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, 215 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, 405 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, 205 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

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, 403 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, 207 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

The studio features a spacious bed with a light-colored blanket and decorative pillows. A cozy sofa sits in the corner, accompanied by a coffee table. Green plants are placed throughout, and ample natural light enters through a window, complemented by thoughtful décor on the walls.

Apartment in Jacksonville

5 out of 5 average rating, 106 reviews

The Cozy Basement in San Marco

Make yourself at home in this studio-style apartment located in a quiet neighborhood with a kitchenette and full bathroom that features modern updates. Centrally located, less than 5 minutes from historic downtown San Marco with trendy restaurants and shopping, just minutes away from all the shops and nightlife in the village square. Less than 15 minutes to Riverside and downtown Jacksonville including multiple hospitals. Also only 30 minutes from the airport and beaches.

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

4.78 out of 5 average rating, 236 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, 235 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

4.97 out of 5 average rating, 258 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.

Superhost

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, 100 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, 110 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.

Top guest favorite

A modern kitchen space features a round dining table with woven chairs, set with dishes and glassware. A soothing green wall and natural light from the window enhance the atmosphere. Open shelves display kitchenware, while a stainless steel refrigerator adds a contemporary touch.

Guesthouse in Murray Hill

5 out of 5 average rating, 128 reviews

Hip + Modern Florida Hideaway

Located in historic Murray Hill, our Florida hideaway is a fully renovated hip and stylish private guesthouse brimming with natural light and great vibes! Each room is keenly decorated with high-end modern furniture along with curated vintage art and decor. This space is packed with character and provides all the comforts of home.