Vacation rentals in Callahan

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Top-rated vacation rentals in Callahan

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Top guest favorite
Home in Jacksonville
5 out of 5 average rating, 262 reviews

The Hothouse-Couples Escape: Play-Relax-Reconnect

The HOTHOUSE is a Unique Risquè Stylish Mobile Home (Sleeps 4ppl Max.) Private, surrounded by trees-No neighbors. We welcome couples & friends for anniversaries, honeymoon, or those looking for a reason to escape the world & routines. It is the closest residence to JAX; overnight travelers are welcome. This place is not typical. We seek to fully immerse you in a unique stay & experience. <2mile from the Airport, Shoppes, & Dining. Contact us directly about features & details for THE SWEATSHOP.

Top guest favorite
A bright bedroom features a queen size bed with stripe-patterned bedding, complemented by a decorative wall piece. Natural light filters through two windows, accented by sheer curtains. A small desk and chair are positioned next to the bed, providing space for work or relaxation.
Tiny home in Jacksonville
4.91 out of 5 average rating, 463 reviews

Shady Oak Guesthouse

Enjoy your stay at this shady oak guesthouse. It is located on our 2 acres of land with the view of a neighboring lake. Don’t let the size fool you, it has a queen size bed, small kitchenette with fridge, microwave and coffee. The eating area can double as a workspace if needed. It has a full-size bathroom as well. It has a brand new ac and air purifier. It has outdoor seating, privacy fence and keyless entry. Minutes away from JIA, River City Marketplace, the Zoo and the Cruise terminal.

Top guest favorite
Apartment in St. Marys
5 out of 5 average rating, 188 reviews

Kimblehouse on the River

Enjoy beautiful sunsets from a great garden apartment overlooking the deep water of the North River. Two hundred year old live oaks greet you as you enter the neighborhood and arrive at this grand low country tabby home. Visit nearby historic downtown St. Marys, catch the ferry and spend a day on Cumberland Island, go hiking or biking ( bikes provided) in local area parks, enjoy golf at three beautiful nearby courses. Dock your boat at our 36' floating dock with easy access to the big water.

Guest favorite
A minimalist studio interior is displayed, featuring a warm wooden beam and a glass dividing wall. A comfortable orange couch is positioned near a window with natural light filtering through. Earthy tones create a calming atmosphere, complemented by a jute rug and layered textiles.
Apartment in Riverside
4.87 out of 5 average rating, 139 reviews

Wabi-Sabi Inspired Studio w Bikes, Walk to River

Tucked away behind a historic building, is a wabi sabi inspired studio: a blend of natural charm & modernity. A minimalist interior features a warm wooden beam, glass dividing wall, and earthy tones. Modern comforts coexist with aged ceramics and jute rugs. Large windows invite natural light and provide a view of the backyard garden. The space embodies tranquility, celebrating simplicity & imperfection. This harmonious retreat offers a peaceful escape, where past & present beautifully converge.

Top guest favorite
A cozy studio space features a spacious bed with black bedding, complemented by decorative pillows. A small kitchenette area is visible, along with a seating space that includes a gray sofa. Natural light enters through a window adorned with patterned curtains.
Tiny home in Jacksonville
4.96 out of 5 average rating, 215 reviews

Oak Bluff Tiny Home on 2.5 Acres with Pond & Patio

Relax at this quaint and laid-back getaway located close to restaurants, airport, cruise terminal and major highways. The property is near nature preserves and state parks that are ideal for hiking ,fishing and boating or just relax in any of our many beautiful beaches and enjoy all the fine dining. For entertainment and event venues , Riverside/Downtown is under 30 minutes away. A great place to relax and rest after a day of activities or on your way to your final travel destination.

Guest favorite
The treehouse is illuminated at night, showcasing its elevated wooden structure supported by stilts. Surrounding palm trees are visible, and soft lighting highlights the entrance and balcony area, creating a welcoming outdoor space.
Treehouse in Jacksonville
4.84 out of 5 average rating, 158 reviews

Treehouse Hideaway in the Timucuan Preserve

Our treehouse is located on 1 of the many islands located within the Timucuan Ecological Preserve and has been branded as the North Florida Keys(it is accessible by car). The Hideaway was just recently remodeled with modern taste and simple design to ensure that our guests feel comfortable in every aspect of their stay. The space has 1 bedroom, kitchen, bathroom and living room. The house also sits on a large lot so our guests can bring their boats or pwc’s to enjoy the local waters.

