Vacation rentals with a pool in Wakulla County

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Top-rated rentals with a pool in Wakulla County

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Guest favorite

Home in Carrabelle

4.89 out of 5 average rating, 28 reviews

Gull Wing Beach House St Teressa

Welcome to GullWing Beach House! A large beautiful St Teresa retreat. Outside we have a large double, porch with a sandy path leading to the beautiful white sand beach over looking the Gulf Coast! Southern heart pine floors and a modern kitchen. Main floor features high ceilings and open concept kitchen/dining/living room. Two masters bedrooms one the on main floor / 1st floor, King beds and full baths. Upstairs features 1 bunkbed/ trundle /2 single beds with full a Jack and Jill ensuite.

Jul 31 – Aug 7

$354 per night

Guest favorite

Home in Crawfordville

4.94 out of 5 average rating, 32 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.

Apr 2 – 9

$135 per night

Guest favorite

Home in Crawfordville

4.87 out of 5 average rating, 30 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.

Mar 4 – 11

$169 per night

Guest favorite

Home in Panacea

5.0 out of 5 average rating, 25 reviews

Waterfront/Pool/Golf Cart/Kayak/Bikes/Paddle Board

Welcome to IndeblueBay, a relaxing & well appointed home overlooking Ochlockonee Bay & the Gulf of Mexico. IndeblueBay is located where the bay meets the ocean with incredible, endless views. Enjoy watching the beautiful 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. Take the golf cart for a fun ride to Mashes Sands beach or to the famous Angelo’s restaurant.

Jan 14 – 21

$266 per night

Guest favorite

Home in Panacea

5.0 out of 5 average rating, 12 reviews

Coastal Cottage

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 a waterfront restaurant, a marina, a public boat ramp and the Gulf Specimen Aquarium. Come relax and enjoy!!

May 12 – 19

$187 per night

Guest favorite

Condo in Carrabelle

4.79 out of 5 average rating, 19 reviews

St James Bay Golf Resort - 3/3 'The CaddyShack'

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.

Dec 22 – 29

$248 per night

Superhost

Home in Carrabelle

4.38 out of 5 average rating, 13 reviews

Hibiscus Cottage

In carrabelle we have a saying of "getting hooked" and that's just what you'll do if you're a lover of the outdoors. Carrabelle is the best of both worlds, this costal paradise offers plenty of fishing, boating, a wonderful golf course, beautiful beaches & a relaxing river. We are located right down the road from the St. James golf course, a 10 minute drive from carrabelle beach and just 5 minutes from a public boat launch. This space offers comfort & privacy during your time away from home.

Mar 12 – 19

$149 per night

Guest favorite

Condo in Panacea

5.0 out of 5 average rating, 42 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.

Jul 25 – Aug 1

$124 per night

Guest favorite

Home in Saint Teresa

4.94 out of 5 average rating, 35 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.

Feb 6 – 13

$220 per night

Guest favorite

Home in Carrabelle

5.0 out of 5 average rating, 11 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.

Aug 10 – 17

$149 per night

Guest favorite

Home in Saint Teresa

5.0 out of 5 average rating, 16 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.

Oct 15 – 22

$290 per night

Superhost

Home in Carrabelle

4.86 out of 5 average rating, 76 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 at the heated pool & 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!

Apr 14 – 21

$437 per night