Holiday rentals with a pool in St. George Island

5 out of 5 average rating, 62 reviews

The exterior of Villa Blanca is showcased against a vibrant sunset, highlighting the two-story structure elevated on stilts. Outdoor seating and a private pool are visible in the backyard, with palm trees adding a tropical touch to the overall inviting atmosphere.

Home in Port St. Joe

Escape to St Joe Beach at Villa Blanca-Heated Pool

-Welcome to the Chic Beach Retreat, Villa Blanca, where you'll be greeted by ultra tall 26’ ceilings -Private Heated Pool - Gated Separately - Designed for Relaxation & Enjoyment -Nestled along the tranquil shores of St. Joe Beach, FL -Perfectly situated 1 block in from the gently lapping waves of the Emerald Coast -This charmer on 14' tall stilts, is a one-of-a-kind escape for those seeking serenity & style with tons of outdoor living space -Pet friendly-2 pup max < 30 lbs -Peekaboo Gulf View

A wooden dock extends through a grassy area, leading into a lush environment filled with tall grasses and trees. Soft sunlight filters through the tree canopy, creating a serene ambiance. The house is visible in the background, surrounded by vibrant greenery.

4.92 out of 5 average rating, 52 reviews

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.

The property is elevated on stilts, surrounded by native palm trees and lush greenery. A gravel driveway leads to the entrance, showcasing ample outdoor space with a clear view of the home's screened porch.

4.93 out of 5 average rating, 29 reviews

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.

4.91 out of 5 average rating, 152 reviews

A welcoming sign displaying 'Sunset Isle' is positioned among palms and lush greenery. The natural surroundings create a pleasant entrance to the community, with soft grasses and vibrant foliage flanking the sign.

Tiny home in Carrabelle

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.

5 out of 5 average rating, 13 reviews

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.

An aerial view reveals a spacious coastal home with a metal roof, surrounded by grassy areas and palm trees. A private pool is visible beside the house, with a paved driveway leading to the entrance. Nearby colorful homes and beach access are also evident.

4.98 out of 5 average rating, 42 reviews

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.

4.96 out of 5 average rating, 55 reviews

A tranquil pool area is positioned near the water's edge, featuring lounge chairs and a wooden fire pit. The stunning sunset casts warm hues over the sky and reflects gently off the calm water, with palm trees framing the serene view.

Home in Eastpoint

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!

A three-story home is presented with a light blue exterior and large screened-in porches. An American flag is displayed, and a gravel path leads to the house, surrounded by lush greenery and natural vegetation typical of the barrier island environment.

4.92 out of 5 average rating, 24 reviews

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.

Cottage in Saint George Island

An inviting outdoor area features a clear swimming pool with lounge chairs arranged around it. A striped umbrella provides shade, and the beach is visible in the background, with soft sand and gentle waves meeting the horizon.

4.84 out of 5 average rating, 56 reviews

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.

Townhouse in Saint George Island

A spacious bedroom is highlighted by a king bed with neutral-toned bedding and decorative pillows. A cozy seating area includes a hanging chair and a light-toned sofa. Natural light floods in through large windows, and stylish lamps flank the bed, enhancing the room's welcoming ambiance.

4.92 out of 5 average rating, 71 reviews

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

A spacious two-story home is depicted, featuring a fenced pool area surrounded by a stone patio. The backyard showcases lounge chairs, a shaded dining table, and a gas grill. A well-kept lawn and palm trees complete the outdoor setting, with clear skies overhead.

5 out of 5 average rating, 13 reviews

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!