Title: Book the Best Flagler Model Land WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in St. Augustine](https://expedia.ca/St-Augustine-Vacation-Rentals.d6047864.Travel-Guide-VacationRentals)[Flights to St. Augustine](https://expedia.ca/Cheap-Flights-To-St-Augustine.d6047864.Travel-Guide-Flights)[Things to do in St. Augustine](https://expedia.ca/Things-To-Do-In-St-Augustine.d6047864.Travel-Guide-Activities)[Flagler Model Land Car Rentals](https://expedia.ca/Car-Rentals-In-Flagler-Model-Land.d811713607485419520.Car-Rental-Guide)[Flagler Model Land Vacations](https://expedia.ca/Flagler-Model-Land.d811713607485419520.Destination-Travel-Guides) ![St. Augustine showing street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/109000/109419-St-Augustine.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Flagler Model Land, FL from CA $248 ![](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 Flagler Model Land Winery Hotels Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=811713607485419520&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=811713607485419520&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=811713607485419520&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=811713607485419520&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Flagler Model Land Winery Hotels ![Property grounds](https://images.trvl-media.com/lodging/33000000/32200000/32199700/32199601/2ed48cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32200000/32199700/32199601/78668c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/33000000/32200000/32199700/32199601/c7417eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/33000000/32200000/32199700/32199601/cb66239e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### C5, Flagler location in downtown, close to beaches, private patio, free parking! Downtown Historic District 10/10 Exceptional (140) "Our 4th time staying at this property! Clean, neat and cozy. Walking distance to the historic district (saves a lot on parking fees!). A beautiful property that we will visit again and again. Thank you Kirsten!!!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $97 CA $269 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/St-Augustine-Hotels-C5.h32199601.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42510000/42502100/42502033/4f201334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/43000000/42510000/42502100/42502033/3e2b35aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/43000000/42510000/42502100/42502033/71ac4a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42510000/42502100/42502033/7cc2a595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### C8, Perfect location, historic downtown, balcony, near beaches, FREE parking! Downtown Historic District 10/10 Exceptional (148) "The property is well maintained and clean. The AC is very good and the small apartment has all the basics needed for a weekend getaway. Location is great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Loretta CA $109 CA $300 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/St-Augustine-Hotels-C8.h42502033.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108620000/108618600/108618550/77a52705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108620000/108618600/108618550/w640h952x0y0-24f6e34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108620000/108618600/108618550/f4c4217f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108620000/108618600/108618550/e776cba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing Location! Balcony Bikes Free Parking Dntwn Downtown Historic District 9.0/10 Wonderful (17) "Perfect place to stay. Walking distance to all the main attractions, Plus bikes to use for covering more of the area. Has everything needed, would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor V. CA $111 CA $282 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/St-Augustine-Hotels-FALL-Special-Romantic-Couples-Getaway-Walk-Dntwn.h108618550.Hotel-Information) ![Deluxe Room, 1 King Bed, Non Smoking (The Carriage View Room)](https://images.trvl-media.com/lodging/31000000/30630000/30622300/30622287/8079dbc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/31000000/30630000/30622300/30622287/946aa6e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30630000/30622300/30622287/b5cfa0a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30630000/30622300/30622287/2392d0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carriage Way Centennial Downtown Historic District 9.6/10 Exceptional (302) "Room and hospitality were great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) william CA $201 CA $248 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/St-Augustine-Hotels-Centennial-House-Bed-Breakfast.h30622287.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111540000/111535600/111535521/a98074c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111540000/111535600/111535521/f7f53b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111540000/111535600/111535521/8ac883e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111540000/111535600/111535521/f30369a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Night of Lights, Historic Home, Pets OK, Free Parking, Porch Downtown Historic District 10/10 Exceptional (13) "Loved the stay at this property. It was super clean. It has so much charm, much like Saint Augustine! It is not far from downtown, short walk to the shops! Quiet location and you have your own parking! I recommend a stay here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa S. CA $116 CA $423 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/St-Augustine-Hotels-1bed1bath-Walk-To-Night-Of-Lights-Free-Parking.h111535521.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114810000/114809800/114809790/6478f4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114810000/114809800/114809790/a508f506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114810000/114809800/114809790/49001cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/115000000/114810000/114809800/114809790/8e4c1069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience History! Unbeatable location Downtown! Downtown Historic District 10/10 Exceptional (2) "Great single story house close to old town. The check in and out were simple. Very nice and clean place. Highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brett H. CA $283 CA $715 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/St-Augustine-Hotels-WalkBike-Everywhere-Dntwn-Immersed-In-History.h114809790.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96870000/96868100/96868040/fbfc75bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96870000/96868100/96868040/4985cb75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96870000/96868100/96868040/90f4e15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96870000/96868100/96868040/f4d932cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 💲Grand Oak - Renovated 1885 Queen Anne - 1 Block Stroll to Historic DT - Beach only 3 Mi💲 Downtown Historic District 10/10 Exceptional (26) "Easy walking distance to historic area and great restaurants!Great Kitchen, comfortable bed, perfect size apartment for the 2 of us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randi M. CA $164 CA $384 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/St-Augustine-Hotels-Grand-Oak-Renovated-1891-Queen-Anne-Quarter-Mi-Stroll-To-Historic-DT-Beach-Only-3-Mi.h96868040.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34020000/34017100/34017068/3a95e56b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34020000/34017100/34017068/c5eafa22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34020000/34017100/34017068/3fca9784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, Netflix, books, streaming services](https://images.trvl-media.com/lodging/35000000/34020000/34017100/34017068/4abf82b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 💲Renovated Romantic Guesthouse💲 Historic Downtown Easy 2 Block Stroll - Beach only 3 Miles! Downtown Historic District 9.8/10 Exceptional (130) "Wonderful property. The location was perfect for walking to shops, restaurants and historical sites in old St. Augustine. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam D. CA $193 CA $416 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/St-Augustine-Hotels-Renovated-Romantic-Guesthouse-Historic-Downtown-Easy-Half-Mile-Stroll-Beach-Only-3-Miles.h34017068.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/97000000/96430000/96428100/96428044/bbb9c19a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96430000/96428100/96428044/ec19493d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96430000/96428100/96428044/04aa34df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96430000/96428100/96428044/ff6a9c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated 1920 Craftman - Historic DT 2 Blocks – Vilano Beach only 3Mi & St Aug Beach 5Mi Downtown Historic District 9.8/10 Exceptional (7) "Beautifully renovated house with historic charm and great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan B. CA $349 CA $753 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/St-Augustine-Hotels-Renovated-1920-Craftman-Half-Mile-Stroll-To-Historic-DT-Beaches-3-Mi-To-Vilano-5-To-St-Aug.h96428044.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/52000000/51310000/51300100/51300044/7a30eca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/52000000/51310000/51300100/51300044/w828h616x0y0-8efd5546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/52000000/51310000/51300100/51300044/f255a821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/52000000/51310000/51300100/51300044/20cae684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three Bedroom, Sanitized, Pet Friendly Bungalow Downtown Historic District 9.8/10 Exceptional (80) "Awesome place to stay. Just a short walk tp all the fun of downtown St. Augustine." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam B. CA $217 CA $532 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/St-Augustine-Hotels-Three-Bedroom.h51300044.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=2025-11-05&endDate=2025-11-06®ionId=811713607485419520&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Flagler Model Land Hotel Reviews ![Casa Monica Resort & Spa, Autograph Collection](//images.trvl-media.com/lodging/1000000/330000/329700/329630/186cf1c7_y.jpg) ### Casa Monica Resort & Spa, Autograph Collection 10/10 Excellent "Great property overall! 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