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Holiday Rentals near Timpoochee Trail

Begins where Highway 30A separates from US Highway 98, Inlet Beach, Florida 32459
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    Travellers to Inlet Beach are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 24 Rentals in Inlet Beach
    0.2 kilometres from Timpoochee Trail
    10 Bedrooms, 10 Bathrooms, Sleeps 28 Quick View
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    0.3 kilometres from Timpoochee Trail
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    0.2 kilometres from Timpoochee Trail
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    0.0 kilometres from Timpoochee Trail
    9 Bedrooms, 10 Bathrooms, Sleeps 24 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    • Terrace
    • Parking
    • Wi-Fi
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Blue Fin' is a brand new, up and coming beachfront luxury home located in the beautiful Inlet Beach. This home is currently still under construction and will be ready to rent in December of 2021. The home is only a few steps to the beach and features 9 bedrooms, 9.5 bathrooms, a fully equipped...
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    Inlet Beach, Florida Panhandle
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 24
    0.2 kilometres from Timpoochee Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    Beautiful studio layout carriage house. Located immediately across from the rosemary beach tennis courts and a short walk of 300 yards to the beach. Carriage house is finished with high end furniture, appliances, and accessories. Queen size bed and 7-foot sofa (does not pull out) available for...
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    Inlet Beach, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    0.0 kilometres from Timpoochee Trail
    7 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
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    • Ocean Views
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Amberjack” is one of Holiday Beach Developments’ newest homes and soon to be rental ready! This 4-level beach house is over 4500 square feet, has 7 bedrooms and sleeps up to 16 guests. Each floor has a furnished walkout balcony, perfect for watching the sunset on the World’s Most Beautiful Beach....
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    Inlet Beach, Florida Panhandle
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 16
    0.2 kilometres from Timpoochee Trail
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    Beautiful 4 bed / 4.5 bath. Located immediately across from the Rosemary beach tennis courts and a short walk of 350 yards to the beach. House is finished with high end furniture, appliances, and accessories. 2 king, 1 queen, 2 single, and 2 large comfortable couches for additional sleeping...
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    Inlet Beach, Florida Panhandle
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    0.0 kilometres from Timpoochee Trail
    8 Bedrooms, 9 Bathrooms, Sleeps 23 Quick View
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    • Terrace
    • Balcony
    • Wi-Fi
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    • Private Outdoor Pool (Unheated)
    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    'Coral Cay' is a brand new up and coming luxury beach home located in the beautiful Inlet Beach area. This home is currently under construction and will be ready to rent October 2021. With 8-bedrooms and 8.5-bathrooms, Coral Cay comfortably accommodates up to 20 guests and features a 2-car garage,...
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    Inlet Beach, Florida Panhandle
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 23
    0.0 kilometres from Timpoochee Trail
    7 Bedrooms, 8 Bathrooms, Sleeps 22 Quick View
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    • Balcony
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
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    • Ocean Views
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Paradise Cove' is a brand new up and coming luxury beach home located in the beautiful Inlet Beach area. This home is currently under construction and will be ready to rent December of 2021. With 7-bedrooms and 7.5-bathrooms, Paradise Cove comfortably accommodates up to 22 guests and features a...
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    Inlet Beach, Florida Panhandle
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 22
    0.0 kilometres from Timpoochee Trail
    7 Bedrooms, 8 Bathrooms, Sleeps 22 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Ocean Views
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Coastal View' is a brand new up and coming luxury beach home located in the beautiful Inlet Beach area. This home is currently still under construction and will be ready to rent September of 2021. With 7-bedrooms and 7.5-bathrooms, Coastal View comfortably accommodates up to 22 guests and features...
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    Location Information
    Inlet Beach, Florida Panhandle
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 22
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    Ideal Rosemary Location-South of 30A-Overlooks Coquina Pool-Steps to Beach!1 / 23
    (2)Excellent
    0.3 kilometres from Timpoochee Trail
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    • Shared Indoor Pool
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 May 2018
    Great location! Pool right outside, beach a few steps away. The home is truly relaxing and comfortable and so pretty! Steve is so easy to work with and his information...
    Reviewed 20 May 2018
    This was our fifth trip to Rosemary Beach. Without a doubt, the Haglund house is by far the best rental we have ever experienced. The boardwalk to the beach is right off the...
