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.
Holiday Inn Tampa Westshore - Airport Area by IHG

Holiday Inn Tampa Westshore - Airport Area by IHG

3 out of 5
Westshore
Price was CA $1,138, price is now CA $765 per person
CA $765
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.4/10 Very good! (1,482 reviews)
The room was clean, easy check in, sweet staff and the floors were not rug, which for me is a win! I’m always grossed out about carpets in hotels and the smell it brings. I would definitely stay here again.

Reviewed on Oct 26, 2026

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
Downtown Tampa
Price was CA $2,178, price is now CA $1,204 per person
CA $1,204
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.6/10 Excellent! (943 reviews)

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $3,135, price is now CA $1,963 per person
CA $1,963
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,282 reviews)

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was CA $1,814, price is now CA $1,210 per person
CA $1,210
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Tampa (TPA)
8.8/10 Excellent! (2,455 reviews)
Great customer service

Reviewed on Oct 26, 2026

Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Price was CA $1,454, price is now CA $1,008 per person
CA $1,008
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.8/10 Excellent! (2,834 reviews)
I loved my stay at Hotel Alba. Location was super convenient for the events I was in town for. Hotel was clean and comfortable. Loved the pool area and that I was able to order delicious latte and croissant to-go at Buffalo Bayou inside the hotel. The staff was friendly and accommodating. Definitely 5 out of 5 stars! ⭐️⭐️⭐️⭐️⭐️

Reviewed on Oct 26, 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 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.

Find hotels in Holiday Lake Estates

Baileys Bluff Estates Hotel Deals

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 CA $301 per night from Oct 29 to Oct 30
CA $301
CA $396 total
Oct 29 - Oct 30
includes taxes & fees
9.4/10 Exceptional! (4,022 reviews)
"Beach cabanas and poolside bar were awesome!"

Reviewed on Oct 26, 2026

Wyndham Grand Clearwater Beach
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $342 per night from Oct 29 to Oct 30
CA $342
CA $441 total
Oct 29 - Oct 30
includes taxes & fees
9.4/10 Exceptional! (2,473 reviews)
"We really enjoyed the proximity to the beach as well as restaurants and stores. The pool on the 8th floor was also very unique and a great place to relax and also enjoy poolside food and drinks. Our room was also very large and had much more than we had anticipated."

Reviewed on Oct 26, 2026

Hyatt Regency Clearwater Beach Resort and Suites
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 $229 per night from Nov 8 to Nov 9
CA $229
CA $314 total
Nov 8 - Nov 9
includes taxes & fees
Hilton Clearwater Beach Resort & Spa
See all 4,603 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Baileys Bluff Estates vacation package cost?
Starting from just CA $765, 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: Evening Dolphin Cruise

Tarpon Springs: Evening Dolphin Cruise

CA $41
per adult
90% of travellers recommend
Tarpon Springs: Evening Dolphin Cruise
Tarpon Springs Ghost Tour: Haunted History & True Crime

Tarpon Springs Ghost Tour: Haunted History & True Crime

CA $56
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 $76
per adult
86% of travellers recommend
2 Hours Kayak Eco Tour in Tarpon Springs
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.