Holiday houses 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.

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!

Tree Tops: Where Everything is brand new

Take it easy at this unique and tranquil getaway nestled in the Tree Tops. All new appliances, furniture, electronics, sheets, and towels are found in this totally remodeled home. No expense was spared in making your stay as comfortable as possible. This is your perfect get away from the hustle and bustle of life. Enjoy your first cup of coffee on one of 3 porches. Tree Tops is also close to popular attractions, located 6 miles to Vilano Beach and 4 miles to St. Augustine’s historic district.

Cottage on Animal Farm with Pool near St Aug

Experience your dream getaway on the farm! Our modern country cottage overlooks pasture with free ranging animals spanning across 11 beautiful acres including donkeys, peacocks, chickens, turkeys and more. 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 & serenity are stellar.

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fully fenced backyard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown

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.

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!

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.

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

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!