Holiday rentals with a pool in Wakulla County

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!

B.Y.O.Pup! - Carrabelle Getaway!

Relax at this peaceful, dog-friendly cottage one mile from dog-friendly Carrabelle Beach! A short stroll takes you from your cozy front porch to the community pool and back for stargazing around the fire pit. Open living/dining/kitchen area in coastal colors with soaring, white-pine shiplap is your hub with seating for 7. Well-equipped kitchen (no dishwasher, but you'll be eating out a lot or grilling in the backyard) and a private primary suite (no shared walls!) makes for a perfect getaway.

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.

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!

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.

Heavenly Hideaway: Waterfront, Pool, Fishing, Golf

The Heavenly Hideaway is a newly renovated beachfront home perfect for enjoying your own private retreat or to explore the Forgotten Coast. The area is known for spectacular fishing, scalloping, kayaking, & hiking w/ golf course 5 min away. Use the dock for fishing/docking your boat.  Spend time sunbathing next to the pool or on the sandy beach. Plenty of parking for your boat/RV. Gorgeous ocean views directly from the open living/dining room, large deck or screened in porch. Visit today!

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

Charming Home in St. Teresa, FL

Welcome to Southern Pines Hideaway, our newly constructed vacation home in Summer Camp Beach West, a laidback, waterfront community located in St. Teresa, along Florida’s Forgotten Coast, on Coastal Highway 98 where the pine trees meet the beautiful Gulf of Mexico. The house has water access through a walking path approximately two hundred feet long from the yard directly to the beach. You can also relax at the community pool, a short five-minute walk from the house.

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.