Holiday rentals with a pool in Wakulla County

River Paradise just south of Tallahassee!

Quiet, near (neighborhood access) Wakulla river setting on 1.5 private acres w/ access to the spring fed Wakulla River (a short drive or walk). This three bedroom, two bathroom house with front and back covered porches sits under a tree hammock and is just a short walk to the river and a quick drive to parks, rivers, beaches, and Tallahassee. This spacious, private home offers the perfect space for a getaway and is ideally located to explore the unique, rich, natural resources of North Florida.

Coastal Cottage- on the Bay

A nature lover’s paradise, the “Coastal Cottage” has it all!  Nestled on the edge of Dickerson Bay, it's located in a gated community with a pool, a pool house, a gazebo and a fishing pier. This stylish circular-shaped home comes with an open floor plan, lots of windows and natural light, many new upgrades, and the views are absolutely phenomenal! The home is within walking distance to waterfront restaurants and the Gulf Specimen Aquarium. A new home is being prepared for occupancy next door.

Relax at The Seagrass Cottage

Welcome to your coastal retreat on the Forgotten Coast, where modern luxury meets beach charm. This meticulously designed rental offers plush living spaces, stunning views, and a prime location just steps from the beach. Enjoy a spacious kitchen, outdoor grill, and a large patio for dining and s’mores. Rest in three king bedrooms or a fun bunk room. With kayaks, beach gear, a short 3 min. walk to the beach and community pool , your perfect beach getaway awaits. Book now for a memorable escape!

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.

Waterfront Renovated condo with sparkling pool

We completely renovated this condo in July 2020. Ground floor condo located at George’s Lighthouse Point on Ochlockonee Bay. Large back porch has a beautiful view of the boat basin & side view of the bay. Walking distance is Angela’s restaurant, regularly voted as one of the top 100 restaurants in Florida. Beautifully decorated 2 BR with 920 ft.². King size BR & bunk room with full-size beds. Updated kitchen with every day amenities. All new bathroom including new tiled shower and vanity.

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!

Bayside Oasis: Pool, Tiki Hut, Pickleball & Slip

- Spacious 40 ft Glamper with king bed, recliners and 2 sleeper sofas - Dock - Resort Pool - pickle ball - keyless check in - on-site parking for up to 2 vehicles - picnic table with waterfront views - fully equipped kitchen - smart TV in living room - 10 min to bald point state park - 25 min to ochlockonee river state park -15 min to alligator point Beach - 6 min to Mashes sands Beach -5 min to Mashes sands boat ramp - convenient to multiple local restaurants

Pure Bliss

Welcome to Pure Bliss. This beautiful beach house rental on the Forgotten Coast is a perfect family friendly retreat offering breathtaking ocean views. The open floor plan ensures a seamless flow between the living, dining, and kitchen areas, making it perfect for gatherings and quality family time. Whether you're here for a relaxing vacation or an adventure-filled getaway, our beach house on the Forgotten Coast offers all the amenities you need for memorable stay.

River Sanctuary Retreat

A newly renovated modern style spacious space for 2 people. It is close to Ochlockonee State Park, where time stands still on the banks of the river, allowing guests to experience the real Florida. The diverse wildlife inhabits the area, and there is a small shared pool onsite. Additionally, there is a river swimming area half a mile away and the ocean a few miles away. The space provides a peaceful retreat away from the hustle of life, surrounded by nature.