Map of Rentals


At Port Side Manor, discover top-notch seaside comfort in the exclusive WindMark Beach community. This distinguished 4-bedroom home welcomes you and your family or friends to indulge in culinary creations in the gourmet kitchen, savor outdoor meals on the spacious porch, and relax in a secluded retreat with a wet bar, all just a short walk from pri
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Short Stays

SHORT STAYS AVAILABLE!

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Saturday Check-In
Port Side Manor
Bedrooms 4
Bathrooms 4
Guests 14
Location Windmark Beach
Rating 4.9 (20)
Enter 'A Weekend at Billy's' and be welcomed by the expansive views of the Gulf. Relax in the private, soak up the sun in the bright living room with an electric fireplace, and appreciate the added comfort of an *elevator in this secure private gated community.THE SPACE - 3200 square-foot property - Spacious living room with views of the Gulf and a
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Late Summer Discounts

LATE SUMMER DISCOUNTS NOW LIVE! 

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A Weekend at Billy's
Bedrooms 5
Bathrooms 6
Guests 10
Pet Friendly
Location St. George Island
Private Pool
Rating 5 (12)
Welcome to The Tipsy Pelican, where family memories are made! This beautiful beach home blends charm, comfort, and convenience, making it the perfect spot for your next family getaway. Nestled in the heart of St. George Island, you’re just steps from the beach and minutes from family-friendly shopping, dining, and the iconic lighthouse.THE SPACE- B
Short Stay Available Short Stay Available
Short Stay Available
3 night minimums now available though end of March 2026!
Hot HOT 57
Saturday Check-In
The Tipsy Pelican
Bedrooms 3
Bathrooms 2
Guests 8
Pet Friendly
Location St. George Island
Private Pool
Rating 5 (16)
Welcome to Nautical Sky at Secluded Dunes—where effortless luxury meets the rhythm of the coast. Mornings begin with the sun rising just behind the home, casting a warm, golden glow across the sky, while evenings settle into quiet, starlit nights that feel a world away from everything else.Spend your days exactly how you want—lounging beside your p
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2027 Monthly Rentals

Monthly Rentals are available January and February 2027 on select rentals! 

January Monthly Rentals start 1/2-1/30/2027

February Monthly Rentals start 1/30-2/27/2027

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

Hot HOT 44
Saturday Check-In
Nautical Sky @ Secluded Dunes
Bedrooms 4
Bathrooms 3
Guests 12
Pet Friendly
Location Cape San Blas
Private Pool
Rating 5 (33)
Discover the peaceful coastal atmosphere at Margar-et Away (fka Marg-O-Lago), an upscale beachfront residence located on the untouched shores of St. Joe Beach. With space for 20 guests, the home's notable features include several balconies with breathtaking sea views, a private pool for soaking up the Florida sunshine, and generous accommodations t
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Late Summer Discounts

LATE SUMMER DISCOUNTS NOW LIVE! 

Click on the Property Card to see availability options for late summer weeks- now at a discounted price! 

Hot HOT 46
Saturday Check-In
Margar-et Away
Bedrooms 6
Bathrooms 5
Guests 20
Pet Friendly
Location St. Joe Beach
BeachFront
Private Pool
Rating 4.9 (12)
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
Saturday Check-In
Copper Cove
Bedrooms 6
Bathrooms 4
Guests 16
Location Indian Pass
BeachFront
Rating 5 (4)
At 'Second Wind,' every level offers stunning views of the gulf, complete with Gulf Front bedrooms that ensure you wake up to the seascape. Enjoy a private fenced pool on the second-floor deck and let the kids have fun in the top-floor bunk suite. Located just steps from the old pier and marina, and with $300 included for adventure gear rental, you
Sunday Check-In
Second Wind
Bedrooms 5
Bathrooms 4
Guests 20
Location Mexico Beach
BeachFront
Private Pool
Rating 5 (18)
See the Bird's Eye View of #1 Sunset SerenityPeaceful, unspoiled, and uncrowded, #1 Sunset Serenity is like staying in your own private nature preserve. Become immersed in the untouched beauty of St. George Island at this lovely 6-bedroom beach home, nestled waterfront along Apalachicola Bay with oaks, pines and palmettos lining the shores. Sip co
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Late Summer Discounts

LATE SUMMER DISCOUNTS NOW LIVE! 

Click on the Property Card to see availability options for late summer weeks- now at a discounted price! 

Saturday Check-In
#1 Sunset Serenity
Bedrooms 6
Bathrooms 3
Guests 14
Pet Friendly
Location St. George Island
Rating 5 (13)
Retreat to the tranquil shores of St. George Island at Sugar Magnolia, where the unspoiled beach is directly accessible through a private boardwalk. Enjoy the comfort of this welcoming abode with its large Gulf-facing deck and a private pool featuring a sun shelf, ideal for basking in the Florida sunshine. Experience the fresh coastal elegance of t
Hot HOT 70
Sunday Check-In
Sugar Magnolia
Bedrooms 4
Bathrooms 3
Guests 12
Pet Friendly
Location St. George Island
BeachFront
Private Pool
Rating 4.9 (42)
Welcome to Luxury By The Sea, the premier vacation rental home located in Mexico Beach on the stunning Gulf Coast! This expansive 6,000-square-foot beachfront estate offers 6 bedrooms, 6.5 bathrooms, and a private heated pool, all overlooking the pristine sands of the Gulf of Mexico. Whether you’re lounging in the large fenced yard or soaking in th
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Late Summer Discounts

LATE SUMMER DISCOUNTS NOW LIVE! 

Click on the Property Card to see availability options for late summer weeks- now at a discounted price! 

Hot HOT 75
Saturday Check-In
Luxury By The Sea
Bedrooms 6
Bathrooms 6
Guests 16
Location Mexico Beach
BeachFront
Private Pool
Rating 5 (3)
ABOUT TIME is a phenomenal vacation home with amazing views of the Gulf. With 4 bedrooms and 4.5 bathrooms, this Gulfview paradise can accommodate up to 14. Relax in one of the three King Suites or the fantastic bunkroom. Starlink internet too!Visitors to this area enjoy wide beaches, room for volleyball and walking for miles and miles. You will e
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Late Summer Discounts

LATE SUMMER DISCOUNTS NOW LIVE! 

Click on the Property Card to see availability options for late summer weeks- now at a discounted price! 

Saturday Check-In
About Time
Bedrooms 4
Bathrooms 4
Guests 14
Pet Friendly
Location Indian Pass
Private Pool
Rating 5 (39)
Welcome to The Lookout, a charming Gulf-view retreat located on the peaceful North Cape of Cape San Blas. With its elevated design, open living spaces, and private pool, this home offers the perfect blend of comfort, convenience, and laid-back coastal living.Featuring 3 bedrooms and 3 full bathrooms, The Lookout comfortably accommodates up to 8 gue
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Late Summer Discounts

LATE SUMMER DISCOUNTS NOW LIVE! 

Click on the Property Card to see availability options for late summer weeks- now at a discounted price! 

Hot HOT 43
Saturday Check-In
The Lookout
Bedrooms 3
Bathrooms 3
Guests 8
Pet Friendly
Location Cape San Blas
Private Pool

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