Vacation rentals in Callahan

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.

5 out of 5 average rating, 206 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.

Tiny home in Jacksonville

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.

4.91 out of 5 average rating, 390 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.

Guesthouse in Southeast Jacksonville

A black wrought iron gate stands closed, providing access to a paved path leading to the guest suite. White siding is visible on the adjoining building, while nearby greenery contributes to a natural setting. The scene is set under a clear blue sky.

4.92 out of 5 average rating, 271 reviews

Studio Suite in Beautiful Central Neighborhood

Studio guest suite with queen bed and kitchenette in beautiful Miramar neighborhood, just 5 minutes from historic San Marco. Close to restaurants, grocery, MD Anderson Cancer Center and Wolfson Children's Hospital. Owners live in main house on site but suite has its own private entrance and parking. You will have access to an outdoor dining space and fenced in backyard. Dogs live on premises but will not interfere, although you may hear barking. Sofa bed available if needed, please inquire.

Camper/RV in Jacksonville

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.

4.97 out of 5 average rating, 190 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

4.96 out of 5 average rating, 396 reviews

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

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.

Tiny home in Jacksonville

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.

4.94 out of 5 average rating, 199 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.

5 out of 5 average rating, 112 reviews

A welcoming entrance features a beige exterior wall with a neat stairway ascending to the apartment. A potted plant adorns the side, while a doormat with 'Welcome' text creates an inviting atmosphere. Natural light filters in through the open door, highlighting the entryway.

Loft in Avondale

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.

4.88 out of 5 average rating, 104 reviews

Villa in Jacksonville

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.

Guest suite in Southwest Jacksonville

A softly illuminated walkway is visible, guiding towards a fence and greenery. The path is bordered by fresh landscaping, with subtle lighting that enhances the serene outdoor atmosphere during the evening.

4.89 out of 5 average rating, 247 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.

4.98 out of 5 average rating, 101 reviews

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

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, 230 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.

4.99 out of 5 average rating, 232 reviews

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

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

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Callahan vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Callahan

Condo in Fernandina Beach

The living area features a spacious arrangement with soft white sofas and a natural fiber rug. Large windows allow abundant natural light and views of the surroundings. A farmhouse dining table is visible in the background, enhancing the area’s inviting layout.

4.87 out of 5 average rating, 181 reviews

Best Ocean View Condo on the Island

NicoleRating, 5 stars1 month ago

We had a wonderful stay! The condo was very spacious and perfect for our trip with another family. The two toddlers had a great time running around, and we didn’t have to worry because it was very kid friendly. It was about a five minute walk to the beach, and the provided beach supplies were a great perk of the listing! It was awesome to have access to a beach wagon to carry all of our stuff. We would definitely recommend and stay again!

5 out of 5 average rating, 35 reviews

A sandy beach stretches along the shoreline, with gentle waves rolling onto the shore. The water reflects shades of blue and green under a clear sky, while soft clouds add dimension to the atmosphere. Footprints are visible in the sand leading towards the water.

Home in Fernandina Beach

WOW* Beach* Pool* Golf Bungalow!

ZacharyRating, 5 stars3 days ago

Absolutely phenomenal stay! The place was spotless, stylish, and had everything we needed for a perfect trip. The host was incredibly responsive and went above and beyond to ensure we felt welcome. The location was ideal, close to all the best spots, yet quiet and relaxing. Couldn’t have asked for a better experience. 5 stars all the way!

4.93 out of 5 average rating, 104 reviews

Cottage in St. Marys

The Green House Cottage Pets OK Walk 2 Waterfront

KellyRating, 5 stars3 weeks ago

We absolutely loved it and they were super pet friendly which was a HUGE plus for us. Will definitely stay here again!

An aerial view showcases a spacious swimming pool surrounded by manicured grass and gardens. A covered patio area features colorful loungers and an umbrella, while palm trees provide natural greenery. The layout emphasizes relaxation and outdoor leisure, perfect for family gatherings.

4.9 out of 5 average rating, 146 reviews

The Pink Cabana

EllieRating, 5 stars1 week ago

Tannis was the best host ever! She was so very helpful with any and everything!! She made the home so beautiful and it felt like home. My group and I couldn’t have asked for a better home and host. Also, the pool is immaculate!

4.88 out of 5 average rating, 8 reviews

Two hanging chairs with plush cushions are positioned near a heated pool, surrounded by a paved patio. Comfortable outdoor seating with blue cushions is visible in the background, and a large umbrella provides shade. Lush greenery and a clear sky enhance the serene outdoor setting.

Home in Beaches

Family Beach Getaway w/ Pool & Sports Playground

MichelleRating, 5 stars2 weeks ago

Our family thoroughly enjoyed our stay, the backyard was a complete oasis, my daughters and their boyfriends/husbands are in their 20’s and they had as much fun in the backyard as a kid. I had a couple questions while there and host always responded quickly. Great memories made. Thank you

4.97 out of 5 average rating, 115 reviews

Townhouse in Beaches

200 ft to toes in the sand! Restaurants! Shopping!

TracyRating, 5 stars1 month ago

This place was exactly as described and very clean. There were a lot of extras for the beach and a wagon to pull to them in. It exceeded our expectations. The three full bathrooms in each room is a plus. The kitchen had everything we needed. Elizabeth was a great communicator and took great care to ensure our stay was perfect. We would definitely stay here again!

A kitchen countertop is organized with a turquoise coffee maker, accompanied by a glass jar of coffee pods and a white sugar bowl. An orchid adds a touch of nature, while cookware and utensils are neatly arranged in the background.

4.9 out of 5 average rating, 59 reviews

Lovely and spacious Florida get away

TyheshiaRating, 5 stars3 weeks ago

Great place to stay! Very clean and comfortable. Felt at home.

An elegant dining area is presented, featuring a long glass table surrounded by soft, upholstered chairs. Fresh plants are placed at the center, and neatly folded napkins adorn each setting. Natural light filters through a large window, complemented by plantation shutters.