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.

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.

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."

Blue Bicycle Beach House

Welcome to Blue Bicycle! 4 bedrooms, 4 and a half bath home located steps from the beach. Private pool, covered decks, enclosed outdoor shower and fish cleaning station. The 1st floor features 1 king suite, 1 queen suite, and 1 suite with 2 queens bunks. The 2nd floor offers an open floor plan living, kitchen, and dining. The dining table seats 8 with an additional 4 seats at the bar. A half bathroom is located off of the dining room. The master suite is also located on this floor.

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 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

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!