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
Home in Saint Teresa
4.94 out of 5 average rating, 71 reviews

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.

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
4.87 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 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, 28 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
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 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, 79 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 favorite
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, 22 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!

Superhost
A view of a calm shoreline is framed by lush palm trees and vibrant flowers. A wooden dock extends into the serene water, with gentle waves lapping at the rocky edge. Soft pastel skies provide a picturesque backdrop, contributing to a tranquil atmosphere.
Home in Carrabelle
4.74 out of 5 average rating, 138 reviews

Heavenly Hideaway: Waterfront, Pool, Fishing, Golf

The Heavenly Hideaway is a newly renovated beachfront home perfect for enjoying your own private retreat or to explore the Forgotten Coast. The area is known for spectacular fishing, scalloping, kayaking, & hiking w/ golf course 5 min away. Use the dock for fishing/docking your boat.  Spend time sunbathing next to the pool or on the sandy beach. Plenty of parking for your boat/RV. Gorgeous ocean views directly from the open living/dining room, large deck or screened in porch. Visit today!

Top guest favorite
Bungalow in Crawfordville
5 out of 5 average rating, 20 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 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
4.93 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 favorite
Home in Panacea
5 out of 5 average rating, 42 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 favorite
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, 42 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 favorite
A sign for Pirates' Landing stands in the foreground, surrounded by lush greenery and palm trees. In the background, a multi-story building displays a series of balconies and windows. The clear blue sky enhances the coastal setting.
Townhouse in Carrabelle
4.93 out of 5 average rating, 169 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.

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