Legacy Trail Vacation Packages for 2026
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Legacy Trail Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Bradenton Apartments by Landing
$1,000
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) to Tampa (TPA)
Book a stay at this luxury aparthotel in Bradenton. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located nearby.
Cedar Cove Resort and Cottages
$1,841
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bradenton Beach and Coquina Beach are located nearby.
Beautiful old florida style resort Beautiful rooms comfortable beds right on the powdery white sand beach and turquoise water
Reviewed on Oct 18, 2026
Hibiscus Suites - Gateway to Siesta Key
$1,010
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
We really like staying here. It’s clean the room that we have this time is so nice. The kitchen is great.
Reviewed on Oct 19, 2026
Captiva Beach Resort
South Village
$1,038
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) to Tampa (TPA)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
knew what to expect when we got there. stayed right across the road last year. very clean. activities in the courtyard. could walk to the private beach access within a couple minutes. gorgeous area. the beach is amazing. prettiest beach I've ever been to. highly recommended
Reviewed on Oct 19, 2026
Landing Palmetto Apartments
$1,005
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) to Sarasota (SRQ)
Book a stay at this luxury aparthotel in Palmetto. Enjoy free WiFi, free parking, and 2 outdoor pickleball courts. Popular attractions Moccasin Wallow Golf Club and Andersen Race Park are located nearby.
The apartment had everything we needed. The bathroom vanity was a pedestal sink with no counter space for toiletries.
Reviewed on Oct 12, 2026
voco Sarasota by IHG
Central Sarasota
$1,185
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) 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.
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Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
Fontainebleau Miami Beach
4441 Collins Avenue Miami Beach FL
Book a stay at this luxury hotel in Miami Beach. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Rosen Inn Lake Buena Vista
8442 Palm Parkway Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
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 ...
Miami International Airport Hotel
N.W. 20th & Lejeune Road Miami FL
Book a stay at this business-friendly hotel in Miami. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the restaurant and the helpful ...
Hyatt Regency Miami
400 Se 2nd Ave Miami FL
Book a stay at this business-friendly hotel in Miami. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean ...
Kompose Boutique Hotel Miami Airport
3401 NW 25th St Miami FL
Book a stay at this business-friendly hotel in Miami. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Kaseya Center ...
Pullman Miami Airport
5800 Waterford District Drive Miami FL
Book a stay at this business-friendly hotel in Miami. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
Hyatt House Destin
4415 Legendary Dr Destin FL
Book a stay at this business-friendly hotel in Destin. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Destin Beaches and Henderson Beach ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Jan 9 - Sat, Jan 23
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$199
Roundtrip
found 1 day ago
Sat, Jan 9 - Sat, Jan 23
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$199
Roundtrip
found 1 day ago
Sat, Jan 9 - Sat, Jan 23
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$219
Roundtrip
found 1 day ago
Tue, Jan 12 - Sun, Jan 24
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$239
Roundtrip
found 1 day ago
Tue, Jan 12 - Sun, Jan 24
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$239
Roundtrip
found 1 day ago
Best neighborhoods in Legacy Trail
Best points of interest in Legacy Trail
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