Holiday rentals with a pool in Wakulla County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Wakulla County rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Saint Teresa
4.95 out of 5 average rating, 19 reviews

Pure Bliss

KaylaRating, 5 stars2 weeks ago
Shelbey’s place was beautiful. The beach was so calm and perfect for the little kids to play in. It was the perfect place for a relaxing vacation. Any time we had a question Shelbey was very quick to respond and she was very accommodating. We will definitely be coming back!
Guest favourite
Home in Crawfordville
4.96 out of 5 average rating, 55 reviews

Reel Pelican Paradise located in Paradise Village.

VivienneRating, 5 stars2 weeks ago
Excellent location for our cycling holiday. Close to the beach and great for watching activities on the water Lots of extras like the snack basket. nice that there were cooking essentials provided. Lots of space, quiet air con and extremely comfortable beds. Tammy was a great host, thank you for sharing your home.
Top Guest favourite
Home in Carrabelle
4.96 out of 5 average rating, 28 reviews

The Seabreeze Retreat with community pool

betsyRating, 5 stars1 week ago
we stayed for a weekend get away, it was great! Samantha was very helpful and responded quickly. the home was very nice. Will stay again!
Top Guest favourite
Home in Saint Teresa
5 out of 5 average rating, 8 reviews

New Coastal Retreat: 4BR, 2.5 BA

TrevorRating, 5 stars2 weeks ago
Once again, a home away from home for my large family for the holiday weekend. The space and furnishings are 5 star and won’t disappoint. The attention to detail makes the stress of traveling disappear. Lori is an amazing host and proactive about making the stay as seamless as possible. The outdoor space sealed the deal with a well stocked outdoor kitchen and sitting around the fire pit with the kiddos talking and making s’mores. Thanks again Lori!
Top Guest favourite
Home in Panacea
5 out of 5 average rating, 8 reviews

OUR REEL DREAM bayfront home

KimberlyRating, 5 stars8 months ago
4 years ago began the start of our annual family vacations, 3 years ago we welcomed our newest family member into the world, we have learned to see the world thru his eyes, on his spectrum, which leads us to very tough decisions when it comes to finding the right home to vacation. We knew after speaking to our AMAZING hosts Robert and Courtney that we had found our family home away from home. We made amazing memories as well as hit the challenge of Hurricane Debby in which was safely executed with the upmost professionalism. The communication and response times were impeccable! It was a pleasure to have the ability to shake hands and personally say thank you. We made some of the most AMAZING memories, got much needed relaxation and enjoyed the recommended fishing charter with Cpt. Tanner. We look forward to our next family vacation. The Matthews Family
Top Guest favourite
Home in Saint Teresa
5 out of 5 average rating, 5 reviews

Charming Home in St. Teresa, FL

JessicaRating, 5 stars1 month ago
We love this special place. It’s an experience like no other. The peaceful atmosphere is very relaxing. Kelli’s home is very nice, clean and has everything you need to make your stay comfortable. The kitchen is well equipped, and the whole home is super clean. We loved our stay and plan to return!!

Condo rentals with a pool

Superhost
Condo in Carrabelle
4.71 out of 5 average rating, 7 reviews

1BR/2BA Condo at pirate's Landing, Peculiar Pelica

KaileyRating, 5 stars7 months ago
We always are happy with Sandy Beach Properties! Another wonderful stay with a beautiful, clean, and well organized trip! We had all instructions prior to arriving and everything went smoothly! Thank you for the great experience!
Superhost
Condo in Carrabelle
5 out of 5 average rating, 3 reviews

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

ChrisRating, 5 stars2 weeks ago
Beautiful property, VERY clean condo! Quiet and relaxing location. Loved the multiple balconies to have coffee at sunrise on. Would stay again for sure. We were sad to find out there was no fishing allowed on the docks by the condos, so you have to leave to do any fishing... otherwise amazing (:
Condo in Carrabelle
4.85 out of 5 average rating, 87 reviews

Robin's Nest

DerrickRating, 5 stars2 months ago
Loved the screened porch area and being on the water. Fully equipped and inside is very nice
Superhost
Condo in Carrabelle
4.81 out of 5 average rating, 37 reviews

Fish Tales can be told here!

RobRating, 5 stars6 months ago
This was a great place with nice quiet neighbors and good privacy. The place was well kept, clean, and well decorated and stocked. I had all necessary utensils, pots and pans to cook as well. The host was very prompt in responses and pleasant to communicate with. Whatever brand that chair is in the living room - it's the most comfortable chair I've ever sat in and I need the brand name so I can get one! It is on the smaller side - this is not a negative though, and I was aware of the size before I booked, it is just something to consider before you book. If you have multiple kids like me it might feel a little crowded at times. I definitely CAN recommend this place and would have no issues booking here again!

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