The 30 Best Island vacation rentals in Tallahassee, Florida

Solitude, located on St. George Island in Florida, is a premier real estate and travel agency offering unparalleled experiences for those seeking a peaceful and serene getaway. Nestled at 2351 Christopher Place in Tallahassee, Florida, Solitude specializes in providing luxurious vacation rentals and prime real estate opportunities on the pristine St. George Island. Whether you are looking for a tranquil beachfront retreat or a stunning waterfront property, Solitude has the expertise and resources to make your dream a reality. With a commitment to exceptional service and attention to detail, Solitude is your go-to destination for all your real estate and travel needs on St. George Island.

Anchor Realty Florida, located at 131 Franklin Boulevard in Eastpoint, Florida, is a premier real estate agency specializing in luxury beachfront properties in Northwest Florida. With over 50 years of experience, Anchor Realty Florida is your key to finding the perfect property in St. George Island, Santa Rosa Beach (30A), Destin, Port St. Joe, Cape San Blas, Tallahassee, Panama City Beach, Pensacola, and beyond. Whether you're looking for a vacation home, investment property, or permanent residence, our team of experienced agents is here to help you every step of the way. Visit one of our office locations in Pensacola, St. George Island, Port St. Joe, or Tallahassee to start your real estate journey today.

The Old Carrabelle Hotel is a charming historic inn located at 201 Tallahassee Street in Carrabelle, Florida. Originally founded in 1900, this unique lodging option radiates laid-back Key West style on Florida's Forgotten Coast. Just steps away from Carrabelle Harbor and a short distance from the beach, The Old Carrabelle Hotel offers a peaceful retreat for visitors looking to create unforgettable vacation memories. With five themed hotel rooms featuring private baths, as well as inviting living and dining room areas, guests can experience a one-of-a-kind stay at this historic inn. The property boasts a lush Key West courtyard with outdoor seating, a gas grill, and a wet bar, perfect for relaxing and unwinding.

Seaside Cottage is a newly remodeled 4 bedroom, 2 bath bay front beach cottage located at 2732 Highway 98 West, Carrabelle, Florida. This charming cottage offers a perfect blend of old Florida charm and modern luxuries. The kitchen is equipped with stainless steel appliances, while the living room features a flat screen smart TV and WIFI. With plenty of seating space, you can enjoy panoramic views of the bay while dining at the large dining room table. The cottage sleeps 8 comfortably, with one full bathroom inside and another outside for easy beach cleanup. Just steps from the back deck, you'll find your own oasis. The surrounding area offers plenty of attractions, including Tate's Hell Nature Trail, the Historic Carrabelle Lighthouse and Museum, Camp Gordon Johnston World War II Museum, Dog Island Ferry excursions, charter fishing, kayaking, cycling paths, guided boat tours at Wakulla Springs, and more. Nearby amenities include St. James Bay Golf Course and Resort, the Crooked River Grill, and various local seafood eateries. Just a little over an hour's drive from Tallahassee and twenty minutes from St. George Island and Apalachicola, Seaside Cottage is the perfect retreat for those looking to explore the "Forgotten Coast." Please note that there is a 3-night minimum stay requirement from April through June and a 7-night minimum stay requirement with a Saturday-Saturday booking from July 1st-September 30th. Please be aware that there is a strict no refund policy for cancellations.

Welcome to Anchor Realty Florida, your premier destination for luxury beachfront real estate in Northwest Florida since 1962. Located at 225 North Pace Boulevard, Suite 111, Pensacola, FL 32505, our agency specializes in connecting you with the finest properties across the region. Whether you're seeking a stunning home along the pristine shores of St. George Island, the vibrant communities of Santa Rosa Beach (30A), the bustling locale of Destin, or the serene landscapes of Port St. Joe, Cape San Blas, and beyond, we have you covered. Our expertise extends throughout Escambia and Santa Rosa Counties, as well as the picturesque areas of Apalachicola, Carrabelle, and Mexico Beach. We also serve the broader Tallahassee region, including Southwood and Crawfordville. At Anchor Realty Florida, we cater to diverse real estate needs, offering a wide array of properties such as hotels, strip malls, single stores, apartments, and industrial properties.

Welcome to Anchor Realty Florida, your premier destination for luxury beachfront real estate in Northwest Florida. Since 1962, we have been dedicated to helping clients find their dream properties across stunning coastal locations such as St. George Island, Santa Rosa Beach (30A), Destin, Port St. Joe, Cape San Blas, Tallahassee, Panama City Beach, Pensacola, and beyond. Located at 230 Reid Avenue, Port St. Joe, Florida, our Port St. Joe office is at the heart of one of Florida's most beautiful coastal communities. Whether you are looking to buy or sell a home, invest in commercial properties like hotels, strip malls, or industrial spaces, or explore opportunities for apartments and single stores, our expert team is here to guide you every step of the way.

Welcome to Estero Homes For Sale, your premier real estate agency located in the heart of Estero, Florida. Situated at 20352 Ardore Lane, Estero, FL 33928, our dedicated team of real estate professionals is committed to helping you navigate the vibrant Estero real estate market with ease and expertise. As the #1 real estate agents in Estero, we specialize in finding the perfect single-family homes for our clients, whether you're a first-time homebuyer, looking to downsize, or seeking a luxurious vacation retreat. Our extensive knowledge of the local market ensures that we can offer personalized guidance tailored to your specific needs and preferences.