an awesome touch!
Reviewed on 25 Nov 2025
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Price was AU$4,443, price is now AU$2,743 per person
AU$2,743
per person
19 Jan - 26 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Punta Gorda Airport (PGD)
9.2/10 Wonderful! (1,612 reviews)
What an amazing place
From the staff to the cleanliness all 10s
Reviewed on 26 Nov 2025
The Barrymore Hotel Tampa Riverwalk
Downtown Tampa
Price was AU$4,003, price is now AU$2,554 per person
AU$2,554
per person
19 Jan - 26 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Sarasota (SRQ)
8.4/10 Very Good! (2,509 reviews)
Loved the location of this hotel near the Riverwalk and many downtown amenities. Staff was friendly and the shuttle was a life saver! The room could use a little updating but overall great stay!
Reviewed on 26 Nov 2025
Legacy Trail Holiday
Our pick of the best Legacy Trail Hotel Deals
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (4,661 reviews)
Staff was great! Room clean! Food and drink was tasty 😊
Reviewed on 21 Nov 2025
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
The price is AU$217 per night from 30 Nov to 1 Dec
AU$217
30 Nov - 1 Dec
includes taxes & fees
9.2/10 Wonderful! (5,101 reviews)
Great location and amenities. Clean room and the staff was friendly and helpful.
Reviewed on 19 Nov 2025
Carlisle Inn
3727 Bahia Vista Sarasota FL
Fully refundableReserve now, pay when you stay
The price is AU$219 per night from 30 Nov to 1 Dec
AU$219
30 Nov - 1 Dec
includes taxes & fees
9.8/10 Exceptional! (2,097 reviews)
Beautiful, clean and smelled amazing! Also free cookies in the evening!
Reviewed on 19 Nov 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.
Explore a world of travel with Expedia
Lodging
- Adults Only Hotels in Aloha Kai
- Lgbt Welcoming Hotels in Aloha Kai
- Aloha Kai Hotels
- Bayview Hotels
- Bee Ridge Hotels
- B&B in Casey Key
- Holiday Homes in Casey Key
- Family Hotels in Casey Key
- Ski Hotels in Casey Key
- Casey Key Hotels
- Fruitville Hotels
- Luxury Hotels in Granada
- Gulf Gate Estates Hotels
- Hotels near Jim Neville Marine Preserve
- Holiday Homes in Osprey
- Beach Hotels in Osprey
- Spa Hotels in Osprey
- Osprey Hotels
- Resort in Osprey
- Oyster Bay Hotels
- Palmer Ranch Hotels
- Pinecraft Hotels
- Rivendell Hotels
- Cheap Hotels in San Remo
- Luxury Hotels in Sarasota Springs
- Hotels near Siesta Key Beach
- Condo Rentals in Siesta Key
- Cottages in Siesta Key
- Guest Houses in Siesta Key
- Holiday Homes in Siesta Key
- Adults Only Hotels in Siesta Key
- Beach Hotels in Siesta Key
- Casino Hotels in Siesta Key
- Cheap Hotels in Siesta Key
- Family Hotels in Siesta Key
- Luxury Hotels in Siesta Key
- Romantic Hotels in Siesta Key
- Siesta Key Hotels
- Motels in Siesta Key
- Resort in Siesta Key
- Lgbt Welcoming Hotels in Siesta Key Village
- Siesta Key Village Hotels
- Villas in Siesta Key
- South Sarasota Hotels
- Southgate Hotels
- Hotels near Turtle Beach
- Vamo Hotels
Packages
- Aluna Wellness Center & Spa
- Ann Dever Memorial Regional Park
- Anna Maria Beach
- Asolo Theatre for the Performing Arts
- Bay Isles Shopping Center
- Blind Pass Beach
- Bradenton Holidays
- Visit Casey Key
- Englewood Beach
- Gran Paradiso Holidays
- Img Bollettieri Tennis Academy
- John and Mable Ringling Museum of Art
- Lake Betty Park
- Lido Beach
- Longboat Key Holidays
- Memphis Holidays
- Mote Marine Laboratory & Aquarium
- Myakka River State Park
- Oscar Scherer State Park
- Osprey Holidays
- Pelican Plaza
- Port Charlotte Beach Park
- Ringling College of Art and Design
- Sarasota Holidays
- Siesta Key Beach
- Siesta Key Holidays
- Visit Siesta Key
- St. Armands Circle
- Sun City Holidays
- Sunshine Skyway Bridge
- Tatum Ridge Golf Links
- Vamo Holidays
Cars
- Car hire near Oscar Scherer State Park
- Car hire Siesta Key
- Car hire near Southgate
- Car hire near Turtle Beach
- Car hire near Vamo
- Dollar Rent A Car Rental Cars in Siesta Key
- Enterprise Rental Cars in Siesta Key
- Fox Rental Cars Rental Cars in Siesta Key
- Hertz Rental Cars in Siesta Key
- Thrifty Car Rental Rental Cars in Siesta Key
Holiday Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
