
Legacy Trail Vacation Packages
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3.0-star property
Venice Beach Villas
9.4/10 Exceptional! (403 reviews)
Jul 14 - Jul 22
8 night stay
Boston (BOS) to Sarasota (SRQ)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 21 hours ago
The property was simple and nice for what it was. Booking was easy and the folks I spoke with were as well. My only complaint is the $50 late departure fee. It seems excessive and not many places are that strict and charge those kinds of fees.
Reviewed on Dec 5, 2022

3.0-star property
Cedar Cove Resort and Cottages
9/10 Wonderful! (418 reviews)
Jun 11 - Jun 18
7 night stay
Boston (BOS) to Sarasota (SRQ)
JetBlue Airways • Coach
Sarasota (SRQ) to Boston (BOS)
Southwest Airlines • Coach
per person
found 1 day ago
had a great time and very friendly staff
Reviewed on Nov 30, 2024

4.0-star property
Ocean Club Treasure Island Hotel
9.4/10 Exceptional! (386 reviews)
Jul 24 - Jul 30
6 night stay
Boston (BOS) to Tampa (TPA)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
This was our second time staying at this property. We stayed for eight nights this time. The rooms are lovely but our stay was not nearly as enjoyable as the first time a year ago. There were a lot of children there during our stay. It was practically impossible to use the pool because the kids took over with their inflatables and games. We will likely look elsewhere next time due to the volume of children.
Reviewed on Apr 29, 2025

3.5-star property
voco Sarasota by IHG
Central Sarasota
9.2/10 Wonderful! (1,011 reviews)
Jul 7 - Jul 15
8 night stay
Boston (BOS) to Tampa (TPA)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Hotel was great. They are close to restaurants and have a shuttle that will take you places like St Armand’s Circle. They also have beach towels, chairs and umbrellas that you can use at the beach. We would stay at hotel again for sure.
Reviewed on Jun 30, 2024

4.0-star property
The Avalon Club
9.6/10 Exceptional! (393 reviews)
Jun 5 - Jun 9
4 night stay
Boston (BOS) to Tampa (TPA)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
This hotel is very clean. It comes with everything that you can possibly need just like home. Staff is friendly, welcoming and very helpful. I will definitely stay here again.
Reviewed on Jun 7, 2024
Top rated hotels for your Legacy Trail vacation package

Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
11.51 mi from city center
The price is $100 per night
$100
includes taxes & fees
$88 per night
May 13 - May 14
At Kompose Boutique Hotel, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. 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
The price is $90 per night
$90
includes taxes & fees
$79 per night
May 14 - May 15
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

Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Free Cancellation
Reserve now, pay when you stay
3.9 mi from city center
The price is $214 per night
$214
includes taxes & fees
$189 per night
May 18 - May 19
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
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.