Landmark Estates Vacation Packages

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Top Holiday Package Deals in Landmark Estates

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (518 reviews)
Love the rooms we had and the kitchen! Great access to everything.

Reviewed on Jul. 20, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (430 reviews)
My friend and I absolutely loved The Avalon Club. The rooms were very spacious and clean. The location was great. You could walk to just about anywhere and was right on the beach. They have chairs, towels, toys and pool noodles for guests to use. The staff was also wonderful and very friendly. Will definitely be staying again.

Reviewed on Jul. 18, 2025

Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.2/10 Very Good! (1,003 reviews)
Everything was nice. I’ll be back

Reviewed on Jul. 18, 2025

Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
Central Sarasota
Save 100% on your flight
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.8/10 Excellent! (1,487 reviews)
Clean, enjoyed my room with a bay view, and complimentary breakfast was delicious. Also parking was easily accessible.

Reviewed on Jul. 20, 2025

Clearwater Beach Hotel Suites

Clearwater Beach Hotel Suites

2.5 out of 5
Save 100% on your flight
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
No reviews
Love that the beach was just across the street

Reviewed on Jul. 20, 2025

Where to stay in Landmark Estates

Find the best Landmark Estates areas and neighborhoods for the activities you enjoy most. Learn more about Landmark Estates
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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.

Find hotels in Pass-a-Grille

Landmark Estates Hotel Deals

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $256 per night from Jul 27 to Jul 28
CA $256
CA $343 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (2,009 reviews)
"Location was great. Property on the beach owned by the property needed tidiness. Trash, etc."

Reviewed on Jul. 18, 2025

Hilton Clearwater Beach Resort & Spa
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 4 to Aug 5
CA $174
CA $197 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (1,995 reviews)
"The accommodations were beautiful & comfortable. Location was easily accessible in an extremely busy city."

Reviewed on Jul. 18, 2025

Hotel Alba, Tapestry Collection by Hilton
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $378 per night from Aug 10 to Aug 11
CA $378
CA $481 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (2,402 reviews)
"They were so friendly. The rooms were very clean. I loved the view. Definitely will stay here again."

Reviewed on Jul. 20, 2025

Wyndham Grand Clearwater Beach
See all 12,568 properties in Landmark 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 Landmark Estates vacation package cost?
From as little as CA $636, you can customize your Landmark Estates package the way you want. Simply combine hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Landmark Estates?
Bundle your bookings with Expedia to save on your next big adventure. With over 550 air carriers and 1,000,000 hotel options throughout the world, your Landmark Estates vacation package can be tailored exactly to suit your budget. With all those extra dollars, why not add a few interesting tours and activities? It's an easy way to unlock even more bargains. Your dream getaway to Landmark Estates is much closer than you thought!
Where should I stay in Landmark Estates?
We recommend staying near the action. Many people book hotels around top attractions, such as John Chesnut Sr Park, Palm Harbor Medical Center and John Chesnut Sr. Park.
How far in advance should I book my Landmark Estates vacation?
While prices fluctuate, we generally suggest booking your spot as early as possible. Most international airfares are available on Expedia up to a year in advance. If circumstances have left you booking last minute, you might still get lucky. Cheaper tickets to Landmark Estates sometimes appear only weeks before departure.
What does an Expedia Landmark Estates travel package include?
Much of that depends on you. You can select from a range of Landmark Estates bundles, such as a flight, rental car and hotel. 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 activities and experiences. Whatever your Landmark Estates vacation looks like, get set to save!
What should I know before booking a Landmark Estates travel package?
Whether it's adventure or relaxation you're after, a Landmark Estates vacation package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Landmark Estates Expedia vacation package?
Definitely. Expedia has more than 550 partner airlines to select from all over the world. With so much choice, finding the perfect carrier to fly you to Landmark Estates shouldn't be hard.
If I'm not able to travel, can I cancel my Landmark Estates vacation package?
Yes you can, and we'll help you every step of the way. You may be able to change or cancel your Landmark Estates vacation package at no cost if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your travel plans unexpectedly change, visit our Customer Service Portal for further information.

Discover the most popular places to visit in Landmark Estates

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(136 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.

John's Pass Village & Boardwalk
Fort De Soto Park which includes a sandy beach

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.

Fort De Soto Park
Tropicana Field

Tropicana Field

4/5(26 reviews)

Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the lively bars while you're in the area.

Tropicana Field

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $44
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

CA $51
per adult
94% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sea Screamer boat in Orlando

Day Trip to Clearwater Beach with Sea Screamer Ride

CA $171
per adult
90% of travellers recommend
Day Trip to Clearwater Beach with Sea Screamer Ride
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.