Vacation rentals in Callahan

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Top-rated vacation rentals in Callahan

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Top guest favorite

A modern bathroom features a freestanding soaking tub and a spacious glass shower with rainfall showerhead. Natural greenery decor enhances the ambiance. A dual-sink vanity with a mirrored back and elegant fixtures offers ample space, while soft towels are neatly arranged on a towel rack.

Home in Jacksonville

5 out of 5 average rating, 212 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 keyless entry system is mounted on the door, featuring a keypad with numbers 1 through 9. A sleek handle is positioned below the keypad, highlighting a modern design against the light-colored door surface.

Tiny home in Jacksonville

4.91 out of 5 average rating, 401 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 night view of a large pool surrounded by a beautifully designed patio. Softly illuminated lights reflect off the water, creating a serene atmosphere. A nearby outdoor kitchen and bar area is visible, adorned with string lights that add to the welcoming ambiance.

Camper/RV in Jacksonville

4.97 out of 5 average rating, 200 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 winding driveway leads toward a brick house, framed by lush greenery and mature trees. The expansive grassy area is neatly maintained, providing a spacious outdoor setting. A fence is visible in the background, enhancing the sense of privacy.

Apartment in Yulee

4.96 out of 5 average rating, 401 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 decorative pillow featuring a design of starfish rests on a lightly upholstered chair. The pillow has a soft white background with pale blue accents and coral piping, adding a touch of coastal decor to the seating area.

Apartment in Jacksonville

4.96 out of 5 average rating, 142 reviews

Val's Sanctuary. In-law-suite, private unit.

Take it easy at this unique and tranquil getaway with private entrance. Enjoy this peaceful rural country area on the screened porch with an evening tea. You can play some games or puzzles if you want to stay inside or Crochet on the front lawn to enjoy some fresh air & sunshine. We are 2.5 Miles from the WW Ranch Motorcross park. We don't have anything new but I can assure you it will be clean. Sorry we are not suited for children or pets, 2 guests Max. and check-in must be before 9PM.

Top guest favorite

A small round table is positioned against a light gray wall, accompanied by two wooden bar stools with padded seats. A simple plant hangs decoratively to the left, and a small decorative item sits atop the table.

Tiny home in Jacksonville

4.95 out of 5 average rating, 206 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

Villa in Jacksonville

4.88 out of 5 average rating, 107 reviews

Country villa pool hot tub game rm pond 2.5 acres

Take it easy at this unique and tranquil getaway. Ask about our couples discount. Our villa includes pond, pool, hot tub, game room, outdoor cooking area with industrial smoker, wood burning pizza oven, and gas grill. Oyster bar, fire pit area wood included. Kitchen has 2 coffee making options, air cooker and all other essentials. Full laundry with soap and dryer sheets. Parking space for your toys and camper. Security gate w/ fence completely surrounding the property.

Top guest favorite

A cozy studio interior is highlighted by a functional kitchenette with modern appliances. The seating area features a comfortable couch adorned with decorative pillows. Natural light enters through double doors, while a mirror and wall-mounted TV add to the space's functionality.

Guest suite in Yulee

4.98 out of 5 average rating, 109 reviews

A cozy studio in the beautiful Pirates Woods.

Take a break and unwind at this peaceful oasis. Private entrance to studio with private bathroom and kitchenette with a full size corner bed suitable for a single person or couple. Please note, no additional sleeping arrangements are available. No extra guests can be accommodated. The studio is private but attached to the house where other people live. One of our residents has a severe allergy so even though we love pets we cannot allow any animals.

Superhost

A countertop features a modern microwave alongside a Keurig coffee maker. A circular container holds assorted coffee pods. Above, a wooden sign reading 'Rise & Shine' adds a cheerful touch, complemented by a small artwork depicting a serene seascape.

Tiny home in Jacksonville

4.78 out of 5 average rating, 233 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 light switch cover, decorated with a vintage map design featuring a reptile illustration, is mounted on a heart-pine wall. The texture of the wood is visible, highlighting the rustic charm of the cabin.

Cabin in Kingsland

4.99 out of 5 average rating, 234 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 compact kitchenette features rustic wooden cabinetry and a stone wall backdrop. A forest mural adds a natural element, while a stainless-steel sink and essential appliances are visible. Utensils are neatly arranged, enhancing the workspace with a warm, inviting ambiance.

Guesthouse in Riverside

4.97 out of 5 average rating, 254 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.

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, 107 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.