Baileys Bluff Estates Vacation Packages

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Top Holiday Package Deals in Baileys Bluff Estates

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

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $1,036
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,173 reviews)
Super clean, beautiful unit! The staff was absolutely amazing and courteous at every turn. We found our home when we are in the area.

Reviewed on Sep 1, 2026

CW Resort

CW Resort

CA $1,229
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (117 reviews)
Rooms were wonderful

Reviewed on Sep 2, 2026

The Avalon Club

The Avalon Club

CA $1,346
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (594 reviews)
2/5 stars — Avoid: False advertising, poor conditions, and dishonest billing We booked 5 nights at the Avalon but left after 3 due to a string of issues. The "beachfront" view advertised on their website was misleading — in reality, our room overlooked a public parking lot, with the actual beach a few hundred feet beyond that. Amenities weren't much better: the towels and pool/beach chairs were worn out and old, despite an extra $40/day charge to use them. The shower grout was visibly moldy and the sofa looked like they got it off of a curb. After complaining to Expedia about these issues, I received an email from the resort at 5am on day two saying they'd refund our stay, but that I needed to check out by noon that same day or be charged for an additional night. I was off-property in Orlando at the time and couldn't make that window. When I returned, I told the front desk I'd be checking out the next morning at 11am (making it 3 nights total), and they simply said "ok" — no objection, no mention that this would affect the refund. Despite that, I was billed for the full 5 nights. When I called to dispute it, they claimed that because I didn't check out on the exact day specified in their 5am email, they were no longer honoring the refund. Between the false advertising, dated amenities charged at a premium, and a resort that goes back on what its own staff acknowledged, I would not recommend staying here.

Reviewed on Aug 27, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

CA $2,427
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
9.2/10 Wonderful! (584 reviews)
The Westin Sarasota

The Westin Sarasota

Central Sarasota
CA $1,239
per person
Oct 18 - Oct 24
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,160 reviews)
This hotel has a great location. The staff is so nice they care you and go through all the details that makes you feel like home. The only thing was the breakfast that we found the bread wasn't fresh, the eggs tasted like boxed frozen food . The service was nice but too slow and meals were cold. I would recommend this hotel but please pay attention to the breakfast service! and thr service was too slow

Reviewed on Aug 31, 2026

Where to stay in Baileys Bluff Estates

Find the best Baileys Bluff Estates areas and neighborhoods for the activities you enjoy most. Learn more about Baileys Bluff Estates
A beach with rocks in the foreground and a sunset over the ocean.

Key Vista

If you're looking for some top things to see and do in Key Vista and surrounding area, you can visit Anclote River Park and Tarpon Springs Sponge Docks.

A waterfront with a marina, palm trees, and buildings reflecting on the water.

Holiday Lake Estates

Holiday Lake Estates might not have many top sights, but Tarpon Springs Sponge Docks and Anclote River Park are two attractions nearby that you can check out.

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Aloha Gardens

If you're looking for some top things to see and do in Aloha Gardens and surrounding area, you can visit Anclote River Park and Tarpon Springs Sponge Docks.

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Holiday Lakes West

While Holiday Lakes West might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Anclote River Park and Tarpon Springs Sponge Docks.

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Buena Vista

While Buena Vista isn't home to many top sights, Tarpon Springs Sponge Docks and Anclote River Park are some notable places to visit nearby.

Baileys Bluff Estates Hotel Deals

Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $279
CA $370 total
Sep 3 - Sep 4
includes taxes & fees
Hyatt Regency Clearwater Beach Resort and Suites
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $300
CA $394 total
Sep 7 - Sep 8
includes taxes & fees
Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $227
CA $311 total
Sep 9 - Sep 10
includes taxes & fees
8.2/10 Very good! (2,975 reviews)
"Awesome location"

Reviewed on Sep 2, 2026

Hilton Clearwater Beach Resort & Spa
See all 4,641 properties in Baileys Bluff 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 Baileys Bluff Estates vacation package cost?
Starting from just CA $1,036, a vacation package is your passport to low-priced travel. Custom build your Baileys Bluff Estates escape by picking from our comprehensive range of hotels, flights and rental cars.
How do I get a cheap travel package to Baileys Bluff Estates?
Booking a flight and hotel together with Expedia won't just save valuable time — it'll save you cash too. A Baileys Bluff Estates vacation package makes it easy to arrange your perfect trip. With more than 550 airlines around the world to choose from, finding convenient flights that fit your schedule will be no sweat. Not only that, we've got over 1,000,000 hotels globally to select from. Now that's what you call choice. Whatever your budget, Expedia brings the world within your reach.
Where should I stay in Baileys Bluff Estates?
With interesting attractions such as Anclote River Park and Key Vista Nature Park in this area, look for a hotel located near them. Anclote Gulf Park is another sight that pulls the crowds.
How far in advance should I book my Baileys Bluff Estates vacation?
Savvy travelers often reserve their seats early. You can usually compare international airfares on Expedia up to a year before your intended flight. If you're purchasing tickets last minute, fear not. Bargain prices sometimes occur in the last weeks prior to departure.
What does an Expedia Baileys Bluff Estates travel package include?
Flights, hotels and rental cars, or any combination of them — you decide! Whether you're exploring Baileys Bluff Estates with the whole family or traveling with your friends, there's a bundle to fit your budget and style. Once you've made your booking, why not add on one or two activities?
What should I know before booking a Baileys Bluff Estates travel package?
Whether it's relaxation or adventure you're chasing, a Baileys Bluff Estates vacation package lets you plan your escape your way. Plus, you'll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Baileys Bluff Estates Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You can mix and match your flights, hotels and more. We have more than 550 partner airlines globally, so you have lots of choice when putting together your Baileys Bluff Estates trip.
If I'm not able to travel, can I cancel my Baileys Bluff Estates vacation package?
We understand — the universe can throw the odd curveball. If you've booked a Baileys Bluff Estates vacation package and need to cancel or amend it, we're here to help. It's always worth having a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to change your itinerary at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may charge a fee.

Things to do

Tarpon Springs Ghost Tour — Haunted History & True Crime

Tarpon Springs Ghost Tour — Haunted History & True Crime

CA $55
per adult
Tarpon Springs Ghost Tour — Haunted History & True Crime
2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

CA $75
per adult
80% of travellers recommend
2 Hours Kayak Eco Tour in Tarpon Springs
Audio Guide to New Port Richey's History and Quirky People

Audio Guide to New Port Richey's History and Quirky People

CA $10
per adult
Audio Guide to New Port Richey's History and Quirky People
See all activities in Holiday
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.