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.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Price was CA $1,431, price is now CA $817 per person
CA $817
per person
Oct 25 - Nov 1
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.2/10 Very Good! (1,023 reviews)
Very nice and quiet. Off season

Reviewed on Sep 7, 2025

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was CA $2,490, price is now CA $1,159 per person
CA $1,159
per person
Oct 25 - Nov 1
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,058 reviews)
Hands down one of the best hotels I’ve ever stayed at. Not only is it in a gorgeous location but the suite was incredible, the wine that was waiting for us in our room was phenomenal and the amenities were wonderful. They offer bikes for free as part of your stay, and me and my daughter biked all around the island it was such a good day ☀️. Would absolutely recommend this place to anybody. Perfect for couples but also very family friendly too. Will be staying here again!!

Reviewed on Sep 7, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was CA $2,221, price is now CA $1,170 per person
CA $1,170
per person
Oct 25 - Nov 1
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (618 reviews)
We were very pleased with our 3 night stay at the hotel. The staff graciously offered us an umbrella and chairs to take to the beach from the donation stash. We really appreciated that and returned the items when we left for future guests.

Reviewed on Sep 8, 2025

GALAXY HOTEL

GALAXY HOTEL

3.5 out of 5
Downtown St. Petersburg
Price was CA $2,020, price is now CA $1,081 per person
CA $1,081
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.6/10 Excellent! (384 reviews)
The property was beautiful and the staff was friendly. Parking could be more convenient but the immensely large room definitely helped. The hotel is close to a lot of shopping and dining options.

Reviewed on Sep 8, 2025

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $1,509, price is now CA $876 per person
CA $876
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (446 reviews)
This is our second visit, and it will not be the last. We stayed for six days, enjoying each day. The location, room, and staff experience were all excellent. We plan to return in six months, and this time we will book for two weeks.

Reviewed on Sep 10, 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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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

Landmark Estates Hotel Deals

Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Oct 5 to Oct 6
CA $186
CA $212 total
Oct 5 - Oct 6
includes taxes & fees
Hilton Tampa Airport Westshore
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 $234 per night from Sep 16 to Sep 17
CA $234
CA $319 total
Sep 16 - Sep 17
includes taxes & fees
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 $206 per night from Sep 21 to Sep 22
CA $206
CA $234 total
Sep 21 - Sep 22
includes taxes & fees
Hotel Alba, Tapestry Collection by Hilton
See all 12,744 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 $817, 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

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 top-notch restaurants.

John's Pass Village & Boardwalk
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 which includes a sandy beach

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

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
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

CA $48
per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
!! Flippers Fun Boat !! Dolphin Adventure Clearwater Beach!

!! Flippers Fun Boat !! Dolphin Adventure Clearwater Beach!

CA $44
per adult
100% of travellers recommend
!! Flippers Fun Boat !! Dolphin Adventure Clearwater Beach!
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.