[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 in Santa Rosa Beach with private pool and kitchen ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101250000/101248300/101248210/4fb8842f.jpg?impolicy=resizecrop&rw=598&ra=fit) ![TV](https://images.trvl-media.com/lodging/102000000/101250000/101248300/101248210/e55b4e42.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV](https://images.trvl-media.com/lodging/102000000/101250000/101248300/101248210/6d0e10fa.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101250000/101248300/101248210/4e08063c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101250000/101248300/101248210/c6fdaf23.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 7.0 Good ### Entire home 12 bedrooms10 bathroomsSleeps 2911654 sq ft ## Popular amenities - Beach view - Parking available - Dryer - Washer - Pool - Pet-friendly ## 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 ![Beach nearby](https://images.trvl-media.com/lodging/97000000/96470000/96463500/96463471/1d390d91.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ideal for Large Groups! Sleeps 30! Private Pool! Game Room! Low-Speed Vehicle! 6 min Walk to Beach! Santa Rosa Beach - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 7 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=96463471&PinnedHotelID=96463471&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109450000/109442500/109442480/1cba9faa.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 🌞 Walking on Sunshine | Golf Cart | Movie Theater | 2 Pools | Free Parasailing and Golf! Crystal Beach - Pool - Kitchen - Washer - Dryer 8.0 Very good 21 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=109442480&PinnedHotelID=109442480&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96440000/96435100/96435020/c962e11a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pool, Ocean View, Pool Table - Palazzo by the Sea Dune Allen Beach - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 10 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=96435020&PinnedHotelID=96435020&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/97000000/96390000/96388700/96388658/1850dca4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 6 Seater Golf Cart Included! Large Private Pool, Chef's Kitchen! Gaming/Media Room! Frangista Beach - Pool - Kitchen - Washer - Dryer 9.2 Wonderful 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=96388658&PinnedHotelID=96388658&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/115000000/114360000/114357900/114357829/59f9280e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sunlight Coast - Huge Home Near the Beach with Private Pool, Hot Tub & Golf Cart - Sleeps 28 Santa Rosa Beach - Ocean view - Pool - Hot tub - Kitchen 8.0 Very good 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=114357829&PinnedHotelID=114357829&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/59000000/59000000/58994600/58994594/2841e55b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beach View Mansion, Pool, LSV - Commanders Palace Dune Allen Beach - Pool - Kitchen - Washer - Dryer 9.2 Wonderful 30 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=58994594&PinnedHotelID=58994594&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/109000000/108550000/108540800/108540723/fe4079a6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Timeless 30A|Easy Beach Access|Private Pool|Outdoor Fireplace|Directly on Lake Dune Allen Beach - Pool - Hot tub - Kitchen - Washer 9.4 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=108540723&PinnedHotelID=108540723&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach](https://images.trvl-media.com/lodging/35000000/34120000/34113000/34112997/6418cde8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private beach, heated pool, game room, tiki bar, parking for up to 18 vehicles! Miramar Beach - Ocean view - Pool - Kitchen - Washer 9.8 Exceptional 144 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=34112997&PinnedHotelID=34112997&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/89000000/88010000/88002800/88002788/ec1d7e62.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Book Your Fall Getaway Today! Private Pool! 11 Adult Bikes! Pool and Shuffleboard Table! Destin - Pool - Kitchen - Washer - Dryer 8.0 Very good 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=88002788&PinnedHotelID=88002788&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112070000/112061000/112060969/1e1c13b7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Triple Crown - Luxury Triple Home Vacation Rental on 30A with Beach Views & Secluded Pool Dune Allen Beach - Ocean view - Pool - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=112060969&PinnedHotelID=112060969&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property This property is managed through our partner, Vrbo. 