The Estates Vacation Packages 2026 from $792

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Your The Estates Vacation

Take all the stress out of organizing your next adventure by booking a The Estates vacation package. Soak in the sounds and sights of this captivating neighborhood and experience what it has to offer. Not sure what to do and see during your trip to The Estates? Nearby attractions such as Hudson Beach, Show Palace Dinner Theater and Cow Creek are excellent places to start. Expedia can put your plans into action. Book your perfect The Estates vacation now.

The Latest The Estates Vacation Packages

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

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$792

per person

Oct 17 - Oct 23

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,163 reviews)

Clean room, quiet ane peaceful

Reviewed on Aug 6, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$821

per person

Sep 9 - Sep 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,113 reviews)

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,238

per person

Oct 17 - Oct 23

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (563 reviews)

Stayed for one night everything was in place very well thought off and cosy and very clean love the swing just out the door and seeing the shells all over and beach was amazing shower and beach chairs was in place staff was very friendly and had a home feeling I will be back

Reviewed on Aug 5, 2026

BeachTrail Lodging

Save 100% on your flight

$851

per person

Oct 7 - Oct 14

found 19 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.8/10 Exceptional! (101 reviews)

The cottage was well stocked with a snack basket and a super dog basket. The kitchen was stocked with all needed essentials and the parking also worked out well.

Reviewed on Apr 14, 2026

Captiva Beach Resort

South Village

Save 100% on your flight

$845

per person

Oct 17 - Oct 23

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,292 reviews)

The room was more like a small apartment! Plenty of space for our family of 5. The staff was friendly. Very clean facility. Convenient location. We will definitely stay here again.

Reviewed on Jul 30, 2026

Where to stay in The Estates

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

A wooden pier extending into a calm sea with a sandy beach in the foreground.

Gulf Shores

Gulf Shores might not have many top sights, but Hudson Beach and Show Palace Dinner Theater are two attractions nearby that you can check out.

A beach with sand dunes and tall grasses at sunset.

Hudson Beach Estates

1 out of top 10 points of interest in this area

Though Hudson Beach Estates might not have many top sights, you can venture to the surrounding area to see attractions like Hudson Beach and Show Palace Dinner Theater.

A boat with colorful flags, a pier, and a crowd of people.

Bayonet Point

1 out of top 10 points of interest in this area

Shopping, waterfront views, and restaurants highlight some of the notable features of Bayonet Point. Make a stop by Beacon Woods Golf Course while you're exploring.

A harbor with multiple sailboats anchored in calm waters under a cloudy sky.

Sea Ranch

While Sea Ranch isn't home to many top sights, Hudson Beach and Show Palace Dinner Theater are some notable places to visit nearby.

A sunset over a calm body of water with a distant shoreline.

Gulf Coast Acres

2 out of top 10 points of interest in this area

While visiting Gulf Coast Acres, you might make a stop by sights like Show Palace Dinner Theater and Colorama Music.

The Estates Hotel Deals

Motel 6 Spring Hill, FL - Weeki Wachee

6172 Commercial Way Spring Hill FL

Fully refundableReserve now, pay when you stay

$53 nightly

$59 total

Aug 10 - Aug 11

Total with taxes and fees

7.2/10 Good! (1,570 reviews)

"Clean convenient to shopping friendly staff easy parking"

Reviewed on Aug 6, 2026

Quality Inn & Suites Tarpon Springs South

38724 US Highway 19 North Tarpon Springs FL

Fully refundable

$85 nightly

$97 total

Sep 7 - Sep 8

Total with taxes and fees

Innisbrook Resort

36750 Us Highway 19 N Palm Harbor FL

$164 nightly

$186 total

Aug 10 - Aug 11

Total with taxes and fees

8.4/10 Very Good! (1,003 reviews)

"Very clean, wonderful people very quiet. I would stay there again and again and again."

Reviewed on Aug 5, 2026

See all 1,851 properties in The 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.