Holiday rentals with a pool in Apalachicola Bay

Riverfront Condo on Beautiful Apalachicola River!

Wonderful Riverfront condo located on the serene Apalachicola River. Expansive screened in patio offers breath taking water views. Perfect for watching boats & Florida wildlife. Convenient walk to the shops & restaurants of charming downtown Apalachicola. Master bedroom has a king bed with water views and balcony access. The second bedroom has a full size bed and private bath. Only steps to boat slips that can be reserved through Water Street Hotel & Marina. Swimming pool & gym access included!

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.

Redfish: view, pool, steps2beach

Just over the dune line road from quiet east end beaches. Great fishing and uncrowded relaxing . Excellent for families or couples (4 person maximum) with private spaces indoor and out. Two master bedrooms with kings and pillow tops. Second floor cottage recently remodeled and decorated. Shared pool and gulf views from front room and master. Front Deck. Large furnished screened porch. You will be hard pressed to find a better spot for your vacation dollars. Beach wagon, umbrella and chairs.

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! :)

At Angels' Nest

STUNNING PET-FRIENDLY BEACHFRONT HOME – PRIVATE, DECKS, ELEVATOR, POOL, HOT TUB & FIRE PIT! At Angels Nest is a luxurious, private beachfront retreat on St. George Island’s East End. Enjoy breathtaking Gulf views from expansive decks, perfect for coffee or cocktails. The top-level deck offers alfresco dining and cozy seating under our proudly soaring American flag. An elevator and two deck levels provide easy access to the pool, hot tub, and fire pit—your perfect island escape awaits!

Solaria: Waterfront, Pool, Fishing, Kayak, Golf

Solaria is a quaint, gorgeously-updated waterfront retreat with sunset views, offering convenient access to St George Island, Historic Apalachicola and more! There are 4BR/3BA with an open living room/kitchen attached to screened porch, outdoor fire pit and heatable pool, and plenty of space for entertaining/dining. Fish/kayak on the bay at home, or enjoy great restaurants/boutiques and the beach within minutes. Or just escape for some peace and quiet. Come and Explore today!

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.

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!

Spacious 4 BR/Sleeps 10. Great views of the gulf.

*SNOWBIRD RATES AVAILABLE* Welcome to Sand and Solace CSB, a beautifully designed 4-bedroom, 4 full bath + 2 half bath vacation retreat located just one row off the Gulf on the quiet south end of Cape San Blas. With serene views, direct beach access, and a private pool, this first-tier home is the perfect blend of relaxation and convenience for families and groups seeking a luxurious coastal getaway.

Fun at 33 Palms Island Beach House !

Everyone will have fun at this stylish Beach House. Owners have supplied this home with everything a family needs to have fun and create bonds to last a lifetime: board games, football, badminton, and a lighted corn hole. For enjoyment at the beach, there is a beach cart fully loaded with a sun shade(PIC}, beach chairs, umbrellas, beach towels and floats. Beach access is only 2 blocks away!