
Holiday rentals in St. James Island
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Top-rated holiday rentals in St. James Island
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Fisherman’s Oceanfront Dream Home w/Dock & Kayaks
35% discount for monthly stays, 15% for weekly. Million$$ views of Oyster Bay & Gulf from every room. Only 40 minutes to the Florida Capital, FSU, FAMU, TSC & the Tallahassee International Airport. Private dock, trailer parking & boat ramp. Screened porch & 2 walkout decks. Views from any room are breathtaking! Enjoy the hammocks under the house. Kayaks, fish cleaning station & crab trap are provided. With the well appointed kitchen, gas grill & laundry you will have everything you need.

Paradise Point! Direct Beachfront Florida Oasis!
Paradise Point is a Direct Beach front home perched on the shores of the Gulf of Mexico! This rare to find Beach House embodies relaxation and solitude. The white sand beach of Florida’s Forgotten coast is just out front. One of the most incredible locations for miles, the views and peacefulness are unrivaled. This is an elevated and updated Beach home with a Brand new appliance suite, custom granite counters & more updates. Wake to the sounds of waves on the beach just outside your door.

Toes in the Sand- a Gulf-Front Paradise
If you’re looking for a quiet area to soak in panoramic ocean vistas from the comfort of your living room, master suite, or enormous deck, this home is for you. With 3 bedrooms and 2 bathrooms at over 2,000 square feet, there is plenty of room to spread out, relax, and soak up the sun. Residential elevator can help you go to and front the carport to the main level. Step outside to your private outdoor oasis, where you can unwind with a sunset cocktail or let the kids play in the sand.

AFrame of Mind on Carabelle River & Beach
Immerse yourself in the Florida's Forgotten Coast experience enchanced by this iconic Carabelle River AFrame with a private fishing dock only 3 minute drive from Carabelle Beach. Bring your boat for offshore fishing or Dog Island trips & enjoy the overflow of parking space & short, 3 minute drive to the Carabelle's public boat ramps, marina & downtown. Sunbathing, fishing, kayaking, paddle boarding, biking, bird & nature watching haven. + ALL the fun & giddy of the A-Frame life

By the Sea
3 night minimum. This spacious, over 2,100 sq/ft condo, sits on the Gulf of Mexico with a 500 foot fishing pier at your doorstep. There are 10 by 20 foot decks overlooking the Gulf on both levels of the condo. Have morning coffee on the deck on the main level and enjoy the stars from the deck just off the master suite at night. Condo is on the end so you can see all the way down the coast. We are just a half hour from the best beach in the US, with a good public beach even closer.

Rivers Rae unit 2 - In the heart of Carrabelle
This fully top to bottom renovated two bedroom townhome sits in the heart of Carrabelle, FL. Just 3 short blocks away from the Carrabelle River and 2.5 miles from Carrabelle Beach. Whether you’re staying for the weekend or relaxing for a month-long getaway, this is the perfect place for you. With restaurants, live music, public boat ramps for fishing and boating to Dog Island and St George Island, charter fishing, war museums, lighthouse tours & BEAUTIFUL WHITE SANDY BEACHES!

St. James Sanctuary
This lovely condo on Florida's "Forgotten Coast" provides guest with a beautiful view and tranquility only seen in this area of Florida. Located in St. James in Franklin county, you are 44 miles from the Tallahassee airport, it is convenient to a big city, while set in a quiet, rural beach area. You are only minutes from St. James Golf club, Carrabelle (7 miles away with public beach), St. George Island, Panacea and Apalachicola. Swimming not recommended (more like a bay).

The Bella Beach Treehouse: New Pool. Kayak. Golf
A beachfront home nestled among the trees with a new pool addition March 2023. Enjoy your own private retreat on the Forgotten Coast, known for spectacular fishing, scalloping, kayaking, hiking. A Golf course is only a minute away. Fish from our backyard or relax on hammocks among the trees. Gorgeous ocean views from the living/dining room, bedroom and deck and a sandy beach perfect for sunbathing or creating memories around a beach fire. Plenty of parking for boat/RV.

4 Bedroom Gulf Getaway Ground Level Beach House
Escape to our 4-bed, 2-bath beach bungalow just 100 feet from the private beach and 1 mile from beautiful Bald Point State Park. Wake up to Gulf of Mexico views from the deck to spot dolphins, enjoy a well-equipped kitchen, and relax on the screened porch or large deck with BBQ and outdoor shower. The epic, vaulted-ceiling entertainment room features a large TV, board games, and upstairs deck! Don't miss out on unforgettable beach memories! Book your stay now!

Tiny Tides Waterfront Cottage
This newly updated, "Old Florida," cottage is a dream getaway for anglers and nature enthusiasts alike. Relax and enjoy the most breathtaking sunsets and panoramic views of the Ochlockonee Bay, experience the abundance of wildlife while fishing, boating, or kayaking, and completely unwind with Panacea's "embrace the pace" vibes. With its proximity to local beaches, trails, and public boat ramps, Tiny Tides truly offers the best of both relaxation and adventure.

Historic Driftwood Cottage Waterfront - Pets OK
Step back in time in this waterfront 1900's farmhouse on the bay. Heart-pine floors and marble countertops have that "Hemmingway" vibe. A mix of old and new feels warming! Enjoy the private dock and watch the sunset in this nature filled fishing town. 2 Kayaks included. Lanark boat ramp 1/4 mile away. Drop in your vessel at Lanark boat ramp and tie off on your own dock for the duration of your Driftwood Cottage Stay! Pet friendly 50 pounds or less

Pondhouse Paradise Only 1.3 Miles from Downtown
Waterfront cottage on your own private 3-acre pond just a couple of minutes from downtown Apalachicola! Grill fish you catch from your front porch, then take a sunset swim or kayak in total privacy. Fully equipped kitchen, outdoor shower, wifi, tv. Minutes away from restaurants, shops, art galleries, farmers market, museums and boat launches in Historic Apalachicola. Top-rated, pristine gorgeous Gulf beaches 20 minutes away. Pets welcome with approval!
Popular amenities for St. James Island holiday rentals
Other great holiday rentals in St. James Island

Pure Bliss

Palmetto Pearl: Hidden Gem of St. Teresa Beach

The Floridian, Old Florida Charm - Modern Comfort

Cozy Cove: A Peaceful Retreat for Two

Alligator Point beach cottage in the trees

Waterfront Home on the Gulf/sleeps 8/boat dock

Beachfront, 2 Balconies, fishing pier, wi-fi

Relax and Play in Dreamy Lake Ellen Getaway
Destinations to explore
- Seminole Holiday rentals
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- Tampa Bay Holiday rentals
- Florida State University
- Shell Point Beach
- Alfred B. Maclay Gardens State Park
- Cascades Park
- Story Lake
- Doak Campbell Stadium
- Fred O. Drake Park at Lake Ella
- St. Marks Lighthouse
- Dr Julian G Bruce Saint George Island State Park
- Railroad Square Art District
- Edward Ball Wakulla Springs State Park
- Tom Brown Park
- Bald Point State Park
- Tallahassee Automobile Museum
- Backwoods Crossing





