
Legacy Trail Trip
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Top Legacy Trail Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.

EVEN Hotel Sarasota-Lakewood Ranch by IHG
Save 100% on your flight
Price was ₹119,845, price is now ₹82,019 per person
₹82,019
per person
15 Apr - 20 Apr
found 12 hours ago
Return direct flight included
Madison (MSN) to Sarasota (SRQ)
8.4/10 Very Good! (1,002 reviews)
Everything was fine. The room was very clean and the staff very friendly. Minimal amenities. I was disappointed that I booked this through Expedia for $150 and my American Express charge was immediately charged $1250. I had to go to the front desk and straighten an issue out as to why they were charging me the regular routine rate when it was booked through Expedia. The issue is yet to be resolved through American Express since the original $1250 charge is pending in AMEX. We'll see what the final charges and hopefully I won't have to bother disputing this any further.
Reviewed on 21 Feb 2026

The Sarasota Modern, a Tribute Portfolio Hotel
Central Sarasota
Save 100% on your flight
Price was ₹131,116, price is now ₹86,045 per person
₹86,045
per person
15 Apr - 20 Apr
found 12 hours ago
Return direct flight included
Madison (MSN) to Tampa (TPA)
8.2/10 Very Good! (515 reviews)
All of those and the wonderful, helpful staff
Reviewed on 19 Feb 2026

Cedar Cove Resort and Cottages
Save 100% on your flight
Price was ₹201,924, price is now ₹133,409 per person
₹133,409
per person
15 Apr - 20 Apr
found 12 hours ago
Return direct flight included
Madison (MSN) to Sarasota (SRQ)
9.2/10 Wonderful! (480 reviews)
Everything was perfect cant wait to go back
Reviewed on 10 Feb 2026

Captiva Beach Resort
South Village
Save 100% on your flight
Price was ₹130,860, price is now ₹86,535 per person
₹86,535
per person
15 Apr - 20 Apr
found 12 hours ago
Return direct flight included
Madison (MSN) to Sarasota (SRQ)
9/10 Wonderful! (1,156 reviews)
Upon arriving at the resort, found this place to be charming. Our room had a kitchenette with small dining table and 4 chairs, 2 queen beds - which were very comfortable and a nice bathroom. The court yard was lovely! The pool was nice as well! Beach access about a 3-4 minute walk away from the resort. Lastly, I want to give a shoutout to the staff in the office. They could not have been nicer! Plan on booking another stay at Captive Beach resort next year.
Reviewed on 21 Feb 2026

Tropical Breeze Resort
Siesta Key Village
Save 100% on your flight
Price was ₹200,694, price is now ₹137,484 per person
₹137,484
per person
15 Apr - 20 Apr
found 12 hours ago
Return direct flight included
Madison (MSN) to Sarasota (SRQ)
9/10 Wonderful! (1,001 reviews)
The room was nice. The pillows could have been fluffier and it was cold while I stayed there. I wish we could’ve gotten a heavier comforter.
Reviewed on 19 Feb 2026
Top hotels in Legacy Trail

Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (5,028 reviews)
Everything was good! As pictured! I was a little sad that sauna was extra and only open until 9 pm but with such a low price for the hotel I guess I should have expected it!
Reviewed on 18 Feb 2026

Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is ₹10,782 per night from 24 Mar to 25 Mar
₹10,782
₹12,184 total
24 Mar - 25 Mar
includes taxes & fees
8.4/10 Very Good! (2,276 reviews)
Clean and very comfortable bed. Price was also very good.
Reviewed on 19 Feb 2026

Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
The price is ₹25,632 per night from 13 Mar to 14 Mar
₹25,632
₹31,321 total
13 Mar - 14 Mar
includes taxes & fees
9.2/10 Wonderful! (5,302 reviews)
Great location, loved the access to the beautiful beach & pools! Room was clean & the bed was very comfortable!
Reviewed on 16 Feb 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
