Lakewood Estates Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Lakewood Estates

Price found within the past 48 hours. Click for updated prices.
EVEN Hotel Sarasota-Lakewood Ranch by IHG

EVEN Hotel Sarasota-Lakewood Ranch by IHG

3.5 out of 5
Price was CA $1,145, price is now CA $802 per person
CA $802
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (1,012 reviews)
The only issue we had was the breakfast. The hotel has only one staff attending to everyone, so when one is in a hurry, it can be frustrating to wait. But overall, staff is excellent the the hotel is clean.

Reviewed on Apr 19, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,575, price is now CA $1,734 per person
CA $1,734
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.6/10 Exceptional! (889 reviews)
Very beautiful rooms, smart layout.

Reviewed on Apr 20, 2026

Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Palm River-Clair Mel
Price was CA $1,812, price is now CA $1,287 per person
CA $1,287
per person
Jun 26 - Jul 1
found 16 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
2/10 (3 reviews)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Price was CA $1,280, price is now CA $914 per person
CA $914
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.2/10 Very Good! (1,000 reviews)
No continental breakfast, front office wouldn’t break a $100 dollar bill saying they can’t accept them. Was no hot water but they had a plumber en route. They gave us coupons for a free breakfast but we were leaving. We stayed at two different Hiltons in two states and both were no more than average. I’ll opt for something different in the future

Reviewed on Apr 18, 2026

Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

2.5 out of 5
Price was CA $1,467, price is now CA $1,050 per person
CA $1,050
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.8/10 Excellent! (1,003 reviews)
The breakfast good Airport shuttle includes

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
Downtown St. Petersburg

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

Lakewood Estates Hotel Deals

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $237 per night from May 3 to May 4
CA $237
CA $268 total
May 3 - May 4
includes taxes & fees
8.6/10 Excellent! (1,250 reviews)
Breakfast menus was good, they selected was vast. The bar menu was limited

Reviewed on Apr 20, 2026

The Westin Tampa Bay
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from May 11 to May 12
CA $207
CA $319 total
May 11 - May 12
includes taxes & fees
8.2/10 Very Good! (1,828 reviews)
While the rooms are dated and the elevators are possible limping along, the amenities at this place are incredible. There is so much for kids to do, a secluded adult pool if you want to get away for a bit, and a beautiful beach. The fact that you can go enjoy the other TRADEWINDS amenities nearby ...

Reviewed on Apr 21, 2026

RumFish Beach at TradeWinds
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
The price is CA $227 per night from May 4 to May 5
CA $227
CA $295 total
May 4 - May 5
includes taxes & fees
9.4/10 Exceptional! (2,095 reviews)
Breakfast was great although they need more seating to accommodate the large crowds is my only suggestion.

Reviewed on Apr 21, 2026

Compass Hotel by Margaritaville Anna Maria Sound
See all 19,481 properties in Lakewood Estates
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Lakewood Estates vacation package cost?
Our Lakewood Estates packages, which start at just CA $802, are an easy way to save precious money. Pick and choose your preferred hotels, flights and rental car to create your perfect escape.
How do I get a cheap travel package to Lakewood Estates?
Crafting your own Lakewood Estates vacation package with Expedia is a great way to save. We have over 550 partner airlines and 1,000,000 hotels spread across the globe. With such a wonderful range to choose from, you'll have no issues creating your ideal getaway.
Where should I stay in Lakewood Estates?
A visit to Lakewood Estates isn't complete without seeing Salvador Dali Museum and Tropicana Field. Stay as close as possible so you can easily access these terrific attractions.
What are the top hotels in Lakewood Estates?
Get your escape off to a great start by staying at Large 3/2 House In Beautiful St Pete Florida. It's one of most sought-after properties in Lakewood Estates. Another option is The Gator Hideaway.
How far in advance should I book my Lakewood Estates vacation?
It's tricky picking the ideal time for airfares, but we generally suggest the earlier, the better. Most international journeys on Expedia become available up to 12 months in advance. If you're booking last minute, don't despair. Budget prices occasionally appear just weeks before departure dates.
What does an Expedia Lakewood Estates travel package include?
That depends on you. You can choose from a range of Lakewood Estates packages, such as a flight, hotel and rental car. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your dream Lakewood Estates break looks like, you're sure to save!
What should I know before booking a Lakewood Estates travel package?
Whether it's adventure or relaxation you're chasing, a Lakewood Estates vacation package lets you organize your escape your way. Plus, you'll get access to great discounts just for combining your accommodations with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Lakewood Estates Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you're eager to fly to Lakewood Estates in first class or coach, simply choose from the available airline options. Expedia has access to over 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Lakewood Estates vacation package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can change or cancel your Lakewood Estates vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Lakewood Estates

Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.

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.

John's Pass Village & Boardwalk
White sand and palm trees in Clearwater beach

Clearwater Beach

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach
Fort De Soto Park

Fort De Soto Park

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park

Things to do

Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

CA $50
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
Shell Key Island bird's eye view

Shell Key Island Excursion

CA $88
per adult
84% of travellers recommend
Shell Key Island Excursion
The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

CA $62
per adult
100% of travellers recommend
Pirate Adventure Cruise - John's Pass
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.