Title: Book the Best HISTORIC Hotels in Baileys Bluff Estates in 2026 | Expedia.ca [Vacation Rentals in Holiday](https://expedia.ca/Holiday-Vacation-Rentals.d10343.Travel-Guide-VacationRentals)[Flights to Holiday](https://expedia.ca/Cheap-Flights-To-Holiday.d10343.Travel-Guide-Flights)[Things to do in Holiday](https://expedia.ca/Things-To-Do-In-Holiday.d10343.Travel-Guide-Activities)[Baileys Bluff Estates Car Rentals](https://expedia.ca/Car-Rentals-In-Baileys-Bluff-Estates.d553248635976478572.Car-Rental-Guide)[Baileys Bluff Estates Vacations](https://expedia.ca/Baileys-Bluff-Estates.d553248635976478572.Destination-Travel-Guides) ![Boca Raton skyline and reflections on a starry night, Florida](https://images.trvl-media.com/place/553248635976478572/5779112c-890d-482f-bf30-6162e555fd7b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Baileys Bluff Estates, FL from CA $168 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Baileys Bluff Estates Historic Hotels Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976478572&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976478572&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976478572&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976478572&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Baileys Bluff Estates historic hotels ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/860000/857300/857230/8f56bc7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/860000/857300/857230/679dfb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/857300/857230/e361890e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/857300/857230/53545286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Holiday-Inn-Express-Hotel-Suites-Clearwater-North-Dunedin.h857230.Hotel-Information) Downtown Dunedin 9.4/10 Exceptional (968) "Very nice staff and clean room …..good location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gloria CA $164 CA $185 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Holiday-Inn-Express-Hotel-Suites-Clearwater-North-Dunedin.h857230.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25500/25423/85ff7441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/25500/25423/cc79499d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/25500/25423/383d28fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25500/25423/ec3240c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Yacht Harbor Inn [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Best-Western-Plus-Yacht-Harbor-Inn.h25423.Hotel-Information) Downtown Dunedin 8.8/10 Excellent (1004) "Great location and staff with comfortable beds" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $148 CA $168 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Best-Western-Plus-Yacht-Harbor-Inn.h25423.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/1812cec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/d5785a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/dd36ed7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/19599799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hacienda [](https://www.expedia.ca/New-Port-Richey-Hotels-The-Hacienda.h83129912.Hotel-Information) Downtown 9.6/10 Exceptional (668) "A perfectly relaxing stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean CA $164 CA $184 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/New-Port-Richey-Hotels-The-Hacienda.h83129912.Hotel-Information) ![Indoor pool, outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/20400/20378/e40cafd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20400/20378/703fc068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20378/2db79476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/30000/20400/20378/6d9b5794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Safety Harbor Resort & Spa Trademark Collection by Wyndham [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Safety-Harbor-Resort-Spa-Trademark-Collection-By-Wyndham.h20378.Hotel-Information) Safety Harbor 8.4/10 Very good (1000) "Clean quiet room, good food, and top notch spa services" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nora CA $221 CA $284 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Safety-Harbor-Resort-Spa-Trademark-Collection-By-Wyndham.h20378.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/30000000/29490000/29484600/29484557/6e124349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29490000/29484600/29484557/569dddc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/30000000/29490000/29484600/29484557/5e928087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/30000000/29490000/29484600/29484557/0620d2b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-Condo-Minutes-From-Gorgeous-Beaches-AND-Lots-OF-Family-Attractions.h29484557.Hotel-Information) Clearwater 9.6/10 Exceptional (53) "We had everything we needed and the condo was clean. Truly enjoyed our stay and would definitely go back again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan D. CA $109 CA $390 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-Condo-Minutes-From-Gorgeous-Beaches-AND-Lots-OF-Family-Attractions.h29484557.