Name: Wyndham Grand Clearwater Beach
Price range: $442 total
Rating: 9.4

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Your Island Estate Vacation

Discover the unique character of Island Estate with a tailor-made Island Estate vacation package. From its watersports to its nature, this neighborhood offers endless possibilities for relaxation and adventure. Can't wait to get out and see the sights during your trip to Island Estate? Don't miss nearby attractions such as Clearwater Marine Aquarium, Sand Key Park and Pier 60 Park. No matter your travel goals or the size of your budget, booking the ultimate Island Estate vacation is easy with Expedia.

The Latest Island Estate Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Mar Bay Motel &Suites

Save 100% on your flight

$512

per person

Jun 5 - Jun 10

found 23 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

8.6/10 Excellent! (68 reviews)

Staff was very responsive although we did not meet in person. Very old but clean Florida Motel which is all we needed for the night and the price was good!

Reviewed on Feb 26, 2026

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$889

per person

Apr 14 - Apr 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,193 reviews)

Clean friendly staff, great location.

Reviewed on Mar 12, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$1,119

per person

May 30 - Jun 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (838 reviews)

Exceeded my expectations!! I highly recommend!!

Reviewed on Mar 10, 2026

Legoland Florida Hotel

Save 100% on your flight

$762

per person

May 14 - May 19

found 3 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

9/10 Wonderful! (81 reviews)

We stayed here for the convenience of location to Legoland. Our room was the Adventure room. It was at the very end of the hallway and looked like it hadn't been used in awhile. The shelves were dusty and the bathtub even had dust in it. The room was pretty dark. The bed was relatively comfortable. It is an older hotel that could use a refresh. The disco elevator was fun for the kids. Breakfast was good but the floor around the tables was very dirty. We left an item behind and were very pleased when it was found and returned to us (for a hefty price) but we were very happy to get it back. Very difficult to contact this property by phone. Communication online or via text is strongly encouraged/preferred by the property.

Reviewed on Mar 9, 2026

The Avalon Club

Save 100% on your flight

$2,084

per person

May 30 - Jun 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (515 reviews)

There was absolutely No view. Honestly not sure why that room has a balcony. Your view is of a side of a wall directly across from you. Otherwise, room was great! Clean, roomy, and all needs met.

Reviewed on Mar 11, 2026

Where to stay in Island Estate

Find the best Island Estate areas and neighborhoods for the activities you enjoy most. Learn more about Island Estate

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.

Island Estate Hotel Deals

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$391 nightly

$442 total

Apr 12 - Apr 13

Total with taxes and fees

9.4/10 Exceptional! (3,058 reviews)

Beautiful hotel , very easy beach access. Really helpful staff

Reviewed on Mar 12, 2026

RumFish Beach at TradeWinds

6000 Gulf Blvd St. Pete Beach FL

Fully refundableReserve now, pay when you stay

$309 nightly

$349 total

Mar 22 - Mar 23

Total with taxes and fees

8.4/10 Very Good! (1,676 reviews)

Clean resort, phone didn’t work in room and had to go to lobby for washcloths that housekeeping didn’t leave. Otherwise, very nice resort with good food and beautiful beach.

Reviewed on Mar 12, 2026

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$309 nightly

$349 total

Mar 24 - Mar 25

Total with taxes and fees

8.2/10 Very Good! (2,484 reviews)

Barely - mostly overlooked the parking lot . Paid extra for gulf view - very disappointed Decided on this hotel for its “private beach”claim not realizing the exorbitant fees charged to sit by the water. Spent vacation at pool which we could have done at a number of other hotels. Again very disappointed. ...

Reviewed on Mar 12, 2026

See all 13,889 properties in Island Estate

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.

Discover the most popular places to visit in Island Estate

Florida. Madeira Beach Florida. Gulf of Mexico or ocean beach, Hotels and Resorts. John's Pass Village and Boardwalk. Turquoise color of salt water. American shore. Summer or Autumn vacation.

John's Pass Village & Boardwalk

4.5/5(1,625 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 top-notch restaurants.

Florida. St Pete Beach FL. Summer vacations. Ocean beach, Hotels and Resorts in US. Blue-turquoise color of salt water. American Coast or shore line in Gulf of Mexico. St Petersburg Clearwater Florida

St. Petersburg - Clearwater Beaches

5/5(5 reviews)

Nothing says vacation like spending a carefree day at St. Petersburg - Clearwater Beaches, a popular beach in St. Petersburg - Clearwater.

Clearwater Beach

4.5/5(44 reviews)

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.

Things to do

Sunset Celebration Cruise on Tropics Boat Tours

$37

per adult

92% of travellers recommend

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

$37

per adult

90% of travellers recommend

Little Toot Dolphin Adventure at Clearwater Beach

$37

per adult

96% of travellers recommend

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.

Island Estate Vacations from $512

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Island Estate Vacation

The Latest Island Estate Vacation Packages

Mar Bay Motel &Suites

The Westin Sarasota

Ocean Club Treasure Island Hotel

Legoland Florida Hotel

The Avalon Club

Where to stay in Island Estate

Downtown St. Petersburg

Pass-a-Grille

Sand Key

Sunset Beach

Sunshine Beach

Island Estate Hotel Deals

Wyndham Grand Clearwater Beach

RumFish Beach at TradeWinds

Hilton Clearwater Beach Resort & Spa

Discover the most popular places to visit in Island Estate

John's Pass Village & Boardwalk

St. Petersburg - Clearwater Beaches

Clearwater Beach

Things to do

Sunset Celebration Cruise on Tropics Boat Tours

StarLite Majesty Evening Yacht Cruise Clearwater

Little Toot Dolphin Adventure at Clearwater Beach