Vacation rentals in Callahan

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Top-rated vacation rentals in Callahan

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Top guest favorite

A spacious sleeping area features a cozy king-size bed adorned with soft linens and pillows. A large screen TV displays a serene waterfall scene, while a shimmering gold accent wall adds a touch of elegance. Mood lighting creates an inviting atmosphere.

Home in Jacksonville

5 out of 5 average rating, 223 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.

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, 411 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.

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

4.91 out of 5 average rating, 278 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.

Top guest favorite

A large swimming pool is bordered by a stone patio, featuring several loungers and umbrellas. Lush palm trees surround the area, providing a tropical feel. In the background, the river can be seen beneath a partly cloudy sky.

Camper/RV in Jacksonville

4.97 out of 5 average rating, 215 reviews

Couples clothing optional escape hot tub nude deck

You'll love this unique and romantic escape. Designed to create an intimate setting to enhance your time together. The RV is quite large and fully equipped . Master bedroom features a cashmere topped California king bed. The property has so many amenities starting with a very large pool, lighted at night. A dock on the river to enjoy the views. Access to kayaks on premises. There’s a private clothing optional area/deck with a massage table , hot tub and loungers. We recently added a fire pit

Top guest favorite

A comfortable seating area features a sectional sofa with multiple cushions. A decorative wall piece made of various materials is displayed above the sofa. Natural light enters through a nearby window, illuminating the open space that includes the kitchen and dining area.

Apartment in Yulee

4.96 out of 5 average rating, 407 reviews

Private Getaway

Lovely 2nd floor 2 bedroom apartment over carriage house. Modern stainless appliances in kitchen, 55" LED TV with cable, high speed internet, washer/dryer. Completely furnished and supplied with all household needs. Centrally located between I-95, shopping/restaurants and beach. Check-in is 3:00p-8:00p. No check-in after 8:00p please. When booking please notify me of the estimated time you will arrive. This is a non-smoking apartment. No pets allowed. We cannot accommodate trailers.

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

4.95 out of 5 average rating, 216 reviews

Sugarberry Tiny Home on 2.5 Acres with Pond/Patio

Relax at this quaint and laid-back getaway located close to the airport and major highways. The property is near nature preserves and state parks that are ideal for hiking , kayaking, fishing, boating and bicycling; 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

A well-appointed studio apartment features an open layout with a combined kitchen and living area. Warm wood tones mingle with soft white walls, while leather seating surrounds a coffee table. A spacious bed with crisp linens is positioned near large windows, allowing natural light to fill the space.

Guesthouse in Avondale

4.96 out of 5 average rating, 257 reviews

Avondale Studio

Located in Avondale, Jacksonvilles historic district, this Garage Studio offers everything one needs for a getaway or a business trip. Walking distance to the Shoppes of Avondale. There are multiple restaurants/bars/outdoor cafe dining all within walking distance in either direction. The 2nd story garage apartment offers a balcony with views into Boone Park. Fully renovated in 2021 offering a full kitchen and bathroom. You have a private parking space as well.

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

4.77 out of 5 average rating, 237 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, 237 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 cozy bedroom features a wooden bed with a striped blanket, complemented by decorative pillows. A large mirror reflects natural light, while a framed black and white photo adorns the wall. Soft textiles and warm tones enhance the inviting atmosphere.

Apartment in Springfield

4.87 out of 5 average rating, 261 reviews

Historic & Modest Apartment 2.0

Entire apartment located in Historic Springfield. The apartment is warm and inviting with modern dark walls, cozy boho inspired decor and a recently updated kitchen and bathroom. The bedroom has a queen size, cool gel memory foam bed. Be sure to read the house rules and neighborhood description so that there are no surprises after your reservation is confirmed. Ring cameras monitor all the entrances and are motion activated.

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

4.89 out of 5 average rating, 103 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.

Top guest favorite

An open barn interior is illuminated by warm lighting, featuring a comfortable leather sofa paired with a modern armchair. A rustic coffee table sits in front, while a vintage truck and motorcycle add character to the space. Wood paneling enhances the cozy atmosphere.

Barn in Jacksonville

4.99 out of 5 average rating, 113 reviews

Studio styled barn on a Florida pecan farm.

Hosts live on-site, in the main house beside the barn. Located on a small pecan orchard, our barn was built to be a place of rest and creativity for our family and friends. One of our favorite things about where we live is being able to enjoy the open space of the country while being close to the vibrant city of Jacksonville and the beautiful beaches.