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
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
The coastal home features a two-story structure with a welcoming front porch adorned with wooden railings. The exterior showcases a blend of light and dark shades, framed by lush greenery and tall pine trees. The landscaped yard presents tropical plants and a sandy path leading to the entrance.
Home in St. Teresa
5 out of 5 average rating, 23 reviews

Flip Floppin' - Steps to Beach & Resort Style Pool

Welcome to Flip Floppin' your dream coastal getaway on the Forgotten Coast! This stunning, meticulously designed home combines modern luxury with beach charm and is just steps from the pristine sands of Summer Camp Beach in St. Teresa, FL. The spacious home features a king-sized master bedroom, 2 queen-sized guest suites, along with 2.5 modern bathrooms, all designed with coastal elegance in mind. Book now for a peaceful escape and experience the tranquility of Florida’s Forgotten Coast!

Top guest favourite
A beachfront home elevated on pilings is showcased at dusk. The structure features a deck with railing and outdoor seating. Large boulders and scattered rocks surround the sandy shore, while the calm water reflects the soft pastel colors of the evening sky.
Holiday home in Alligator Point
4.98 out of 5 average rating, 85 reviews

Come full circle at Medart Manor in Alligator Pt.

Enjoy the breathtaking views of the Gulf from sunrise to sunset in this charming beachfront home! This home has been completely remodeled to enhance the enjoyment of your visit. From a fresh cup of coffee when you watch the sunrise, to the smell of the grill and a cocktail as the sun sets, you won't get any closer to the Gulf in Alligator Point! Amenities including indoor/outdoor audio, streaming services, DVDs, games and more. Perfect for a long weekend getaway or a fun week with the family!

Top guest favourite
A spacious outdoor deck with white railings overlooks a sandy beach and calm waters. A set of turquoise chairs is positioned near the shore, surrounded by palm trees. Stairs lead down from the deck to the beach area, enhancing accessibility to the oceanfront.
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
Home in Carrabelle
4.8 out of 5 average rating, 15 reviews

NEW Nature Coast Vacation Home

Relax with your family in our new vacation home on Florida's Nature Coast! This stunning home offers the perfect blend of luxury and comfort, with easy access to coastal dining, beaches, parks, walking trails, and a variety of outdoor sports activities. The fully furnished kitchen, dedicated office space, and screened back porch with a grill make this home a true gem for families looking to relax and unwind. Enjoy breathtaking views of the lush golf course right from your own backyard.

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
This modern kitchen features white cabinetry, stainless steel appliances, and a spacious island with seating. The open layout allows for a view into the living area, while two patterned rugs add a touch of comfort to the wood-look flooring.
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
Apartment in Carrabelle
4.88 out of 5 average rating, 146 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
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
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

Popular amenities for St. James Island holiday rentals