Holiday rentals in St. James Island

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Top-rated holiday rentals in St. James Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious waterfront home is depicted, featuring a screened porch and a metal roof. Lush greenery and golden grasses surround the base of the house, while calm waters extend across the foreground. The structure is elevated on stilts, providing an inviting appearance.
Home in Crawfordville
4.97 out of 5 average rating, 132 reviews

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.

Top guest favourite
A charming elevated beach house is surrounded by sandy terrain and swaying palm trees. A wooden deck with blue and yellow chairs provides a relaxing spot to enjoy the sun, while a hammock hangs nearby for added comfort. Steps lead up to a spacious covered porch.
Home in Panacea
4.97 out of 5 average rating, 148 reviews

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.

Guest favourite
Home in Alligator Point
5 out of 5 average rating, 7 reviews

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.

Guest favourite
A spacious living area within an A-frame home features large windows offering views of the river. Two couches and a wooden coffee table provide comfortable seating. A spiral staircase leads to the loft. A gas fireplace and television are also visible, enhancing the welcoming atmosphere.
Home in Carrabelle
4.92 out of 5 average rating, 25 reviews

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

Guest favourite
A serene sandy area features three Adirondack chairs in green and white, facing towards the calm waters of the Gulf. A wooden fishing pier extends into the water, bordered by lush greenery and palm trees, under a clear blue sky.
Townhouse in Carrabelle
4.9 out of 5 average rating, 132 reviews

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.

Superhost
Townhouse in Carrabelle
4.91 out of 5 average rating, 120 reviews

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!

Guest favourite
A serene sunset is captured over calm waters, with soft hues of orange and pink reflecting on the surface. Silhouettes of palm trees are visible in the foreground, enhancing the tranquil coastal setting.
Apartment in Carrabelle
4.88 out of 5 average rating, 145 reviews

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).

Superhost
A beachfront home stands amidst tall trees, featuring a sandy area leading to the water's edge. Several lounge chairs are arranged on the beach, inviting relaxation, while the house’s elevated structure provides ample space beneath for enjoyable gatherings.
Home in Carrabelle
4.9 out of 5 average rating, 127 reviews

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.

Guest favourite
A serene beach scene presents gentle waves lapping at the sandy shore. The sky is painted with soft hues of pink and purple as twilight approaches, reflecting calming colors on the water's surface. The tranquil setting invites relaxation and contemplation.
Home in Alligator Point
4.94 out of 5 average rating, 72 reviews

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!

Top guest favourite
The open indoor living space features a light wood dining table surrounded by white upholstered chairs, complemented by a cozy pull-out couch in a soft blue hue. The kitchen is fully equipped with white appliances, and decorative fish art adorns the walls.
Home in Panacea
5 out of 5 average rating, 38 reviews

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.

Guest favourite
A wooden dock extends into the calm water, featuring several posts topped with birds. Sunlight reflects off the water's surface. The distant horizon is visible, enhancing the serene waterfront setting.
Home in Carrabelle
4.98 out of 5 average rating, 40 reviews

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

Guest favourite
A cottage with a screened porch is nestled along the banks of a tranquil pond, surrounded by lush greenery and tall trees. The exterior features a mix of natural wood and metal roofing, offering a rustic charm. The calm water reflects the surrounding landscape.
Holiday home in Apalachicola
4.86 out of 5 average rating, 101 reviews

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