The Best Hotels in Baileys Bluff Estates, Holiday - 2026 Updated Prices

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Where to stay in Baileys Bluff Estates

Find the best Baileys Bluff Estates areas for the activities you enjoy most.

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

Key Vista

While Key Vista isn't home to many top sights, Key Vista Nature Park and Anclote River Park are some notable places to visit nearby.

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Lake Boca Raton and city skyline with reflections at sunset, panoramic view

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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Colonial Hills

While Colonial Hills isn't home to many top sights, Green Key Beach and SunCruz Port Richey Casino are some notable places to visit nearby.

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Aloha Gardens

Though Aloha Gardens may not have many top sights, you can venture to the surrounding area to see attractions like Key Vista Nature Park and Anclote River Park.

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Holiday Lakes West

While there might not be top attractions in Holiday Lakes West, you can explore the larger area and discover places like Anclote River Park and Tarpon Springs Sponge Docks.

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Top Baileys Bluff Estates Hotel Reviews

Courtyard by Marriott Clearwater Beach

10/10 Excellent

"This hotel was in a great location. Everything was in walking distance. I will definitely book this hotel again!"

ChartHouse Clearwater Beach Marina Hotel

10/10 Excellent

"Really clean, fresh, new boutique hotel. Loved the view. Rooms were nice and spacious. Nice floors in the room instead of carpets, which made it feel even cleaner than most places. Wide space in the room between the beds and the dressers. I hope to stay again at this hotel next time I’m in the area."

Gulfview Hotel on the Beach

8/10 Good

"We enjoyed a beautiful waterfront view. The private beach was small but clean. The beds and pillows were comfortable. The biggest downside was the extremely small parking lot. My husband let me out or in the car before or after pulling in or out because our 2-door car was tight. We always found a spot but that was treacherous."

Clearwater Beach Marriott Resort on Sand Key

6/10 Okay

"I was very disappointed with the cleaning staff .The hallways leading to the rooms were dirty. We stayed for four days. Our room was not clean for two days and a room service tray was not picked up for two days. I had to call twice and wait an hour. We didn’t have toilet or clean towels . I do have to mention what was the best part of or stay and the were the Mike as well with the dinning staff were outstanding as well as the guys at the valet parking. I don’t know if I will stay there again… because of the cleaning staff."

Hyatt Regency Clearwater Beach Resort and Suites

10/10 Excellent

"We liked our 2 bedroom suite with 2 bathrooms, full kitchen, and living room. The views were great! Liked the beach and food options. We liked the pool, but there was an issue with that. There were people being served at the bar near it and they would drink while in the pool and put their empty cups and half drunk cups on the pool decking and leave them there. We waited until evening for them to be gone to swim and the cups and garbage stayed all around the pool. Kids are kicking pool balls and it is hard to imagine that some of the alcoholic beverages left on edge of pool didnt make it into the water. The breeze was blowing some of the empty plastic cups in the pool. Yuck. People shouldn't leave them behind, but they are, so the bar staff or someone should be collecting them if people are allowed to bring drinks in the pool. So is this a partying pool that you want or a family pool that you want? We have not seen this before and we have stayed in some of your competing pools there in Clearwater Beach"

Frequently asked questions

When is the best time to go to Baileys Bluff Estates?

For the most pleasant weather and a full range of activities, the best time to visit Baileys Bluff Estates is between November and April.

During these months, the weather is typically dry and sunny, with comfortable temperatures ranging from the low 20s to high 20s Celsius. This makes it ideal for enjoying outdoor activities like boating, fishing, or simply relaxing by the water without the intense heat and humidity of the summer.

Families often find these months superb for a holiday. You can comfortably enjoy the local parks, explore the nearby coastline, and participate in any outdoor events or festivals without worrying about daily thunderstorms or extreme heat. Many local attractions also have extended operating hours during this peak season.

Couples looking for a relaxing escape will appreciate the milder weather for waterfront dining, sunset cruises, and strolls along the Gulf Coast.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Baileys Bluff Estates.

How can I save on a Baileys Bluff Estates hotel booking with Expedia?

Members always get our best prices. Find our best Baileys Bluff Estates hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.

How much is the nightly rate at a Baileys Bluff Estates hotel?

Hotel prices in Baileys Bluff Estates often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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Our top choices for Baileys Bluff Estates hotels

The Hiatus Clearwater Beach, Curio Collection By Hilton

The Tarpon Treasure - Family Home 5 Mins to Beach

Fish & Kayak: Palm Harbor Studio w/ Pool Access!

The Hacienda

Sunshine Inn

Howard Johnson by Wyndham Clearwater / Dunedin

Quality Inn & Suites Tarpon Springs South

Tarpon Shores Inn

Innisbrook Resort

Beso Del Sol Resort

Hilton Clearwater Beach Resort & Spa

Inn on the Gulf

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

The Grant Street Inn Dunedin Downtown Historic District, an Ascend Collection Hotel

Meranova Guest Inn

Mar Bay Motel &Suites

Abode Beach House

Palm Court Motel

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

JW Marriott Clearwater Beach Resort & Spa

Where to stay in Baileys Bluff Estates

Key Vista

Holiday Lake Estates

Colonial Hills

Aloha Gardens

Holiday Lakes West

Top Baileys Bluff Estates Hotel Reviews

Courtyard by Marriott Clearwater Beach

Frequently asked questions

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