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, 210 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.

4.9 out of 5 average rating, 397 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.

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, 196 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, 398 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.

Apartment in Southwest Jacksonville

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.

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.

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.

4.95 out of 5 average rating, 203 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.

4.94 out of 5 average rating, 278 reviews

A wooden pathway is visible, leading through a neatly enclosed area bordered by light-colored wooden fencing. The pathway features a smooth transition with planks arranged in a zigzag pattern, providing access to outdoor spaces within the property.

Tiny home in Yulee

Back In Time

This is a unique 200 ft small tiny house with a covered porch with 2 rocking chairs for enjoying the outdoors. It is decorated with family antiques even a 4 ft claw foot tub turned into a shower.... If you want the feel of a nice relaxing country atmosphere with woods and nature this is the place for you. We live on a dead end rd which is quite and very safe. Our 2 story house is next to the tiny house but you have your own space and yard. Your privacy is respected at all time.

4.88 out of 5 average rating, 105 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.

Guesthouse in Springfield

An outdoor picnic setup features a low wooden table surrounded by soft cushions. Fresh flowers sit in a vase, while candles and glassware are present. A basket holds drink options. A lush green lawn and soft fabric underlay create a welcoming atmosphere.

5 out of 5 average rating, 128 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.

4.98 out of 5 average rating, 105 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, 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.

4.99 out of 5 average rating, 234 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

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Popular amenities for Callahan vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Callahan

The kitchen features modern cabinetry and white countertops. Stainless steel appliances are arranged for convenience. Natural light enters through a window, illuminating the space. A sliding barn door leads to another area, complemented by simple decor enhancing the overall functionality.

4.94 out of 5 average rating, 16 reviews

Family Retreat by the Pond

SophiaRating, 5 stars3 weeks ago

This is the best Airbnb experience my family and I have ever had. We plan to rebook next year! It was a last minute accommodation and everything went smoothly. It is literally a hidden gem. I didn't even know there was a pond until I tapped the listing. the beds and blankets were so comfortable. altogether we caught 15 fish! we had an amazing vacation. thank you so much!

A serene outdoor seating area is shown next to the river, featuring a small wooden deck with a table and two chairs beneath a navy umbrella. Tiki torches line the edge, providing subtle lighting, while the calm water reflects the greenery and golden hues of the setting sun.

4.86 out of 5 average rating, 44 reviews

Jacksonville River House w/ Breathtaking Views!

GloriaRating, 5 stars1 week ago

The house was perfect for out family vacation. All the room were exactly as shown and each room had an extra blanket, this is important because the AC worked really good. There were plenty of towels for everyone and kitchen items were perfect. I was able to cook just like I was at home. The pool table was great competition for us to play and the backyard area was peaceful and beautiful. Brandon was very helpful any time I reached out. Even brought over some Tiki oil for us to use. This place was perfect to relax and enjoy jacksonville with your family.

Guesthouse in Jacksonville

An inviting swimming pool features a unique unicorn float, surrounded by lounge chairs and shaded by a large umbrella. The pool area is enclosed by black fencing, with a serene view of the surrounding landscape and clear blue skies overhead.

4.99 out of 5 average rating, 85 reviews

Farmhouse luxury, you'll never want to leave

BenjaminRating, 5 stars2 months ago

Great host, beautiful property we enjoyed our stay!!

Superhost

A cheerful yellow front door welcomes guests, framed by a white border that contrasts with the grey wood siding. A pair of glass panels allows sunlight to enter, while a rustic light fixture hangs nearby. Two steps lead up to the entrance, situated beside a tree.

4.82 out of 5 average rating, 39 reviews

Simple, Cozy Stay by I-10 & 295. No chores!

TawainRating, 5 stars1 week ago

Loved it. I could really see myself staying more than one night. Honestly, I could be there long term, if that was an option...😉😉😉 I'm really a nitpicky person, and couldn't find not one thing to nitpick about. So far, I've stayed in three Bnb's, and this will always be my top choice. Tried to researve for this Saturday 21JUNE25, but someone beat me to it...😩😩😩. I can honestly say, anyone better get it while the getting is good.

Superhost

A hammock is suspended between two trees, offering a serene spot for relaxation. The sandy area surrounds the hammock, with lush green vegetation and trees nearby. The calm water of the river is visible in the background, creating a peaceful outdoor environment.

Home in Folkston

4.6 out of 5 average rating, 114 reviews

River getaway on the saint Mary’s with boat ramp

KristinRating, 5 stars1 week ago

Just vacationed here for the 3rd time and looking forward to the 4th! awesome spot, accommodating and very relaxing. really love coming and bringing my family here!

5 out of 5 average rating, 67 reviews

A spacious covered lanai is showcased, featuring a comfortable seating area with a sectional sofa and decorative cushions. A pool table is positioned to one side, while the landscaped backyard and pool are visible, surrounded by tropical greenery. Ceiling fans are installed for added comfort.

Home in Murray Hill

Oasis in the Hill

ShanequaRating, 5 stars1 week ago

This house was everything you could hope for! The beds alone were a dream to sleep in, we were amazed how comfy they were. The host put so much thought and detail into everything, such as the labels, the towels, the wood for the fire or the recommendations of restaurants and nightlife. We were celebrating a birthday and the pool was the icing on the cake! 10/10 experience, thank you so much!!!

5 out of 5 average rating, 45 reviews

A close-up of a brown hen is captured, exhibiting feathers in rich earthy tones. The hen is positioned in a grassy area, with autumn leaves scattered in the background, highlighting the natural farm setting.

Guesthouse in Folkston

Railroad Retreat on the Lake

DavidRating, 5 stars1 week ago

Casey's place is amazing. Very private and quiet, even with the active railroad about 100 feet away. You can hear the trains coming but after a couple you don't even notice. They didn't interrupt our sleep at all. This Airbnb is a must do visit. It's absolutely adorable! We highly recommend it.