Legacy Trail Holidays
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Legacy Trail Holiday
Our pick of the best Legacy Trail Hotel Deals
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
AU$355
2 Nov - 3 Nov
includes taxes & fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
AU$221
27 Oct - 28 Oct
includes taxes & fees
9.2/10 Wonderful! (6,965 reviews)
"Absolutely worth the price, exceeded expectations by far"
Reviewed on 6 Oct 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
AU$150
1 Nov - 2 Nov
includes taxes & fees
8.6/10 Excellent! (7,077 reviews)
"Very clean, quiet, and easy access to Universal Studios!"
Reviewed on 6 Oct 2026
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
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- 9 Mi to Beaches
- Flamingo Royale — Beach Luxury Resort
- Welcome to Shangri
- Ramon's COASTAL ESCAPE
- The "Love shack" Bungalow
- Villa Madeira
- B&B in Casey Key
- Cortez Hotels
- Saltwater Serenity
- Hotels near IMG Academy
- Hilton Hotels in Lido Key
- New tiny house available in the country on a 5 acre motocross track MX
- Renovated Tranquil 3
- Osprey Hotels
- Keyt's Key
- Brownbunnyb&B — Immaculate Private Room in Picturesque Palmetto
- Ben's Bungalow by the Beach
- Casa Del Mar Longboat Key
- Compass Hotel by Margaritaville Anna Maria Sound
- Inn at the Beach
- Lgbt Welcoming Hotels in Sarasota
- Modern Coastal Home near Siesta Key and Downtown
- Sandy Shores Villa near Sieta Key and other beaches
- Sea Club I Beach Resort
- Sea Turtle
- Slice of Sarasota's paradise. Sarasota Waterfront
- The Mermaid at Tiny House Siesta
- The Resort at Longboat Key Club
- The Ringling Estate in Sarasota
- The Shiny Diamond in Sarasota. 10 minutes to SIESTA BEACH
- Tropical Beach Resorts
- Sarasota Hotels
- Beach Hotels in Siesta Key
- Coastal Breeze Siesta Entire 4
- Near Siesta Key Beach
- Gertrude's Siesta
- Gertrude's Siesta
- The Upper Deck in Siesta Key
- New LISTING! The Village Breeze (2 units) 4BR/4Bath Pool
- Siesta Key Hotels
- Beach Hotels in Venice
- Lgbt Welcoming Hotels in Venice
- Pet Friendly Hotels in Whitfield Estates
- Flights to Osprey
- Flights to Sarasota
- Flights to Siesta Key
- Flights from Sarasota-Bradenton Intl.
- Flights from Auckland (AKL) to Sarasota (SRQ)
- Flights from Brisbane (BNE) to Sarasota (SRQ)
- Flights from Boston (BOS) to Sarasota (SRQ)
- Flights from Dallas (DFW) to Sarasota (SRQ)
- Flights from New York (JFK) to Sarasota (SRQ)
- Flights from Los Angeles (LAX) to Sarasota (SRQ)
- Flights from Melbourne (MEL) to Sarasota (SRQ)
- Flights from Perth (PER) to Sarasota (SRQ)
- Flights from Raleigh (RDU) to Sarasota (SRQ)
- Flights from San Francisco (SFO) to Sarasota (SRQ)
- Flights from Sydney (SYD) to Sarasota (SRQ)
- Busch Gardens Tampa Bay
- Captiva Holidays
- Clearwater Beach Holidays
- Dinosaur World
- Englewood Beach
- Florida Aquarium
- Fort Myers Holidays
- Glazer Children's Museum
- Henry B. Plant Museum
- Hyde Park Village
- International Plaza and Bay Street
- John and Mable Ringling Museum of Art
- Lido Beach
- Honeymoon Holiday Packages Lido Key
- Museum of Fine Arts
- Myakka River State Park
- Ollie's Pond Park
- Oscar Scherer State Park
- Raymond James Stadium
- Visit Indian Beach Sapphire Shores
- Visit Saint Armands Key
- Sarasota Holidays
- Visit Sarasota
- St. Armands Circle
- St. Petersburg - Clearwater Holidays
- Sunken Gardens
- Sydney Holidays
- Tampa Museum of Art
- Tampa Holidays
- Treasure Island Holidays
- Zootampa at Lowry Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
