Landmark Estates Holidays

Book a Hotel + Flight or Car together to unlock savings

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
Pass-a-Grille

Pass-a-Grille

1 out of top 10 points of interest in this area
5/5(3 area reviews)

Pass-a-Grille is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to Pass-a-Grille Beach or St. Petersburg - Clearwater Beaches.

Find hotels in Pass-a-Grille

Top hotels in Landmark Estates

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 9.083.534 ₫ per night from 25 May to 26 May
9.083.534 ₫
11.306.589 ₫ total
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (3,239 reviews)
Didn’t like the water pressure. Every thing else was fine.

Reviewed on 16 May 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
The price is 4.460.867 ₫ per night from 24 May to 25 May
4.460.867 ₫
5.063.274 ₫ total
24 May - 25 May
includes taxes & fees
8.6/10 Excellent! (1,302 reviews)
Pool was closed. You are obligated to pay for parking, you choose between $35 for valet or $27 self park per day. Front desk advised it is $27 per day, in which resets at midnight, therefore for one overnight stay self park will cost you $54. I booked a room with full bay view, high floor. Little ...

Reviewed on 16 May 2026

The Westin Tampa Bay
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 5.655.666 ₫ per night from 27 May to 28 May
5.655.666 ₫
7.433.372 ₫ total
27 May - 28 May
includes taxes & fees
8.2/10 Very Good! (2,617 reviews)
It has been our third time at the Hilton in Clearwater. The service, food, and location were exceptional. We will definitely be back

Reviewed on 16 May 2026

Hilton Clearwater Beach Resort & Spa
See all 13,371 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.

Frequently asked questions

How much does a Landmark Estates holiday package cost?
From as little as , 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 1null000null000 hotel options throughout the world, your Landmark Estates holiday 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 Harbour Medical Centre and John Chesnut Sr. Park.
How far in advance should I book my Landmark Estates holiday?
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 holiday 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 holiday package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Landmark Estates Expedia holiday 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 holiday 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 holiday 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.

Popular places to visit

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 visit its lively bars.

John's Pass Village & Boardwalk
Fort De Soto Park

Fort De Soto Park

Enjoy the beautiful sunsets and explore Fort De Soto Park, a lovely green space in Tierra Verde. Discover the top-notch restaurants and great live music in this family-friendly area.

Fort De Soto Park
Vinoy Park

Vinoy Park

After visiting Vinoy Park, make a plan to see the other sights and activities in St. Petersburg. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Vinoy Park