Superhost
A single-story house is presented with a light blue exterior and a neat garage door. Well-maintained lawn surrounds the house, with trees providing shade. The driveway is clear and paved, leading to the entrance, creating a welcoming atmosphere.
Home in Jacksonville
4.92 out of 5 average rating, 116 reviews

Fenced 4 bdr House Airport, Cruise, Zoo & Beaches

The house was built in 2023, with 4 bedrooms, 2 baths, full kitchen, living/dining room and laundry. There’s a 6 car parking lot + a 2 car garage. Trailers and RVs are welcome (driveway is 60ft long). The back of the house has a fully fenced backyard with a fire pit and grill. In total, 8 people could fit comfortably, though up to 9. If you're staying over the duration of 28 days and would like something added, please let me know. I'll do my best to accommodate all my guests!

Guest favorite
An outdoor patio area is observed, featuring a wooden table and tall chairs, surrounded by soft glowing string lights. A grill is positioned nearby, and a view of the river and trees can be seen in the background during sunset.
Home in Lake Forest
4.91 out of 5 average rating, 106 reviews

River House, Near Jags Stadium & Airport w/ Grill

Spacious 5-bedroom, 2-bathroom home along the riverfront. The patio features a fireplace, perfect for gatherings. Breathtaking river views from the outdoor patio & kitchen. White appliances and ample counter space. Plenty of space for everyone. Yard leads directly to the river, for fishing or just enjoying nature. Located near local attractions and shops. The perfect destination for your family adventure, retreat or group trip. A spot in secluded area. Book now!

Superhost
A cozy sleeping area features a spacious bed with a patterned blanket and multiple pillows. A sliding barn door leads to additional areas, while a sofa and a laundry basket are visible. Natural light enters through nearby windows, illuminating the modern decor.
Tiny home in Jacksonville
4.79 out of 5 average rating, 254 reviews

The Cozy Hideaway- Airport, Cruise, Zoo

Kick back and relax in this calm, stylish space. We offer a comfortable place for 4, with a queen bed and a sofa that pulls out into another queen. We offer parking for cruise getaways, and are 8 minutes away from port! Feel calm and relaxed in presence of the beach. Only 25 minutes from the Beach. Right off 95. This is a tiny house located on our property. Has complete own entrance and building. Total privacy with gate around entire property.

Top guest favorite
A serene lakeside scene captures a covered gazebo alongside calm waters. Built-in seating and tables are provided for gatherings. Two wooden adirondack chairs face the river, offering a peaceful spot to enjoy the surroundings. Lush greenery frames the area, enhancing the natural setting.
Cabin in Kingsland
4.99 out of 5 average rating, 245 reviews

Tranquil river cabin with a 1950’s vibe

Watch evening sunsets, have cocktails on the dock or around the fire pit, enjoy boating the St Mary’s River, or bird-watching from the river room of this secluded space. Stargaze from the backyard (no light pollution here!). A boat ramp is nearby for boat launching. (Tie your boat up at our dock during your stay) 45 min. from Jacksonville Fl 45 min. from Fernandina Beach Fl 20 miles to Cumberland Island Ferry 25 miles to Okefenokee Swamp

Guest favorite
A white high-top chair is positioned on a deck overlooking the calm waters of the St. Johns River. Lush greenery can be seen in the foreground, while a clear blue sky stretches above, providing a serene backdrop for relaxation.
Cottage in Fort George Island
4.88 out of 5 average rating, 310 reviews

Salty Dolphin Cottage with Pool ❤

Welcome to the Salty Dolphin—where the St. Johns River meets the Intracoastal. This peaceful riverfront townhome offers stunning views, dolphin sightings from the decks and dock, and is just 3 miles from the Atlantic—perfect for fishing. You’re minutes from JAX Airport, downtown, Amelia Island, Ribault Club, and a ferry ride from Mayport. Relax, explore, or cast a line—this hidden gem puts the best of Florida’s First Coast at your doorstep.

Guest favorite
A rustic house on stilts is surrounded by lush greenery and tall palm trees. The wooden exterior features large windows that allow natural light to fill the airy space below. A serene outdoor area is visible, framed by natural foliage.
Home in Fernandina Beach
4.88 out of 5 average rating, 214 reviews

Rustic and Private home - come RELAX!

Pristine location!! Rustic house on stilts. lots of parking and under house protected parking. If your looking for peace and quiet this beautiful home is nestled away to give you plenty of privacy. You will be able to walk out to the back porch and watch nature take place with all the birds, squirrels, owls and occasional hummingbird. You are within several miles of historic downtown Fernandina, beaches, pristine beaches

Popular amenities for Callahan vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Nassau County
  5. Callahan