Holiday rentals in Elkton

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.

Hospitality

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.

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!

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.

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!

St. Aug cottage, great location!

Newly updated tropical cottage close to everything in St. Augustine and steps from the Matanzas River boat ramp. This 2 bedroom, 2 bath home has wood and tile floors and a lovely screened patio to relax looking at nature and listening to the bubbling fountain. Back yard is fully fenced. 3 miles to downtown, beaches, alligator farm, or the amphitheater. Beautiful area for walking along the Matanzas river and your well loved and cared for pets are always welcome. Boat parking available.

Location

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!

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.

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.

Cottage w/pool on horse property, St. Augustine.

This 860 sf. cottage has all you need for a comfortable, private stay while visiting St. Augustine. Victoria Place sits on a 13-acre equestrian property, Enchanted Horse Acres, a magical place for nature lovers. Beautiful and quiet country setting only 20 minutes from the hustle and bustle of historic St. Augustine and the white sands of Crescent Beach. This is an ideal location between Orlando and Jacksonville with easy access to the freeway, only 45 minutes to Daytona Beach.

Charming Rustic Boathouse

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.

The River House in Elkton

Escape to this charming Old Florida cottage in Elkton, offering stunning river views and a private dock perfect for fishing, boating, or sunset watching. This 3-bedroom, 1-bath retreat features a cozy living space, a fully equipped kitchen, and a outdoor area overlooking the water. Nestled under oak trees draped in Spanish moss, it's a serene getaway just a short drive from St. Augustine's historic sites and Florida's beaches. Relax, recharge, and enjoy river life!