Vacation rentals with a pool in Wakulla County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wakulla County

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

1 of 1 pages1 / 1
Guest favourite
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
4.88 out of 5 average rating, 25 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!

Guest favourite
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
4.87 out of 5 average rating, 47 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.

Top guest favourite
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, 26 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 favourite
Home in Carrabelle
4.89 out of 5 average rating, 9 reviews

Family Friendly House w Beach and Community Pool

Nestled in St. Teresa’s pines between Carrabelle and Panacea, Sunrise Seaclusion is a pet-friendly coastal haven offering serene seclusion amid nature’s beauty. Escape city chaos with a community pool, private trails, a natural beach, and top fishing and golf on Florida’s Forgotten Coast. Cook like a chef in the fully stocked kitchen. This tranquil hideaway, perfect for families and friends, promises a restful vacation that exceeds expectations along the serene shores of St. Teresa, Florida!

Guest favourite
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, 78 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.

Top guest favourite
A cozy living area features a long wooden table with stools, illuminated by soft lamp light. Comfortable chairs are positioned near large windows that provide a view of the water and sunset. A television offers entertainment options for guests.
Home in Panacea
5 out of 5 average rating, 20 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!

Top guest favourite
Bungalow in Crawfordville
5 out of 5 average rating, 18 reviews

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.

Top guest favourite
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
4.93 out of 5 average rating, 56 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 favourite
Home in Panacea
5 out of 5 average rating, 41 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.

Top guest favourite
The exterior of a two-story house showcases a blend of light and dark siding, framed by a gravel driveway and landscaped greenery. A welcoming porch with railing and ceiling fans is visible, along with windows allowing natural light to enter the home.
Home in Saint Teresa
5 out of 5 average rating, 25 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.

Top guest favourite
The exterior features a white cottage with a metal roof, surrounded by palm trees. A clear pool is situated in the foreground, accompanied by several lounge chairs. Large windows line the front, providing ample natural light to the inviting living spaces.
Home in Panacea
5 out of 5 average rating, 41 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.

Guest favourite
Home in Carrabelle
5 out of 5 average rating, 12 reviews

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!

Popular amenities for Wakulla County rentals with a pool