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.

Bayfront | Heated Pool | 100% Private Beach | Dog

NEW! Just added HEATED POOL to the property! Enjoy a refreshing dip just steps from your door - perfect for relaxing after a day at the beach or soaking up the sun right at home. Welcome to Happy Ours Beachfront Getaway from FunGetawayRentals! 🌞 All guests staying at the property will receive a $250/day BONUS, with free rentals of 3 single kayaks (including vests & paddles), 3 paddleboards and 3 coastal bikes - a $250 value, on us! Perfect for your beach adventures! Note: Liability waivers mus

One - Too - Suite, Saint George Island, FL

This completely renovated 1-bedroom town home on the beach offers the best of the Forgotten Coast including Curated Interior Design, shared sparkling swimming pool, amazing views, from a Gulf Beach town home overlook. We have direct beach access where our award-winning sugar sand beaches await. "One Too Suite" is close to Island shops, restaurants, nightlife, fishing pier, St. George Lighthouse Museum, playground, and State Park. Seafood markets and craft brewery, await just 25 minutes away.

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.

Waterfront Hideaway HUGE saltwater pool, spa, dock

You'll love this cozy & hidden escape! This renovated camper is situated on a canal-front lot on SGI. Our place has the largest saltwater pool/hot tub on SGI, complete w/waterfalls that back up to a large dock. Inside has a bathroom, kitchen & shower. Camper has its own hot outside shower, grill & seating area, as well. You'll have access to fire pit, free kayaks/canoe, & water entrance. May have to share the pool space, but there's plenty of room! Nice golf cart for rent. Pet fee for 1 pet

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.

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 remodeled and decorated (photos Feb 2026). 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, canopy and chairs.

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

Heated Pool up to 90 degrees, FREE up to 80 degrees (see details below). “Happy Ours” is a bright and airy home where you can unwind and relax. 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.

Shimmering Tides~Golf Cart~Secluded

Shimmering Tides is a perfect secluded home nestled at the end of a cul-de-sac in the charming community of Windmark Beach. Very private home perfect for making memories and relaxing! Screened porches allow gulf breezes to flow in while you unwind watching sunsets. Boardwalk is conveniently located within feet of the home taking you directly to the sugary sands & beach in less than 5 minutes. Spacious backyard, fire pit, all your beach amenities & GOLF CART included!