Vacation rentals with a pool in Wakulla County

5 out of 5 average rating, 29 reviews

Home in Panacea

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.

5 out of 5 average rating, 13 reviews

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!

4.98 out of 5 average rating, 85 reviews

Condo in Carrabelle

Luxury Riverfront Retreat w/ Pool + Ocean View

Discover coastal bliss at Sandy Cheeks Chalet! Our 3-story condo has everything you need; mid-century modern décor, luxury bedding/furniture, bathroom/kitchen essentials, magnificent ocean views, smart TVs, large selection of games, smart speakers, pool/hot tub access, boat ramp, & more! Only 20 mins from both Apalachicola & St. George Island, our riverfront retreat is the ideal base for beach lovers, outdoor enthusiasts, & seafood connoisseurs. Experience Florida's Forgotten Coast in style!

4.93 out of 5 average rating, 140 reviews

Tiny homes 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.

4.95 out of 5 average rating, 62 reviews

Condo in Panacea

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.

5 out of 5 average rating, 42 reviews

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!

4.9 out of 5 average rating, 62 reviews

Home in Crawfordville

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.

Superhost

Home in Carrabelle

4.75 out of 5 average rating, 114 reviews

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!

4.93 out of 5 average rating, 56 reviews

Endless Summer - Resort Pool, Private Beach!

Welcome to our brand new 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. Take a dip in the ocean or pool, or simply relax on the beach and soak up the sun. The local area offers plenty of activities, including hiking, biking, or visiting nearby attractions such as Apalachicola or St George Island.

4.91 out of 5 average rating, 102 reviews

Camper/RV in Panacea

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

4.95 out of 5 average rating, 22 reviews

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.