Title: Book the Best Gulf Gate Estates WINERY Hotels in 2025 | Expedia.ca [Gulf Gate Estates Travel Guide](https://expedia.ca/Sarasota-Gulf-Gate-Estates.dx553248623282278406)[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 Estates Car Rentals](https://expedia.ca/Car-Rentals-In-Gulf-Gate-Estates.d553248623282278406.Car-Rental-Guide)[Gulf Gate Estates Vacations](https://expedia.ca/Gulf-Gate-Estates.d553248623282278406.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e34910861094658788aca34c4bc11ffb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Eric Mondres # Find Winery Hotels in Gulf Gate Estates, FL from CA $218 ![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 Gulf Gate Estates Winery Hotels Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=553248623282278406&startDate=2025-09-28&endDate=2025-09-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=553248623282278406&startDate=2025-09-29&endDate=2025-09-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248623282278406&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=553248623282278406&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Gulf Gate Estates Winery Hotels ![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) ![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 (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) ![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 (559) "I really enjoyed my stay and will definitely return!" CA $193 CA $218 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/83000000/82980000/82973500/82973464/4fb4b3d2.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 $857 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-With-Game-Room-25-Miles-To-The-Beach.h82973464.Hotel-Information) ![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/ded8008e.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 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 $211 CA $801 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) ![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) ![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/117000000/116170000/116167400/116167317/203e10a9.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) ![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) ![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) ![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”" CA $96 CA $297 total includes taxes & fees Sep 29 - Sep 30 [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/3d9028d5.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) ![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) ### 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) ![Beach](https://images.trvl-media.com/lodging/94000000/93180000/93177100/93177085/860369ee.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) ![Exterior](https://images.trvl-media.com/lodging/94000000/93180000/93177100/93177085/a34f5202.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) ![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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31950000/31948600/31948573/401be974.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 $284 CA $742 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Siesta-Key-Hotels-Condo-With-Private-Beach-Access.h31948573.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/28000000/27140000/27131000/27130941/3ec36c57.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) ### 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 $303 CA $556 total includes taxes & fees Oct 11 - Oct 12 [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/40000000/39999300/39999266/c9bcc452.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) ![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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[Business Hotels in Keewaydin Island](https://www.expedia.ca/Keewaydin-Island-Hotels-Business-Hotel.0-0-d6337231-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Keewaydin Island](https://www.expedia.ca/Keewaydin-Island-Hotels-Casino-Hotel.0-0-d6337231-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Keewaydin Island](https://www.expedia.ca/Keewaydin-Island-Hotels-Couples-Resorts-Hotels.0-0-d6337231-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Keewaydin Island](https://www.expedia.ca/Keewaydin-Island-Hotels-Luxury-Hotel.0-0-d6337231-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Keewaydin Island](https://www.expedia.ca/Keewaydin-Island-Hotels-Pet-Friendly-Hotel.0-0-d6337231-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Naples](https://www.expedia.ca/Naples-Hotels-Business-Hotel.0-0-d602724-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Naples](https://www.expedia.ca/Naples-Hotels-Couples-Resorts-Hotels.0-0-d602724-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Naples](https://www.expedia.ca/Naples-Hotels-Hotels-With-Childcare.0-0-d602724-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Naples](https://www.expedia.ca/Naples-Hotels-Hotels-With-Free-Parking.0-0-d602724-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Naples](https://www.expedia.ca/Naples-Hotels-Hotels-With-Smoking-Rooms.0-0-d602724-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Naples](https://www.expedia.ca/Naples-Hotels-Mountain-Hotels.0-0-d602724-tMountainHotels.Travel-Guide-Filter-Hotels) - [Ski Hotels in Naples](https://www.expedia.ca/Naples-Hotels-Ski-Hotel.0-0-d602724-tSkiHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Naples](https://www.expedia.ca/Naples-Hotels-Wedding-Hotels.0-0-d602724-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Hot-Tubs.0-n553248635976473287-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Ridge Wood Heights](https://www.expedia.ca/Ridge-Wood-Heights-Sarasota-Hotels-Adults-Only-Resorts.0-n553248623282278168-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Ridge Wood Heights](https://www.expedia.ca/Ridge-Wood-Heights-Sarasota-Hotels-Cheap-Hotels.0-n553248623282278168-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Ridge Wood Heights](https://www.expedia.ca/Ridge-Wood-Heights-Sarasota-Hotels-Waterpark-Hotels.0-n553248623282278168-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Business Hotels in Sarasota](https://www.expedia.ca/Sarasota-Hotels-Business-Hotel.0-0-d602719-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Sarasota](https://www.expedia.ca/Sarasota-Hotels-Green-Sustainable.0-0-d602719-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Sarasota](https://www.expedia.ca/Sarasota-Hotels-Hotel-With-Pool.0-0-d602719-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Sarasota](https://www.expedia.ca/Sarasota-Hotels-Hotels-With-Smoking-Rooms.0-0-d602719-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in South Sarasota](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Adults-Only-Resorts.0-n553248635975871203-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in South Sarasota](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Beach-Hotel.0-n553248635975871203-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in South Sarasota](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Boutique-Hotel.0-n553248635975871203-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in South Sarasota](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Cheap-Hotels.0-n553248635975871203-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in South Sarasota](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Hotels-With-A-Lazy-River.0-n553248635975871203-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in South Sarasota](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Hotels-With-Balconies.0-n553248635975871203-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in South Sarasota](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Hotels-With-Free-Parking.0-n553248635975871203-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in South Sarasota](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Hotels-With-Kitchenettes.0-n553248635975871203-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in South Sarasota](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Hotels-With-Smoking-Rooms.0-n553248635975871203-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in South Sarasota](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Hotels-With-Tennis-Courts.0-n553248635975871203-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in South Sarasota](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Oceanfront-Hotels.0-n553248635975871203-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in South Sarasota](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Spa-Hotel.0-n553248635975871203-0-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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