Island Estate Vacation Packages
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Top Holiday Package Deals in Island Estate
Price found within the past 48 hours. Click for updated prices.
Silver Sands
per person
Aug. 7 - Aug. 11
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (132 reviews)
The property manager was present in the mornings and gave us great local recommendations. She was fantastic to work with!!
The pool was awesome, the rental condo was perfect for our girls week. Everything was as expected in the reviews as advertised. The beach was just a short walk across the street and the white sugar sand was amazing!
We would highly recommend this place to anyone looking for peace and relaxation.
Reviewed on Jun. 22, 2024
Thunderbird Beach Resort
Save 100% on your flight
per person
Jul. 27 - Aug. 2
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (1,040 reviews)
Not very close to the ocean. Resort did have a very large area with picnic tables and additional seating.All was in very good condition. Quiet at nite. Suite needs to have the floors washed,furniture should be cleaned. Beda were very comfortable. On whole the suite was very clean. We would stay there again.
Reviewed on Jun. 23, 2024
TradeWinds Island Grand
Save 100% on your flight
per person
Jul. 27 - Aug. 2
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
7.6/10 Good! (1,008 reviews)
We had a lot of fun. Great activities for my daughter (zip linning, huge blow up slide, activities at the pool for everyone, duck feeding and petting zoo, paddle boats). The rooms were very clean. My one recommendation would be that this resort needs a major renovation. Some sliding doors in the walk way area would not slide open or were broken and water was dripping from the ceiling, just very outdated overall and would be a beautiful resort once updated.
Reviewed on Jun. 24, 2024
Where to stay in Island Estate
Find the best Island Estate areas and neighborhoods for the activities you enjoy most. Learn more about Island Estate
Pass-a-Grille
Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.
Island Estate Hotel Deals
Sirata Beach Resort
5300 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Jul. 16 to Jul. 17
CA $213
CA $302 total
includes taxes & fees
Jul 16 - Jul 17
7.2/10 Good! (2,297 reviews)
Quick staycay
"2 nights in deluxe dbl queen room. Requested accessible bathroom & was told there were none but fortunately there was a shower with handle inside. Other than that they delivered microwave quickly, room was clean & stocked & most importantly, the ac was cold! Queen beds were comfy. Wish the had a ..."
Reviewed on Jun. 23, 2024
RumFish Beach Resort by TradeWinds
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $301 per night from Jul. 1 to Jul. 2
CA $301
CA $426 total
includes taxes & fees
Jul 1 - Jul 2
8.2/10 Very Good! (1,034 reviews)
"Absolutely gorgeous beach! The property is kept clean and organized and all amenities were available."
Reviewed on Jun. 24, 2024
TradeWinds Island Grand
5500 Gulf Blvd, St. Pete Beach, FL
The price is CA $356 per night from Jun. 30 to Jul. 1
CA $356
CA $488 total
includes taxes & fees
Jun 30 - Jul 1
7.6/10 Good! (1,008 reviews)
Great Family Vacation Destination
"This was my family‘s first time staying at Island grand. Last year we stayed at RumFish. Overall we had an excellent time however I would like to make note of the things that were a bother to us during our trip. First inside of our room, our phone was not working. Our microwave broke, we were not ..."
Reviewed on Jun. 22, 2024
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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Frequently asked questions
Discover the most popular places to visit in Island Estate
Clearwater Marine Aquarium
Bring your kids for a behind-the-scenes look at the Dolphin Tale movies and marvel at the marine creatures who played the parts.
John's Pass Village & Boardwalk
When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area, or check out its lively bars.
Tropicana Field
Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.
Things to do
StarLite Majesty Evening Yacht Cruise Clearwater
CA $43
Per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
CA $47
Per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.