Lakewood Estates Vacation Packages
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Top Holiday Package Deals in Lakewood Estates
Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key
Price was CA $1,589, price is now CA $1,051 per person
CA $1,051
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (2,341 reviews)
Sarasota is one of my top picks to book a getaway from home. I saw this place on Expedia and was impressed by the photos and what it offered for the price. Once we got there it was everything as described. The check in process was quick and easy, the gentleman was very friendly. The room was very clean, nice and spacious, like a one bedroom apartment layout. The pool was a good size and not far away from our room, and offered pool accessories for the kids to use. Another plus was that siesta key beach was less than a 5 minute drive away from us, in which they offered chairs and beach umbrellas you could sign out and use. So this stay definitely was top of my list. I will surely be booking with them on for my next getaway.
Reviewed on Jun 20, 2026
Cedar Cove Resort and Cottages
Price was CA $2,513, price is now CA $1,524 per person
CA $1,524
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (526 reviews)
Beautiful facility. Perfect for families close to all the beaches and fun. Can't wait to return for our next visit!
Reviewed on Jun 18, 2026
The Avalon Club
Price was CA $2,930, price is now CA $1,948 per person
CA $1,948
per person
Aug 24 - Aug 31
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (552 reviews)
The staff was very kind and accommodating. We will definitely look to book again.
Reviewed on Jun 19, 2026
The Marker
Price was CA $3,512, price is now CA $2,392 per person
CA $2,392
per person
Aug 24 - Aug 31
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
6/10 (3 reviews)
There was no staff due to it being brand new! The owner Jeff was great and very polite and went out of his way to make us feel welcome and valued! It was very quiet and comfortable for my family. Only about a two block walk to the beach but being in the bay was beautiful to wake up to!
Reviewed on Apr 12, 2026
Where to stay in Lakewood Estates
Find the best Lakewood Estates areas and neighborhoods for the activities you enjoy most. Learn more about Lakewood Estates
Pass-a-Grille
1 out of top 10 points of interest in this area
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.
Lakewood Estates Hotel Deals
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Jun 21 to Jun 22
CA $253
CA $288 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (1,372 reviews)
"Swimming pool was closed for our stay."
Reviewed on Jun 15, 2026
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
The price is CA $372 per night from Jul 18 to Jul 19
CA $372
CA $461 total
Jul 18 - Jul 19
includes taxes & fees
9.4/10 Exceptional! (2,268 reviews)
"We loved the hotel ! We had a beautiful view and was in a great location !"
Reviewed on Jun 20, 2026
RumFish Beach at TradeWinds
6000 Gulf Blvd St. Pete Beach FL
The price is CA $445 per night from Jul 18 to Jul 19
CA $445
CA $590 total
Jul 18 - Jul 19
includes taxes & fees
8.2/10 Very Good! (2,041 reviews)
"This place was great! Really enjoyed rumfish overall but definitely need to come back. The kids night out was perfect for date night with my wife kid free Resort pools were always clean and areas around them well maintained. The beach area was breathtaking and included the loungers with our stay. ..."
Reviewed on Jun 19, 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 Lakewood Estates
John's Pass Village & Boardwalk
4.5/5(141 reviews)
When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area, or check out its lively bars.
Clearwater Beach
4.5/5(5 reviews)
Nothing says vacation like spending a carefree day at Clearwater Beach, a popular beach in Clearwater Beach. Wander the clear-water beaches or discover the area's beautiful sunsets.
Fort De Soto Park
4.5/5(28 reviews)
Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.
Things to do
Dolphin Racer Speedboat Adventure
CA $50
per adult
94% of travellers recommend
StarLite Sapphire Evening Yacht St. Pete Beach
CA $56
per adult
90% of travellers recommend
Pirate Adventure Cruise - John's Pass
CA $62
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.