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 Blue Mountain Beach and Miramar 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 - Beach - 5 min walk - 0.4 km - Topsail Hill Preserve State Park - 9 min walk - 0.8 km - Santa Rosa Beach - 14 min walk - 1.2 km - Santa Rosa Beach Golf Club - 3 min drive - 2.1 km - Blue Mountain Beach - 9 min drive - 5.9 km ### Getting around - Northwest Florida Regional Airport (VPS) - 43 min drive ### Restaurants - ‪Tom Thumb Food Stores - ‬2 min drive - ‪Del Taco - ‬7 min drive - ‪Shunk Gulley - ‬4 min drive - ‪Stinky's Fish Camp - ‬6 min walk - ‪The Perfect Pig @ Gulf Place - ‬4 min drive ## Frequently asked questions ### Does The Road to the Triple Crown - Gulf Views with Large Private Pool Area have a pool? > Yes, this property has a pool. ### Is The Road to the Triple Crown - Gulf Views with Large Private Pool Area pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at The Road to the Triple Crown - Gulf Views with Large Private Pool Area? > Check-in begins at 4:00 PM. ### What time is check-out at The Road to the Triple Crown - Gulf Views with Large Private Pool Area? > Check-out is at 10:00 AM. ### Where is The Road to the Triple Crown - Gulf Views with Large Private Pool Area located? > Located in Dune Allen Beach, this vacation home is within a 15-minute walk of Topsail Hill Preserve State Park and Santa Rosa Beach. Santa Rosa Beach Golf Club and CHROMA Kathleen Broaderick Studio & Gallery are also within 3 mi (5 km). ## 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 7.0 ### 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) ### 8.0 Cleanliness ### 8.0 Location 10 - Excellent 0 8 - Good 1 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 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. Stayed 7 nights in Dec 2024 ## Expedia's Latest Trends ### Hotels > [Mondrian South Beach](https://www.expedia.ca/Miami-Hotels-Mondrian-South-Beach.h2190271.Hotel-Information) > > [W South Beach](https://www.expedia.ca/Miami-Hotels-W-South-Beach.h11881.Hotel-Information) > > [Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) > > [Universal's Hard Rock Hotel](https://www.expedia.ca/Orlando-Hotels-Universals-Hard-Rock-Hotel.h485506.Hotel-Information) > > [Reunion Resort & Golf Club](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Golf-Club.h992499.Hotel-Information) > > [Embassy Suites by Hilton Fort Lauderdale 17th Street](https://www.expedia.ca/Fort-Lauderdale-Hotels-Embassy-Suites-Ft-Lauderdale17th-Street.h11909.Hotel-Information) > > [Universal's Endless Summer Resort - Dockside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) > > [Home2 Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) > > [Universal's Endless Summer Resort - Surfside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Resort-Surfside-Inn-And-Suites.h27522522.Hotel-Information) > > [DoubleTree by Hilton at the Entrance to Universal Orlando](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) > > [B Ocean Resort Fort Lauderdale Beach](https://www.expedia.ca/Fort-Lauderdale-Hotels-B-Ocean-Resort.h5404.Hotel-Information) > > [Universal’s Loews Royal Pacific Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Loews-Royal-Pacific-Resort.h856706.Hotel-Information) > > [Universal's Cabana Bay Beach Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) > > [Beach House Fort Lauderdale, a Hilton Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Hilton-Fort-Lauderdale-Beach-Resort.h28591.Hotel-Information) > > [The Tides on Hollywood](https://www.expedia.ca/Fort-Lauderdale-Hotels-The-Tides-On-Hollywood.h44524455.Hotel-Information) > > [Loews Miami Beach Hotel – South Beach](https://www.expedia.ca/Miami-Hotels-Loews-Miami-Beach-Hotel-South-Beach.h81223.Hotel-Information) > > [Fontainebleau Miami Beach](https://www.expedia.ca/Miami-Hotels-Fontainebleau-Miami-Beach.h1190549.Hotel-Information) > > [Hotel Riu Plaza Miami Beach](https://www.expedia.ca/Miami-Hotels-Hotel-Riu-Plaza-Miami-Beach.h74574.Hotel-Information) > > [Four Points by Sheraton Orlando International Drive](https://www.expedia.ca/Orlando-Hotels-Four-Points-By-Sheraton-Orlando-International-Drive.h4262.Hotel-Information) > > [1 Hotel South Beach](https://www.expedia.ca/Miami-Hotels-1-Hotel-South-Beach.h1790087.Hotel-Information) > > [Margaritaville Hollywood Beach Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Margaritaville-Hollywood-Beach-Resort.h10005147.Hotel-Information) > > [Diplomat Beach Resort Hollywood, Curio Collection by Hilton](https://www.expedia.ca/Miami-Hotels-Diplomat-Beach-Resort-Hollywood.h857779.Hotel-Information) > > [Moxy Miami South Beach](https://www.expedia.ca/Miami-Hotels-Moxy-Miami-South-Beach.h55553829.Hotel-Information) > > [Walt Disney World Dolphin](https://www.expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) > > [The Westin Fort Lauderdale Beach Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-The-Westin-Fort-Lauderdale-Beach-Resort.h17159.Hotel-Information) > > [W Fort Lauderdale](https://www.expedia.ca/Fort-Lauderdale-Hotels-W-Fort-Lauderdale.h2335216.Hotel-Information) > > [Fort Lauderdale Marriott Harbor Beach Resort & Spa](https://www.expedia.ca/Fort-Lauderdale-Hotels-Fort-Lauderdale-Marriott-Harbor-Beach-Resort-Spa.h21880.Hotel-Information) > > [Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) > > [Bahama Bay Resort](https://www.expedia.ca/Orlando-Hotels-Bahama-Bay-Resort.h1056615.Hotel-Information)