Legacy Trail Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 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
Top Flight + Hotel Deals in Legacy Trail
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Price was €774, price is now €632 per person
€632
per person
21 Jun - 28 Jun
found 1 day ago
Return flight included
Hartford (BDL) to Tampa (TPA)
9.4/10 Exceptional! (1,068 reviews)
Room and bathroom were very clean, tv and a/c worked well. Breakfast was a good variety of hot and cold items. Good coffee.
Reviewed on 5 May 2026
The Avalon Club
Price was €3,204, price is now €1,957 per person
€1,957
per person
21 Jun - 28 Jun
found 1 day ago
Return flight included
Hartford (BDL) to Tampa (TPA)
9.4/10 Exceptional! (531 reviews)
It was actually perfect. Amazing beach, amazing spacious room. One of our new top picks for vacay spots.
Reviewed on 30 Apr 2026
Pelican Pointe Clearwater Beach Hotel
Price was €1,329, price is now €972 per person
€972
per person
21 Jun - 28 Jun
found 18 hours ago
Return flight included
Hartford (BDL) to Tampa (TPA)
9/10 Wonderful! (1,006 reviews)
Fun place - excellent location, clean and cute room. Would recommend!
Reviewed on 5 May 2026
Landing Apartments near Sun City Center and Riverview
Price was €1,130, price is now €902 per person
€902
per person
21 Jun - 28 Jun
found 1 day ago
Return flight included
Hartford (BDL) to Tampa (TPA)
8.8/10 Excellent! (26 reviews)
Is great property but be very careful on location of unit. The external doors are very loud when they open and close and if you are close it will disturb you thru night. Everything else was so great though. That was really our only complaint. I highly recommend it, just pay attention to location of unit.
Reviewed on 29 Apr 2026
Top hotels in Legacy Trail
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is €72 per night from 17 May to 18 May
€72
17 May - 18 May
includes taxes & fees
8.4/10 Very Good! (2,452 reviews)
Staff was very welcoming, we only stayed one night. The rooms can use some new paint on the walls and cleaner bathrooms but I liked the room it is very vintage and I also liked the soundproofing cause the hotel was packed with guests and usually you can hear everyone going and coming out the rooms ...
Reviewed on 5 May 2026
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
The price is €93 per night from 1 Jun to 2 Jun
€93
1 Jun - 2 Jun
includes taxes & fees
9.2/10 Wonderful! (5,295 reviews)
Very good hotel!
Reviewed on 6 May 2026
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
The price is €187 per night from 19 May to 20 May
€187
19 May - 20 May
includes taxes & fees
9.4/10 Exceptional! (2,144 reviews)
The location is perfect if you’re planning on the beach. It’s about a mile away if you want a cheap Uber or a great walk over the bridge if you like walking. Hotel has a great view of the water. Total win
Reviewed on 5 May 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
- 4 Star Hotels in Sarasota
- 4 Star Hotels in Siesta Key
- Bay Acres Hotels
- Bird Key Hotels
- Motel 6 Hotels in Casey Key
- Wedding Hotels in Casey Key
- Fruitville Hotels
- Gulf Gate Estates Hotels
- Motel 6 Hotels in Legacy Trail
- Hotels near Lido Beach
- Boutique Hotels in Lido Key
- Hotels near Marina Jack
- Beach Hotels in Osprey
- Osprey Hotels
- Hotels near Point of Rocks
- Rivendell Hotels
- Condo Rentals in Sarasota
- Beach Hotels in Sarasota
- Boutique Hotels in Sarasota
- Hotels with Yoga in Sarasota
- Luxury Hotels in Sarasota
- Hotels near Sarasota Memorial Hospital
- Sarasota Springs Hotels
- Condo Rentals in Siesta Key
- Guest Houses in Siesta Key
- Resorts in Siesta Key
- Beach Hotels in Siesta Key
- Cheap Hotels in Siesta Key
- Luxury Hotels in Siesta Key
- Pet Friendly Hotels in Siesta Key
- Hotels with Spa in Siesta Key
- Siesta Key Hotels
- Holiday Homes in Siesta Key
- Villas in Siesta Key
- Southgate Hotels
- Hotels near Stoneybrook Golf & Country Club
- Cedar Point Environmental Park
- Centennial Park
- Ed Smith Stadium
- Historic Spanish Point
- Lido Beach
- Longboat Key Holidays
- Madira Bickel Mound State Archaeological Site
- Mall at University Town Center
- Manatee Village Historical Park
- Marie Selby Botanical Gardens
- Merchants Pointe Shopping Center
- Mote Marine Laboratory & Aquarium
- Nokomis Beach
- Osprey Holidays
- Visit Osprey
- River Strand Golf and Country Club
- Sarasota Ballet
- Sarasota Classic Car Museum
- Sarasota Commons Shopping Center
- Visit Fruitville
- Visit Gulf Gate Estates
- Sarasota Jungle Gardens
- Sarasota Kennel Club
- Visit Kensington Park
- Sarasota Opera House
- Visit Ridge Wood Heights
- Visit South Sarasota
- Visit Vamo
- Sarasota Holidays
- Visit Sarasota
- Selby Library
- Siesta Key Beach
- Visit Siesta Key Village
- Siesta Key Holidays
- Visit Siesta Key
- St. Armands Circle
- Venice Beach
- Verna Holidays
- Airport Van Rental Rental Cars in Casey Key
- Car hire near Bee Ridge
- Car hire near Evie's Golf Center
- Car hire Osprey
- Car hire Siesta Key
- Car hire near Southgate
- Dollar Rent A Car Rental Cars in Siesta Key
- Luxury Car Hire in Siesta Key
- Sicily By Car Rental Cars in Siesta Key
- Sixt Rental Cars in Legacy Trail
- Thrifty Car Rental Rental Cars in Casey Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
