
Gillespie Park Vacations from $410
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Gillespie Park Vacation
Organizing your next travel adventure just got easier with a vacation package to Gillespie Park. Experience the very best this neighborhood has to offer while creating precious memories you'll remember for years. Your trip to Gillespie Park wouldn't be complete without a visit to top attractions nearby such as St. Armands Circle, Mote Marine Laboratory & Aquarium and Marie Selby Botanical Gardens. No matter your travel goals or budget, booking your dream Gillespie Park vacation is easy with Expedia.
The Latest Gillespie Park Vacation Packages


Saddlebrook Resort
Reviewed on Jan 1, 2026


Plaza Beach Hotel Beachfront Resort
Reviewed on Dec 22, 2025

Ocean Club Treasure Island Hotel
Reviewed on Jan 5, 2026
Where to stay in Gillespie Park

South Sarasota
While visiting South Sarasota, you might make a stop by sights like The Landings and Coconuts Family Entertainment Center.
Gillespie Park Hotel Deals

Kompose Boutique Hotel
Julio and Valerie were great the staff were amazing
Reviewed on Jan 2, 2026

Tropical Beach Resorts
Room was clean. Too bright in morning if you want to sleep in. Need better black curtains. Overall good place to stay. New pool was enjoyable!
Reviewed on Dec 31, 2025

Compass Hotel by Margaritaville Anna Maria Sound
We had a short but very pleasant stay at the Compass Hotel by Margaritaville. Our room had a lovely water view, and the entire property is beautifully maintained. A relaxing and enjoyable stop, would happily return.
Reviewed on Jan 3, 2026
Discover the most popular places to visit in Gillespie Park

St. Armands Circle
Consider this area as a circular outdoor mall. Like any mall, you can shop, dine, browse or just people-watch. Unlike most malls, this one never closes to walkers.

Lido Beach
Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand.

Mall at University Town Center
You can search for that perfect souvenir at Mall at University Town Center during your visit to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.
Things to do

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour






















