Title: Book the Best Aloha Kai WINERY Hotels in 2025 | Expedia.ca [Flights to Siesta Key](https://expedia.ca/Cheap-Flights-To-Siesta-Key.d6881.Travel-Guide-Flights)[Things to do in Siesta Key](https://expedia.ca/Things-To-Do-In-Siesta-Key.d6881.Travel-Guide-Activities)[Aloha Kai Car Rentals](https://expedia.ca/Car-Rentals-In-Aloha-Kai.d553248635976469168.Car-Rental-Guide)[Aloha Kai Vacations](https://expedia.ca/Aloha-Kai.d553248635976469168.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 Aloha Kai, FL from CA $239 ![](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 Aloha Kai Winery Hotels Tonight [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976469168&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976469168&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976469168&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976469168&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Aloha Kai Winery Hotels ![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) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108390000/108382600/108382547/ded8008e.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/109000000/108390000/108382600/108382547/70716686.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 $217 CA $808 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Venice-Hotels-Charming-3-Bedroom-House-In-Venice-With-WiFi-AC-Heated-Pool.h108382547.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116170000/116167400/116167317/36bdac41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116170000/116167400/116167317/203e10a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116170000/116167400/116167317/b72d129e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116170000/116167400/116167317/6cf7abc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny 3BR Oasis • Water View • Beach Gear • Near Siesta Key Sarasota Springs 10/10 Exceptional (3) "Stayed for 3 nights..great location..house was nice and clean..everything we needed to enjoy our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher W. CA $151 CA $635 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Sarasota-Hotels-Sunny-3BR-Oasis-Water-View-Near-Siesta-Key.h116167317.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) ![Outdoor dining](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/w4000h2196x0y0-722bffee.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 (108) "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 $158 CA $351 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sarasota-Hotels-5-Minutes-To-Siesta-And-Cresent-Beaches-In-Sarasota.h65549419.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, Pool View (UNIT3) | Private kitchen](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/61442a47.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) ### Twin Palms at Siesta Siesta Key 9.6/10 Exceptional (564) "I really enjoyed my stay and will definitely return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caitlin CA $212 CA $239 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sarasota-Hotels-Twin-Palms-At-Siesta.h11795409.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) ![Interior](https://images.trvl-media.com/lodging/83000000/82980000/82973500/82973464/29b44abf.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) ![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 stay! The house was clean and comfortable. The game room and pool were fun! Loved the fresh coffee bar. Easy drive to the beach and shopping. Steve was a fantastic host and very responsive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa A. CA $263 CA $860 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-With-Game-Room-25-Miles-To-The-Beach.h82973464.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) ![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) ![Hair dryer, towels, shampoo, toilet paper](https://images.trvl-media.com/lodging/35000000/34340000/34330800/34330706/0f55e01a.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 $139 CA $294 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Sarasota-Hotels-New-Everything-V5-Luxury-King-Bedroom-Siesta-Key-Pool-Walk-To-Beach-AUG-13-TH.h34330706.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) ![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) ![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) ### Siesta beach....one and only Sarasota 9.6/10 Exceptional (188) "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 $175 CA $642 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Beachone-And-Only.h32062218.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/34000000/33940000/33937000/33936979/7389ede0.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/34000000/33940000/33937000/33936979/a17f98a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33940000/33937000/33936979/0f359af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33940000/33937000/33936979/b7ad3fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to beach Heated POOL King bed DAILY WEEKLY Villa 1 SPECIALS Sarasota 9.6/10 Exceptional (55) "Very clean and great location”" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Attila CA $139 CA $347 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Sarasota-Hotels-Brand-New-Luxury-King-Villa-1-Pool-Walk-To-Beach-Xmas-30-OFF.h33936979.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/25000000/24940000/24934300/24934298/87099c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/25000000/24940000/24934300/24934298/2645a6cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/25000000/24940000/24934300/24934298/b5582d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24940000/24934300/24934298/58be21f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### POOL VIEW V6 2 bed 2 bath VILLA Walk to beach DAILY WEEKLY SPECIALS Sarasota 9.6/10 Exceptional (48) "Great place and location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason E. CA $208 CA $469 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Siesta-Key-Hotels-POOL-VIEW-V6-Luxury-2-Bed-2-Bath-VILLA-Walk-To-Beach-DAILY-WEEKLY-SPECIALS.h24934298.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) ![Interior](https://images.trvl-media.com/lodging/94000000/93180000/93177100/93177081/18c5ee38.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) ![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 $196 CA $517 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Siesta-Key-Hotels-Close-To-Sarasota-BeachPet-Friendly.h93177081.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=2025-11-06&endDate=2025-11-07®ionId=553248635976469168&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Aloha Kai Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Hotels with Childcare in Clearwater Beach](https://www.expedia.ca/Clearwater-Beach-Hotels-Hotels-With-Childcare.0-0-d10759-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Golf Hotels in Clearwater](https://www.expedia.ca/Clearwater-Hotels-Golf-Hotel.0-0-d6033-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Clearwater](https://www.expedia.ca/Clearwater-Hotels-Hotel-With-Early-Check-In.0-0-d6033-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Clearwater](https://www.expedia.ca/Clearwater-Hotels-Hotels-With-Childcare.0-0-d6033-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Clearwater](https://www.expedia.ca/Clearwater-Hotels-Hotels-With-Smoking-Rooms.0-0-d6033-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - 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[Casino Hotels in St. Pete Beach](https://www.expedia.ca/St-Pete-Beach-Hotels-Casino-Hotel.0-0-d9802-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in St. Pete Beach](https://www.expedia.ca/St-Pete-Beach-Hotels-Honeymoon-Hotels.0-0-d9802-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Shopping Hotels in St. Pete Beach](https://www.expedia.ca/St-Pete-Beach-Hotels-Shopping-Hotel.0-0-d9802-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Tampa](https://www.expedia.ca/Tampa-Hotels-Business-Hotel.0-0-d602996-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Tampa](https://www.expedia.ca/Tampa-Hotels-Couples-Resorts-Hotels.0-0-d602996-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Green Hotels in Tampa](https://www.expedia.ca/Tampa-Hotels-Green-Sustainable.0-0-d602996-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Tampa](https://www.expedia.ca/Tampa-Hotels-Hotel-With-Pool.0-0-d602996-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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