Gillespie Park Vacations from $440

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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

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

Venice Beach Villas

3 out of 5
Save 100% on your flight
per person
Oct 14 - Oct 21
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.4/10 Exceptional! (420 reviews)
Everything was great. Great people to work with.

Reviewed on Jul 22, 2025

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Oct 14 - Oct 21
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (445 reviews)
Absolutely amazing staff , great property, beautiful sunset, beach and water!!! Perfect spot before the crowds with a private beach. So laidback. Can’t recommend enough

Reviewed on Jul 25, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,008 reviews)
Great choice..I will stay again for sure

Reviewed on Jul 21, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (430 reviews)
Great property and location

Reviewed on Jul 21, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (518 reviews)
Like: Room/View/Parking. Suggestion: Golf cart from hotel to beach.

Reviewed on Jul 21, 2025

Where to stay in Gillespie Park

Find the best Gillespie Park areas and neighborhoods for the activities you enjoy most. Learn more about Gillespie Park
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South Sarasota

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

Find hotels in South Sarasota

Gillespie Park Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $97 total per night from Aug 7 to Aug 8
$97 total
Aug 7 - Aug 8
Total includes taxes and fees
9/10 Wonderful! (4,196 reviews)
100/100 stars!!
"Can’t wait to return! Loved our stay!"

Reviewed on Jul 25, 2025

Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $185 total per night from Aug 3 to Aug 4
$185 total
Aug 3 - Aug 4
Total includes taxes and fees
9.2/10 Wonderful! (4,791 reviews)
"Excelente el acceso a la playa"

Reviewed on Jul 23, 2025

Tropical Beach Resorts
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
202 North Tamiami Trail, Sarasota, FL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $190 total per night from Aug 3 to Aug 4
$190 total
Aug 3 - Aug 4
Total includes taxes and fees
8.8/10 Excellent! (1,539 reviews)
"Modern, clean and beautiful hotel. Our room was amazing in the corner with a great view. The free drinks every day in reception are a bonus."

Reviewed on Jul 23, 2025

Embassy Suites by Hilton Sarasota, FL
See all 13,849 properties in Gillespie Park
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Gillespie Park

Lido Beach showing general coastal views and a sandy beach

Lido Beach

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

Lido Beach
Mall at University Town Center

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.

Mall at University Town Center
St. Armands Circle featuring a statue or sculpture

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.

St. Armands Circle

Things to do

Murder Mystery Trolley: Who Killed The Circus Queen?

Murder Mystery Trolley: Who Killed The Circus Queen?

$92
per adult
Murder Mystery Trolley: Who Killed The Circus Queen?
Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

$55
per adult
88% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
HydroCats

HydroCats - 2 Hour CraigCat Sightseeing Tour

$146
per adult
100% of travellers recommend
HydroCats - 2 Hour CraigCat Sightseeing Tour
See all activities in Sarasota
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.