Vacation rentals in Dark Island

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Top-rated vacation rentals in Dark Island

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Guest favorite
A wooden dining table is surrounded by six rustic chairs, positioned in a warmly lit space. Natural light filters through the blinds of a large window, illuminating the wooden walls. A wooden cabinet is present in the corner, enhancing the cabin feel.
Cabin in Live Oak
4.92 out of 5 average rating, 213 reviews

Florida Country Cabin Getaway

Nestled in the heart of rural North Florida, this picturesque log cabin on 3 acres offers a tranquil retreat enveloped by majestic oaks and towering pines. Stepping inside, they find themselves embraced by the warmth of a cozy interior, where comfortable furnishings invite relaxation. However, the true allure lies where a sprawling outdoor deck beckons guests to unwind amidst the serenity of nature while enjoying their morning deink from the extensive selection of coffee, tea and hot chocolate.

Top guest favorite
The cottage is elevated on stilts, featuring a wrap-around porch that provides access from two wide staircases. The front façade is bright and inviting, with white railings and a landscaped area below surrounded by trees.
Cottage in Live Oak
4.95 out of 5 average rating, 129 reviews

Serenity on the Suwannee River Retreat

Take some time to relax and watch the river and your cares roll away. Home has high speed fiber internet. The front porch overlooks the Suwannee river and faces west for perfect sunsets while listening to the sounds of nature. This two bedroom one bath cottage has 4 acres of fully fenced land that is yours exclusively. Stroll the grounds and look for deer, rabbit or in the evening lighting bugs. Take a trip to the many springs that the area has to offer for swimming or world class cave diving.

Top guest favorite
A newly built cottage is illuminated at night, showcasing a wraparound porch with multiple steps leading to the entrance. An American flag hangs proudly from the front of the building. The surrounding area is quiet, enhancing the serene atmosphere.
Cottage in Perry
4.95 out of 5 average rating, 44 reviews

Secluded cottage in Keaton Beach

Relax & unwind in this newly built secluded cottage! It is located just 1/4 mile away from an airboat/kayak ramp (Adams Beach) and 3 miles away from Keaton Beach & the public boat ramp. Enjoy the sunset from the upper deck back porch or a short 1/4 mile walk to Adams beach. Bring your boat and enjoy making memories on the water! This beautiful area is famous for some of the best redfish, trout, or red snapper fishing the gulf coast of Florida has to offer! Check out my guide book for more info!

Guest favorite
The spacious living area features a comfortable gray sectional sofa adorned with colorful pillows. A large flat-screen TV is positioned against a light-colored console. Natural light streams through windows, illuminating a decorative glass coffee table with a vase of yellow flowers. A side table with a unique wooden top adds charm.
Home in Perry
4.91 out of 5 average rating, 11 reviews

The Beach House at Keaton Beach

The Beach House at Keaton Beach is the perfect place to relax & unwind. Enjoy the peaceful setting & beautiful sunsets. Just minutes from the beach & fun in the sun - fishing, scalloping, boating - your options are endless. Put in at the public boat ramp & pull up to the onsite dock. Plenty of space to keep your truck/boat trailer/cars on the property. Fully stocked kitchen ready for the gourmet chef. Thoughtful touches & amenities will make your visit truly memorable. It's time to plan a vaca!

Guest favorite
A rustic cabin exterior is framed by surrounding trees, featuring a wooden facade and a green metal roof. A welcoming front porch with steps leads to the entrance, while a hose and water source are visible on the side of the cabin.
Cabin in Live Oak
4.8 out of 5 average rating, 295 reviews

Suwannee River Paradise

Remote cozy cabin-Two riverfront acres, 2 solo kayaks + 1 tandem for use with $300 loss and injury liability waiver Private walk 500 ft through woods path to the riverfront. The well water is sulfur and tanic, so please bring drinking water! Sleeping loft for two more guests upstairs. Springs galore in this section of the Suwannee. Diver's paradise, "Peacock Springs" network is a short drive. Springs map provided. Conditions vary with river. It is advised to check with your host a week prior.

Top guest favorite
A spacious outdoor area is featured, showcasing a well-maintained barbecue grill next to a wooden picnic table. Sunlight filters through the tall trees, casting gentle shadows on the lush green lawn, bordered by a wooden fence in the background.
Home in Old Town
4.96 out of 5 average rating, 129 reviews

Pure Country Getaway

Experience the beauty of Old Florida country while being centrally located between many natural springs, state parks, the famous Suwanee river, & the Gulf, all just a short drive away! A peaceful, private country setting, where you can take in the majestic live oaks while sitting by a campfire gazing at the stars after a day of exploration with your loved ones(human &/or dog). Bring your tent & camp in the yard if you like! It's all about spending priceless time together and creating memories.

