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, 115 reviews

Easy Breezy Bungalow

This charming historical bungalow with views of Trout River and Rolliston Park is situated in a peaceful natural setting, yet is convenient to I-95, Jacksonville International Airport, JAXPORT Cruise Terminal, EverBank Stadium (home of the Jacksonville Jaguars), VyStar Ball Park, Dailey's Place Amphitheater, and the Jacksonville Zoo. The owners live nearby and are available to welcome and assist you. A fifth guest will be comfortable on the sunroom daybed. Please note: This is NOT a party venue.

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Guest favorite

A vibrant sunset casts a golden hue across the calm water, with silhouettes of docks and a distant boat in view. The sky is filled with layered clouds, creating a serene atmosphere that invites relaxation and reflection.

Home in Jacksonville

4.9 out of 5 average rating, 324 reviews

Serenity and Amazing Views - Home on River w/ Pool

Beautiful House: Quiet with all amenities on deep water with pool. 12 minutes from Jax Airport, 5 min from Zoo and 10 min from Cruise Ports. Jax Beaches are just a short beautiful drive. Downtown, Stadium, Arena etc. 10 min Lounge on the deck or sit pool side while watching the sunrise/ sunset. Bring your kayaks and paddle across the river to the zoo, or find sharks teeth on the river islands. Fish off the dock and catch some of Florida's best: Reds, Trout, Flounder, Snapper, Blue Crabs.

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Superhost

A peaceful scene on a waterway features individuals in colorful kayaks paddling through tranquil waters. Sunlight filters through lush greenery, creating dappled reflections on the surface. Trees are visible in the background, adding a sense of natural beauty to the setting.

Home in Kingsland

4.81 out of 5 average rating, 21 reviews

Relaxing River House

Private River House House nest on a private part of the St Mary's River with dock. House is close to the Florida and Georgia just minutes from Jacksonville, Hilliard, Folkston, Brunswick, Jekyll Island, St Simons Island, St Marys, and Cumberland Island. The river runs between Florida and Georgia just a swim or paddle boat away. Boat ramps are in the area like Temple Landing and Kings Ferry just minutes away. Warp around porch over looking the River. Downstairs entertainment area offers shade.

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Guest favorite

Tiny home in Hilliard

4.92 out of 5 average rating, 65 reviews

Peaceful Tiny Home Near River, Swamp & Beaches

This peaceful spot is the perfect place to unwind and enjoy the best of North Florida’s natural beauty. You’ll find the St. Mary's River just 5 minutes away, The Ralph Simmons State Park is a hop across the road, the Okefenokee Swamp 15 minutes up the road, and the beaches and charm of Amelia Island only 45 minutes from your doorstep. Whether you’re here to fish, kayak, explore, or simply relax, we hope The Camp feels like your home away from home. This is a working farm with ranch sorting's.

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Top guest favorite

Home in Jacksonville North

5 out of 5 average rating, 297 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 & to add on theSwestShop.

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Superhost

A serene view of the water is captured from the deck, framed by lush greenery and tall trees. Reflections of clouds can be seen on the surface, while tall grasses border the water's edge, enhancing the tranquil setting.

Home in Jacksonville

4.92 out of 5 average rating, 160 reviews

Trout River Getaway

The Trout River Getaway is a cozy house directly on the beautiful Trout River nestled under the canopy of some big old shady trees. Watch the pelicans, herons, seagulls, or osprey right in front of you and enjoy the sunsets or some barbecue on the deck in the back . The house is newly renovated with modern interior. Access to I-95 and I-295 is round the corner. The location is close to the airport, the nice parks along Jacksonville coastline, the Zoo, downtown, the stadium and the beaches.

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Top guest favorite

A neatly arranged living space features a spacious bed with a patterned black and white comforter. A wall-mounted TV and a small desk with a chair are visible. Light flows in through the window, adorned with dark curtains, while a potted plant decorates the coffee table.

Tiny home in Jacksonville North

4.95 out of 5 average rating, 287 reviews

Sugarberry 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.

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Guest favorite

The entrance of a tiny house is framed by a welcoming porch with steps leading up to a white door. Decorative elements include a lantern, signs, and seasonal decor. A flower pot and colorful artwork are visible, nestled among natural surroundings of trees.

Tiny home in Jacksonville North

4.92 out of 5 average rating, 91 reviews

Holly’s Haven at Puskita Oaks ! Close to Airport

Escape to our charming tiny house getaway, Holly’s Haven @PUSKITA OAKS in Jacksonville is close to the airport. This haven offers a tranquil & country setting with easy access to Jacksonville's populer downtown area and only 15 minutes to Riverside Marketplace & all major highways. Our relaxing retreat is on 4 acres with Grand Oak trees and lots of natures beauty to enjoy. Only 40 minutes to all beautiful beaches. Pets under 40 lbs are welcome but must not be left alone during your stay.

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Guest favorite

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 North

4.93 out of 5 average rating, 138 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!

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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 North

4.79 out of 5 average rating, 273 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.

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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, 261 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

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Guest favorite

A spacious living room features a light-colored sectional sofa adorned with decorative cushions. Natural light enters through two windows, framed by soft curtains. A small round table is situated in the center, accompanied by a decorative wall piece and a plant adding a touch of greenery.

Home in Callahan

4.91 out of 5 average rating, 129 reviews

3 bedroom home with pool

Relax with the whole family at this peaceful place to stay. The neighborhood is small and quiet. The backyard backs up to 4 Creeks Management Area (lots of woods). The backyard is fenced to provide privacy. The pool has night time lighting if you want to enjoy a night swim. If you enjoy bird watching you will love watching the birds out the window in the living room. The hummingbirds love to visit.

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