Name: Tropical Beach Resorts
Price range: $314 total
Rating: 9.2

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The Latest Legacy Trail vacation packages

Price found within the past 48 hours. Click for updated prices.

Lemon Bay Motel

Englewood Central

Save 100% on your flight

$214

per person

Mar 10 - Mar 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

8.4/10 Very Good! (39 reviews)

Staff was great. Clean room but needs new rubber around the door.

Reviewed on Jan 29, 2026

The Residences at Siesta Key Beach by Hyatt Vacation Club

South Village

Save 100% on your flight

$1,975

per person

Apr 23 - Apr 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

9.6/10 Exceptional! (294 reviews)

The view was fantastic and staff went out of their way to make your visit enjoyable!

Reviewed on Feb 3, 2026

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$1,225

per person

Mar 28 - Apr 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,001 reviews)

Clean room, good location, friendly staff and free parking. Highly recommended!

Reviewed on Feb 3, 2026

Pier House 60 Clearwater Beach Marina Hotel

Save 100% on your flight

$604

per person

Apr 26 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.8/10 Excellent! (1,804 reviews)

Awful breakfast but great location

Reviewed on Jan 18, 2026

DoubleTree by Hilton Tampa Rocky Point Waterfront

Rocky Point

Save 100% on your flight

$552

per person

Apr 26 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.2/10 Very Good! (1,006 reviews)

Room was spacious, amenities were good. Front desk staff wasnt very attentive but not terrible. Bathtub needs some updates. But beautiful property and views.

Reviewed on Feb 2, 2026

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Legacy Trail Hotel Deals

Golden Host Resort - Sarasota

4675 N Tamiami Trl Sarasota FL

Fully refundable

$88 nightly

$99 total

Feb 11 - Feb 12

Total with taxes and fees

8.4/10 Very Good! (2,252 reviews)

The staff were super friendly and helpful when I needed to get there earlier than my original booking. Also loved the vibe. The room was nice.

Reviewed on Feb 2, 2026

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Fully refundableReserve now, pay when you stay

$160 nightly

$181 total

Feb 8 - Feb 9

Total with taxes and fees

9/10 Wonderful! (4,990 reviews)

Very friendly staff .. clean room

Reviewed on Feb 3, 2026

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL

$278 nightly

$314 total

Feb 6 - Feb 7

Total with taxes and fees

9.2/10 Wonderful! (5,267 reviews)

Two swimming pools with one just built & beautifully landscaped. The beach is walkable & has lovely soft sand with sunbeds available. The room was spacious but would benefit from more utensils & dishes & some power sockets didn’t work. Overall very nice.

Reviewed on Jan 30, 2026

See all 17,477 properties in Legacy Trail

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.