
Vacation rentals with a pool in Wakulla County
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Top-rated rentals with a pool in Wakulla County
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Blue Heron 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 6 comfortably. 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!

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!

Starry Night: 3,800sqft sleeps 18! Pool and Beach!
This is a brand new home in the Summercamp Beach community. It includes access to the resort-style clubhouse and pool, as well as two miles of private beach on the Gulf of Mexico. It’s the perfect spot to unwind and relax. This home is dog friendly! The pet fee covers a deep cleaning required after any pets to ensure maximum cleanliness for the next guest. Please respect local leash laws, but feel free to bring your furry friend to the pet friendly beach. A maximum of two dogs allowed.

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.

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.

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.
Popular amenities for Wakulla County rentals with a pool
House rentals with a pool

Heavenly Hideaway: Waterfront, Pool, Fishing, Golf

Reelin' em in! Community Pool! 2 BR/ 2 BA

Mingo Manor

Family Friendly House w Beach and Community Pool

Silver Shores | Forgotten Coast, Steps to Beach

River Paradise just south of Tallahassee!

Relax at The Seagrass Cottage

The Seabreeze Retreat with community pool
Condo rentals with a pool

Robin's Nest

Forgotten Coast Retreat • Boat Parking • Pool

Gotta Catch A Phish! 1BR/2BA Condo at Pirate's

Tide Creek Retreat - Unit F1 Monthly Discounts!

St James Golf Resort Luxe Condo#331 Pool 8ppl 1dog

Anglers View 3-Bedroom 3-Bath Condo

A Breezy River - River Front Condo with pool!

Captain Mac's Shack- Riverfront with Bay views
Other vacation rentals with a pool

ENTIRE LUXURY HOME IN THE TREES: Ochlockonee Bay

Waterfront Condo Spa/Pool/Boat ramp

Tiki Hut Sunsets • Fish, Relax & Explore FL Coast

River Sanctuary Retreat

Bay Breeze Cottage | Quiet Coastal Stay

Beach & Pool Access: Peaceful St Teresa House

Waterfront/Hot Tub/Pool/Tennis/Golf Cart/Kayaks

Beachfront to bay dock, Pool, Pickleball courts
Destinations to explore
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- Florida State University
- Shell Point Beach
- Alfred B. Maclay Gardens State Park
- Fred O. Drake Park at Lake Ella
- Doak Campbell Stadium
- Cascades Park
- Dr Julian G Bruce Saint George Island State Park
- St. Marks Lighthouse
- Tom Brown Park
- Mashes Sands Beach
- Edward Ball Wakulla Springs State Park
- Tallahassee Automobile Museum
- Backwoods Crossing
- Bald Point State Park





