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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Aloha Kai, FL from CA $238 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976469168&startDate=2025-09-27&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976469168&startDate=2025-09-28&endDate=2025-09-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976469168&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976469168&startDate=2025-10-10&endDate=2025-10-12&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/109000000/108390000/108382600/108382547/86ef2adf.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) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108390000/108382600/108382547/4d0ce02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3BR/2BA Venice center located, screened/heated pool Venice Gardens 6.0/10 (2) "The manager was not helpful the pool lights didnt work she did nothing to fix it the wine fridge didnt work wasnt fixed the shrubs were over grown and not trimed cut my leg on a branch sticking out and finely the shower door in the master shattered they said thank goodness you had insurance or you would have to pay for that" CA $263 CA $867 total includes taxes & fees Sep 30 - Oct 1 [](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) ![Sun loungers](https://images.trvl-media.com/lodging/117000000/116170000/116167400/116167317/690b9461.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) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116170000/116167400/116167317/b72d129e.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." CA $150 CA $545 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Sarasota-Hotels-Sunny-3BR-Oasis-Water-View-Near-Siesta-Key.h116167317.Hotel-Information) ![Private beach nearby, white sand, free beach shuttle](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) | Terrace/patio](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/433accb0.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) | Private kitchen](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/61442a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Twin Palms at Siesta Siesta Key 9.6/10 Exceptional (558) "I really enjoyed my stay and will definitely return!" CA $211 CA $238 total includes taxes & fees Oct 8 - Oct 9 [](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) ![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) ![Interior](https://images.trvl-media.com/lodging/83000000/82980000/82973500/82973464/29b44abf.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) "Nice place!" CA $262 CA $848 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-With-Game-Room-25-Miles-To-The-Beach.h82973464.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33940000/33937000/33936979/78375ea6.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”" CA $96 CA $294 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Sarasota-Hotels-Brand-New-Luxury-King-Villa-1-Pool-Walk-To-Beach-Xmas-30-OFF.h33936979.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/2550bef6.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/91000000/90350000/90345700/90345607/193334ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/c634db4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/baa92889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quick and Easy Walk Downtown - Tons of Amenities Central Sarasota 9.8/10 Exceptional (115) "Great little place to stay! " CA $145 CA $253 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Sarasota-Hotels-Quick-And-Easy-Walk-Downtown-Tons-Of-Amenities.h90345607.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/32000000/31950000/31948600/31948573/589db89e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31950000/31948600/31948573/06c0ce32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31950000/31948600/31948573/d36e94fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/32000000/31950000/31948600/31948573/1a65d36e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo with Private Beach Access, Great Shared Amenities - Private Beach House Siesta Key 9.0/10 Wonderful (43) "This rental was in a great area with access to the free trolley. The beach was amazing! I would definitely stay here again." CA $293 CA $755 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Siesta-Key-Hotels-Condo-With-Private-Beach-Access.h31948573.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/94000000/93180000/93177100/93177085/860369ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93180000/93177100/93177085/a34f5202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93180000/93177100/93177085/d3fd4bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93180000/93177100/93177085/c14911c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly Siesta Key Village 9.6/10 Exceptional (16) "Great location to walk to siesta key village. " CA $181 CA $501 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Beach-Duplex-Close-To-Sarasota-BeachPet-Friendly.h93177085.Hotel-Information) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/28000000/27140000/27131000/27130941/0b4e81fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/28000000/27140000/27131000/27130941/45cc0196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27131000/27130941/fb801658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27140000/27131000/27130941/5e3cbb65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 1-Bedroom, Remodeled Apartment Overlooking Pool Near the Beach Siesta Key 9.6/10 Exceptional (91) "Really loved staying here, it was exactly as advertised. The location is amazing- walking distance to the beach. The property was clean and the pool was lovely. Really appreciated the beach gear we could use. No issues at all. Thank you!!! " CA $337 CA $598 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Siesta-Key-Hotels-Stunning-1-Bedroom.h27130941.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/40000000/40000000/39999300/39999266/a8005616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/40000000/40000000/39999300/39999266/782d75f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/40000000/39999300/39999266/c9bcc452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/40000000/39999300/39999266/e86f2d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vinca | Great Location in Siesta Key Village w/ Heated Pool, Walk to Beach! Siesta Key Village 9.4/10 Exceptional (28) "Beautifully located and walking distance to all the hot spots. Would 100% rent again!" CA $448 CA $1,028 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Siesta-Key-Hotels-Vinca-Pet-Friendly-Home-Located-In-Siesta-Key-Village-W-Heated-Pool.h39999266.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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[Adults Only Resorts & in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-Adults-Only-Resorts.0-n6296072-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-All-Inclusive-Hotel.0-n6296072-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-Beach-Hotel.0-n6296072-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-Boutique-Hotel.0-n6296072-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-Family-Hotel.0-n6296072-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-Hotel-With-Pool.0-n6296072-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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[Luxury Hotels in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-Luxury-Hotel.0-n6296072-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-Mountain-Hotels.0-n6296072-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-Oceanfront-Hotels.0-n6296072-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-Pet-Friendly-Hotel.0-n6296072-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-Romantic-Hotel.0-n6296072-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Siesta Key Village](https://www.expedia.ca/Siesta-Key-Village-Siesta-Key-Hotels-Spa-Hotel.0-n6296072-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [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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