Gillespie Park Vacations from ₩751,110

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The Latest Gillespie Park Vacation Packages

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

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was ₩932,426, price is now ₩751,110 per person
₩751,110
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
No reviews
Communication was lacking. The cart drivers/bell men were very friendly and helpful.

Reviewed on Jan 19, 2026

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Beach Park
Price was ₩1,068,169, price is now ₩862,464 per person
₩862,464
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
8.6/10 Excellent! (1,751 reviews)
Staff was courteous and offered good customer service. Temperature inside room was cold however out of that stay was fine

Reviewed on Jan 19, 2026

Hampton Inn Tampa Downtown Channel District

Hampton Inn Tampa Downtown Channel District

3 out of 5
Downtown Tampa
Price was ₩1,254,875, price is now ₩1,017,495 per person
₩1,017,495
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Sarasota (SRQ)
9.4/10 Exceptional! (2,021 reviews)
Pool looks so beautiful.

Reviewed on Jan 19, 2026

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Price was ₩1,351,661, price is now ₩1,111,628 per person
₩1,111,628
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Sarasota (SRQ)
7/10 Good! (1,744 reviews)
We had an excellent stay here. Room had a beautiful view, it was clean and spacious. The water in the shower was HOT and had great water pressure!! Overall I’m so pleased with this hotel!!

Reviewed on Jan 19, 2026

Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Virginia Park
Price was ₩1,104,964, price is now ₩918,311 per person
₩918,311
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
8.6/10 Excellent! (1,584 reviews)
Fill the room with towels and make the bed daily would be appreciated.

Reviewed on Jan 17, 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
Beautiful Bruny... home to amazing cheese, oysters, wine... all the good stuff.

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
The price is ₩116,223 per night from Jan 21 to Jan 22
₩116,223
₩149,010 total
Jan 21 - Jan 22
includes taxes & fees
9/10 Wonderful! (4,901 reviews)
Loved staying here! It is a really cool hotel. It was clean and comfortable for an amazing price!

Reviewed on Jan 16, 2026

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
The price is ₩249,425 per night from Jan 21 to Jan 22
₩249,425
₩315,176 total
Jan 21 - Jan 22
includes taxes & fees
9.2/10 Wonderful! (5,237 reviews)
Clean room, comfy bed, adequate kitchen

Reviewed on Jan 17, 2026

Tropical Beach Resorts
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is ₩124,646 per night from Jan 27 to Jan 28
₩124,646
₩140,852 total
Jan 27 - Jan 28
includes taxes & fees
8.4/10 Very Good! (2,223 reviews)
The pool area was clean and poo was warm it was pretty cold during our visit so we may have just dipped some toes in. But it was great

Reviewed on Jan 19, 2026

Golden Host Resort - Sarasota
See all 14,545 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.

Frequently asked questions

How much does a Gillespie Park vacation package cost?
Our Gillespie Park packages, which begin from just ₩751,110, 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.

Discover the most popular places to visit in Gillespie Park

Sarasota Classic Car Museum featuring heritage elements and interior views

Sarasota Classic Car Museum

1/5(1 review)

With rare vintage makes, classic models and a large range of collectibles, this car museum is a popular attraction for motoring enthusiasts and the car-curious.

Sarasota Classic Car Museum
Central Sarasota featuring interior views and heritage elements

Sarasota Opera House

4.5/5(28 reviews)

Here, 1920s style meets 21st-century luxury in a fully restored Mediterranean Revival opera house and cultural institution, complete with its own opera company.

Sarasota Opera House

Sarasota Memorial Hospital

4/5(57 reviews)

Though Sarasota Memorial Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Sarasota while you are here.

Sarasota Memorial Hospital
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.