
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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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!
4.89 out of 5 average rating, 27 reviews
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.
4.87 out of 5 average rating, 47 reviews
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!
5.0 out of 5 average rating, 32 reviews
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.
4.93 out of 5 average rating, 81 reviews
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!
5.0 out of 5 average rating, 23 reviews
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.
4.93 out of 5 average rating, 44 reviews
Heavenly Hideaway: Waterfront, Pool, Fishing, Golf
The Heavenly Hideaway is a renovated beachfront home perfect for enjoying your own private retreat or explore the Forgotten Coast. The area is known for spectacular fishing, scalloping, kayaking, with a golf course 5 min away and beach 10 min away. Use the dock for fishing or docking your boat. Sunbathe next to the pool or on the sandy beach. Plenty of parking for your boat or RV. Gorgeous ocean views directly from the open living/dining room, deck or screened in porch. Visit today!
4.71 out of 5 average rating, 142 reviews
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.
4.93 out of 5 average rating, 57 reviews
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.
5.0 out of 5 average rating, 44 reviews
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.
5.0 out of 5 average rating, 26 reviews
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.
5.0 out of 5 average rating, 47 reviews
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.
4.94 out of 5 average rating, 170 reviewsPopular amenities for Wakulla County rentals with a pool
House rentals with a pool

Family Friendly House w Beach and Community Pool
4.9 out of 5 average rating, 10 reviews
Relax at The Seagrass Cottage
4.88 out of 5 average rating, 25 reviews
Condo on the Cove
5.0 out of 5 average rating, 15 reviews
Silver Shores | Forgotten Coast, Steps to Beach
4.97 out of 5 average rating, 69 reviews
Reelin' in! Community Pool! 2 BR/ 2 BA
4.88 out of 5 average rating, 26 reviews
Mingo Manor
4.66 out of 5 average rating, 35 reviews
Charming Home in St. Teresa, FL
4.95 out of 5 average rating, 22 reviews
Coastal Chic Bay Breeze
4.6 out of 5 average rating, 5 reviewsCondo rentals with a pool

Where the Boat Leaves From
5.0 out of 5 average rating, 6 reviews
Forgotten Coast Retreat • Boat Parking • Pool
4.94 out of 5 average rating, 17 reviews
Robin's Nest
4.85 out of 5 average rating, 96 reviews
A Breezy River - River Front Condo with pool!
5.0 out of 5 average rating, 3 reviews
Bayside Bungalow- Unit A8 Monthly Discounts!
5.0 out of 5 average rating, 7 reviews
St James Golf Resort Luxe Condo#331 Pool 8ppl 1dog
4.79 out of 5 average rating, 33 reviews
Anglers View 3-Bedroom 3-Bath Condo
4.67 out of 5 average rating, 3 reviews
Captain Mac's Shack- Riverfront with Bay views
5.0 out of 5 average rating, 3 reviewsOther vacation rentals with a pool

ENTIRE LUXURY HOME IN THE TREES: Ochlockonee Bay
4.97 out of 5 average rating, 37 reviews
Waterfront Condo Spa/Pool/Boat ramp
4.95 out of 5 average rating, 37 reviews
Tiki Hut Sunsets • Fish, Relax & Explore FL Coast
5.0 out of 5 average rating, 48 reviews
River Sanctuary Retreat
4.98 out of 5 average rating, 43 reviews
Bay Breeze Cottage | Quiet Coastal Stay
5.0 out of 5 average rating, 5 reviews
Blu Pearl
4.6 out of 5 average rating, 5 reviews
Breezy Home w/ Grills, Pool & Beach Access!
4.97 out of 5 average rating, 30 reviews
Waterfront/Hot Tub/Pool/Tennis/Golf Cart/Kayaks
5.0 out of 5 average rating, 4 reviewsDestinations to explore
- Beachfront rentals Wakulla County
- Hotel rooms Wakulla County
- Apartment rentals Wakulla County
- House rentals Wakulla County
- Rentals with a hot tub Wakulla County
- Condo rentals Wakulla County
- Pet-friendly rentals Wakulla County
- Family-friendly rentals Wakulla County
- Rentals with a kayak Wakulla County
- Rentals with lake access Wakulla County
- Rentals with pools Florida
- Rentals with pools United States
- Florida State University
- Shell Point Beach
- Alfred B. Maclay Gardens State Park
- Doak Campbell Stadium
- Fred O. Drake Park at Lake Ella
- Cascades Park
- Dr Julian G Bruce Saint George Island State Park
- St. Marks Lighthouse
- Tom Brown Park
- Edward Ball Wakulla Springs State Park
- Mashes Sands Beach
- Tallahassee Automobile Museum
- Bald Point State Park
- Backwoods Crossing





