Holiday rentals with a pool in Apalachicola Bay

Eastpoint on the Bay- Private Beach, Pool, Sunsets

Private Estate on Apalachicola Bay with a stunning private beach and pool that often overlooks dramatic sunsets. An over 3,200 SF home w/ game room that can sleep 16 guests with 2,000 SF lanai w/ an outdoor dining area and plenty of seating for conversation, entertaining, and soaking up the sun. The house has a Master Bdrm- king bed; Bdrm 2 - queen bed; Bdrm 3 - twin over twin bunk and full over full bunk; Bdrm 4 - cal. king bed, Bdrm 5 - double bed, Den - queen sleeper sofa. Room for everyone!

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.

Quads-For-Fun, Unit-1, Saint George Island, FL

Unit 1 is a completely renovated 2-bedroom condo, just a block from the beach offers the best of the Forgotten Coast including fabulous Curated Comfort décor, shared sparkling swimming pool, observation deck with amazing coastal views, dog-friendly fenced play area, all in a central location in the Gulf Beaches neighborhood. Units at Quads-For-Fun, Unit-1 can be rented separately or together, offering the perfect beach vacation destination for small groups or large families/reunions/retreats!

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.

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.

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.

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.

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

Best location in Port St. Joe! - Spikeball & cornhole - Yoga mat - 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! :)

"Paradise on the Bay!" - Pool, Hot Tub & Dock!

Enjoy a memorable Coastal Vacation at this gorgeous bayside property on the edge of Eastpoint, FL! This property has all the amenities of St. George Island homes (and more!) in a private, peaceful setting away from the crowds. The white sand beaches at St. George Island are less than 10 minutes over one bridge and Historic Apalachicola with shopping and renowned seafood restaurants is just over another bridge down the road. Truly the perfect location for it all!