Baileys Bluff Estates Vacations from $671
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The Latest Baileys Bluff Estates Vacation Packages
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- Ocean Club Treasure Island Hotel
Sep 25 - Sep 28Ocean Club Treasure Island Hotel + Flight
Sunshine Beach3 nights4.0 star property9.6/10 - Exceptional (1,096 reviews)Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • 1 stop - Cedar Cove Resort and Cottages
Aug 26 - Aug 29Cedar Cove Resort and Cottages + Flight
Holmes Beach3 nights3.0 star property9.2/10 - Wonderful (561 reviews)Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • Nonstop - The Avalon Club
Oct 1 - Oct 4The Avalon Club + Flight
Clearwater Beach3 nights4.0 star property9.4/10 - Exceptional (572 reviews)"Just the parking fee is expensive I paid like almost 300 for two cars in 2 days"Reviewed July 17, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • 1 stop - CW Hotel
Oct 1 - Oct 4CW Hotel + Flight
Clearwater Beach3 nights4.0 star property9.8/10 - Exceptional (15 reviews)"Everthing exellent and new except the water stinks. Maybe it is just new."Reviewed July 20, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • 1 stop$991$708found 1 day agoper traveler - Wyndham Grand Clearwater Beach
Oct 1 - Oct 4Wyndham Grand Clearwater Beach + Flight
Clearwater Beach3 nights4.0 star property9.4/10 - Exceptional (3,565 reviews)"Breakfast not included is the most negative thing."Reviewed July 20, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • 1 stop$1,131$822found 1 day agoper traveler