Vacation rentals in Callahan

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Top-rated vacation rentals in Callahan

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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, 415 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

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, 218 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 bright kitchen features open shelving and stylish cabinetry with a farmhouse sink. A dining table is set for two, showcasing elegant dishware. Soft light is provided by a gold pendant light overhead, highlighting the clean lines and modern design.

Guesthouse in Avondale

4.98 out of 5 average rating, 250 reviews

Luxury Avondale Guest House, Walk to Shops

Featured in the Jacksonville Home Magazine! The Luxury Avondale Guest House is in the exquisite historic neighborhood of Avondale. Ten minutes from downtown sports & entertainment complexes, and several major health care facilities, St. Vincent's Hospital, Baptist Medical Center and the world renowned MD Anderson Cancer Center. Three short blocks to “The Shoppes of Avondale,” with an outstanding array of restaurants and venues to enjoy a streetside café-style meal, cocktail and desserts.

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, 217 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.

Top guest favorite

A comfortable living area features two neutral-tone sofas adorned with red accent pillows. A large area rug anchors the space, while a wall-mounted TV and a wooden sideboard provide functional elements. Bright light filters through a nearby window, enhancing the inviting ambiance.

Loft in Avondale

5 out of 5 average rating, 121 reviews

Bright stylish 1bd/1 ba Apt in Historic Avondale.

You'll love this bright stylish second-floor apartment only steps away from the historic Shoppes of Avondale's bars and restaurants. This one bedroom, one bath is so inviting. The open floor plan with windows on all sides provides a bright and airy feel. Amenities such as off-street parking, ensuite washer and dryer, remote workspace, and fully equipped kitchen provide at-home conveniences. Rest and relax in a king-size bed after taking a hot shower or relaxing bath.

Guest favorite

The sleeping area features a queen size bed adorned with dark, patterned bedding and decorative pillows. Nightstands with lamps are positioned on either side, and a small microwave is visible in the corner. Soft lighting is provided by fixtures above the bed.

Guest suite in Southwest Jacksonville

4.89 out of 5 average rating, 253 reviews

Stylish Private Master Suite With Private Entrance

PLEASE READ BEFORE BOOKING: *This suite is apart of a duplex. It is attached to another Airbnb, however this Airbnb space is NOT shared with others. You will have this private place to yourself and just your guest will be in it with you. We all stayed at places while on vacation in cities that are far from entertainment at least once. The Riverside area is full of different restaurants, attractions, and entertainment options that will keep you full & entertained.

Guest favorite

A light-filled living area features a comfortable black sofa adorned with textured cushions. A round dining table with wooden chairs sits nearby. Natural elements are introduced through a potted plant and a woven light fixture, while a piece of artwork adds a touch of color to the wall.

Guesthouse in Springfield

4.99 out of 5 average rating, 133 reviews

Cozy Cottage in Springfield, Downtown Jax

🤍 We can't wait to host you! The Cottage on 4th is located in the eclectic Historic Springfield neighborhood in Jacksonville's urban core. Situated in close proximity to awesome restaurants, coffee shops, breweries, and entertainment venues. Located 1.5 miles or less from TIAA Bank Field, Daily’s Place, Vystar Veterans Memorial Arena, and 121 Financial Ballpark (Jacksonville Jumbo Shrimp stadium). 13 miles from JAX airport and 16 miles from the beach.

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, 238 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

Top guest favorite

A studio apartment featuring dark green walls and natural wood accents. A queen bed is adorned with a vibrant blue blanket, while lush plants and a cozy seating area enhance the ambiance. A kitchenette with dark cabinetry and nature-themed artwork offers a serene retreat.

Guesthouse in Riverside

4.96 out of 5 average rating, 274 reviews

Enchanted Forest: a Magical Luxury Studio

Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. Equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.

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.