Title: Book the Best Hotels with POOL in Old Naples in 2026 | Expedia.ca [Old Naples Travel Guide](https://expedia.ca/Naples-Old-Naples.dx6337317)[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)[Old Naples Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Naples.d6337317.Car-Rental-Guide)[Old Naples Vacations](https://expedia.ca/Old-Naples.d6337317.Destination-Travel-Guides) ![Inevitably, people flock to Naples Pier to watch and photograph the fabulous FL Gulf Coast sunsets. However the best shots are to be had from the beach with the pier as foreground interest. #Golden](https://images.trvl-media.com/place/553248635975748800/27465c9e-7f55-4e37-814f-1b2f28824248.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by John Blackman ![](https://images.trvl-media.com/place/553248635975748800/27465c9e-7f55-4e37-814f-1b2f28824248.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Old Naples Hotels with a Pool Tonight [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=6337317&startDate=2026-01-15&endDate=2026-01-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 16 - Jan 17](https://www.expedia.ca/Hotel-Search?regionId=6337317&startDate=2026-01-16&endDate=2026-01-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6337317&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6337317&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Old Naples hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/7073233c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Cottage](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/9efcd351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/ef6472c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/5d4154e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Capri Inn [](https://www.expedia.ca/Naples-Hotels-The-Capri-Inn.h40859.Hotel-Information) Old Naples 9.0/10 Wonderful (1,000 reviews) "Staff is fantastic! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $318 CA $407 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Naples-Hotels-The-Capri-Inn.h40859.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/12000000/11900000/11898500/11898432/c1d76eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/12000000/11900000/11898500/11898432/2a368981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views](https://images.trvl-media.com/lodging/12000000/11900000/11898500/11898432/81ce296e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/12000000/11900000/11898500/11898432/1ad8576b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cove Inn on Naples Bay [](https://www.expedia.ca/Naples-Hotels-Cove-Inn-On-Naples-Bay.h11898432.Hotel-Information) Old Naples 9.0/10 Wonderful (958 reviews) "Clean rooms great location amazing views great breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodie CA $286 CA $372 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Naples-Hotels-Cove-Inn-On-Naples-Bay.h11898432.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4560000/4550400/4550385/c33e1575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/5000000/4560000/4550400/4550385/c5777c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4560000/4550400/4550385/b1316470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4560000/4550400/4550385/e3ce184e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Naples Park Central Hotel [](https://www.expedia.ca/Naples-Hotels-Naples-Park-Central-Hotel.h4550385.Hotel-Information) Old Naples 9.2/10 Wonderful (1,000 reviews) "Clean room, great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina [](https://www.expedia.ca/Naples-Hotels-Naples-Park-Central-Hotel.h4550385.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92170000/92168700/92168641/d4e04fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/93000000/92170000/92168700/92168641/fc12219f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/93000000/92170000/92168700/92168641/9ba48c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92170000/92168700/92168641/9645e0a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Minimalist Haven Naples • Walk to Beach & 5th Ave [](https://www.expedia.ca/Naples-Hotels-OLDE-NAPLES-Sandy-Waves.h92168641.Hotel-Information) Old Naples 10/10 Exceptional (1 review) CA $374 CA $787 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Naples-Hotels-OLDE-NAPLES-Sandy-Waves.h92168641.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/c509def8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/0dfad72d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bellasera Resort [](https://www.expedia.ca/Naples-Hotels-Bellasera-Resort.h4760.Hotel-Information) Old Naples 9.6/10 Exceptional (2,234 reviews) "We love everything about this property and stay here whenever we're in Naples." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $631 CA $763 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Naples-Hotels-Bellasera-Resort.h4760.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/124000000/123610000/123609300/123609242/6f4fb385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123610000/123609300/123609242/62d3f2a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/124000000/123610000/123609300/123609242/b842b3a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123610000/123609300/123609242/148d3cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerald Oasis Naples • Luxury Stay by 5th Ave [](https://www.expedia.ca/Naples-Hotels-Emerald-Oasis-Naples-Luxury-Stay-By-5th-Ave.h123609242.Hotel-Information) Old Naples 10/10 Exceptional (1 review) "Very clean. Nice lanai. Easy walk to 5th Ave. S., beach, and Wynn’s is a 5 minute walk." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara B. CA $351 CA $748 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Naples-Hotels-Emerald-Oasis-Naples-Luxury-Stay-By-5th-Ave.h123609242.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/13000000/12810000/12805400/12805323/b8e7ae2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12810000/12805400/12805323/fa31b1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12810000/12805400/12805323/b4e7afd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12810000/12805400/12805323/33fa10cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House Naples/5th Avenue [](https://www.expedia.ca/Naples-Hotels-Hyatt-House-Naples5th-Avenue.h12805323.Hotel-Information) Old Naples 9.0/10 Wonderful (1,639 reviews) "Very good hotel, very clean friendly staff" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Joseph CA $561 CA $623 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Naples-Hotels-Hyatt-House-Naples5th-Avenue.h12805323.