Gillespie Park Vacation Packages
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Top Holiday Package Deals in Gillespie Park
Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key
CA $882
per person
Dec 3 - Dec 8
found 7 hours ago
Roundtrip flight included
Ottawa (YOW) to Tampa (TPA)
8.8/10 Excellent! (2,452 reviews)
Suite was spotless, Casey (hostess & admin/ office, attendant) was extremely accommodating, Brian also). They provide everything one could need, friendly, cheerful. I highly recommend this hotel suite for anyone. I'm sure to be back.
Reviewed on Sep 28, 2026
The Avalon Club
CA $2,243
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (595 reviews)
Love the staff, room was clean,great amenities, location was excellent....only thing that needs improvement is the TV options..."ROKU" TV was terrible
Reviewed on Sep 27, 2026
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
Lido Key
Traverse a winding woodland path and spend the afternoon on this island’s secluded beaches before ending at a beachside bar to enjoy a spectacular sunset.
South Sarasota
Though South Sarasota might not have many top sights, you can venture to the surrounding area to see attractions like Siesta Key Beach and The Landings.
Central Sarasota
1 out of top 10 points of interest in this area
Gardens, art galleries, and theaters are some highlights of Central Sarasota. Make a stop by Sarasota Opera House or Marina Jack while you're exploring.
Downtown Sarasota
If you're spending some time in Downtown Sarasota, Sarasota Opera House and Regal Hollywood - Sarasota are top sights worth seeing.
Palmer Ranch
When in Palmer Ranch, you can plan a visit to Stoneybrook Golf & Country Club and Turtle Beach, some noteworthy sights in the nearby area.
Gillespie Park Hotel Deals
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
CA $54
CA $91 total
Oct 27 - Oct 28
includes taxes & fees
9.2/10 Wonderful! (6,083 reviews)
"We were more than thrilled with our experience. The ambiance was beautiful, the place was clean, the staff (Nicole and Julio) were great, and the breakfast was perfect. We will definitely go back!!!"
Reviewed on Sep 29, 2026
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
CA $212
CA $279 total
Sep 30 - Oct 1
includes taxes & fees
9.4/10 Exceptional! (2,599 reviews)
"The hotel was very nice, the service was very good, and the breakfast was excellent; the only thing I didn't like was that the pool wasn't clean."
Reviewed on Sep 29, 2026
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
CA $192
CA $253 total
Sep 30 - Oct 1
includes taxes & fees
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.
Frequently asked questions
How much does a Gillespie Park vacation package cost?
Our Gillespie Park packages, which begin from just CA $882, are the best way to save money. Pick your favorite hotels, flights and more to create your ideal itinerary.
How do I get a cheap travel package to Gillespie Park?
Browse and lock in everything in one place with our Gillespie Park vacation packages. We have deals on hotels, flights, tours and more that'll keep your budget happy and your spirit of adventure alive. And, with more than 550 partner airlines and 1,000,000 properties across the globe to select from, you'll have endless opportunities to mix and match as you please.
Where should I stay in Gillespie Park?
Most visitors who travel to Gillespie Park put both St. Armands Circle and Mote Marine Laboratory & Aquarium on their itineraries. Why not consider a hotel that's close to these great attractions?
What are the top hotels in Gillespie Park?
If it's your first time in Gillespie Park, lock in a room at Historic Charmer - Walk To Downtown Sarasota or Contemporary, Central Location W. Both hotels offer comfortable beds and are favorites with many savvy travelers.
How far in advance should I book my Gillespie Park vacation?
It can be difficult to know exactly when the best time is to book your vacation to Gillespie Park. But typically the earlier you book, the more affordable the prices. Sometimes, you can lock in your flights and hotels up to 12 months before departure. If you're considering a last-minute getaway, no need to fret! There are fantastic deals posted on Expedia every single day.
What does an Expedia Gillespie Park travel package include?
Expedia has all you need to arrange your Gillespie Park escape, but what your package looks like is up to you. Select from a combination of hotels, rental cars and flights. After some activities to keep you on the go? Once you've made your booking, you can add them on too. No matter your style, there's a package deal to match your needs.
What should I know before booking a Gillespie Park travel package?
A travel package can be tailored to your budget and is a terrific way to stretch your dollars further. What you include is up to you. Rental cars, hotels and flights — mix and match whatever combination suits your style.
Can I choose my airline with a Gillespie Park Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You can mix and match your flights, hotels and more. We have more than 550 airline partners globally, so you have options galore when planning your Gillespie Park adventure.
If I'm not able to travel, can I cancel my Gillespie Park vacation package?
Because we know life is full of surprises, the answer is yes. For further information, check out our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it free of charge. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.
Stay near popular Gillespie Park attractions
Sarasota County Visitor Information Center
8.0/10 (4 reviews)
Sarasota County Visitor Information Center is just one of the places to see in Sarasota, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches or attend a sporting event in the area.
Sarasota Childrens Garden
Enjoy the beautiful sunsets and explore Sarasota Childrens Garden, a lovely green space in Sarasota. Experience the area's fascinating museums or attend a sporting event.
Things to do
Siesta Key Electric Bike Sunset Tour
CA $100
per adult
96% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
CA $83
per adult
96% of travellers recommend
Signature Service at the Spa- Refreshment Bar, Access to Serenity Lounge
CA $138
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.