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.
SkyBeach Resort

SkyBeach Resort

4 out of 5
Greater Pinellas Point
Price was CA $1,686, price is now CA $1,153 per person
CA $1,153
per person
Jun 22 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (633 reviews)
When I checked in on Friday afternoon, I asked the customer checkin person if there was going to be live music that night. He said yes. I also asked him if I could extend my stay by one day. He said the hotel was full for Saturday night. As it turned out, there was no music. Also, the hotel was not full for Saturday night; I checked on-line to learn there were still rooms available for Saturday night. Just incredibly lazy responses that cost the hotel another night from me.

Reviewed on Apr 18, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $3,066, price is now CA $1,908 per person
CA $1,908
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (526 reviews)
This place is very nice and clean, my entire family loves it..we enjoyed our stay...

Reviewed on Apr 13, 2026

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was CA $2,243, price is now CA $1,470 per person
CA $1,470
per person
Jun 22 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,005 reviews)
Second time here! Room was clean, replacement items were quick to receive. Room was able to hold temperature well. All amenities were utilized and nice. We spent a large majority of our time on the beach and found literally dozens of sand dollars. We went swimming in the pool and utilized the fishing poles to catch some fish -- caught 2 fish and saw a manatee!

Reviewed on Apr 18, 2026

Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was CA $2,269, price is now CA $1,537 per person
CA $1,537
per person
Jun 22 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
7.6/10 Good! (1,074 reviews)
We had a room overlooking the beach! Our room was very comfortable. Amazing staff. Very accommodating. Our room was very clean. We would highly recommend this resort to families! They have so much for the children to do. I'm excited to go back again and enjoy St Pete's beautiful beach!!

Reviewed on Apr 18, 2026

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Price was CA $1,945, price is now CA $1,325 per person
CA $1,325
per person
Jun 22 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
7/10 Good! (1,839 reviews)
The property is being renovated so there are very limited amenities. The staff are super helpful, friendly and professional. We stayed in a building adjacent to the building where the reception is. The building was old and obviously in need of an upgrade but room and bathroom were clean. Location on the River Walk is super.

Reviewed on Apr 16, 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
Dramatic cloudy sunrise viewed on a tropical sandy beach at the Atlantic Ocean Shore. Plantation Key, Florida Keys, Florida, United States.

Key Vista

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

Find hotels in Key Vista

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 $376 per night from May 3 to May 4
CA $376
CA $479 total
May 3 - May 4
includes taxes & fees
9.4/10 Exceptional! (3,173 reviews)
Was clean and nice the hotel was Accommodating.

Reviewed on Apr 19, 2026

Wyndham Grand Clearwater Beach
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 $273 per night from May 3 to May 4
CA $273
CA $363 total
May 3 - May 4
includes taxes & fees
Hilton Clearwater Beach Resort & Spa
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 $405 per night from Apr 26 to Apr 27
CA $405
CA $512 total
Apr 26 - Apr 27
includes taxes & fees
9.2/10 Wonderful! (2,119 reviews)
My family and I stayed for three days. The location is excellent, very quiet at night while still being within walking distance of everything. House keeping was daily and perfect. The room was large with a kitchenette. Beach access is extremely convenient, just a quick crossing of the street, which ...

Reviewed on Apr 18, 2026

Hyatt Regency Clearwater Beach Resort and Suites
See all 4,525 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
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Family Vacations
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Frequently asked questions

How much does a Baileys Bluff Estates vacation package cost?
Starting from just CA $1,153, 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

2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

CA $74
per adult
2 Hours Kayak Eco Tour in Tarpon Springs
Tarpon Springs Train Depot on Tampa Bay Ghost Tour

Top-Rated Tarpon Springs Ghost Tour & Haunted Walk

CA $55
per adult
Top-Rated Tarpon Springs Ghost Tour & Haunted Walk
Welcome aboard.

Florida's Beautiful Beaches and Waterways Private Tour

CA $666
per traveller
Florida's Beautiful Beaches and Waterways Private Tour
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.