Gillespie Park Vacations from $410

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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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $858, price is now $410 per person
$410
per person
Mar 1 - Mar 7
found 11 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
Excellent customer service

Reviewed on Dec 14, 2025

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $1,618, price is now $782 per person
$782
per person
Feb 15 - Feb 21
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
No reviews
The resort is absolutely beautiful.We will definitely be staying here again.We actually decided to stay another night. What definitely recommended

Reviewed on Jan 1, 2026

Family Home Tampa

Family Home Tampa

2 out of 5
Forest Hills
Price was $1,654, price is now $828 per person
$828
per person
Mar 12 - Mar 19
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
7.6/10 Good! (4 reviews)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $2,364, price is now $1,383 per person
$1,383
per person
Mar 23 - Mar 28
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
Best place on earth right on the Beach , quite relaxing and the staff is wonderful.Definitely be back .

Reviewed on Dec 22, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $2,719, price is now $1,631 per person
$1,631
per person
Mar 13 - Mar 20
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
The room was beautiful and well maintained. I loved the views. We will definitely come back!

Reviewed on Jan 5, 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
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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
$129 nightly
The price is $145 total per night from Jan 6 to Jan 7
$145 total
Jan 6 - Jan 7
Total with taxes and fees
9/10 Wonderful! (4,855 reviews)
Julio and Valerie were great the staff were amazing

Reviewed on Jan 2, 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
$164 nightly
The price is $185 total per night from Jan 7 to Jan 8
$185 total
Jan 7 - Jan 8
Total with taxes and fees
9.2/10 Wonderful! (5,182 reviews)
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

Tropical Beach Resorts
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $267 total per night from Jan 19 to Jan 20
$267 total
Jan 19 - Jan 20
Total with taxes and fees
9.4/10 Exceptional! (1,909 reviews)
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

Compass Hotel by Margaritaville Anna Maria Sound
See all 14,560 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.
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Discover the most popular places to visit in Gillespie Park

St. Armands Circle featuring a statue or sculpture

St. Armands Circle

4.5/5(1,234 reviews)

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
Lido Beach showing general coastal views and a sandy beach

Lido Beach

4.5/5(1,225 reviews)

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

4.5/5(363 reviews)

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

Things to do

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

$59
per adult
92% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

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

$65
per adult
84% of travellers recommend
Siesta Key, FL - Clear Kayak LED Night Glass Bottom 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.