Title: Book the Best Deep Creek WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in Punta Gorda](https://expedia.ca/Punta-Gorda-Vacation-Rentals.d9394.Travel-Guide-VacationRentals)[Flights to Punta Gorda](https://expedia.ca/Cheap-Flights-To-Punta-Gorda.d9394.Travel-Guide-Flights)[Things to do in Punta Gorda](https://expedia.ca/Things-To-Do-In-Punta-Gorda.d9394.Travel-Guide-Activities)[Deep Creek Car Rentals](https://expedia.ca/Car-Rentals-In-Deep-Creek.d553248635976470684.Car-Rental-Guide)[Deep Creek Vacations](https://expedia.ca/Deep-Creek.d553248635976470684.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Deep Creek, FL from CA $735 ![](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 Deep Creek Winery Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976470684&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976470684&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976470684&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976470684&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Deep Creek Winery Hotels ![Property grounds](https://images.trvl-media.com/lodging/91000000/90950000/90941200/90941170/cc7b55fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90950000/90941200/90941170/36327682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90950000/90941200/90941170/e0a0c7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90950000/90941200/90941170/dea0fba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm-lined waterfront retreat with enclosed pool, inviting patio, & central AC Pebble Beach 9.2/10 Wonderful (5) "We had an amazing time. Would definately come back!!" CA $156 CA $735 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Rotonda-West-Hotels-Palm-Lined-Waterfront-Retreat-W-Enclosed-Pool.h90941170.Hotel-Information) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/b9465af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/w1179h1565x0y0-61ec8ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/e74385d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/7a2b275a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Retreat 4 BR, 3 BA screened & heated pool, gorgeous canal views Oakland Hills 8.8/10 Excellent (3) "Was great time, the salt water pool was perfect and the house was very relaxing. No real complaints! " CA $221 CA $805 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Rotonda-West-Hotels-This-Will-Show-Up-In-Searches-And-At-The-Top-Of-Your-Listing-Use-This-Space-To.h106198627.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/93000000/92710000/92707400/92707328/w1170h878x0y0-96c4f6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92710000/92707400/92707328/0ca62624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92710000/92707400/92707328/395fd22d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92710000/92707400/92707328/0bc43285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retreat with Screened Heated Pool Overlooking the Golf Course 3BR/2BA Pebble Beach 9.6/10 Exceptional (4) "The home we stayed at in Rotonda West was awesome. It was very clean. Good furniture set up and plenty of room. The pool and lanai area was great. The owner was very responsive to our few needs. Plenty of places to golf and restaurants are also near by. I hope to stay at this home again sometime in the future." CA $268 CA $947 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Rotonda-West-Hotels-3BR2BA-Retreat-With-Screened-Heated-Pool-Overlooking-The-Golf-Course.h92707328.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/111000000/110660000/110652700/110652676/5aafe435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110660000/110652700/110652676/ebd1c985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110660000/110652700/110652676/2dc8acc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110660000/110652700/110652676/5b90c78e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4BR Escape with Heated Saltwater Pool & Hot Tub – Near Beaches & Golf Long Meadow 10/10 Exceptional (3) "The house was just what we wanted. " CA $280 CA $964 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Rotonda-West-Hotels-Florida-Paradise-Newly-Build-4-BR3-BA.h110652676.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/45000000/44350000/44343900/44343827/1cb07875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44350000/44343900/44343827/18a5bd92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/45000000/44350000/44343900/44343827/a77faa00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44350000/44343900/44343827/647bef30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Englewood Coastal Retreat with Heated Pool! Englewood East 8.8/10 Excellent (5) "Everything was clean and beautiful at this property! The owner was very responsive to my messages and answered all of my questions right away. I will definitely rent this property again!" CA $201 CA $785 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Englewood-Hotels-New-Listing-Englewood-Retreat.h44343827.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/112000000/111980000/111978000/111977940/79a13803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111980000/111978000/111977940/0f2f117e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111980000/111978000/111977940/b45e0dcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111980000/111978000/111977940/127477c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Paradise 3BR/ 2BA- Jetted, heated Pool North Port CA $344 CA $879 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/North-Port-Hotels-Tropical-Paradise-3BR-2BA-Jetted.h111977940.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117410000/117403300/117403208/62977c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117410000/117403300/117403208/1e6f6c72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117410000/117403300/117403208/498779fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117410000/117403300/117403208/10bc0681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Oasis 4BR/3.5 BA heated pool/ spa Long Meadow CA $422 CA $1,154 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Rotonda-West-Hotels-Luxurious-Oasis-4BR35-BA-Heated-Pool-Spa.h117403208.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118510000/118509900/118509811/4667b10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118510000/118509900/118509811/d93a43fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/119000000/118510000/118509900/118509811/3aa538fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118510000/118509900/118509811/967dc220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Retreat 4BR/ 3.5 BA Heated pool/ spa Long Meadow CA $437 CA $1,164 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Rotonda-West-Hotels-Luxurious-Retreat-4BR-35-BA-Heated-Pool-Spa.h118509811.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. 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