Vacation 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.

Serenity and Amazing Views - Home on River w/ Pool

Beautiful House: Quiet with all amenities on deep water with pool. 12 minutes from Jax Airport, 5 min from Zoo and 10 min from Cruise Ports. Jax Beaches are just a short beautiful drive. Downtown, Stadium, Arena etc. 10 min Lounge on the deck or sit pool side while watching the sunrise/ sunset. Bring your kayaks and paddle across the river to the zoo, or find sharks teeth on the river islands. Fish off the dock and catch some of Florida's best: Reds, Trout, Flounder, Snapper, Blue Crabs.

Sweet Home in Northside of Jacksonville, FL

Welcome to our brand-new, family-friendly Sweet Home on the Northside of Jacksonville, FL. This charming 3-bedroom, 2-bath home is conveniently located near the airport and shopping centers, putting everything you need just minutes away. It’s ideal for families or groups looking for a cozy retreat close to popular attractions such as the Jacksonville Zoo, the Jaguars stadium, River City Marketplace, and it’s only about 25 miles from Jacksonville’s major beaches. Come and enjoy your stay.

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!

Florida Riverfront Sunrise | Fish, Boat, Unwind

Welcome to Sunrise Suite — a private 2,000 sq ft retreat with breathtaking sunrise views and no shared indoor spaces. Located above the garage, this spacious guest suite features one bedroom, one bathroom, and three comfortable beds within an airy open layout. Large windows fill the space with natural light, creating the perfect place to relax and recharge. Nestled in nature yet minutes from Jacksonville International Airport and major highways for easy access.

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