Hotels in Legacy Trail
Search over 17,642 hotels from $89
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Top Rated Legacy Trail Hotels

Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Free Cancellation
Reserve now, pay when you stay
11.51 mi from city center
$152 nightly
The price is $172 total per night
$172 total
Apr 29 - Apr 30
Total with taxes and fees
At Kompose Boutique Hotel, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for USD 5.35 per night. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and luggage storage. Additional amenities include a hot tub, a 24-hour business center, and a microwave in a common area.
Pool
Hot Tub

Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Free Cancellation
11.04 mi from city center
$79 nightly
The price is $89 total per night
$89 total
Apr 26 - Apr 27
Total with taxes and fees
Golden Host Resort - Sarasota features an outdoor pool, free WiFi in public areas, and coffee in a common area. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to help secure valuables, and answer any questions about the area. Additional amenities include a library, express check-out, and free newspapers.
Pool
Parking included

Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Free Cancellation
Reserve now, pay when you stay
22.55 mi from city center
$211 nightly
The price is $239 total per night
$239 total
Apr 13 - Apr 14
Total with taxes and fees
At Compass Hotel by Margaritaville Anna Maria Sound, guests enjoy features like an outdoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with securing valuables, luggage storage, and concierge services. Additional amenities include conference space, coffee/tea in a common area, and a microwave in a common area.
Pool
Breakfast included

Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
3.88 mi from city center
$226 nightly
The price is $256 total per night
$256 total
Apr 29 - Apr 30
Total with taxes and fees
At Tropical Beach Resorts, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. If you drive, put free parking to good use. A multilingual staff is on hand to assist with securing valuables, concierge services, and luggage storage. Other amenities at this beach aparthotel include a library, free newspapers, and laundry facilities.
Pool
Kitchen

Azul Resort Siesta Key
1105 Point of Rocks Rd Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
3.81 mi from city center
$344 nightly
The price is $389 total per night
$389 total
Apr 26 - Apr 27
Total with taxes and fees
Renovated in 2025, Azul Resort Siesta Key offers an outdoor pool, free WiFi in public areas, and a free kid's club. If you plan to drive, free parking is available. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. This beach hotel also has a terrace.
Pool
Pet friendly

Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
6.47 mi from city center
$345 nightly
The price is $390 total per night
$390 total
Apr 28 - Apr 29
Total with taxes and fees
2 outdoor pools, free WiFi in public areas, and a hot tub are featured at Tropical Breeze Resort. If you drive, put free parking to good use. Front-desk staff can assist with tours/tickets and luggage storage. Other amenities at this beach hotel include coffee/tea in a common area, free use of bicycles, and a terrace.
Pool
Hot Tub

Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
Free Cancellation
Reserve now, pay when you stay
3.57 mi from city center
$163 nightly
The price is $184 total per night
$184 total
Apr 26 - Apr 27
Total with taxes and fees
Guests staying at Spark by Hilton Sarasota Siesta Key Gateway enjoy an outdoor pool, free WiFi in public areas, and a hot tub. You can take advantage of free parking, along with a free beach shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and securing valuables. Additional amenities include coffee/tea in a common area, express check-out, and free newspapers.
Pool
Hot Tub

Lido Beach Resort
700 Benjamin Franklin Dr Sarasota FL
Free Cancellation
Reserve now, pay when you stay
8.33 mi from city center
$389 nightly
The price is $440 total per night
$440 total
Apr 26 - Apr 27
Total with taxes and fees
Guests of Lido Beach Resort have access to a private beach, 2 outdoor pools, and a gym. Valet parking is available for USD 20 per night. The front desk is staffed 24/7 to help with securing valuables, luggage storage, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include free WiFi in public areas, a hot tub, and conference space.
On private beach
Pool

It's a Jungle Out There - Tropical Pool, Sunset Views, Game Room!
Holmes Beach FL
23.44 mi from city center
At this vacation home, guests have access to a hot tub, an arcade/game room, and laundry facilities. This family-friendly vacation home also has barbecue grills.
Pool
Hot Tub

Zota Beach Resort
4711 Gulf of Mexico Dr Longboat Key FL
Free Cancellation
Reserve now, pay when you stay
15.85 mi from city center
$319 nightly
The price is $360 total per night
$360 total
Apr 12 - Apr 13
Total with taxes and fees
Guests of Zota Beach Resort enjoy a private beach, an outdoor pool, and a gym. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, concierge services, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include free WiFi in public areas, a hot tub, and meeting rooms.
On private beach
Pool

Carlisle Inn
3727 Bahia Vista Sarasota FL
6.51 mi from city center
$170 nightly
The price is $192 total per night
$192 total
Apr 29 - Apr 30
Total with taxes and fees
At Carlisle Inn, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has staff standing by to help with securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include meeting rooms, a conference center, and a 24-hour business center.
Pool
Breakfast included

Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
6.31 mi from city center
$370 nightly
The price is $418 total per night
$418 total
Apr 26 - Apr 27
Total with taxes and fees
Guests staying at Siesta Key Beach Resort and Suites enjoy an outdoor pool, free WiFi in public areas, and a hot tub. Self parking is offered for USD 10 per day. Multilingual staff is on hand to answer questions. Additional amenities include free use of bicycles, express check-out, and a terrace.
Pool
Hot Tub
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.
How much is a Legacy Trail hotel?
Check Legacy Trail hotel room prices by star rating

5 Star Hotels
2 properties
Legacy Trail hotels essential information
Accommodation | 17,642 hotels |
|---|---|
Lowest Price | $89 |
Highest Price | $440 |
Popular hotels | Kompose Boutique Hotel, Golden Host Resort - Sarasota, Compass Hotel by Margaritaville Anna Maria Sound, Tropical Beach Resorts, Azul Resort Siesta Key, Tropical Breeze Resort, Spark by Hilton Sarasota Siesta Key Gateway, Lido Beach Resort, It's a Jungle Out There - Tropical Pool, Sunset Views, Game Room!, Zota Beach Resort, Carlisle Inn, Siesta Key Beach Resort and Suites |
Recent Reviews

Kompose Boutique Hotel
5/5 Excellent
"The room was clean and well prepared and breakfast was very good. "
A verified traveler stayed at Kompose Boutique Hotel
Posted 1 hour ago
More to Explore
More to Explore
- Oceanfront Hotels in Siesta Key
- Siesta Key Hotels
- Sarasota Springs Hotels
- Hotels near Siesta Key Marina
- Beach Resorts & in Palmer Ranch
- Boutique Hotels in Palmer Ranch
- Kid Friendly Hotels in Palmer Ranch
- Fishing Resorts & in Palmer Ranch
- Golf Resorts & in Palmer Ranch
- Hotels with Suites in Palmer Ranch
- Hotels with WiFi in Palmer Ranch
- Hotels with Free Breakfast in Palmer Ranch
- Oceanfront Hotels in Palmer Ranch
- Romantic Getaways & Hotels in Palmer Ranch
- Hotels with a Wedding Venue in Palmer Ranch
- Palmer Ranch Hotels
- Hotels near St. Boniface Episcopal Church Labyrinth
- Cheap Hotels in Bee Ridge
- Kid Friendly Hotels in Bee Ridge
- Oceanfront Hotels in Bee Ridge
- Bee Ridge Hotels
- Casey Key Hotels
- Adventure Hotels in South Gate Ridge
- Casino Resorts & in South Gate Ridge
- Fishing Resorts & in South Gate Ridge
- Green Hotels in South Gate Ridge
- Hotels with WiFi in South Gate Ridge
- Southgate Hotels
- 3 Star Hotels in Gulf Gate Estates
- Beach Resorts & in Gulf Gate Estates
- Golf Resorts & in Gulf Gate Estates
- Hotels with Balconies in Gulf Gate Estates
- Hotels with Free Parking in Gulf Gate Estates
- Hotels with Room Service in Gulf Gate Estates
- Luxury Hotels in Gulf Gate Estates
- Pet Friendly Hotels in Gulf Gate Estates
- Romantic Getaways & Hotels in Gulf Gate Estates
- Spa Resorts & in Gulf Gate Estates
- Gulf Gate Estates Hotels
- Hotels near Bent Tree Country Club
- Hotels near Doctors Hospital of Sarasota
- Pinecraft Hotels
- Hotels near Crescent Beach
- Hotels near Stoneybrook Golf & Country Club
- B&B in Osprey
- Condo Rentals in Osprey
- Beach Resorts & in Osprey
- Boutique Hotels in Osprey
- Historic Hotels in Osprey
- Osprey Hotels
- Houseboats in Osprey
- Vacation Homes in Osprey
- Rv Parks in Osprey
- Resorts in Osprey
- Villas in Osprey
- Hotels near Heritage Oaks Golf and Country Club
- Beach Resorts & in Sarasota
- Sarasota Hotels
- Hotels near The Oaks Club
- 5 Star Hotels in Vamo
- Beach Resorts & in Vamo
- Business Hotels in Vamo
- Hotels with Free Parking in Vamo
- Pet Friendly Hotels in Vamo
- Spa Resorts & in Vamo
- Vamo Hotels
- Siesta Key Village Hotels
- Hotels near Oscar Scherer State Park
- Hotels near Siesta Key Beach
- Hotels near Point of Rocks
- Hotels near Evie's Golf Center
- Aloha Kai Hotels
- Hotels near Jim Neville Marine Preserve
- South Poinsettia Hotels
- Shoreland Woods Hotels
- South Sarasota Hotels
- Hotels near Turtle Beach
- Flights to Florida
- Flights to Osprey
- Flights from Charlotte to Osprey
- Flights from Denver to Osprey
- Flights from Houston to Osprey
- Flights from Nashville to Osprey
- Flights from New York to Osprey
- Flights from Orlando to Osprey
- Flights from Philadelphia to Osprey
- Flights from Sao Paulo to Osprey
- Flights from Portland to Osprey
- Flights from Omaha to Osprey
- Flights from Rochester to Osprey
- Flights from Newark to Osprey
- Flights from Allentown to Osprey
- Flights to Sarasota






