Plan a trip to see Sarasota Square

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Mar Bay Motel &Suites

CA $712

per person

May 26 - May 31

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8.6/10 Excellent! (74 reviews)

Overall very good. Needs some updating but very good shower and bed, so I got everything I needed! Would use again

Reviewed on Apr 3, 2026

ChartHouse Clearwater Beach Marina Hotel

CA $828

per person

May 17 - May 22

found 12 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

9.6/10 Exceptional! (846 reviews)

Hotel room was very roomy and we liked the fact that the pool was dockside. Location was great for walking to restaurants and the beach.

Reviewed on Apr 10, 2026

The Avalon Club

CA $1,313

per person

May 17 - May 22

found 12 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

9.4/10 Exceptional! (524 reviews)

We really enjoyed the Avalon, this is the second time we have stayed there. Albeit, the view of the gulf was nice, I wouldn't pay the higher rate for this feature. The unit was incredible, the gym was handy, and the pool bartender was very friendly.

Reviewed on Apr 7, 2026

Tours & day trips

See all 76 activities

HydroCats - 2 Hour CraigCat Sightseeing Tour

Free cancellation available

Private & custom tours

See all 43 activities

Private Luxury Boat Charter

Free cancellation available

Water activities

See all 30 activities

Sarasota - Clear Kayak LED Night Glass Bottom Tour

Free cancellation available

Cruises & boat tours

See all 22 activities

HydroCats - 2 Hour CraigCat Sightseeing Tour

Free cancellation available

Wildlife & nature

See all 10 activities

Private Siesta Funship Adventure/Dolphin Cruise Sandbar Stops

Free cancellation available

Popular places to visit

Stoneybrook Golf & Country Club

Enjoy a round of golf in Sarasota at Stoneybrook Golf & Country Club. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Jim Neville Marine Preserve

Explore the great outdoors at Jim Neville Marine Preserve and enjoy the beautiful sunsets during your trip to Siesta Key. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Historic Spanish Point

You can spend time exploring the galleries in Historic Spanish Point in Osprey. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Point of Rocks

Enjoy the beautiful sunsets and explore Point of Rocks, a lovely green space in Siesta Key. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Siesta Key Marina

Explore the waterfront in Siesta Key with a trip to Siesta Key Marina. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Crescent Beach

Why not spend a carefree afternoon at Crescent Beach during your travels in Siesta Key? Stroll along the seaside or discover the sunsets in this quaint area.