Title: Book the Best HISTORIC Hotels in Ole in 2025 | Expedia.ca [Vacation Rentals in Naples](https://expedia.ca/Naples-Vacation-Rentals.d602724.Travel-Guide-VacationRentals)[Flights to Naples](https://expedia.ca/Cheap-Flights-To-Naples.d602724.Travel-Guide-Flights)[Things to do in Naples](https://expedia.ca/Things-To-Do-In-Naples.d602724.Travel-Guide-Activities)[Ole Car Rentals](https://expedia.ca/Car-Rentals-In-Ole.d553248635976468752.Car-Rental-Guide)[Ole Vacations](https://expedia.ca/Ole.d553248635976468752.Destination-Travel-Guides) ![Luxury House Exterior in Ole Naples Florida](https://images.trvl-media.com/place/553248635976468752/5705a90b-e052-44ed-bfca-ddd569917347.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Ole, FL from CA $252 - ![](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 Ole Historic Hotels Tonight [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976468752&startDate=2025-11-21&endDate=2025-11-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976468752&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976468752&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976468752&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ole Historic Hotels ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/5ac7bae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds, Bay View | View from room](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/78a92bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/4dd99c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bay View King Suite](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/a6d3eddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Inn Fifth Avenue Redevelopment Area 8.6/10 Excellent (1670) "Room was very clean and the staff was wonderful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $227 CA $252 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Naples-Hotels-Bayfront-Inn-Fifth-Avenue.h22721.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/57426b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Cottage | Private kitchen](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/7d92fa34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/a30df1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/e8af5454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Capri Inn Old Naples 9.0/10 Wonderful (1001) "Nice little hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $309 CA $398 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Naples-Hotels-The-Capri-Inn.h40859.Hotel-Information) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/d48de0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/234827f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/w1242h931x0y1-a57d0d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/36b55c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunrise Waterfront Cottage Marco Island 10/10 Exceptional (44) "The host always responded to my emails quickly and was very accommodating during my stay, she and her husband was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean L. CA $302 CA $592 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Goodland-Hotels-Quiet.h42035406.Hotel-Information) ![Outdoor pool, open 9:00 AM to 8:00 PM, free cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/d22f3ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/0f83ead6_edited_a0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/7fb9d82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; seafood ](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/014de562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bellasera Resort Old Naples 9.6/10 Exceptional (2225) "Beautiful property and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Reinaldo CA $548 CA $671 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Naples-Hotels-Bellasera-Resort.h4760.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/94000000/93100000/93097900/93097883/55114f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, music library, video library, stereo](https://images.trvl-media.com/lodging/94000000/93100000/93097900/93097883/9e576d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, music library, video library, stereo](https://images.trvl-media.com/lodging/94000000/93100000/93097900/93097883/30f7d9b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/94000000/93100000/93097900/93097883/a39df444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2023 New Construction! Beautiful Marco Island located around great amenities! Marco Island 10/10 Exceptional (18) "Very responsive property owner; VERY comfortable beds!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremey S. CA $599 CA $1,870 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Marco-Island-Hotels-2023-New-Construction-Beautiful-Marco-Island-Located-Around-Great-Amenities.h93097883.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19830000/19824700/19824651/2d0a6c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19830000/19824700/19824651/c2ff8b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/20000000/19830000/19824700/19824651/a62d7b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19830000/19824700/19824651/8c82b612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt Old Naples 9.6/10 Exceptional (185) "Awesome location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristy R. CA $506 CA $1,036 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Naples-Hotels-BEST-LOCATION-IN-Naples-300-Steps-To-White-Sand-Beaches-All-New.h19824651.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/112000000/111900000/111899700/111899652/4c235f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111900000/111899700/111899652/f422354e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111900000/111899700/111899652/64c4a3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/112000000/111900000/111899700/111899652/75563b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Olde Naples Luxury Condo Steps to Pier, Beach, Sunsets and restaurants! Old Naples 10/10 Exceptional (23) "Host was great, location great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tia F. CA $504 CA $1,053 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Naples-Hotels-Olde-Naples-Charming-Condo-Steps-To-Pier.h111899652.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/104000000/103991600/103991591/c15e4c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/104000000/103991600/103991591/219e8c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/104000000/103991600/103991591/09a7a834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/104000000/103991600/103991591/00dbfb7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bedrooms, Two Blocks to Gulf, Shopping, and Dining in Old Naples Old Naples 10/10 Exceptional (4) "Short walk to the beach, shopping and dining. We would definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John V. CA $539 CA $1,278 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Naples-Hotels-King-Bedrooms.h103991591.