Vacation rentals with a pool in Wakulla County

Robin's Nest

Four story condo located in a river front community making it the perfect family getaway. Magnificent, unobstructed pool and hot tub views with easy river/ocean access just seconds away! Beautifully decorated, everything included for your comfort. Large enclosed porch with plenty of seating for reading, T.V. or sports event! Great area for friends and family. Public boat ramp is adjacent to property, making it easy to launch your boat for the 15 minute ride to both Dog and St. George Islands.

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!

Reel Pelican Paradise located in Paradise Village.

Beautiful 3 BR 2 BA well maintained home on a canal that leads to the beautiful Gulf of Mexico. This fully-updated home has a view down the entire canal and a very large screened-in porch. Boat slip is included which accommodates up to a 22' boat. Once you step inside you will love the fabulous layout that includes a separate office and laundry room. The kitchen has custom cabinets, stainless steel appliances and is very well stocked. Tennis courts available as well as pickle ball courts.

OUR REEL DREAM bayfront home

Ochlockonee Bay, private dock, fishing, boating, relaxing. OUR REEL DREAM, on the Forgotten Coast, is the waterfront home that will delight. Nearly 3000 sq ft plus screened lanai & POOL. Walk-in showers & a jetted tub. Cook’s kitchen with new appliances and laundry room. Main home sleeps 8 comfortably. No stairs. Extra parking. If available, cottage has full kitchen, 1 BD, a sleeper sofa & 1.5 BA. Cottage rents only as add-on with main house. Amazing sunsets! Any questions? Just ask!

Where the Boat Leaves From

Riverview Condo at Pirates Landing | Pool, Boat Access & Coastal Getaway Relax and unwind at this charming 1-bedroom, 2-bath condo in Pirates Landing, perfectly situated along the Carrabelle River. Ideal for couples, small families, or a fishing retreat, this fully furnished unit offers comfort, convenience, and a true coastal feel. Enjoy mornings on the screened porch overlooking the river, and evenings with peaceful water views and coastal breezes.

Shell Point bungalow with private pool and dock

Private Pool & Boat Dock • Walk to Shell Point Beach • Old Florida Charm Escape to our charming 1970s coastal bungalow, a 2-bed/2-bath retreat blending Old Florida character with modern style. Perfect for 2 couples or small families, this home features a private pool, a boat dock with Gulf access, and a fenced yard. Enjoy a peaceful getaway just a short walk from Shell Point Beach. Comfortably sleeps your group in a serene, stylish setting.

Bliss on the Bay

Ochlocknee Bay front condo located in George's Lighthouse gated community in beautiful Panacea, Florida. Enjoy beautiful sunset views from the patio, great fishing, biking and kayaking. Walk to community pool, tennis court and the famous Angelo’s Restaurant. Take a short scenic bike ride to Mashes Sands Beach or a short car ride to several Forgotten Coast beaches. St George Island is 1 Hour away. Bike/walking trails all around the area.

Coastal Cottage

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.

Family Tree - Monthly Rates Available

Located on the tranquil shores of St. Teresa along Florida's forgotten coast, "Family Tree" awaits your visit. If you seek a secluded getaway with a serene beach, your stay here will be a true delight. Here you'll discover a wide range of activities and attractions, catering to those interested in fishing, boating, kayaking, golfing, hiking, shopping or simply savoring the coastline. This region truly offers something for everyone.

Silver Shores | Forgotten Coast, Steps to Beach

SummerCamp Beach is Old Florida at its best—natural, quiet, and beautifully imperfect. This isn’t a groomed resort beach; it’s a wild Gulf shoreline with seagrass, shell-strewn sand, and calm, shallow water perfect for kids and kayakers. Seaweed may occasionally wash ashore, a sign of a healthy coastal ecosystem. If you want crowds and resorts, look elsewhere. If you want authentic coastal Florida, you’ll love it.

NEW Coastal Cottage with Private Pool and Dock

This newly constructed Florida coastal cottage is a dream getaway for nature enthusiasts and anglers alike. This charming 4-bedroom, 2.5-bathroom home accommodates up to 8 guests. With the new addition of a pool, its partial water view and proximity to local beaches, it truly offers the best of both worlds for relaxation and adventure. Enjoy the view from a newly constructed dock, shared with two other homes.

Save a Ship ~ Ride a Pirate!

Hammock Time Too ~ a solid gold ❤️ Romantic Escape ❤️ for a Captain & First Mate. Remote & secluded, yore ‘get away’ is on the Gulf of America. Feel marooned yet close to charming Carrabelle Beach. Overlook a Key West style courtyard with sun warmed swimin hole & hot tub. Hammock Time Too offers 2 BICYCLES & a two~person KAYAK w/ gear. Courteous smoking allowed on screen porch.