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    About this property
    Located on Boardwalk B less than a two-minute walk to the beach, the Haglund Beach House is a 2750 sq. ft., Charleston-style home with 4 bedrooms, 4 ½ baths in the perfect location in the heart of Rosemary Beach. Situated next to the infinite edge Coquina pool, the home has a wrap-around balcony...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
    0.3 kilometres from Timpoochee Trail
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Hardwood floors and neutral tones are accented with pops of color throughout this cozy coastal retreat conveniently located near the Conquina Pool, Main Street and of course, the white sand and emerald waters of the South Walton’s world-famous beaches. An ideal beach getaway, the luxurious Abaco...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
    0.3 kilometres from Timpoochee Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hardwood floors and neutral tones are accented with French Country decor throughout this outstanding coastal abode conveniently located near the Coquina Pool, Main Street and of course, the white sand and emerald waters of the South Walton’s world-famous beaches. An ideal beach retreat, the...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Blue Heron Cottage & Carriage House— Luxurious beachy elegance at its best1 / 64
    (1)Excellent
    0.3 kilometres from Timpoochee Trail
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
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    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2017
    This property is absolutely perfect. We even used a lot of the elements from this house in our kitchen renovation. As we drove up my teenager daughter who has been to rosemary...
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    About this property
    Much like the majestic coastal bird it’s named for, Blue Heron Cottage & Carriage House is classic, elegant, and quintessentially Floridian. Filled to the brim with luxurious finishes— like hardwood floors, marble countertops, and Viking appliances— this serene 4-bedroom/4.5-bath retreat is located...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    0.3 kilometres from Timpoochee Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to this warm, luxurious beach cottage, a great home for creating memories with your family and friends. Begin your days viewing the sun rise over the Gulf from the loft balcony and complete them with the amazing sunsets from the dining room and park balcony. The first floor includes a...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    0.3 kilometres from Timpoochee Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Waterfront
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ~ Welcome to your home away from home! This beautiful newly remodeled and refurnished family friendly beach home, 'All 4 Fun,' is located in the heart of Luxurious Rosemary Beach, and in the perfect location '4' an amazing family vacation! Location is key in this wonderful home, it is in close...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    0.3 kilometres from Timpoochee Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the best Rosemary Beach has to offer from this creatively designed little jewel, said by some of the locals to be the best-designed carriage house in Rosemary Beach. Located near the exotic Moroccan-style Coquina Pool on the Gulf side of Highway 30-A in Rosemary Beach. Just seven hundred feet...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    0.4 kilometres from Timpoochee Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a courtyard reminiscent of a sultry New Orleans afternoon, the Highland Cottage in Rosemary Beach will capture your imagination and your heart completely. Just picture yourself sitting at one of the two teakwood tables, with a mint julep in hand, enjoying the quiet hum of conversation and the...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    0.3 kilometres from Timpoochee Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful Rosemary Beach home is the epitome of coastal luxury. The ultimate vacation getaway, this incredible home is filled with natural light from the Florida sun. Every detail has been well thought out in this home from the designer furnishing to the beachy decor. A stunner from the moment...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    0.3 kilometres from Timpoochee Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Whether as additional accommodations to the on-site Highland Cottage or a luxury getaway all by itself, the Highland Carriage House provides an elegant simplicity that will both charm and delight you. Located just steps from the Racquet Club, tennis courts and Sky pool, the Highland Carriage...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.3 kilometres from Timpoochee Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly-renovated Rosemary Beach carriage house is well-designed allowing for plenty of natural light from the Florida sun. The high-end furnishings and decor give this coastal home a relaxing and luxurious feel. You’ll get beach vibes the second you cross the threshold of this serene home. A...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    0.3 kilometres from Timpoochee Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to Rivers Cottage, an elegant 30A home with an effortless old-world charm. This flawless retreat is located in the heart of charming Rosemary Beach. Your family will have the privacy of a luxe European villa combined with the convenience of a stunning, central 30A location. You’ll be steps...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    0.3 kilometres from Timpoochee Trail
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Smoking allowed
    About this property
    Contemporary design meets laid-back beach style at Brighton Carriage House— a bright and airy loft home with a picture-perfect Rosemary Beach location. Located just a quick 2-minute walk from both the Gulf of Mexico and the sparkling Coquina community pool, you can spend the morning building...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
    0.3 kilometres from Timpoochee Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    About this property
    Tucked into an idyllic neighborhood in Rosemary Beach, Brighton Cottage is a premier 30A rental home with a chic and contemporary vibe. Located 125 yards from the beach and the Gulf of Mexico and closer to the award-winning Coquina Pool. Everything you could want for an unforgettable vacay — the...
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    Rosemary Beach, Florida Panhandle
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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