Title: The Road to the Triple Crown - Gulf Views with Large Private Pool Area - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Road to the Triple Crown - Gulf Views with Large Private Pool Area Vacation home with private pool, near Santa Rosa Beach ## Photo gallery for The Road to the Triple Crown - Gulf Views with Large Private Pool Area ![TV - The Road to the Triple Crown - Gulf Views with Large Private Pool Area (Santa Rosa Beach)](https://images.trvl-media.com/lodging/102000000/101250000/101248300/101248210/228f31ba.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop - The Road to the Triple Crown - Gulf Views with Large Private Pool Area (Santa Rosa Beach)](https://images.trvl-media.com/lodging/102000000/101250000/101248300/101248210/d52b56ab.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - The Road to the Triple Crown - Gulf Views with Large Private Pool Area (Santa Rosa Beach)](https://images.trvl-media.com/lodging/102000000/101250000/101248300/101248210/3ebea338.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio - The Road to the Triple Crown - Gulf Views with Large Private Pool Area (Santa Rosa Beach)](https://images.trvl-media.com/lodging/102000000/101250000/101248300/101248210/4fb8842f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio - The Road to the Triple Crown - Gulf Views with Large Private Pool Area (Santa Rosa Beach)](https://images.trvl-media.com/lodging/102000000/101250000/101248300/101248210/a9b70959.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located on 30A, The Road to the Triple Crown offers a luxurious retreat with two private pools and beachviews. Enjoy panoramic views from two observation decks or take advantage of eight complementary bikes to explore the surroundings. ## Reviews 7.0 Good ### Entire home 12 bedrooms10 bathroomsSleeps 2911654 sq ft ## Popular amenities - Pool - Kitchen - Washer - Dryer - Pet friendly - Free WiFi ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### The Road to the Triple Crown - Gulf Views with Large Private Pool Area The Road to the Triple Crown - Luxury Vacation Rentals on 30A with Private Pools and Beachviews Favorite features \- 2 Private Pools - Heated Pools $150 /Night (Available Oct-April Only) \- Elevator to all main floors \- 2 Observation Decks \- Beachviews \- Pet Friendly \- 8 Complementary Bikes More about The Road to the Triple Crown Sleeping a whopping 29 guests across 12 bedrooms, this is the place to be if you have a large event! Comprised of two beautiful 5,800 square ft. homes, The Belmont at the Beach and The Preakness at the Beach, guests will enjoy over 11,000 square feet of combined living space, a choice of two private pools, two observation decks and beautiful beach views, all just a three minute walk to the sandy shores. The Road to The Triple Crown is THE venue for multi-family getaways, corporate retreats, weddings, and large celebrations of any kind. With an elevator to all main floors and pets allowed, The Road to the Triple Crown offers inclusivity for everyone in your party without worrying about those that struggle with stairs, or guests that need to bring their fur babies. The Road to the Triple Crown is a one stop shop for all of your entertainment and lodging needs nestled in paradise. Book now and reserve the perfect venue! ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Refrigerator - Stovetop ### Dining - Dining table ### Bedrooms - 12 bedrooms - Bedsheets provided ### Bathroom - 10 bathrooms - Shower - Towels provided ### Living spaces - Dining table ### Entertainment - TV ### Outdoor areas - Balcony - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Elevator - Smoking not allowed ### Location highlights - Near a health/beauty spa - Near a hospital - Near a zoo - Near an outlet shopping mall - Near the bay - Near the marina - Near the sea ### Things to do - Bicycles - Water park - Basketball nearby - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Hiking/biking trails nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Rafting nearby - Sailing nearby - Scuba diving nearby - Snorkeling nearby - Surfing/bodyboarding nearby - Swimming nearby - Theme park nearby - Water tubing nearby - Wildlife walks nearby - Windsurfing nearby - Winery tours nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - Bicycles - Unit size: 11,654 square feet ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/112000000/111690000/111685300/111685279/01374a92.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hey Jude - Pet Friendly 30A Vacation Home with Secluded Pool Space & Beach View Santa Rosa Beach - Pool - Kitchen - Washer - Dryer 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-29&endDate=2026-01-30&selected=111685279&PinnedHotelID=111685279&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97070000/97063900/97063805/f259a6b9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New Listing. 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 813980 ## About the area Located in Dune Allen Beach, a neighborhood in Santa Rosa Beach, this vacation home is near theme parks and near the beach. While the natural beauty of Santa Rosa Beach and Blue Mountain Beach can be enjoyed by anyone, those looking for an activity can check out Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links. Sirens at the Beach and Blast Arcade and Laser Maze are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Santa Rosa Beach travel guide](https://www.expedia.ca/Santa-Rosa-Beach.dx183118) [View more Vacation homes in Santa Rosa Beach](https://www.expedia.ca/Santa-Rosa-Beach-Private-Vacation-Homes.d183118-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C30.35588%2C-86.25840&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=4cOKBofeMm-rKfwMFMfIIqlF8nM=) Santa Rosa Beach, FL ### What's nearby - Topsail Hill Preserve State Park \- 9 min walk \- 0.8 km - Santa Rosa Beach \- 14 min walk \- 1.2 km - Blue Mountain Beach \- 8 min drive \- 5.9 km - Grayton Beach State Park \- 14 min drive \- 11.8 km - Seaside Beach \- 18 min drive \- 14.6 km ### Getting around - Northwest Florida Regional Airport (VPS) - 43 min drive ### Restaurants - ‪Burger King - ‬7 min drive - ‪Del Taco - ‬7 min drive - ‪Pub Grimes - ‬2 min walk - ‪Outcast Bar & Grill - ‬5 min drive - ‪Santa Rosa Golf & Beach Club - ‬4 min drive ## Frequently asked questions ### Is The Road to the Triple Crown - Gulf Views with Large Private Pool Area pet-friendly? ### How much is parking? ### What time is check-in at The Road to the Triple Crown - Gulf Views with Large Private Pool Area? ### What time is check-out at The Road to the Triple Crown - Gulf Views with Large Private Pool Area? ### Where is The Road to the Triple Crown - Gulf Views with Large Private Pool Area located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## The Road to the Triple Crown - Gulf Views with Large Private Pool Area Reviews ## Reviews ### Good All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 0 8 - Good 1 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 8.0 Cleanliness ### 8.0 Location ## Reviews ### 6/10 Okay #### Jon K. Aug 16, 2025 Liked: Check-in, location, listing accuracy ##### Jon K. Stayed 7 nights in Jul 2025 ### 8/10 Good #### John B. Jan 31, 2025 Liked: Cleanliness, check-in, location, listing accuracy ##### John B. 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