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/112000000/111900000/111899700/111899652/307bfc0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/112000000/111900000/111899700/111899652/4c235f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111900000/111899700/111899652/29cd0b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111900000/111899700/111899652/81d256c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Olde Naples Luxury Condo Steps to Pier, Beach, Sunsets and restaurants! [](https://www.expedia.ca/Naples-Hotels-Olde-Naples-Charming-Condo-Steps-To-Pier.h111899652.Hotel-Information) Old Naples 10/10 Exceptional (26 reviews) "Great location, clean rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Inna Z. CA $540 CA $1,090 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Naples-Hotels-Olde-Naples-Charming-Condo-Steps-To-Pier.h111899652.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/6086381e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/75485d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, free beach shuttle, sun loungers](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/b432d30f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/d4c2c317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on Fifth [](https://www.expedia.ca/Naples-Hotels-The-Inn-On-Fifth.h84910.Hotel-Information) Old Naples 9.4/10 Exceptional (1,015 reviews) "A wonderful hotel with warm and gracious staff. Great location and a pool that was a perfect place for relaxing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bill CA $971 CA $1,147 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Naples-Hotels-The-Inn-On-Fifth.h84910.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/41500/41486/a9bc78ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/50000/41500/41486/d42e954c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/50000/41500/41486/79a29ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/1000000/50000/41500/41486/d6ad48fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Charter Club Naples Bay [](https://www.expedia.ca/Naples-Hotels-Charter-Club-Resort-Of-Naples-Bay.h41486.Hotel-Information) Old Naples 9.2/10 Wonderful (497 reviews) "Enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristi CA $741 CA $862 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Naples-Hotels-Charter-Club-Resort-Of-Naples-Bay.h41486.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=2026-01-29&endDate=2026-01-30®ionId=6337317&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Old Naples Hotel Reviews ![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 "Very nice room. Spacious and clean. Hotel is centrally located. " [](https://expedia.ca/Naples-Hotels-Compass-By-Margaritaville-Naples.h543614.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 "Clean room and staff was very friendly." [](https://expedia.ca/Naples-Hotels-Fairways-Inn-Of-Naples.h55415.Hotel-Information) ![Trianon Bonita Bay](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/a9620a82_y.jpg) ### Trianon Bonita Bay 10/10 Excellent "Just all around a great hotel. Main reception area is very nice, staff was friendly, room is clean, small balcony where you can sit off of room, and a great bathroom." [](https://expedia.ca/Naples-Hotels-Trianon-Bonita-Bay.h40858.Hotel-Information) ![JW Marriott Marco Island Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/14400/14344/ea6d3d5e_y.jpg) ### JW Marriott Marco Island Beach Resort 10/10 Excellent "I" [](https://expedia.ca/Naples-Hotels-JW-Marriott-Marco-Island-Beach-Resort.h14344.Hotel-Information) ![Cove Inn on Naples Bay](https://images.trvl-media.com/lodging/12000000/11900000/11898500/11898432/1820d837_y.jpg) ### Cove Inn on Naples Bay 10/10 Excellent "Views staff and cleanliness " [](https://expedia.ca/Naples-Hotels-Cove-Inn-On-Naples-Bay.h11898432.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 "Everthing was great. It is always my first choice" [](https://expedia.ca/Naples-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Naples-Downtown.h24612.Hotel-Information) ![Inn on Fifth](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg) ### Inn on Fifth 10/10 Excellent "This is a delightful place that is right in the center of everything. You can walk to numerous restaurants and lots of shops right outside the door. The beds are super comfy and the bathrooms are large with lots of counter space. There is a shuttle that goes to the beach, which takes less than one minute and they will take you and pick you up at any time as well as providing chairs and an umbrella. The pool area is perfect and there were always chairs available. This was our first time in Naples and we will definitely go back and would stay at the end on fifth again in a heartbeat!" [](https://expedia.ca/Naples-Hotels-The-Inn-On-Fifth.h84910.Hotel-Information) ![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg) ### Hilton Marco Island Beach Resort and Spa 10/10 Excellent "Beautiful location, not too crowded, hot tub and pool had adequate room and was at a comfortable temperature. Staff was great, very comfortable and restful vacation spot." [](https://expedia.ca/Naples-Hotels-Hilton-Marco-Island-Beach-Resort.h17575.Hotel-Information) ![Bellasera Resort](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/d22f3ec7_y.jpg) ### Bellasera Resort 10/10 Excellent "The property is beautiful, well maintained." [](https://expedia.ca/Naples-Hotels-Bellasera-Resort.h4760.Hotel-Information) ## Frequently asked questions ### What's it like visiting Old Naples? ### What are some accommodations with pools in Old Naples? ### How many hotels with pools can I expect to find in Old Naples? ### What is there to see and do in Old Naples? ### When is the best time to book a hotel with a pool in Old Naples? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Pet-Friendly Hotels in Coopertown ](https://www.expedia.ca/Coopertown-Hotels-Pet-Friendly-Hotel.0-0-d6177715-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Flamingo ](https://www.expedia.ca/Flamingo-Hotels-Adults-Only-Resorts.0-0-d553248635074842070-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Casino Hotels in Flamingo ](https://www.expedia.ca/Flamingo-Hotels-Casino-Hotel.0-0-d553248635074842070-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Flamingo ](https://www.expedia.ca/Flamingo-Hotels-Hotels-With-Indoor-Pool.0-0-d553248635074842070-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - 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