Holiday rentals with a pool in Saint George Island

300 Ocean Mile: 150 Steps to Beach! Kid Friendly,

150 steps to the beach! Escape to paradise at this newly redesigned townhouse in 300 Ocean Mile—an unbeatable location! Enjoy Gulf views from both decks, two pools, bikes, and easy access to St. George Island State Park. Under new management since January 2025, it features all-new furniture, stocked amenities, games, and beach essentials. Perfect for families, with basketball, pickleball, a playground and great restaurants nearby. Relax, explore, and make memories in charming St. George Island!

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.

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.

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! :)

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.

Beachfront~Pet Friendly~BeachGear~Pool Access~

SEA DREAMS BEACHFRONT SGI🔸Beachfront🔸x4 Beach chairs/towels/ x1 canopy provided🔸Community pools🔸Washer/dryer +starter detergent🔸Ice machine (countertop), Keurig Duo +starter coffee🔸Stocked kitchen w/ AirFryer +starter cooking spices🔸King bed / Queen bed / Queen Sleeper Sofa 2BD/2.5B🔸Shampoo, body wash, conditioner, lotion🔸Dedicated workspace🔸 Dogs welcome (up to 2 dogs) 🔸Crib + high chair (available only if requested 7+ days prior to check in) 🔸Fast WIFI

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 4BD Beach Home w/ Private Fenced in Pool

Welcome to your coastal retreat in Port St. Joe Beach- a relaxing beach escape with gulf views & easy outdoor living. Enjoy space to unwind just steps from the sand. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heated Oct-Mar-fee applies) - Gulf-view decks w/ BBQ & outdoor seating - Fully fenced backyard w/ fire pit - Beach access nearby & beach essentials - Pet-friendly