Holiday houses in Elkton

Guest suite in St. Augustine

A living space features a white sofa adorned with a patterned throw, complemented by a rustic wooden coffee table. A large round mirror and star decorations hang on the walls, while a ceiling fan adds functionality. Doorways lead to adjacent rooms, including a bathroom.

Winter Hawk Hideout

15 minutes from ol' St Augui. Located in the heart of this typical Florida woods and nested by oaks that saw the Seminole War as we are walking distance from Ft Peyton and 2 miles away from where Osceola was captured. The house sits on half acre of gardens and the decor is ranch, asian and whimsical .The goal is for you to feel transported away for a while. I do have 2 very small, well behaved and quiet dogs and one never seen cat. They do not have access to your quarters or are allowed in.

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4.98 out of 5 average rating, 564 reviews

Superhost

Tiny home in Elkton

Tiny House in the Woods

Escape to our charming tiny house tucked away in a tranquil forest, just 15 minutes from sandy beaches and only 20 minutes from Historic St. Augustine. With a scenic bike trail just steps away, this cozy Tiny House is the ideal base for surfing, cycling, or simply unplugging. Thoughtfully designed for comfort and simplicity, it features two inviting lofts, a well-equipped compact kitchen, and a private bathroom. Outside, enjoy your morning coffee beneath the trees or wind down by the fire pit.

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4.92 out of 5 average rating, 24 reviews

5.0 out of 5 average rating, 156 reviews

Private oasis, heated pool, exceeds expectations

Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

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Guesthouse in East Palatka

The rustic boathouse is positioned near a scenic wooden dock extending into the river. Sunlight reflects off the water while a peaceful horse stands nearby, surrounded by lush greenery. The weathered exterior of the boathouse complements the natural setting.

Charming Rustic Boathouse

NEWLY RENOVATED! Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside the boathouse is a cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.

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4.95 out of 5 average rating, 132 reviews

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

4.99 out of 5 average rating, 455 reviews

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

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A private heated pool is encased in a screened enclosure, featuring clear blue water. Adjacent to the pool, a hot tub is visible, offering a relaxing retreat. Access to the pool area is framed by glass doors leading from the main house.

4.88 out of 5 average rating, 134 reviews

Zen Oasis | Heated Pool | Hot Tub | Beach 12-Min!

Escape to our Zen Spa Retreat! Enjoy the soothing heated pool and hot tub, unwind on the expansive patio, or find tranquility in the zen-inspired interiors! This spacious 3 bedroom 2 bathroom is located in a quiet neighborhood close to Old St. Augustine, beaches and restaurants. Blackout curtains and smart TVs in every bedroom! Our fully equipped kitchen, washer, dryer, dishwasher, workspace and garage ensure convenience during your stay. Unwind in our serene oasis for the perfect Zen getaway!

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An enclosed lanai features a heated saltwater pool surrounded by a sleek concrete deck. Colorful lounge chairs are positioned nearby, and greenery is visible outside the mesh screens. The walls exhibit a calming light hue, contributing to a serene poolside atmosphere.

4.97 out of 5 average rating, 140 reviews

The Salty Seashell, Coastal Pool Home, Sleeps 8

Relaxing heated pool home in a quiet and safe neighborhood. Our home is clean and spacious located a few steps from the Intracoastal Waterway equipped with a boat launch. We are 10-mins from Old Town or the beach and less than 5 mins from restaurants, grocery stores, and shopping. Experience our lovely saltwater pool enclosed in a lanai. Our home has 3 bedrooms and two bathrooms, full kitchen, and a open family room. Each bedroom has brand new beds. Fast WIFI. Boat/Trailer/RV Friendly :-)

FamilyValueLong stay

5.0 out of 5 average rating, 6 reviews

A single-story home is shown with a warm yellow exterior, featuring multiple windows and a covered porch. Outdoor dining furniture is arranged for guests to enjoy meals. Surrounding greenery adds a natural touch, enhancing the inviting atmosphere of the property.

Home in Hastings

Charming Coastal Country House near St. Augustine

This open concept property boasts a spacious king master bedroom with full bathroom, and two full-size bedrooms sharing an additional full bathroom. Guests can enjoy the full kitchen and living room area indoors, as well as the relaxing outdoor space featuring ample outdoor dining furniture and a firepit. Guests will love the private, country, pet-friendly nature of this home. The nighttime ambient light is excellent for stargazing. You really can’t find a more quiet and peaceful retreat!

LocationFamilyAmenities

4.94 out of 5 average rating, 96 reviews

The spacious suite features a large king bed adorned with soft bedding, illuminated by warm light from side lamps. A ceiling fan circulates air above, while a window allows natural light to fill the room. A seating area and doorway lead to a screened patio.

Farm stay in Elkton

Farm stay in private MIL suite near StAug

Experience your dream getaway on the farm! Our spacious suite with attached patio looks over a gorgeous pool, and beyond that you can see peacocks, chickens and turkeys free ranging across 11 beautiful acres. Lounge by the pool, take in the breath taking evening skies, and relax with view of animals far off in the background. Hang by the fire pit, take a walk to visit the goats, donkeys, emus, alpacas, or go for a stroll down the beautiful oak lined roads nearby. The views are stellar.

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A charming house is set amidst lush greenery, featuring a covered porch with decorative accents. The well-kept lawn extends toward the driveway, which provides ample space for parking. Tall trees frame the exterior, contributing to the serene atmosphere of the property.

4.97 out of 5 average rating, 68 reviews

The Secluded Peacock House

This secluded house sits on over two acres with ample peace and quiet. This is not your typical subdivision house in St. Augustine. Lots of room for relaxing in this multi function house from the 60’s. The 1 acre yard is great for your pets (not fully fenced in). It is also only 5.6 miles from downtown Saint Augustine and the Nights of Lights. It’s only 7.8 miles from Vilano Beach! Out the back door is an amazing screened in patio with a fire pit and large built-in grill for relaxing.

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