Holiday rentals with a patio in Wakulla County

The exterior of the cottage is illuminated at night, showcasing a covered porch with seating arrangements. The American flag is displayed prominently, and a steeple is visible in the background, enhancing the charming presentation of the property.

5 out of 5 average rating, 84 reviews

Pelican Cottage

Enjoy the convenience of Crawfordville's town center at the Pelican Cottage (Sister to the wheelchair friendly Oyster Cottage). Cute, cozy, and comfortable. St. Marks, Shell Point, and Panacea are just south, and St. George Island & Apalachicola are one hour west. Enjoy seasonal fruit from the orchard. If you love coffee like we do there are two coffee trailers only a few minutes away, as well as a sit down coffee shop. If you're looking for your dream home, drop by Coast to Pines next door.

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.

4.97 out of 5 average rating, 118 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.

The exterior view showcases a welcoming porch with wooden railings and overhead fans. The entrance is framed by palm and leafy plants, offering a glimpse into the light-filled interior through large sliding glass doors.

4.88 out of 5 average rating, 89 reviews

Relax and Play in Dreamy Lake Ellen Getaway

Picture yourself kicking back in a rocking chair in the light drenched sunroom, as the sun dips over peaceful Lake Ellen. A place to unwind and relax, or bring the whole family for swimming, boating and exploring. The 2 main bedrooms have their own screened in porches to enjoy your morning coffee, or just soak it all in. Let singing songbirds escort you just steps away, under sweeping spanish moss to dip your toes in spring fed Lake Ellen. A quiet boat ramp, dock and swimming area await you.

A single-story yellow house with a small porch is shown. The front yard features decorative plants and mulch. A garage is visible on the right side, and the driveway leads to the front door. Trees are visible in the background under a clear blue sky.

5 out of 5 average rating, 36 reviews

McMahon's Tail-Waggin' Retreat

Kick back and relax in this calm, stylish space! What You'll Love: Dog-Friendly – 1/2 acre fenced yard w/dog door Modern Comforts – Newer appliances Outdoor Relaxation – Fire up the grill and enjoy a cookout in the spacious backyard! Prime Location – Close to Tallahassee, parks, beaches, world-class fishing spots, and the scenic Wakulla River. Whether you're here for a weekend escape, a work trip, or an extended stay, this home offers the perfect blend of comfort, convenience, and adventure.

4.95 out of 5 average rating, 214 reviews

An A-Frame cabin is depicted, featuring a wooden deck with a railing and an entrance adorned with a red door. Lush green trees surround the cabin, enhancing the natural setting. A flag is displayed on the balcony, adding a touch of character to the exterior.

Cabin in Tallahassee

Coastal City Cabin: a Cozy Florida Getaway A-Frame

Picture this.. Spend the day fishing out on the coast or swimming in the world's largest freshwater spring then some fun in town with great eats & live music! Finish the night with a hot tub soak under the stars. No worries, you can do it all again tomorrow! Conveniently nestled between Tallahassee and the 'Forgotten Coast', our cabin is a perfect match for your adventure-filled vacation. A quick 15 minute ride from the Tallahassee airport has you enjoying the sunset from our rocking chairs.

4.92 out of 5 average rating, 150 reviews

A welcoming sign displaying 'Sunset Isle' is positioned among palms and lush greenery. The natural surroundings create a pleasant entrance to the community, with soft grasses and vibrant foliage flanking the sign.

Tiny home in Carrabelle

Island Time Cottage.

Paradise awaits you in this rustic getaway. Island Time a located on Timber Island in a gated community on Carrabelle River. Mile to town & Carrabelle Beach. PCB 1.5 hour, St George Island, Apalachicola, Cape San Blas & Mexico Beach as you make your way. All you need on the Forgotten Coast. Carrabelle is known for the best fishing. The sunrises and sunsets are breathtaking from private boat dock or upper deck. Perfect for lil getaway for 2 or 4. Queen air mattress available upon request.

4.97 out of 5 average rating, 125 reviews

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

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.

5 out of 5 average rating, 48 reviews

The two-story beach house features a classic coastal design, with a light exterior and a welcoming front porch supported by white columns. An American flag is displayed, and greenery lines the gravel pathway, creating an inviting entrance.

Home in Saint Teresa

Fully Equipped Home 1-min Walk To Beach, Near Pool

Welcome to Silver Shores, your serene beach retreat! Just steps from the untouched sands of SummerCamp Beach, our 1800 sqft, 3/2.5 offers tranquility amidst Florida's natural beauty. Enjoy modern comforts, a well-equipped kitchen, and expansive porches for unforgettable gulf views. Explore local towns, dine on fresh seafood, and reconnect in this peaceful haven. Perfect for a romantic escape, a family vacation, or a retreat with friends. Book your stay and embrace the charm of Old Florida!

4.91 out of 5 average rating, 34 reviews

A modern home is presented with a light grey exterior and wide porch. A covered area offers sheltered seating, and the driveway features a gravel surface. Surrounding greenery complements the inviting facade, with a hint of blue from the porch overhang against a clear sky.

Home in Saint Teresa

Starry Night: 3,800sqft sleeps 16! 1-min to Beach!

This is a brand new home in the Summercamp Beach community. It includes access to the resort-style clubhouse and pool, as well as two miles of private beach on the Gulf of Mexico. It’s the perfect spot to unwind and relax. This home is dog friendly! The pet fee covers a deep cleaning required after any pets to ensure maximum cleanliness for the next guest. Please respect local leash laws, but feel free to bring your furry friend to the pet friendly beach. A maximum of two dogs allowed.

5 out of 5 average rating, 7 reviews

A modern kitchen is presented with sleek cabinetry and high-end appliances. A central island with seating enhances the space, surrounded by abundant natural light from large windows. Countertops are adorned with a glossy finish, complementing the warm wood flooring throughout the area.

Cottage in Panacea

Panacea SeaTower (1)

Be one of the first to stay in this newly built getaway, perfectly located in the center of all the action in Panacea, Florida. Just a short walk to the public boat ramp and two of the area’s most popular restaurants—Trident and Donkey’s—this home is ideal for boaters, food lovers, and adventurers alike. Home Features: • 3 spacious bedrooms: • Bedroom 1: King bed • Bedroom 2: Two queen beds • Bedroom 3: Two queen beds • High-speed Wi-Fi and Smart TV for all your streaming needs.

4.98 out of 5 average rating, 121 reviews

A white lighthouse stands tall against a clear blue sky, surrounded by vibrant greenery and palm trees. The structure is reflected in the calm waters of the nearby estuary, creating a serene natural landscape.

Home in Saint Marks

Luxurious River Paradise

You are only steps from the bicycle and hiking trail, River Preserve and Wildlife Refuge for birding, public boat launch to both the Wakulla and Saint Marks Rivers and Gulf for canoeing, kayaking, paddle boarding, motor boating, and some of the best fishing (fresh & saltwater) Florida has to offer! waterfront dining choices, San Marcos park and museum, Villages & General Store and only minutes drive to the Lighthouse, Econfina, Edward Ball and Natural Bridge Battlefield State Parks.