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/110000000/109500000/109492100/109492066/d69a04fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109500000/109492100/109492066/ef7d121a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109500000/109492100/109492066/433d84c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109500000/109492100/109492066/a59360e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet studio in New Port Richey Downtown. Apartment B [](https://www.expedia.ca/New-Port-Richey-Hotels-Quite-Studio-In-New-Port-Richey-Downtown-Apartment-B.h109492066.Hotel-Information) Sims Grant 9.6/10 Exceptional (10) "This is a wonderful, quiet, clean and peaceful place to stay. Everything you need is right there both in the town square and in the studio. If you're looking for a clean, safe, and relaxing place to stay, this is it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Missy S. CA $90 CA $205 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/New-Port-Richey-Hotels-Quite-Studio-In-New-Port-Richey-Downtown-Apartment-B.h109492066.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/101000000/100810000/100806300/100806294/a35416f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/101000000/100810000/100806300/100806294/92d37bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100810000/100806300/100806294/4dd8a314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100810000/100806300/100806294/685d7b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk Everywhere! 1-Bedroom Gem in Downtown Hub [](https://www.expedia.ca/New-Port-Richey-Hotels-Walk-Everywhere-1-Bedroom-Gem-In-Downtown-Hub.h100806294.Hotel-Information) Downtown 10/10 Exceptional (7) "Check in was super easy, place was extremely clean and well stocked upon arrival. Will definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) April B. CA $123 CA $314 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/New-Port-Richey-Hotels-Walk-Everywhere-1-Bedroom-Gem-In-Downtown-Hub.h100806294.Hotel-Information) ![Executive Apartment, 2 Bedrooms, Kitchen, Garden View (Plantation) | Living area](https://images.trvl-media.com/lodging/32000000/31880000/31873600/31873522/a4a8ce65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/32000000/31880000/31873600/31873522/4d4fe3d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/32000000/31880000/31873600/31873522/e72163f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Apartment, 2 Bedrooms, Kitchen, Garden View (Plantation) | Private kitchen](https://images.trvl-media.com/lodging/32000000/31880000/31873600/31873522/61e6b855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Meranova Guest Inn [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Meranova-Guest-Inn.h31873522.Hotel-Information) Downtown Dunedin 9.8/10 Exceptional (275) "We had a great stay and will be coming back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bill [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Meranova-Guest-Inn.h31873522.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/101000000/100700000/100698900/100698855/5e9ba401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/101000000/100700000/100698900/100698855/2b367b80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100700000/100698900/100698855/cd18684c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking, Balcony (Garden Side)](https://images.trvl-media.com/lodging/101000000/100700000/100698900/100698855/ee13af78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grant Street Inn, an Ascend Collection Hotel [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Grant-Street-Inn.h100698855.Hotel-Information) Downtown Dunedin 9.6/10 Exceptional (211) "Room and hotel area very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) maureen CA $208 CA $235 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Grant-Street-Inn.h100698855.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/28000000/27480000/27475900/27475848/adf35dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27480000/27475900/27475848/a2268c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27480000/27475900/27475848/2fb0a723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27480000/27475900/27475848/b449c029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 100 Steps to the Beach, Family and Pet friendly Real Beach Cottage [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-To-The-Beach.h27475848.Hotel-Information) Clearwater 9.2/10 Wonderful (58) "Very friendly staff. Capt Al was very accommodating. Highly recommend for a family vacation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Char D. CA $172 CA $732 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-To-The-Beach.h27475848.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27®ionId=553248635976478572&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Baileys Bluff Estates Hotel Reviews ## Frequently asked questions ### What can I expect on my historical trip to Baileys Bluff Estates? ### How many historical hotels are there in Baileys Bluff Estates? ### What are the most important historical places and other sights in Baileys Bluff Estates? ### What is a historic hotel like in Baileys Bluff Estates? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Baileys Bluff Estates have modern facilities? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Family Hotels in Aloha Gardens ](https://www.expedia.ca/Aloha-Gardens-Holiday-Hotels-Family-Hotel.0-n553248635976478423-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Aloha Gardens ](https://www.expedia.ca/Aloha-Gardens-Holiday-Hotels-LGBT-Friendly-Hotel.0-n553248635976478423-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - 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