Holiday rentals with a pool in Apalachicola Bay

5 out of 5 average rating, 61 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 - Pool

-Welcome to the Chic Beach Retreat, Villa Blanca, where you'll be greeted by ultra tall 26’ ceilings -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 -Private Pool Oasis - Gated Separately - Designed for Relaxation & Enjoyment. -Pet friendly-2 pup max < 30 lbs -Peekaboo Gulf View

Superhost

Two glasses are being clinked together, each adorned with a decorative straw holder and a slice of lime on the rim. The background showcases a serene view of the beach and ocean, under a bright sky.

Townhouse in Eastpoint

4.86 out of 5 average rating, 42 reviews

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!

Superhost

A cozy living area is presented, featuring a comfortable sofa adorned with decorative pillows. A wooden coffee table is positioned in front, and a chair with an elegant design complements the space. Large windows invite natural light and provide views of the exterior.

Apartment in Apalachicola

4.88 out of 5 average rating, 120 reviews

Riverfront Condo on Beautiful Apalachicola River!

Wonderful Riverfront condo located on the serene Apalachicola River. Expansive screened in patio offers breath taking water views. Perfect for watching boats & Florida wildlife. Convenient walk to the shops & restaurants of charming downtown Apalachicola. Master bedroom has a king bed with water views and balcony access. The second bedroom has a full size bed and private bath. Only steps to boat slips that can be reserved through Water Street Hotel & Marina. Swimming pool & gym access included!

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.

4.96 out of 5 average rating, 24 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.

4.92 out of 5 average rating, 144 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, 11 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.

4.98 out of 5 average rating, 221 reviews

A screened porch entrance opens to a clear pathway leading to the pool area. Lush palm trees and well-maintained shrubs are visible, creating a welcoming view of the community's outdoor space.

Cottage in Port St. Joe

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! :)

Superhost

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.

4.9 out of 5 average rating, 20 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.

4.83 out of 5 average rating, 54 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.

4.9 out of 5 average rating, 108 reviews

A welcoming exterior view of the home is shown, featuring a light green façade and a driveway with a six-seater golf cart parked nearby. Palm trees are positioned along the front, providing a tropical ambiance. The entryway is complemented by two comfortable chairs.

Home in Port St. Joe

GolfCart! E-bikes! Heated Pool! Arcade! Fire Pit!

Welcome to "Gone Coastal" Enjoy all that Windmark Beach has to offer with a relaxing stay in this newer home is a 4 bedroom, 2 bath home that is one of the closest homes to the town center and main pool. It is 2 blocks from the beach, a easy 5 min walk or short bike ride to the beautiful white sand of the Gulf coast. This home features all the amenities such as bikes (including two ELECTRIC bikes), 2 paddle boards, and a 6-seater golf cart all included!

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, 12 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!