Holiday rentals with a pool in Apalachicola Bay

Bay Breeze Cottage

Welcome to our charming coastal retreat in Barefoot Cottages. Close to Pool and Fitness Center, on-site grill and hot tub and equipped with private outdoor upstairs seating and fire pit perfect for enjoying your morning coffee or evening cocktails! Both bedrooms have queen beds and en-suite bathrooms. Beach chairs, towels, cooler, & bodyboard provided for your days at the beach. Located .5 mile from pristine beaches of Port St. Joe and convenient to local shops, restaurants and attractions.

Bay Front Tree House - Tropical Hidden Oasis

Welcome to Ottabanks - a Bay Front getaway known for its views, decks, fishing, nature and access to the bay! Outtabanks is a private outdoor oasis, hidden away from it all. This 2 bedroom, 2 bath home, sleeps 4 with newly expanded decks. Access to the beach is only a 10 min walk. We invite you to stay at this one-of-a-kind, nature lover's getaway on beautiful St. George Island. If you truly want to experience why people come to the island - this home says it all - privacy, beauty and nature.

Private St George Island Home, Walk to Beach!

Treat your family to a relaxing Florida retreat and book this 3-bedroom, 2.5-bath St George Island vacation rental! Nestled in a gated community, this lovely property features 4 Smart TVs, a fully equipped kitchen, and community amenities just steps from your door. Sip your morning coffee on the deck or in the sunroom, then head to either shared pool and make a splash with the kids! Hoping to get your toes in the sand? The Plantation Beach is just a short walk away. NO MORE THEN 6 PEOPLE 24H.

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.

Island Memories

Kick back and relax in this calm, stylish space. Enjoy the beautiful Gulf views along with direct beach access across from the driveway or maybe just enjoy a cool dip in the private pool. There is plenty of outdoor seating around the pool and in the shade. Bikes, beach chairs and a pull cart are included for your enjoyment. The outdoor grilling area makes your outdoor cooking extra special. Island Memories is fully stocked with everything needed to make those island memories come to life.

2 mins to beach, Poolside + Hot Tub, Fully Stocked

Best location in Port St. Joe! - Spikeball & cornhole - Yoga mat - Beach towels and chairs - Stocked kitchen w/ drip and k-cup machines - 2 Screened porches (200 sq ft) - Minutes to multiple beach access points - Central to cape san blas, mexico beach, and downtown PSJ - Upgraded kitchen - Smart TVs - Upstairs: 2 King Beds with en suite bathrooms - Downstairs: half bath, 1 sectional and 2 twin air mattresses for extra sleeping We prioritize your 5-star experience over anything else! :)

Pompano: beach studio with pool!

Downstairs next to pool. Private romantic studio king bed, private bath, full modern kitchen, laundry... all amenities. Recliner loveseat sofa for viewing the large flat screen TV. Tastefully decorated. Perfect for a couple’s getaway. 2 person max. Ample parking: cars, boat, trailer, etc. Fish cleaning station, great outdoor area. Awesome value for price! Steps to beach. Beach wagon, canopy cover and beach chairs for guest use. If you need more space, check out "Redfish" and "Trout."

Happy Ours

Surrounded by a natural vegetation, “Happy Ours” is a bright and airy home where you can unwind and relax with your family and friends. Located within the St. George Plantation, a 24-hour gated community that has preserved the natural beauty of the barrier island, a peaceful and relaxing stay awaits you and your family. This comfortable 3BR/3BA home offers two separate living spaces and two spacious screened-in porches overlooking the private and generously-sized pool.

Giggle Pools Large swimming & Kids splash

Giggle is situated on one of the most desired locations on the pan handle of Florida, offering an abundance of activities, several local restaurants and bars, a surf shop and state park. Imagine having all of this right at your door step! Oh! and did we mention we are sitting right on the edge of the Gulf of Mexico?! There is nothing more calming than waking up, cup of Joe in hand, and watching the dolphins play in the early morning waves right from your front porch.

Golf Cart! E-bikes! Heated Pool! Arcade! Fire Pit!

Welcome to "Gone Coastal" Enjoy all that Windmark Beach has to offer with a relaxing stay in this newer home is a 4 bedroom, 2 bath home that is one of the closest homes to the town center and main pool. It is 2 blocks from the beach, a easy 5 min walk or short bike ride to the beautiful white sand of the Gulf coast. This home features all the amenities such as bikes (including two ELECTRIC bikes), 2 paddle boards, and a 6-seater golf cart all included!

Saltwater Pool With Tanning Ledge, Fenced Backyard

Arghh!! Welcome to Pirate's Cove! This home has a playful outdoor oasis awaiting your arrival with saltwater pool, outdoor dining area with big screen TV, sand box for the kids and fire pit for those winter evenings! This 4 bedroom home is spacious with a well appointed kitchen, premium mattresses (3 King size beds/2 twin beds in bunk room) and a fenced backyard. This home will not disappoint with its beautiful furnishings and inviting ambiance!

Private Pool 5bd/4bath Bay Front

Come and share your "Fish Tales" at this beautiful bay front home. Take a relaxing walk down the dock, cast a reel or park your boat! Enjoy the privacy on either level screened in porches or down by the screen enclosed pool overlooking the Apalachicola Bay. Bring in a day's catch from dock to frying pan! 1st Floor- Living/Kitchen, Queen Bedroom, Full Bath 2nd Floor- 2 King Bedrooms, 2 Twins, 2 Queens, 3 Private Bathrooms