
Holiday rentals in St. James Island
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Top-rated holiday rentals in St. James Island
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Romantic bayside apartment
If you’ve come for the views, you won’t be disappointed! The spacious and inviting master bedroom features large panoramic windows overlooking the private marina. Enjoy a super comfortable king-size bed with cozy linens and a private bathroom stocked with shampoo and body wash. From the huge windows of the newly renovated living area, you can admire the sparkling blue bay at any time of day. Right in front of the condo is Ochlocknee Bay. Mashes Sands, Alligator Point, Saint Theresa, and several other world-famous beaches are just a short drive away. Hiking and biking trails through the unique natural beauty of the river and forest are within walking distance. The marine biology lab of Florida State University is just a few blocks away. While the white sandy beaches and emerald-green waters of the Gulf Coast alone are worth the trip, who wouldn’t want to try fishing and enjoy some of the best seafood in the country? Whether from the shore or on a charter boat, there are plenty of opportunities to catch and savor fresh seafood. Or take a river cruise on the Ochlocknee or Wakulla Rivers. You might even spot manatees or “Old Joe.” Tubing over the deep blue springs or water skiing with friends rounds out the experience. In the mood for a fancy dinner? The local Angelo’s Seafood Restaurant is right next door! Just a five-minute drive away, you’ll find Trident, the newest and freshest restaurant in the area. The Civic Brewery in nearby Sopchoppy is also popular – with great food, cold beers, and regular entertainment. With so much to explore, you’ll still find plenty of time to relax. Our home is ready for you to feel completely at ease. A Keurig coffee maker ensures a refreshing start to your day. The kitchen is fully equipped to prepare meals. Enjoy a glass of wine on one of the two outdoor terraces. Guests also have access to a shared pool and tennis courts. Parking is always free and convenient. Our community is safe and secure. Please note the condo is located on the second floor and accessible only via stairs on both sides.

Sound Escape Waterfront
Forget your worries in this spacious and serene space.Fish off the pier or swim in the gulf. This 3 bedroom 2 bath home has plenty of space for your vacation Large kitchen, 2 king size beds 1 queen size bed and sleeper sofa The covered front porch is perfect for dinner overlooking the water. View of Dog Island is stunning with sunrise and sun set! Relaxing, peaceful, nature abundant setting that escapes the noise of the city. Sound Escape in The forgotten coast is your home away from home

Beauty and the Beach
This beautifully decorated home custom built in 2024, is centrally located and just a short drive to St. George Island. Walk across the street to your own private beach. Kids can find marine life in the tidal pools while everyone can fish, swim and walk along the sandbar. Two kayaks are provided for your enjoyment. Inside the house you will have a well equipped kitchen and comfortable living space with amazing views of the bay. Sit on the porch with a glass of wine and watch the dolphins.

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.

"Finest Kind" - Direct Oceanfront & Bay Access
Newly renovated beachfront bungalow with a captivating direct unobstructed (100 foot) oceanfront view. (note, directly in front of house is a rock wall - not beach.) Crowd-free public beach nearby & private bay right outside your door. Great location for star-gazing at night & beautiful ocean view sunrises & sunsets. Perfect location for fishing, kayaking, boating, bicycling & other beachside activities. Catch shrimp from the gulf & hook up in the bay only footsteps away. Outdoor Shower

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

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.

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.

Luxury Beach Front Cottage | Alligator Point FL
Welcome to our private beachfront cottage on beautiful Alligator Point! Enjoy direct access to your own private beach on the Gulf. Thoughtfully designed to comfortably accommodate up to 8 guests, the cottage is perfect for families, pets, groups, and extended stays. Amenities like kayaks, paddle boards, bikes & so much more are provided for a relaxing, carefree getaway. Please contact the host before booking if you have any questions or plan to have events or large gatherings.

Hooked on the Bayou! Scenic Waterfront
Waterfront “Hooked on the Bayou.” This unique rare find is beautifully tucked away with the most amazing coastal views! It’s the perfect place for couples, families, fishermen, photographers, artists, boaters, kayakers, and if you love Sunrise and Sunsets you will find them breathtaking. Your private dock is great for fishing, paddle boarding or Kayaking. Embrace nature, the sun, salt air and the beauty. Make your trip truly unforgettable, where the bayou meets the bay, beach & sea.

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, & the Tallahassee International Airport. Private floating dock & trailer parking. Screened porch & 2 walkout decks. Views from any room are breathtaking! Enjoy the hammock under the house. Kayaks, fish cleaning station With the well appointed kitchen, gas grill & laundry you will have everything you need. (boat lift not available)

Point Break- Take a break at the Point
Nested 2 blocks from Apalachicola Bay, 10 minutes from the Apalachicola River and 10 minutes from St George island, our cozy cottage is a new build that has all of the comforts of home. Four adults can stay comfortably with 2 very comfortable beds and 1 bathroom. We also have a fold out cot perfect size for a child. Our home is in a very quiet neighborhood located on a cul-de-sac and is a short driving distance from fishing, hunting, shopping and sight- seeing adventures.
Popular amenities for St. James Island holiday rentals
Other great holiday rentals in St. James Island

Drop Anchor

Dock, Boat Lift & Golf Cart on Alligator Point

Flip Floppin' - Steps to Beach & Resort Style Pool

Sunshine Beach Bungalow (aka Shore Beats Workin)

Reel Paradise beachfront House

Palmetto Pearl: Hidden Gem of St. Teresa Beach

lily’s Escaped, Waterfront, pool,fishing, golf

Rivers Rae unit 3 - In the heart of Carrabelle
Destinations to explore
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- Florida State University
- Shell Point Beach
- Alfred B. Maclay Gardens State Park
- Cascades Park
- Fred O. Drake Park at Lake Ella
- Doak Campbell Stadium
- Railroad Square Art District
- Dr Julian G Bruce Saint George Island State Park
- Mashes Sands Beach
- St. Marks Lighthouse
- Tom Brown Park
- Edward Ball Wakulla Springs State Park
- Bald Point State Park
- Tallahassee Automobile Museum
- Backwoods Crossing





