Holiday rentals in Callahan

Easy Breezy Bungalow

This charming historical bungalow with views of Trout River and Rolliston Park is situated in a peaceful natural setting, yet is convenient to I-95, Jacksonville International Airport, JAXPORT Cruise Terminal, EverBank Stadium (home of the Jacksonville Jaguars), VyStar Ball Park, Dailey's Place Amphitheater, and the Jacksonville Zoo. The owners live nearby and are available to welcome and assist you. A fifth guest will be comfortable on the sunroom daybed. Please note: This is NOT a party venue.

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.

Visit Amelia Island, Florida; entire home-3 bedrm

Guest have access to the entire home. It is a remodeled singlewide mobile home on 1/4 acre. We are within 10 miles to: Amelia Island, Fernandina Beach, theaters, golf courses, putt-putt, historical downtown Fernandina and the oldest saloon in Florida-The Palace Saloon. We are within 20 miles to the air port (JAX) and Jacksonville Zoo and we are within 30 miles to the Jaxport Cruise Terminal. Other attractions: Fort Clinch River Cruises kayak tours offshore fishing beaches Cumberland Island

Trout River Getaway

The Trout River Getaway is a cozy house directly on the beautiful Trout River nestled under the canopy of some big old shady trees. Watch the pelicans, herons, seagulls, or osprey right in front of you and enjoy the sunsets or some barbecue on the deck in the back . The house is newly renovated with modern interior. Access to I-95 and I-295 is round the corner. The location is close to the airport, the nice parks along Jacksonville coastline, the Zoo, downtown, the stadium and the beaches.

Sugarberry Tiny Home on 2.5 Acres with Pond/Patio

Relax at this quaint and laid-back getaway located close to restaurants, airport, cruise terminal and major highways. The property is near nature preserves and state parks that are ideal for hiking , fishing and boating 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.

Holly’s Haven at Puskita Oaks ! Close to Airport

Escape to our charming tiny house getaway, Holly’s Haven @PUSKITA OAKS in Jacksonville is close to the airport. This haven offers a tranquil & country setting with easy access to Jacksonville's populer downtown area and only 15 minutes to Riverside Marketplace & all major highways. Our relaxing retreat is on 4 acres with Grand Oak trees and lots of natures beauty to enjoy. Only 40 minutes to all beautiful beaches. Pets under 40 lbs are welcome but must not be left alone during your stay.

Fenced 4 bdr House Airport, Cruise, Zoo & Beaches

The house was built in 2023, with 4 bedrooms, 2 baths, full kitchen, living/dining room and laundry. There’s a 6 car parking lot + a 2 car garage. Trailers and RVs are welcome (driveway is 60ft long). The back of the house has a fully fenced backyard with a fire pit and grill. In total, 8 people could fit comfortably, though up to 9. If you're staying over the duration of 28 days and would like something added, please let me know. I'll do my best to accommodate all my guests!

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.

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

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.

Disney Fort Wilderness Cabin – The Outpost

Escape to a rustic North Florida cabin less than 10 minutes from I-95 and just 30 minutes to Fernandina Beach & Amelia Island. Surrounded by peaceful woods and close to state parks, this cozy retreat offers Roku TVs, outdoor seating, and a charcoal grill. Perfect for relaxing, exploring nature, or enjoying dining and shopping nearby — the ideal blend of seclusion and convenience.

The Pink Cabana, private pool, sleeps up to 10

DUE TO OUR SONS EPI PEN SEVERE ALLERGY, NO PETS/ANIMAL onsite 3 bedroom, 2.5 bath home, with a separate Casita king Barbie suite. This home boasts one of the largest private pools in Jacksonville! All the ammenities to make your vacation stress free at no additional charge including beach chairs, coolers, beach towels, coffee bar, pancske supplies and more