Top guest favorite
A well-lit wooden boardwalk extends toward the lake, flanked by trees. The scene is set during twilight, with a soft glow illuminating the path. The reflection of the evening sky and trees on the calm water enhances the tranquil ambiance of the location.
Home in Branford
4.96 out of 5 average rating, 383 reviews

Papa Joe’s Lake House

Quiet little piece of heaven on earth. Enjoy the lake, sit by a fire, enjoy the nature God has provided in our sanctuary on Pickett Lake. Boat ramp is 100 yards down the road. 4 kayaks, canoe, and paddleboard are provided, all of which can be launched from the house. Fish from the dock or explore the lake. Use the grill or take a short drive to Branford or Mayo and enjoy some of the restaurants. Come boat, fish, or swim in the lake or just enjoy the lake view. Outdoor fire pit includes wood.

Top guest favorite
A spacious living room features an orange and green sectional sofa accompanied by colorful accent pillows. A wooden coffee table sits on a textured area rug, with decorative items placed atop. Natural light filters through large windows, illuminating the welcoming space.
Home in Mayo
4.96 out of 5 average rating, 137 reviews

Peaceful & Private Property with a View

Peaceful, private in a beautiful, natural, country setting. BETTER THAN GLAMPING Escape to this lakefront hideaway on 55 private acres. Unplug and stargaze in a beautiful piece of North Florida enveloped amongst majestic oak trees dripping with moss; a place to reconnect with one another and the outdoors. “Do nothing" or enjoy visiting all the nearby natural springs and parks, rivers, go cave diving, fishing, canoeing, swimming, hiking, birdwatching etc. Easy to create lifetime memories.

Guest favorite
A modern cabin is situated directly on the Steinhatchee River, featuring large windows that provide views of the lush surroundings. A spacious balcony extends from the cabin, overlooking a floating dock, which is accessible by a ramp. Tropical vegetation enhances the natural setting.
Cabin in Steinhatchee
4.87 out of 5 average rating, 15 reviews

Snappin Turtle Cabin. Riverfront with dock.

Our cabin is located directly on the Steinhatchee River with a balcony that looks over it for you to enjoy your morning coffee and relax. You can fish off the floating dock or just sit back and watch for wildlife. The land on the other side of the river is a wildlife management area and has plenty of wildlife for you to enjoy and watch. There are 4 kayaks for adult guest use at the house to help you take full advantage of the river. PFD's are supplied and recommended.

Top guest favorite
A wooden staircase leads down from a balcony to a sandy shoreline. The ocean is visible in the background, reflecting the colors of a sunset, while a wooden railing offers safety. The peaceful scene invites relaxation near the water's edge.
Home in Taylor County
5 out of 5 average rating, 9 reviews

Sunset Cottage at Keaton, gulf front

Sunset Cottage at Keaton is sure to be your favorite place to stay! The unobstructed views are always incredible, you’ll have a hard time leaving the porch or sitting under the house. In the evening after you had a fun day on the water, start up the grill, cook your catch from the day and have enjoy friends and family. Rather you are just relaxing all day to a full day on the gulf, you are going to make some of your favorite memories staying at the Cottage.

Top guest favorite
A multi-level house elevated on stilts showcases a mix of light green siding and a gray metal roof. Large balconies extend from the front, offering expansive views. Surrounding palm trees complement the coastal setting, while steps lead gracefully from the shore.
Home in Perry
4.9 out of 5 average rating, 240 reviews

Right on the Gulf! Book scalloping now 15% off!

Our 2 bedroom 1 bath house sits on high stilts directly overlooking the Gulf of Mexico. Located in undiscovered Dekle Beach, Florida. It is a retreat from everything. We are about three miles up the coast from Keaton Beach. Known for scalloping! Three open bays for your vehicles. Boat launch one block away. Beautiful sunsets, stargazing, birding, reading, fishing and scalloping during the season.

Superhost
A spacious outdoor deck is shown, featuring several seating options including a picnic table and two rocking chairs. Sunlight filters through the posts, illuminating the wood flooring. Tall trees are visible in the background, complementing the tranquil setting overlooking the serene water.
Home in Perry
4.84 out of 5 average rating, 19 reviews

Waterfront Scallop & Fish Spot! Dock + Ice + Pets

Skip the long idle times and the morning ice run. Located just 200 yards from the open Gulf, Heron House is a waterfront paradise designed for those who live for the water. Whether you’re here for the legendary scalloping or world-class fishing, our private dock and 160lb/day commercial ice machine ensure your catch stays fresh and your cooler stays full.

Popular amenities for Dark Island vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Taylor County
  5. Dark Island