Book Hotels in Legacy Trail, FL
Cabins, apartments, houseboats! We offer comfortable & private vacation rentals
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
Top Legacy Trail hotels
The St. Regis Longboat Key Resort
1601 Gulf Of Mexico Drive Longboat Key FL
Fully refundableReserve now, pay when you stay
$1,054 nightly
The price is $1,191 total per night from Jul 9 to Jul 10
$1,191 total
Jul 9 - Jul 10
Total with taxes and fees
This luxury hotel features a private beach, a full-service spa, and 3 restaurants. There's fun for all ages with a lazy river and a children's club, and supervised ...
"wonderful experience absolutely beautiful property excellent staff everything we hoped for and more"
Reviewed on Jun 6, 2026
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $200 total per night from Jun 15 to Jun 16
$200 total
Jun 15 - Jun 16
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free ...
"Location and staff were top notch! Great price too! I am definitely coming back."
Reviewed on Jun 7, 2026
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $236 total per night from Jun 10 to Jun 11
$236 total
Jun 10 - Jun 11
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A garden, a library, and a picnic area ...
"It is a beautiful property, with a great pool and short walk to the beach. The room was nice. The only thing I recommend is to change the mattress because it was so hard."
Reviewed on Jun 7, 2026
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Jul 7 to Jul 8
$112 total
Jul 7 - Jul 8
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll ...
"Bendiciones"
Reviewed on Jun 7, 2026
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
$241 nightly
The price is $273 total per night from Jun 24 to Jun 25
$273 total
Jun 24 - Jun 25
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. Self parking, a terrace, and a garden are also ...
"Very clean rooms. Staff was extremely nice. I've never had a bad experience at this hotel. I've been staying there at least once a year over last 6 years."
Reviewed on Jun 7, 2026
Zota Beach Resort
4711 Gulf of Mexico Dr Longboat Key FL
Fully refundableReserve now, pay when you stay
$279 nightly
The price is $315 total per night from Jun 30 to Jul 1
$315 total
Jun 30 - Jul 1
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public ...
"Staff was amazing! We will be back this summer for sure"
Reviewed on Jun 7, 2026
Lido Beach Resort
700 Benjamin Franklin Dr Sarasota FL
$349 nightly
The price is $394 total per night from Jul 6 to Jul 7
$394 total
Jul 6 - Jul 7
Total with taxes and fees
This smoke-free resort features a private beach, 2 outdoor pools, and a restaurant. Spend a day at the beach surfing, or relax with beach cabanas and sun loungers. ...
"This hotel was wonderful! Great beach, wonderful customer service! Loved it!"
Reviewed on Jun 7, 2026
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Fully refundable
$75 nightly
The price is $85 total per night from Jun 14 to Jun 15
$85 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features an outdoor pool and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and ...
"Great price for an overnight stay. Very convenient location…6 mins from SRQ. Cute room with 60’s vibe. Comfy bed and a nice shower with good water pressure. Tons of choices for local eats and entertainment. Didn’t stay long enough to enjoy the pool area, but it looked like a cool tiki setting. I’d ..."
Reviewed on Jun 7, 2026
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $144 total per night from Jun 22 to Jun 23
$144 total
Jun 22 - Jun 23
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot ...
"La playa es increíble"
Reviewed on Jun 7, 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.
Hotels in Legacy Trail with star-rating
Check Legacy Trail Hotels by Star Rating
5 Star Hotels
2 properties
Recent Legacy Trail hotel reviews by fellow wanderers
Kompose Boutique Hotel
5 out of 5
Posted 9 hours ago
Travelocity Verified Review
"Bendiciones"
A verified traveler stayed at Kompose Boutique Hotel
Explore More Ways to Travel with Travelocity
- Hotels near Historic Spanish Point
- Coral Cove Hotels
- Southgate Hotels
- B&B in Osprey
- Cottages in Osprey
- Extended Stay Hotels in Osprey
- Guest Houses in Osprey
- Adults Only Resorts & in Osprey
- Beach Resorts & in Osprey
- Boutique Hotels in Osprey
- Cheap Hotels in Osprey
- Convention Center Hotels in Osprey
- Golf Resorts & in Osprey
- Historic Hotels in Osprey
- Hotels with Suites in Osprey
- Hotels with Pools in Osprey
- Hotels with Free Parking in Osprey
- Hotels on the Lake in Osprey
- Oceanfront Hotels in Osprey
- Osprey Hotels
- Houseboats in Osprey
- Inns in Osprey
- Motels in Osprey
- Rv Parks in Osprey
- Resorts in Osprey
- Treehouses in Osprey
- Villas in Osprey
- Vamo Hotels
- Hotels near Oscar Scherer State Park
- All Inclusive Resorts & in Palmer Ranch
- Beach Resorts & in Palmer Ranch
- Hotels with Suites in Palmer Ranch
- Hotels with Pools in Palmer Ranch
- Hotels on the Lake in Palmer Ranch
- Luxury Hotels in Palmer Ranch
- Oceanfront Hotels in Palmer Ranch
- Romantic Getaways & Hotels in Palmer Ranch
- Palmer Ranch Hotels
- All Inclusive Resorts & in Gulf Gate Estates
- Beach Resorts & in Gulf Gate Estates
- Golf Resorts & in Gulf Gate Estates
- Luxury Hotels in Gulf Gate Estates
- Oceanfront Hotels in Gulf Gate Estates
- Spa Resorts & in Gulf Gate Estates
- Gulf Gate Estates Hotels
- Hotels near Bent Tree Country Club
- 4 Star Hotels in South Gate Ridge
- South Gate Ridge Hotels
- Hotels with Free Airport Shuttle in Lake Sarasota
- Lake Sarasota Hotels
- Hotels near Serenoa Golf Club
- Hotels near Siesta Key Marina
- Hotels near Gulf Gate Mall
- Hotels near Crescent Beach
- Hotels near Stoneybrook Golf & Country Club
- Hotels near The Oaks Club
- Osprey Village Hotels
- Cheap Hotels in Aloha Kai
- Aloha Kai Hotels
- Hotels near Jim Neville Marine Preserve
- Hotels near Turtle Beach
- Beach Resorts & in Sarasota
- Sarasota Hotels
- Golf Resorts & in Bee Ridge
- Historic Hotels in Bee Ridge
- Pet Friendly Hotels in Bee Ridge
- Bee Ridge Hotels
- Hotels near Point of Rocks
- Hotels near Sarasota Square
- South Sarasota Hotels
- Sarasota Springs Hotels
- Condos in Siesta Key
- Beach Resorts & in Siesta Key
- Hotels near The Landings
- Hotels near Evie's Golf Center
- Hotels near Doctors Hospital of Sarasota
