
Holiday rentals with a pool in Apalachicola Bay
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Top-rated rentals with a pool in Apalachicola Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

HeatedPool/Mins2Beach/GolfCart/FirePit/Beach Equip
⭐️Luxury 4-bedroom Beach Home ⭐️ Sleeps 12 in Windmark Beach ⭐️ Heated Pool Oct 1-Apr 30 ⭐️ 6 Seat Golf Cart ⭐️ Grocery Service ⭐️Pet Friendly You’ll be steps to the luxurious community pool where you can relax overlooking the Gulf of Mexico.You can walk to the beach in mins from the home to swim in the warm waters of the gulf or relax in the sun.Take a golf cart cruise to the nearby Village Center to grab a bite to eat.End yourday relaxing in the screened-in porches or fire pit outdoor living space.

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!

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.

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! :)

*Sunset Gulf View* | See & Hear the Waves! Pool •
**NEW: 10% off discount for 7 or more days** Tidelands at Mexico Beach by StayTheOne is a special find. And you found it! Just opposite the beachfront houses, it is almost beachfront. You will love the amazing Gulf-facing view, Pool & Hot Tub, gorgeous interior, and central walkable location in Mexico Beach. Well-appointed and comfortable, Tidelands is one of the top properties in town. It is on the 2nd floor of The Club at Mexico Beach and is accessible by elevator or stairs.

Organic Design with a Resort Style Heated Pool
Step into a realm of unparalleled luxury with this stunning single-family private oasis. Nestled away in a prime location, our organically designed retreat provides an ideal home base to explore the surrounding beaches and attractions. Featuring a resort style heated pool, a private dock, 2 kayaks, outdoor grill and dining area, fire pit, and so much more! Discover the blend of modern design and homely comfort that makes this rental a unique choice for your next adventure.

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.

Shimmering Tides~Golf Cart~Secluded
Shimmering Tides is a perfect secluded home nestled at the end of a cul-de-sac in the charming community of Windmark Beach. Very private home perfect for making memories and relaxing! Screened porches allow gulf breezes to flow in while you unwind watching sunsets. Boardwalk is conveniently located within feet of the home taking you directly to the sugary sands & beach in less than 5 minutes. Spacious backyard, fire pit, all your beach amenities & GOLF CART included!

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
Popular amenities for Apalachicola Bay rentals with a pool
House rentals with a pool

Walk to the Beach, Brand New Luxe Beach House with

Around The Cut

Pure Bliss

Escape to St Joe Beach at Villa Blanca-Heated Pool

Shellfish Cottage 3BD, pool, outdoor kitchen!

Tipsy Turtle Oceanfront Beach House!

Sunset | Golf Cart | Walk to Beach | Pool | Bikes

Kaikoura Oceanfront Beach House
Apartment rentals with a pool

Wonderful 3/3 condo with 2 covered balconies

Bay Front! Game Table+Resort Amenities

NEAR BEACH FRONT COTTAGE WITH POOL STEPS TO BEACH1

SandyShells

Enormous 3/3! Panoramic ocean view! Infinity Game

Smokey's Sunset at Mexico Beach

Beach Paradise-Perfect Ocean Views-Pool-Sauna Brkf

Poolside Condo at Waterside
Other holiday rentals with a pool

Walk to the Beach, Heated Pool, Golf Cart & Bikes

The Grand Cypress-Lakeside retreat

Pup‑approved, beach gear+golf cart 20% off in Nov!

House on the Canal, Sleeps 9, Pool & Hot Tub

Bebe’s Beach Cottage

Salty Beach Bungalow

Flip Floppin' - Steps to Beach & Resort Style Pool

Fully Equipped Home 1-min Walk To Beach, Near Pool
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