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The Ultimate Guide to Winter Monthly Rentals on 30A

13 Dec 2023
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As cold and dreary winter weather descends, escape to the beautiful beaches of 30A and enjoy sun, sand, and relaxation. Whether your schedule allows you to work remotely, homeschool, or simply provides flexibility, one of our winter monthly rentals is calling your name!

Many of our homes now offer monthly stays, inviting you to experience the best of the Emerald Coast during winter. With warm temperatures and perfect weather, this is the ideal time to explore the pristine beaches, charming communities, and endless outdoor activities that make 30A a cherished destination.

#1 - Jubilee Retreat 

  • 3 Bedrooms, 3.5 Baths
  • Sleeps: 8
  • Community: Grayton Beach
  • Featured Amenities: Overlook Outdoor Creek That Flows into The Gulf, Outdoor Living Area, Screened-In Porch with Grill

This 30A vacation rental is a stunning escape with professional interior design and six bedrooms with space for 14. Enjoy a modern retreat with ample outdoor living space, including a private pool, fire feature, outdoor dining, and loungers. The property’s location sits within walking and bike riding distance from the beach access and Shunk Gulley, Basmatis, Pizza by the Sea, and unique shops at Gulf Place.

#2 - Drift Away

    • 6 Bedrooms, 6 Baths
    • Sleeps: 16
    • Community: Seacrest Beach
    • Featured Amenities: Great Interior Design, Resort Style Community Pool, Steps from The Big Chill (formerly The Hub)

            Located in the tranquil community of Prominence, Drift Away offers close proximity to The Big Chill (formerly The Hub), access to a large, resort style pool, and coastal chic interior design. Don't wait to reserve your stay at Drift Away!

            #3 - Compass Point, Unit 204

              • 2 Bedrooms, 2 Baths
              • Sleeps: 6
              • Community: WaterSound
              • Featured Amenities: Large Community Pool, Gulf Views, Steps from Beach Access

                      Located in the private, gated Gulf front community of WaterSound, Compass Point 1, Unit 204 offers Gulf views, close proximity to the beach access, and community pools. Bask in utter relaxation on the private community beach. Don't wait to reserve your stay at Compass Point 1, Unit 204!

                      #4 - 303 Ruskin Place

                        • 4 Bedrooms, 4.5 Baths
                        • Sleeps: 8
                        • Community: Seaside
                        • Featured Amenities: Gulf View, Fourth Floor Lounge Deck, Short Walk to Beach Access

                                With French doors opening to Ruskin Place Park, 303 Ruskin Place is a beautiful escape in the heart of Seaside. Spend plenty of time in the wonderful indoor and outdoor living spaces surrounded by friends and family. Don't wait to reserve your stay at 303 Ruskin Place!

                                #5 - 80 East Royal Fern

                                  • 4 Bedrooms, 4.5 Baths
                                  • Sleeps: 10
                                  • Community: WaterColor
                                  • Featured Amenities: Complimentary golf cart and access to all WaterColor amenities.

                                          Relax and immerse yourself in the beauty of WaterColor! Whether you're looking for professional decor or close proximity to the great amenities WaterColor offers, 80 East Royal Fern is the perfect home for you. Explore your surroundings on the complimentary golf cart and 4 adult bikes. Homes on 30A are booking quickly, so don't wait to book your stay!


                                          For monthly rental rates, please reach out to our Destination Specialists team at (850) 534-0841 or

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