Vacation Rentals


Imagine a retreat where the gentle sound of waves welcomes you from a luxurious Gulf-front home named Calypso. Enjoy privacy with Rish Park as your only neighbor, delight in the gourmet kitchen with custom quartz countertops and top-of-the-line appliances, or admire the stunning views from the large balcony. This estate captivates with its combinat
Book Fall Today! Book Fall Today!
Book Fall Today!
Calypso: Remaining Fall Weeks just discounted up to 50%! Book Now!
Saturday Check-In
Calypso
Bedrooms 4
Bathrooms 4
Guests 10
Location Cape San Blas
BeachFront
Rating 5 (28)
Welcome to Sunnyside Up, a bright Gulf-view getaway in the peaceful gated Seagrass neighborhood on calm Cape San Blas. Enjoy the comforts of a private heated pool, soothing hot tub, and fire pit, all within a short walk from the beach. This welcoming beach house, featuring decks with Gulf views from each bedroom, comfortably sleeps up to 14 guests.
Hot HOT 84
Saturday Check-In
Sunnyside Up
Bedrooms 4
Bathrooms 4
Guests 14
Pet Friendly
Location Cape San Blas
Private Pool
Rating 4.9 (154)
At South Wind, you'll discover the charm of the Forgotten Coast, located right on the beachfront. Enjoy the comfort of a private heated/chilled pool and relax in a six-person hot tub overlooking the ocean. Each of the four bedrooms offers an ensuite bathroom for enhanced privacy, and you'll appreciate the convenience of direct beach access via a pr
Hot HOT 43
Saturday Check-In
South Wind
Bedrooms 4
Bathrooms 4
Guests 10
Pet Friendly
Location St. George Island
BeachFront
Private Pool
Rating 5 (55)
Escape to the beachfront tranquility of Smooth Sailing, a 2,810 sq. ft. well-appointed vacation home that invites relaxation. Bask in sun-filled days by your private, heated pool or take advantage of the direct beach access through your private boardwalk. With a $250 credit for adventure gear rental, your seaside stay is set for enjoyment. THE SP
Specials Tag Special
Monthly Rentals

Monthly Rentals are available January and February on select rentals! 

January Monthly Rentals start 1/4-2/1/2025

February Monthly Rentals start 2/1-3/1/2025

A four-week minimum is required to qualify for monthly discounts.

Saturday Check-In
Smooth Sailing
Bedrooms 5
Bathrooms 5
Guests 12
Location St. George Island
BeachFront
Private Pool
Rating 5 (10)
Enter 'Southern Sand,' your outstanding Gulf-front haven, and enjoy the peaceful beachfront scenery with clear views. This new property on Indian Pass is perfect for group events, featuring a private heated pool, and the coziness of a pet-friendly atmosphere. Look forward to your coastal getaway that offers plenty of room and privacy throughout.
Book Fall Today! Book Fall Today!
Book Fall Today!
Remaining Fall Weeks just discounted up to 20%! Book Now! "
Saturday Check-In
Southern Sand
Bedrooms 6
Bathrooms 6
Guests 20
Pet Friendly
Location Indian Pass
BeachFront
Private Pool
Rating 5 (9)
At High Times, enjoy the beauty of Apalachicola Bay right in your backyard. Relish your stay with a private, heated pool, which includes a spillover hot tub and a shallow lounging area or set off on peaceful kayak trips from your personal dock. Relax by the fire pit on the sandy beach and freshen up with an outdoor shower after a day in the sun.
Saturday Check-In
High Times
Bedrooms 4
Bathrooms 4
Guests 8
Pet Friendly
Location St. George Island
Private Pool
Rating 5 (2)
Situated in the secure enclave of WindMark Beach, Oyster Cove offers you the chance to enjoy expansive ocean views from its spacious decks. Experience the upscale amenities including a private pool with beach boardwalk access, three community pools, and a foosball table for your entertainment. Designed to accommodate 16 guests, the home provides a
Specials Tag Special
Short Stays

SHORT STAYS AVAILABLE!

Click the Property Card to see all the AVAILABILITY OPTIONS for Short Stays on this property! 

Saturday Check-In
Oyster Cove
Bedrooms 5
Bathrooms 4
Guests 16
Location Windmark Beach
BeachFront
Private Pool
Rating 5 (14)
Enter 'Memory Maker,' your next beachfront retreat located in a peaceful and calm setting, and where there is no sharing - every bedroom includes a private ensuite. Relish the expansive Gulf views from rooms with high ceilings and windows that bring the outside in or reunite with family and friends on the generous decks. Create lasting memories wit
Saturday Check-In
Memory Maker
Bedrooms 4
Bathrooms 4
Guests 18
Pet Friendly
Location St. Joe Beach
BeachFront
Rating 5 (14)
Experience the tranquility of Copper Cove, a beachfront retreat in Indian Pass. This home, featuring an *elevator, and outdoor entertainment area & spa, offers a memorable coastal getaway for you and up to 16 guests. Enjoy direct access to the beach and relaxing evenings with the sounds of the Gulf. Host guests in a media room equipped with a
Book Fall Today! Book Fall Today!
Book Fall Today!
Remaining Fall Weeks just discounted up to 35%! Book Now!
Saturday Check-In
Copper Cove
Bedrooms 6
Bathrooms 4
Guests 16
Location Indian Pass
BeachFront
Welcome to 'Baydream', a bayfront oasis situated in the delightful WindMark Beach community. Enjoy expansive bay views, a screened porch caressed by the breeze, and delightful dining beneath the stars. Your group can convene in comfort with amenities like a private *elevator, access to a community pool, and a $250 credit for adventure gear rentals
Saturday Check-In
Baydream
Bedrooms 4
Bathrooms 4
Guests 12
Pet Friendly
Location Windmark Beach
Rating 4.9 (49)
Discover the epitome of beachfront elegance at "Mangrove," a brand-new, 6-bedroom, 5.5-bath home nestled in the tranquil Indian Pass Shores subdivision. This exquisite beachfront Gulf residence offers an unparalleled blend of sophistication and comfort, promising a serene escape from the hustle and bustle of everyday life.THE SPACE- *Elevator for e
Saturday Check-In
Mangrove
Bedrooms 6
Bathrooms 5
Guests 14
Pet Friendly
Location Indian Pass
BeachFront
Private Pool
Welcome to Sea Chalet, your personal retreat on St. George Island, where clear waters meet white sands just steps from your door. Enjoy exclusive access to St. George Plantation's Olympic-sized pool, tennis courts, and fitness center. Enhance your beach experience with a $250 credit for adventure gear rental, guaranteeing plenty of enjoyment in the
Book Fall Today! Book Fall Today!
Book Fall Today!
Remaining Fall Weeks just discounted up to 25%! Book Now! "
Sunday Check-In
Sea Chalet
Bedrooms 5
Bathrooms 4
Guests 14
Pet Friendly
Location St. George Island
BeachFront
Rating 4.9 (33)

Tell us what you're looking for and someone will contact you with available options.

I agree