Some info has been automatically translated. Show original language
Become a host

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.

%{current} / %{total}1 / 1
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, 14 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
Home in Panacea
5 out of 5 average rating, 31 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
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 favorite
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, 90 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 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, 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!

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
4.92 out of 5 average rating, 144 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, 46 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
4.9 out of 5 average rating, 63 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
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
4.75 out of 5 average rating, 118 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!

Guest favorite
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/RV in Panacea
4.92 out of 5 average rating, 106 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 favorite
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, 23 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 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
4.97 out of 5 average rating, 37 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.

Popular amenities for Wakulla County rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Guest favorite
A newly constructed home features a welcoming front entrance with wooden steps leading to the porch. Surrounded by a manicured lawn, palm trees and a gravel driveway enhance the contemporary design. The bright blue sky showcases scattered clouds, contributing to a serene outdoor environment.
Home in Carrabelle
5 out of 5 average rating, 10 reviews

Trifecta

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

Superhost
A coastal home is nestled among tall pine trees, featuring a wraparound deck that offers views of the Gulf of Mexico. The lush green lawn leads to the water, creating a serene outdoor space for relaxation and enjoyment.
Home in Carrabelle
4.5 out of 5 average rating, 4 reviews

Blu Pearl

Top guest favorite
A new coastal home features a welcoming front porch with white rocking chairs and a bright blue door. The exterior is adorned with light gray siding and teal shutters, set against a clear blue sky and green grass for a serene atmosphere.
Home in Carrabelle
4.97 out of 5 average rating, 34 reviews

The Seabreeze Retreat with community pool

Guest favorite
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, 17 reviews

Family Tree - Monthly Rates Available

Guest favorite
A welcoming two-story home is presented with a covered front porch. An American flag is displayed, enhancing its curb appeal. The property features a gravel driveway and is surrounded by lush landscaping, including tall pine trees typical of the coastal setting.
Home in Saint Teresa
4.93 out of 5 average rating, 14 reviews

Charming Home in St. Teresa, FL

Top guest favorite
A two-story townhouse is depicted with a covered parking area suitable for vehicles and boats. The exterior features light-colored siding and a balcony adorned with an American flag. Palm trees are visible, contributing to the coastal ambiance of the property.
Home in Carrabelle
5 out of 5 average rating, 32 reviews

Pines to Palms

Top 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
5 out of 5 average rating, 10 reviews

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

Condo rentals with a pool

Guest favorite
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

A clear view of a swimming pool is presented, surrounded by well-maintained greenery. Chairs and umbrellas offer shaded seating areas. In the background, a gazebo and a pavilion can be seen, adding structure and charm to the outdoor space.
Condo in Carrabelle
5 out of 5 average rating, 3 reviews

Welcome to Fishes Fore Sail.

Superhost
A view of the marina featuring a covered structure in the foreground and a calm waterway. Boats are moored along the wooden docks. Lush greenery and palm trees frame the scene, with residential buildings visible in the background under a clear blue sky.
Condo in Carrabelle

A Breezy River - River Front Condo with pool!

Superhost
A serene waterfront view showcases the Carrabelle River, featuring boats docked at a marina alongside vibrant greenery. The clear blue sky reflects on the water's surface, while distant land reveals trees and buildings, enhancing the tranquil atmosphere of Timber Island.
Condo in Carrabelle

Captain Mac's Shack- Riverfront with Bay views

Superhost
The townhome exterior features multiple covered porches with screening, allowing for outdoor enjoyment. Lush greenery and palm trees frame the building, providing a relaxed atmosphere. A decorative sign with the name of the property is positioned prominently in front.
Condo in Carrabelle

Fisherman's Rest Town House

Superhost
A serene riverfront view features calm waters with several docks and boats moored. Lush greenery lines the banks, while a gentle sky with scattered clouds provides a tranquil backdrop. The image captures the peaceful atmosphere of the outdoor space from a balcony.
Condo in Carrabelle
5 out of 5 average rating, 4 reviews

Gotta Catch A Phish! 1BR/2BA Condo at Pirate's Lan

Guest favorite
A serene sunset is captured over calm waters, reflecting a warm golden light across the surface. Silhouettes of trees are visible along the riverbank, creating a tranquil natural setting.
Condo in Carrabelle
4.85 out of 5 average rating, 89 reviews

Robin's Nest

A vibrant sunset casts reflections over a peaceful water body beside a golf course. Shades of orange, pink, and purple blend across the sky, enhancing the natural beauty of the landscape. Lush greenery borders the serene water, providing a tranquil atmosphere.
Condo in Carrabelle
4.73 out of 5 average rating, 26 reviews

St James Bay Golf Resort|#331|Sleeps8|Pool|1DogOK

Other vacation rentals with a pool

The image captures a serene beach scene during sunset, with gentle waves lapping at the shore. The sky is painted in shades of orange, purple, and blue, reflecting beautifully on the water's surface. A distant silhouette of trees can be seen along the shoreline.
Vacation home in Carrabelle
4.88 out of 5 average rating, 16 reviews

Paradise by the Sea

Guest favorite
A newly constructed coastal cottage is displayed from an aerial view, featuring a clear blue pool surrounded by a spacious concrete patio. Lush landscaping with palm trees is visible, and the home is situated among a serene natural setting.
Home in Panacea
5 out of 5 average rating, 15 reviews

NEW Coastal Cottage with Private Pool and Dock

A serene outdoor space showcases a crystal-clear swimming pool surrounded by a concrete deck. Lush green trees provide shade, and a waterfront view can be seen in the background, highlighting the tranquil setting near the water.
Home in Panacea
3.33 out of 5 average rating, 3 reviews

Blue Zone – Your no-stress zone for sun-soaked fun

A sunroom features a comfortable green sofa adorned with decorative cushions. Natural light fills the space through large windows, while wooden flooring and wicker furniture create an inviting atmosphere. Decorative items are displayed on the coffee table, enhancing the serene setting.
Home in Carrabelle
4.48 out of 5 average rating, 25 reviews

Hibiscus Cottage

An aerial view captures the meandering Carrabelle River, bordered by lush greenery. A wooden dock extends into the water, accommodating boats, while distant islands and a sandy shoreline are visible under a cloudy sky. The tranquil landscape reflects the serene coastal ambiance.
Campsite in Carrabelle

Riverfront RV lot in Carrabelle, Florida

Guest favorite
Home in Saint Teresa
5 out of 5 average rating, 7 reviews

100ft to beach! Resort pool, private beach!

Superhost
An aerial view captures the coastal cottage's surrounding landscape, showcasing lush greenery and a partial water view. The home is situated in a tranquil environment with a road visible, blending nature and residential spaces. The coastline is seen in the distance, stretching across the horizon.
Home in Panacea
5 out of 5 average rating, 11 reviews

NEW Bay Front Cottage with Private Pool and Dock

Guest favorite
A spacious bedroom features a comfortable bed with light bedding. Two bedside tables are positioned on either side, each topped with a lamp. A ceiling fan hangs above, and large windows allow natural light to fill the room. A woven chair adds a cozy touch.
Home in Franklin County
5 out of 5 average rating, 15 reviews

NEW Florida Resort Townhome Near Beach

Destinations to explore