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.
Landing Tampa Westshore
Port Tampa City
Price was CA $2,307, price is now CA $1,590 per person
CA $1,590
per person
May 22 - May 29
found 11 hours ago
Roundtrip flight included
Montreal (YUL) to Tampa (TPA)
9/10 Wonderful! (181 reviews)
Nice kitchen, no wine opener though. The location is great. Solid gym on the property. Parking is a problem especially if you're coming back late, no assigned parking, you've gotta look around for a spot and may have to park along curbs risking being towed although that didn't happen. The apartment floors were dirty
Reviewed on Mar 15, 2026
Cedar Cove Resort and Cottages
Price was CA $3,734, price is now CA $2,258 per person
CA $2,258
per person
May 22 - May 29
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Sarasota (SRQ)
9.2/10 Wonderful! (494 reviews)
Staff was great and the Sunflower Cottage was perfect! The beach was beautiful
Reviewed on Mar 27, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Price was CA $2,657, price is now CA $1,667 per person
CA $1,667
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (846 reviews)
Place was amazing. We can’t wait to come back. Everything was perfect.
Reviewed on Mar 30, 2026
Surf Beach Treasure Island Resort
Price was CA $7,973, price is now CA $5,254 per person
CA $5,254
per person
May 16 - May 23
just found
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (861 reviews)
Four chairs and a small table on the balcony overlooking the ocean made the visit restful. Stayed in a two-bedroom, two-bath on the 5th floor. The kitchen had all the dishes and pans we needed. Used the brand new grills the building provided to cook the fish we caught. Elevator and stairs to use, and an assigned parking space made it easy. The pool and hot tub on site looked clean, and there were folks in there enjoying themselves. Paved walking path out front of the building, clean and WONDERFUL beach. Our unit had beach chairs and a beach umbrella to use, which was helpful. Would recommend and hope to stay again. P from Mass.
Reviewed on Feb 24, 2026
Plaza Beach Hotel Beachfront Resort
Price was CA $2,477, price is now CA $1,715 per person
CA $1,715
per person
Jun 3 - Jun 10
found 8 hours ago
Roundtrip flight included
Montreal (YUL) to Tampa (TPA)
9/10 Wonderful! (1,012 reviews)
Too expensive for the amenities, they charge 45 dollats for self parking and the pool is really small. The beach is not privately
Reviewed on Mar 30, 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
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
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Apr 4 to Apr 5
CA $123
CA $156 total
Apr 4 - Apr 5
includes taxes & fees
9.2/10 Wonderful! (5,207 reviews)
The onsite restaurant was less than desirable. It took them 45min to get us our dinner and were a bit unorganized. Rooms were nice and clean and the property was well maintained.
Reviewed on Mar 31, 2026
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is CA $109 per night from Apr 29 to Apr 30
CA $109
CA $123 total
Apr 29 - Apr 30
includes taxes & fees
8.4/10 Very Good! (2,378 reviews)
Husband sunk into bed/ almost rolled off in the middle of the night due to how sunk down the beds are. Condition of the property is okay, definitely could use updating (cracks in bathroom tile).
Reviewed on Mar 31, 2026
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
The price is CA $247 per night from Apr 12 to Apr 13
CA $247
CA $319 total
Apr 12 - Apr 13
includes taxes & fees
9.4/10 Exceptional! (2,043 reviews)
Free Breakfast is a good perk. I'm thinking this hotel struggles when it is at full capacity. The pool was the real issue. Very difficult to get lounge chairs as people would save them with towels then dissappear for hours. Kids throwing/whipping balls across the pool surface was another issue. Finally, ...
Reviewed on Mar 31, 2026
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
Discover the most popular places to visit in Gillespie Park
Lido Beach
Nothing says vacation like spending a lazy day at Lido Beach, a popular beach in Sarasota. Wander the picturesque gardens or discover the area's beautiful sunsets.
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.
Mote Marine Laboratory & Aquarium
See hungry sharks and delicate seahorses at this research aquarium that specializes in the sea life that flourishes on Florida’s central west coastline.
Things to do
Mangroves, Manatees & a Hidden Beach Kayak Tour (Siesta Key)
CA $81
per adult
94% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
CA $89
per adult
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
CA $89
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.