Holiday 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.

%{current} / %{total}1 / 1
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.
Campervan/RV in Panacea
5 out of 5 average rating, 18 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 favourite
Home in Panacea
5 out of 5 average rating, 32 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 favourite
A serene coastal retreat is presented, featuring a charming white exterior with a porch adorned by comfortable seating. Lush greenery frames the property, accentuated by palm trees and vibrant plants. A clear blue sky complements the inviting atmosphere of this modern beach house.
Home in Saint Teresa
5 out of 5 average rating, 14 reviews

Relax at The Seagrass Cottage

Welcome to your coastal retreat on the Forgotten Coast, where modern luxury meets beach charm. This meticulously designed rental offers plush living spaces, stunning views, and a prime location just steps from the beach. Enjoy a spacious kitchen, outdoor grill, and a large patio for dining and s’mores. Rest in three king bedrooms or a fun bunk room. With kayaks, beach gear, a short 3 min. walk to the beach and community pool , your perfect beach getaway awaits. Book now for a memorable escape!

Top Guest favourite
A comfortable living area features a gray sectional sofa and a round coffee table. Large sliding doors open to a balcony, allowing natural light to fill the space. A ceiling fan and light fixture provide illumination, while a framed artwork adorns the wall.
Condo in Carrabelle
4.98 out of 5 average rating, 92 reviews

Luxury Riverfront Retreat w/ Pool + Ocean View

Discover coastal bliss at Sandy Cheeks Chalet! Our 3-story condo has everything you need; mid-century modern décor, luxury bedding/furniture, bathroom/kitchen essentials, magnificent ocean views, smart TVs, large selection of games, smart speakers, pool/hot tub access, boat ramp, & more! Only 20 mins from both Apalachicola & St. George Island, our riverfront retreat is the ideal base for beach lovers, outdoor enthusiasts, & seafood connoisseurs. Experience Florida's Forgotten Coast in style!

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, 13 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!

Top 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
4.92 out of 5 average rating, 145 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.

Guest favourite
A view captures the serene waters of Ochlockonee Bay framed by palm trees and tropical plants. A well-maintained grassy area is visible in the foreground, with a walkway leading towards the water, enhancing the natural landscape.
Condo in Panacea
4.95 out of 5 average rating, 65 reviews

Waterfront Renovated condo with sparkling pool

We completely renovated this condo in July 2020. Ground floor condo located at George’s Lighthouse Point on Ochlockonee Bay. Large back porch has a beautiful view of the boat basin & side view of the bay. Walking distance is Angela’s restaurant, regularly voted as one of the top 100 restaurants in Florida. Beautifully decorated 2 BR with 920 ft.². King size BR & bunk room with full-size beds. Updated kitchen with every day amenities. All new bathroom including new tiled shower and vanity.

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
4.91 out of 5 average rating, 65 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 favourite
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.
Campervan/RV in Panacea
4.92 out of 5 average rating, 108 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
The exterior of the beach house features a classic design with a metal roof and wide front steps leading to double wooden doors. Large windows framed by white siding provide natural light, while a landscaped area with blue and red foliage enhances the home’s entrance.
Home in Saint Teresa
4.96 out of 5 average rating, 25 reviews

Pure Bliss

Welcome to Pure Bliss. This beautiful beach house rental on the Forgotten Coast is a perfect family friendly retreat offering breathtaking ocean views. The open floor plan ensures a seamless flow between the living, dining, and kitchen areas, making it perfect for gatherings and quality family time. Whether you're here for a relaxing vacation or an adventure-filled getaway, our beach house on the Forgotten Coast offers all the amenities you need for memorable stay.

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.
Guesthouse in Sopchoppy
4.97 out of 5 average rating, 38 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.
Condo in Panacea
4.92 out of 5 average rating, 48 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.

Popular amenities for Wakulla County rentals with a pool