
Holiday rentals with a pool in Wakulla County
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Top-rated rentals with a pool in Wakulla County
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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.

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

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

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.

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.

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.

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!

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.

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

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.

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.

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
House rentals with a pool

Blu Pearl

Condo on the Cove

Relax at The Seagrass Cottage

Near State Parks: Carrabelle Home w/ Beach Access!

Charming Home in St. Teresa, FL

Flip Floppin' - Steps to Beach & Resort Style Pool

Blue Heron House

Pines to Palms
Apartment rentals with a pool

Waterfront Renovated condo with sparkling pool

Anglers View 3-Bedroom 3-Bath Condo

Forgotten Coast Retreat • Boat Parking • Pool

A Breezy River - River Front Condo with pool!

Captain Mac's Shack- Riverfront with Bay views

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

Lattitude Adjustment 1BR/2BA condo

Tide Creek Oasis — Easy Living by the Bay
Other holiday rentals with a pool

Keepin' It Reel- 2BR/2BA

Waterfront/Hot Tub/Pool/Tennis/Golf Cart/Kayaks

Hibiscus Cottage

NEW Bay Front Cottage with Private Pool and Dock

100ft to beach! Resort pool, private beach!

Sardegna- pool home on the canal!

NEW Cozy Townhome in Golf Resort

Charming Coastal Townhome Near Beaches
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- Rentals with pools United States
- Florida State University
- Shell Point Beach
- Alfred B. Maclay Gardens State Park
- Cascades Park
- Story Lake
- Doak Campbell Stadium
- Fred O. Drake Park at Lake Ella
- St. Marks Lighthouse
- Edward Ball Wakulla Springs State Park
- Tom Brown Park
- Dr Julian G Bruce Saint George Island State Park
- Tallahassee Automobile Museum
- Railroad Square Art District




