Vacation rentals with a pool in Wakulla County

Endless Summer: 1-min to Beach! - Resort Pool

Welcome to our home in Summercamp Beach! This stunning property boasts breathtaking views of the Gulf of Mexico. Step outside and you'll find yourself surrounded by Old Florida beaches, shallow splash pools for children to explore, and pine forests. Directly in front of the home, a scenic sandy path leads just steps to the shoreline, while a community boardwalk takes you through natural surroundings to the resort-style pool. The laid back local area offers shopping, restaurants at a slow pace.

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.

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.

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 Florida Coastal Cottage with 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.

Condo on the Cove

Be our guest at our spacious multi-level Condo on the Cove. It's located across the water from the charming town of Carrabelle and just yards away from the Gulf! Pirates Landing Unit #280 has a guaranteed sea breeze year round. Enjoy the resort style pool, hot tub & gas grill just steps away from our unit! Boat launch, Marina & short term boat dock on the premises as well! It's perfect in every way!

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.

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

The lily’s Escape is a newly renovated oceanfront property perfect for a family getaway, the area is just few minutes from the st James bay golf course, few minutes from down town carrabelle there have shops and restaurants,carrabelle beach (6 miles), ochlockonee river state park (13 miles), crooked river light house (10 miles), orman house historic state park (30 miles)