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Holiday 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 favourite
A two-story coastal home features a light blue exterior with a metal roof. Dual porches are visible, showcasing spacious screened areas. The surrounding landscape includes lush green grass and tall pine trees, enhancing the tranquil outdoor environment.
Home in Saint Teresa
4.94 out of 5 average rating, 65 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.

Superhost
The view showcases a spacious lawn framed by palm trees, with vehicles parked nearby. In the background, a row of buildings extends toward the water, where a serene bay reflects the clear blue sky. The scene is outlined by gentle greenery.
Home in Panacea
4.75 out of 5 average rating, 4 reviews

Coastal Chic Bay Breeze

Relax with the whole family at this peaceful waterfront oasis. This serene waterfront condo features beautiful Bay breeze, fishing, sunset views and cozy vibes. We offer gorgeous views of the bay. Two balconies and cozy clean and spacious two bedroom sleeps four comfortably. Master bedroom includes one queen pillow top bed. Second bedroom includes twin bunk beds. There is one sleeper sofa in the living room and one sofa sleeper option in common area for sleeping. Sleeps up to 6 pets prohibited

Top guest favourite
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 van/Motorhome in Panacea
5 out of 5 average rating, 31 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

Superhost
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, 42 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 favourite
Home in Panacea
5 out of 5 average rating, 35 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.

Guest favourite
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, 160 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 favourite
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, 53 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!

Top 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, 72 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.

Superhost
The spacious living area features large windows providing natural light and waterfront views. Comfortable recliners and sofas are arranged around a central entertainment unit with a smart TV. A decorative area rug enhances the cozy atmosphere within this well-appointed space.
Camper van/Motorhome in Panacea
4.9 out of 5 average rating, 115 reviews

Bayside Oasis: Pool, Tiki Hut, Pickleball & Slip

- Spacious 40 ft Glamper with king bed, recliners and 2 sleeper sofas - Dock - Resort Pool - pickle ball - keyless check in - on-site parking for up to 2 vehicles - picnic table with waterfront views - fully equipped kitchen - smart TV in living room - 10 min to bald point state park - 25 min to ochlockonee river state park -15 min to alligator point Beach - 6 min to Mashes sands Beach -5 min to Mashes sands boat ramp - convenient to multiple local restaurants

Top guest favourite
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.
Guest house in Sopchoppy
4.98 out of 5 average rating, 41 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 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.
Apartment in Panacea
4.92 out of 5 average rating, 51 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
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
4.87 out of 5 average rating, 15 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