Baileys Bluff Estates, FL

Holiday

Popular places to visit

Lovely isolated spot with white sands and Gulf waters as far as the eye can see #wanderlust #Florida

Key Vista Nature Park

Commune with nature and explore the great outdoors at Key Vista Nature Park during your travels in Holiday. Stroll along the waterfront in this family-friendly area, or seek out the golf courses.

Key Vista Nature Park

Anclote River Park

Why not spend a carefree afternoon at Anclote River Park during your travels in Holiday? While you're in the area, wander around the parks.

Anclote River Park

Anclote Gulf Park

Anclote Gulf Park is just one of the places to see in Holiday, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's waterfront, or seek out the golf courses.

Anclote Gulf Park

Things to do

Holiday, FL: Anclote Key Preserve Private Boat Tour

Holiday, FL: Anclote Key Preserve Private Boat Tour

￥78,367
per traveler
Holiday, FL: Anclote Key Preserve Private Boat Tour
Tarpon Springs Train Depot at Night

Tarpon Springs: Ghost and Haunted History Tour

￥5,859
per adult
Tarpon Springs: Ghost and Haunted History Tour
Tarpon Springs' Midtown

Midtown Mosey

￥7,617
per adult
Midtown Mosey
Goodacre's "Naiads" at the Sponge Docks

I Came, I Saw... I GREEKED!

￥24,169
per adult
I Came, I Saw... I GREEKED!
2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

￥7,910
per adult
2 Hours Kayak Eco Tour in Tarpon Springs
Welcome aboard.

Florida's Beautiful Beaches and Waterways Private Tour

￥71,043
per traveler
Florida's Beautiful Beaches and Waterways Private Tour
See all activities in Holiday

Baileys Bluff Estates Hotel Deals

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
The price is ￥26,049 per night from Oct 7 to Oct 8
￥26,049
￥35,346 total
Oct 7 - Oct 8
includes taxes & fees
Stay at this 4-star beach resort in Clearwater Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (2,223 reviews)
"Great location. Rooms are a bit dated but very clean."

Reviewed on Sep 25, 2025

Hilton Clearwater Beach Resort & Spa
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive, Clearwater Beach, FL
The price is ￥37,223 per night from Sep 28 to Sep 29
￥37,223
￥47,974 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this 4-star beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool ...
9.2/10 Wonderful! (2,699 reviews)
"Everyone was amazing"

Reviewed on Sep 23, 2025

Wyndham Grand Clearwater Beach
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
301 S Gulfview Blvd, Clearwater Beach, FL
The price is ￥27,446 per night from Sep 28 to Sep 29
￥27,446
￥36,926 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this 4-star beach resort in Clearwater Beach. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (2,013 reviews)
"Everyone was excellent"

Reviewed on Sep 25, 2025

Hyatt Regency Clearwater Beach Resort & Spa
Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
619 S Gulfview Blvd, Clearwater Beach, FL
Stay at this 3.5-star beach hotel in Clearwater Beach. Enjoy free WiFi, free valet parking, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,406 reviews)
"The live music during the day and at night was fantastic. Also the wait service throughout the property were all excellent, especially Teresa at the cove restaurant!! Thank you!"

Reviewed on Sep 21, 2025

Get rates
Shephard's Beach Resort
Opal Sands Resort

Opal Sands Resort

4 out of 5
430 South Gulfview Blvd, Clearwater Beach, FL
The price is ￥44,698 per night from Sep 28 to Sep 29
￥44,698
￥55,741 total
Sep 28 - Sep 29
includes taxes & fees
Book a stay at this beach resort in Clearwater Beach. Enjoy a full-service spa, a beach locale, and breakfast (surcharge). Our guests praise the pool and the ...
9.2/10 Wonderful! (1,149 reviews)
"The property was very nice and the staff was amazing. The gulf views were great!"

Reviewed on Sep 24, 2025

Opal Sands Resort
JW Marriott Clearwater Beach Resort & Spa

JW Marriott Clearwater Beach Resort & Spa

4 out of 5
691 S Gulfview Blvd, Clearwater Beach, FL
The price is ￥45,594 per night from Oct 26 to Oct 27
￥45,594
￥57,432 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this 4-star beach resort in Clearwater Beach. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (282 reviews)
"We had a really good time staying at this property. The beach was beautiful, and the amenities were great."

Reviewed on Sep 23, 2025

JW Marriott Clearwater Beach Resort & Spa
See all 4,485 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.

Other neighborhoods around Baileys Bluff Estates

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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.

Key Vista
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Tahitian Development

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

Tahitian Development
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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.

Aloha Gardens
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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 Tarpon Springs Sponge Docks and Anclote River Park.

Holiday Lakes West
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Holiday Lake Estates

Holiday Lake Estates might not have many top sights, but Tarpon Springs Sponge Docks and St Nicholas Boat Line are two attractions nearby that you can check out.

Holiday Lake Estates
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Ridgewood Gardens

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

Ridgewood Gardens

Baileys Bluff Estates, FL