
Holiday rentals with a pool in Wakulla County
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Top-rated rentals with a pool in Wakulla County
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Laughing Gull House
This lovely river front one story 3 bedroom, 2 bathroom home is located within the private gated community of Paradise Village. Our home sleeps 8 comfortably with two fold-out chairs in the sunroom! Prepare your morning coffee and enjoy a peaceful start to your day on the fishing dock! Outdoor enthusiasts love taking their boat out for fishing, while fitness mavens enjoy the tennis facilities and jogging through the calm streets of Shell Point. As the sun sets, guests like to prepare delicious family dinners on our outdoor grill. Try to spot a shooting star beneath the sparkling night sky that this area offers! In case of a rainy day, we have prepared board games and puzzles to keep your family occupied! And what’s better than a cup of hot chocolate, a big throw blanket and your favorite show? Enjoy a family movie night with our smart TV with Internet and streaming capabilities! All pillows, linens, towels and cozy throw blankets are provided. The kitchen is fully supplied with cookware, bake-ware, small appliances, a microwave, and dishwasher. Washer and dryer are also available to our guests. Things to do around Shell Point: For the curious - Enjoy a day of windsurfing, sailing or kayaking alongside our community! Whether you like birdwatching or dolphin watching, there is something for everyone on this coast! Our house is also very close to St. Marks National Wildlife Refuge, as well as Wakulla Springs! For the sports enthusiasts - Challenge your friends to a tennis battle on our tennis courts on site! For the guys - Bring your own boat and enjoy a well-deserved day of fishing with your buddies with direct access to the Gulf! For the ladies - Stretch yourself out on the warm beach of Shell Point, enjoy the cool ocean breeze, and make sure you take in one of our serene sunsets, while collecting beautiful seashells! Damage Deposit Policy: A pre-authorization of USD 500.00 is due 1 days before arrival and released 5 days after departure Pool opens around Easter and closes in October! POOL OPEN HOURS: 30 minutes after sunrise to 30 minutes before sunset ~ $25 Pet fee per stay: Please let us know if you are bringing your pup with you!
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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.
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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.
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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!
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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.
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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!
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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.
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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.
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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.
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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.
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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.
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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!
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Popular amenities for Wakulla County rentals with a pool
House rentals with a pool

Pure Bliss
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Barefoot by the Bay in Shell Point Beach, FL
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Coastal Chic Bay Breeze
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The Seabreeze Retreat with community pool
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Relax at The Seagrass Cottage
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Family Tree - Monthly Rates Available
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Charming Home in St. Teresa, FL
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Mingo Manor
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Condo rentals with a pool

Anglers View 3-Bedroom 3-Bath Condo
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Forgotten Coast Retreat • Boat Parking • Pool
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Bayside Bungalow- Unit A8
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A Breezy River - River Front Condo with pool!

Captain Mac's Shack- Riverfront with Bay views
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Gotta Catch A Phish! 1BR/2BA Condo at Pirate's
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Lattitude Adjustment 1BR/2BA condo

Robin's Nest
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Other holiday rentals with a pool

Paradise by the Sea
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Caro Bay at Summer Camp Beach
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River Sanctuary Retreat
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Steps to Beach! St Teresa Retreat w/ Pool Access
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Blu Pearl
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NEW Forgotten Coast Cottage, Beach/River/Town
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Breezy Home w/ Grills, Pool & Beach Access!
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Luxurious Country Guest Suite near Tallahassee
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Destinations to explore
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- Florida State University
- Shell Point Beach
- Alfred B. Maclay Gardens State Park
- Cascades Park
- Fred O. Drake Park at Lake Ella
- Doak Campbell Stadium
- Dr Julian G Bruce Saint George Island State Park
- Railroad Square Art District
- St. Marks Lighthouse
- Tom Brown Park
- Edward Ball Wakulla Springs State Park
- Bald Point State Park
- Tallahassee Automobile Museum
- Backwoods Crossing





