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Vacation rentals with a pool in Wakulla County

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Top-rated rentals with a pool in Wakulla County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A wooden fishing dock extends over calm waters, framed by palm trees and nearby homes. A boat is visible at a distance, with a cloudy sky reflecting softly on the water's surface. The peaceful atmosphere suggests an ideal spot for morning coffee.
Home in Crawfordville
4.95 out of 5 average rating, 21 reviews

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!

Top guest favorite
A spacious RV is positioned on a gravel site, featuring a sleek exterior design. The entry steps lead to a well-appointed living area. Palm trees are visible in the background, and a clear view of water can be seen beyond the RV, enhancing the serene environment.
Camper/RV in Panacea
5 out of 5 average rating, 34 reviews

Tiki Hut Sunsets • Fish, Relax & Explore FL Coast

Tucked away on Florida’s Forgotten Coast, this cozy RV escape offers peace, sunsets, and serious fishing. Your reset button awaits. 🌅 Private tiki hut w/ waterfront sunset views 🎣 Inshore & offshore fishing – grouper, trout & more 🚴‍♀️ 35-mile bike trail to Mashes Sands Beach 🍤 4 restaurants within 5 miles – incl. Angelo’s Seafood 🌊 45-min scenic drive to St. George Island 🔥 Laid-back, peaceful Old Florida vibes 🏈 45 minutes to Doak Campbell Stadium - home of the Florida State Seminoles

Guest favorite
A wooden dock extends over calm waters, surrounded by lush trees and verdant vegetation. The tranquil river reflects the blue sky, which features a few fluffy white clouds. This natural setting provides an opportunity for peaceful relaxation and exploration.
Home in Crawfordville
4.86 out of 5 average rating, 44 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.

Guest favorite
Home in Panacea
5 out of 5 average rating, 37 reviews

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.

Top guest favorite
The coastal home features a two-story structure with a welcoming front porch adorned with wooden railings. The exterior showcases a blend of light and dark shades, framed by lush greenery and tall pine trees. The landscaped yard presents tropical plants and a sandy path leading to the entrance.
Home in St. Teresa
5 out of 5 average rating, 20 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!

Guest favorite
A welcoming sign displaying 'Sunset Isle' is positioned among palms and lush greenery. The natural surroundings create a pleasant entrance to the community, with soft grasses and vibrant foliage flanking the sign.
Tiny home in Carrabelle
4.91 out of 5 average rating, 165 reviews

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.

Top guest favorite
The two-story beach house features a classic coastal design, with a light exterior and a welcoming front porch supported by white columns. An American flag is displayed, and greenery lines the gravel pathway, creating an inviting entrance.
Home in Saint Teresa
5 out of 5 average rating, 56 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!

Guest favorite
A serene view of a canal at sunset is captured, with gentle hues of orange and yellow illuminating the sky. Docked boats line the water's edge, and palms sway softly in the foreground, enhancing the natural beauty of the peaceful environment.
Home in Crawfordville
4.92 out of 5 average rating, 75 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.

Guest favorite
A sparkling swimming pool is situated in the foreground, with lounge chairs arranged around its perimeter. Beyond the pool, the serene coastline is visible, accented by lush trees and calm waters. The clear sky enhances the tranquil atmosphere of the natural surroundings.
Home in Saint Teresa
5 out of 5 average rating, 12 reviews

100ft to beach! Resort pool, private beach!

Nestled in a serene resort community, this charming rental home offers a peaceful retreat for families seeking relaxation and privacy. Surrounded by lush natural vegetation, the neighborhood provides a quiet atmosphere perfect for unwinding. With spacious living areas and easy access to local amenities, this home promises a comfortable and memorable vacation experience amidst nature. Only a ten minute drive to the fishing town of Carrabelle for fresh seafood, restaurants and shopping.

Top guest favorite
A spacious bedroom is visible, featuring a queen bed dressed in crisp white linens. A bedside table with a lamp is placed next to the bed. Natural light enters through a nearby window, illuminating the room's neutral walls and tiled flooring.
Guesthouse in Sopchoppy
4.98 out of 5 average rating, 42 reviews

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.

Top guest favorite
The spacious bedroom features a large bed with light bedding, complemented by decorative pillows. A dresser and side tables provide storage, while a ceiling fan adds comfort. Large windows allow natural light, and a cozy seating area can be seen in the background.
Condo in Panacea
4.92 out of 5 average rating, 52 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.

Guest favorite
A covered porch features a glass table surrounded by two wicker chairs. Decorative cushions with coral designs add a touch of color. A nautical-themed wall hanging reading 'SUN SAND SEA' complements the inviting atmosphere, with a patterned rug beneath the table enhancing the seating area.
Home in Carrabelle
4.88 out of 5 average rating, 17 reviews

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

Your family will be close to everything! 2 mins to public beach! 2 mins to riverfront with shops and restaurants! Reelin em in is for bargain friendly families! 2 bedrooms and 2 bathrooms plus a sleeper sofa and a community pool! Perfect! Well equipped kitchen with all the gadgets. Covered porches and charcoal grill for preparing your fresh catch. This home has all you need and is perfectly located for all Carrabelle has to offer!

Popular amenities for Wakulla County rentals with a pool