Title: Book the Best Gulf Gate Woods WINERY Hotels in 2026 | Expedia.ca [Vacation Rentals in Sarasota](https://expedia.ca/Sarasota-Vacation-Rentals.d602719.Travel-Guide-VacationRentals)[Flights to Sarasota](https://expedia.ca/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights)[Things to do in Sarasota](https://expedia.ca/Things-To-Do-In-Sarasota.d602719.Travel-Guide-Activities)[Gulf Gate Woods Car Rentals](https://expedia.ca/Car-Rentals-In-Gulf-Gate-Woods.d553248635976481529.Car-Rental-Guide)[Gulf Gate Woods Vacations](https://expedia.ca/Gulf-Gate-Woods.d553248635976481529.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/winery.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Gulf Gate Woods, FL from CA $291 - ![](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 Gulf Gate Woods Winery Hotels Tonight [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976481529&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976481529&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976481529&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=553248635976481529&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Gulf Gate Woods hotels with winery ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108390000/108382600/108382547/5137c418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108390000/108382600/108382547/4d0ce02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108390000/108382600/108382547/ded8008e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108390000/108382600/108382547/86ef2adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3BR/2BA Venice center located, screened/heated pool Venice Gardens 7.4/10 Good (3) "The home was very nice. We had a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon CA $186 CA $764 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Venice-Hotels-Charming-3-Bedroom-House-In-Venice-With-WiFi-AC-Heated-Pool.h108382547.Hotel-Information) ![Beach nearby, white sand](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/184f21fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed (Unit 6) | Terrace/patio](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/03169117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open open 24 hours, sun loungers](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/9914d09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Pool View (UNIT3) | Terrace/patio](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/433accb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Twin Palms at Siesta Siesta Key 9.6/10 Exceptional (575) "Easy to deal with, we only stayed a night but will be back to the area. Nice little place as we would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cody [](https://www.expedia.ca/Sarasota-Hotels-Twin-Palms-At-Siesta.h11795409.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101870000/101867000/101866991/1ed50e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101870000/101867000/101866991/1b6a27b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101870000/101867000/101866991/45c8007c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101870000/101867000/101866991/d1a08fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Beach Access w/shared Pool -Casita East South Village 10/10 Exceptional (2) "A beautiful beach cottage that's minutes from a lesser-known but just as beautiful stretch of Siesta Key. We'll be returning for sure :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leigh T. CA $154 CA $461 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Siesta-Key-Hotels-Private-Beach-Access-Wshared-Pool-Casita-East.h101866991.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/4ffe13e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/w3998h2258x0y0-57eeb69f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/f28582f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/7f7b2ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Close to Siesta Key beach with a hot tub and a large garden Sarasota 9.8/10 Exceptional (112) "This place is a must stay we could not fault the place they have thought of everything. Highly recommend this place." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Danny P. CA $157 CA $338 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Sarasota-Hotels-5-Minutes-To-Siesta-And-Cresent-Beaches-In-Sarasota.h65549419.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75190000/75184300/75184283/a4439dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/76000000/75190000/75184300/75184283/8ebc6d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75190000/75184300/75184283/45fee053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75190000/75184300/75184283/5feab8c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Family Home Near Downtown & Siesta Key Beach Alta Vista 9.8/10 Exceptional (64) "extremely comforting and accommodating for me and my friends. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolina V. CA $123 CA $434 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Sarasota-Hotels-Cozy-Spacious-3BR2BA-House.h75184283.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/35000000/34340000/34330800/34330706/94c7261f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/35000000/34340000/34330800/34330706/a725e081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, sun loungers](https://images.trvl-media.com/lodging/35000000/34340000/34330800/34330706/68b70d55.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/35000000/34340000/34330800/34330706/111b0865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### POOL VIEW V5 King Bedroom Siesta Key Walk to beach DAILY SPECIALS Sarasota 9.8/10 Exceptional (110) "Very comfortable beds and linens, extremely clean room and beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesica Aznar CA $137 CA $291 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Sarasota-Hotels-New-Everything-V5-Luxury-King-Bedroom-Siesta-Key-Pool-Walk-To-Beach-AUG-13-TH.h34330706.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82980000/82973500/82973464/b5a222e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/83000000/82980000/82973500/82973464/9b82e0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82980000/82973500/82973464/4fb4b3d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/83000000/82980000/82973500/82973464/37a55480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3bd 3b Siesta Key with New Heated Pool and a Game Room 2.5 Miles to the Beach! Gulf Gate Estates 10/10 Exceptional (14) "Great location for just off of SK! Perfect location for pets. The pool was spectacular, and the house gives that “Old Florida Charm” being located in an established neighborhood. Everything was in close proximity, but just far enough away from the craziness of the tourism scene. The host was great and I could not be happier with our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael H. CA $260 CA $832 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-With-Game-Room-25-Miles-To-The-Beach.h82973464.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/ac59d277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/634a4793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/06df27dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/281cf723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches Bradenton 9.2/10 Wonderful (12) "Perfect spot for golf tournament. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy K. CA $208 CA $596 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/94000000/93180000/93177100/93177081/efd4995b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/94000000/93180000/93177100/93177081/d24aabf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93180000/93177100/93177081/18c5ee38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93180000/93177100/93177081/f327afa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Close to Sarasota Beach/Pet Friendly Siesta Key Village 9.2/10 Wonderful (5) "Great house great location will definitely come back to this property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew Y. CA $194 CA $513 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Siesta-Key-Hotels-Close-To-Sarasota-BeachPet-Friendly.h93177081.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/33000000/32070000/32062300/32062218/4fe7114f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/33000000/32070000/32062300/32062218/d946e722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32070000/32062300/32062218/3a1f804d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32070000/32062300/32062218/a2dd7ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta beach....one and only Sarasota 9.6/10 Exceptional (189) "We had a wonderful time.the host was wonderful .we had a leak in the bathroom and he came right over and fixed in in a matter of minutes .we were very impressed.we would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martha C. CA $161 CA $610 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Beachone-And-Only.h32062218.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=2025-12-24&endDate=2025-12-25®ionId=553248635976481529&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Gulf Gate Woods Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Aloha Kai ](https://www.expedia.ca/Aloha-Kai-Siesta-Key-Hotels-Adults-Only-Resorts.0-n553248635976469168-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Aloha Kai ](https://www.expedia.ca/Aloha-Kai-Siesta-Key-Hotels-All-Inclusive-Hotel.0-n553248635976469168-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Aloha Kai ](https://www.expedia.ca/Aloha-Kai-Siesta-Key-Hotels-Beach-Hotel.0-n553248635976469168-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Aloha Kai ](https://www.expedia.ca/Aloha-Kai-Siesta-Key-Hotels-Casino-Hotel.0-n553248635976469168-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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