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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Crawfordville

4.95 out of 5 average rating, 44 reviews

Reel Pelican Paradise located in Paradise Village.

Retreat to this 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. Once you step inside you will love this home with a fabulous layout that includes a separate office and laundry room. The large kitchen has custom cabinets, top-of-the-line appliances and shows like a model home. Tennis courts available for recreational enjoyment as well as pickle ball courts.

Superhost

Home in Crawfordville

4.82 out of 5 average rating, 34 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 favorite

Condo in Panacea

5 out of 5 average rating, 49 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.

Superhost

Home in Crawfordville

5 out of 5 average rating, 3 reviews

Sea Ya

This beautiful 3 BR/2 BA home sits on a canal in the gated community of Paradise Village. Once inside, you feel the comfort of home! The open living area expands into a large screened outdoor porch to enjoy the sights and sounds of nature and the beauty of the land and seascapes around you. A pool and tennis courts are available with a dock just outside your back door! Paradise Village is in the tranquil and serene golf cart community of Shell Point and within walking distance to the beach!

Superhost

Condo in Carrabelle

4.71 out of 5 average rating, 24 reviews

St James Bay Golf Resort|#331|NO AirB Service Fee!

Welcome to St. James Bay Golf Resort located on the beautiful 'forgotten coast' in Franklin county. Recently restyled spacious penthouse corner condo unit boasts 3 large bedrooms each with ensuite bathrooms. Affectionately named the 'Caddyshack Condo' guests will step into a classic comedic movie-themed unit with all things inspired by the sport itself. The Residences offers a private gated entrance, community pool & spacious parking if also towing a boat for the launch a mile down the road.

Guest favorite

Home in Saint Teresa

5 out of 5 average rating, 13 reviews

1-Min Walk to Beach, Fully Equipped Home 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!

Superhost

Home in Carrabelle

4.78 out of 5 average rating, 95 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

Home in Saint Teresa

4.91 out of 5 average rating, 56 reviews

Cozy coastal cottage w/pool and dogs are welcome!

Hidden amongst the towering pines and twisting oaks of the Summer Camp Beach Resort, Sea La Vie is a celebration of nature and offers an inspirational refuge to the great outdoors. This peaceful and tranquil home will be your family’s reprieve from the hectic world far beyond the Gulf of Mexico’s sandy shoreline. With a beautiful community pool, secluded walking trails and some of Florida’s most sought-after fishing, this gem along the Forgotten Coast will exceed your every expectation.

Guest favorite

Home in Carrabelle

5 out of 5 average rating, 22 reviews

Pines to Palms

Pines to Palms is a great place to stay in Carrabelle. Plenty of room for family, friends, and your boat. Two minutes to the boat ramp, two minutes to the river walk and downtown, less than five minutes to Carrabelle Beach, and less than 30 minutes to St George Island. Experience this amazing gem of a town of Florida's forgotten coast. Don't cram in a small space. Enjoy 1,500 square feet and a friendly townhouse community with a pool. This is a non-smoking property inside and out.

Guest favorite

Home in Saint Teresa

5 out of 5 average rating, 33 reviews

Endless Summer - Resort Pool, Private Beach!

Welcome to our brand new 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. Take a dip in the ocean or pool, or simply relax on the beach and soak up the sun. The local area offers plenty of activities, including hiking, biking, or visiting nearby attractions such as Apalachicola or St George Island.

Guest favorite

Home in Panacea

5 out of 5 average rating, 33 reviews

Ocean/Bayfront/Pool/Golf Cart/EV Charger/Kayaks

Welcome to IndeblueBay, a beautiful home located directly on the Bay & Gulf of Mexico. IndeblueBay is at the mouth of the bay where the bay meets the ocean. Enjoy watching the sunrise & sunset on the water from any of the 3 decks of the home. This home is in a private, gated community. Play tennis, pickle ball or basketball on the court or swim in the pool. Ride the golf cart to Mashes Sands beach or to a local restaurant. Bring your fishing poles, the fishing is great!

Guest favorite

Condo in Panacea

4.93 out of 5 average rating, 27 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.