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61610000/61608000/61607903/814b5302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61610000/61608000/61607903/6ca9dc94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61610000/61608000/61607903/w1280h954x0y6-597eb831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61610000/61608000/61607903/91eacaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEACH HOME SLEEPS 12-WALK/BIKE TO BEACH, MARKETS, SHOPS,RESTAURANTS- FENCED YARD Naples Park 10/10 Exceptional (1) "It was nice to have both units, which nicely accommodated 4 adults and 4 children. The place was clean and the kitchen fully equipped. The neighborhood was quiet and the house was biking distance to the beach. The place had supplies for the beach, which made for a relaxing time at the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan B. CA $912 CA $1,655 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Naples-Hotels-BEACH-HOME-SLEEPS-12-WALKBIKE-TO-BEACH.h61607903.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34330000/34329200/34329148/6a0629e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/35000000/34330000/34329200/34329148/55375d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34330000/34329200/34329148/e21f1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34329200/34329148/df69f9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay in the Heart of Olde Naples - Steps to the Beach, Restaurants and Shops Old Naples 9.6/10 Exceptional (61) "This unit was perfect for our stay! One block from the beach and walking distance to breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela F. CA $761 CA $1,217 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Naples-Hotels-Stay-In-The-Heart-Of-Olde-Naples-Steps-To-The-Beach.h34329148.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=2025-12-05&endDate=2025-12-06®ionId=553248635976468752&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Ole Hotel Reviews ![Naples Bay Resort & Marina](https://images.trvl-media.com/lodging/2000000/1600000/1599000/1598931/4fe6d1b6_y.jpg) ### Naples Bay Resort & Marina 10/10 Excellent "The cottage was clean, spacious and quiet. The staff was extremely friendly and professional, they attended to our every need with a smile on their faces. From check in to check out we had a great time " [](https://expedia.ca/Naples-Hotels-Naples-Bay-Resort-Marina.h1598931.Hotel-Information) ![Fairways Inn of Naples](https://images.trvl-media.com/lodging/1000000/60000/55500/55415/9ba98d99_y.jpg) ### Fairways Inn of Naples 10/10 Excellent "Room was clean and everybody who worked there was very nice, approachable and friendly. Booking and checking in/out was easy, definitely will return when in Naples." [](https://expedia.ca/Naples-Hotels-Fairways-Inn-Of-Naples.h55415.Hotel-Information) ![Compass by Margaritaville Hotel Naples](https://images.trvl-media.com/lodging/1000000/550000/543700/543614/16d35331_y.jpg) ### Compass by Margaritaville Hotel Naples 10/10 Excellent "Serving area was always kept in order and clean. Chef was always on top of the hot dishes making sure the area was clean and always took care of the covers for the guests, which I have never seen. Fantastic job!" [](https://expedia.ca/Naples-Hotels-Compass-By-Margaritaville-Naples.h543614.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Naples Downtown](https://images.trvl-media.com/lodging/1000000/30000/24700/24612/1d33d843_y.jpg) ### La Quinta Inn & Suites by Wyndham Naples Downtown 10/10 Excellent "Was clean, love the amenities " [](https://expedia.ca/Naples-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Naples-Downtown.h24612.Hotel-Information) ![Hampton Inn Naples Central](https://images.trvl-media.com/lodging/1000000/30000/26500/26474/37900b17_y.jpg) ### Hampton Inn Naples Central 10/10 Excellent "Staff was very welcoming. " [](https://expedia.ca/Naples-Hotels-Hampton-Inn-Naples-Central.h26474.Hotel-Information) ![Inn on Fifth](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg) ### Inn on Fifth 10/10 Excellent "Great staff, location, Room and entire facility was clean and well maintained " [](https://expedia.ca/Naples-Hotels-The-Inn-On-Fifth.h84910.Hotel-Information) ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg) ### Naples Grande Beach Resort 10/10 Excellent "Awesome service" [](https://expedia.ca/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information) ![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg) ### LaPlaya Beach & Golf Resort - A Noble House Resort 10/10 Excellent "We had a very nice stay here.....the place is going through some construction but didnt distract alot. Had dinner one night at hotel, try the Black Grouper, very tasty. Only issue is the pricing. $50 for two drinks is steep, not to mention charging $44 a day for valet.......this was a big turn off. " [](https://expedia.ca/Naples-Hotels-LaPlaya-Beach-Golf-Resort-A-Noble-House-Resort.h25199.Hotel-Information) ![Hilton Naples](https://images.trvl-media.com/lodging/1000000/450000/448200/448199/29d5d584_y.jpg) ### Hilton Naples 10/10 Excellent "The hotel and the room were very clean and comfortable. The staff was very friendly, accomodating and helpful' Will definitely stay there again if I go to Naples, FL." [](https://expedia.ca/Naples-Hotels-Hilton-Naples.h448199.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Ole? > You're already probably planning a visit to historically relevant sites during your vacation in Ole. And while you're visiting the area, why not also enjoy all of the sights in the area? ### How many historically relevant hotels are located in Ole? > In Ole, there are 110 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels. ### What are the top historical sites and other places in Ole? > Places to visit in the wider area include Flamingo Island Course - Lely Resort, TPC Treviso Bay, and East Naples Community Park. You'll also find Naples Botanical Garden and Paradise Coast Sports Compex in the area. ### What is a historic hotel like in Ole? > When you book a historic hotel, you'll stay someplace that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be identified as a historic hotel as long as it's of special interest. Traditional architecture and period features are typically found in the guestrooms or communal spaces of historic hotels in Ole, giving a historical feel. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is more common in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The architecture and building of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value and how it influenced the community. ### Do historic hotels in Ole have modern facilities? > Yes, every effort is made to preserve historic facades and treasured traditions, but interiors include modern conveniences and safety features. Visitors can expect the usual amenities you'd find in a hotel such as Smart TVs, WiFi, and updated bathroom facilities. 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