Holiday rentals with a kayak in Gulf County

Bayfront | NEW Pool | 100% Private Beach | + BONUS

SPECIAL NOTICE: Discounted rates are available for stays between September 6–13 due to scheduled pool deck construction. While we’ll make every effort to minimize noise and disruption, some construction activity may be noticeable during the day. Please keep this in mind when booking for these dates. NEW! Just added POOL to the property! Enjoy a refreshing dip just steps from your door — perfect for relaxing after a day at the beach or soaking up the sun right at home. Welcome to Happy Ours Bea

3 BR Mins from boatramp Dog Friendly Boat Parking

Just moments from the boat ramp at the mouth of the Intracoastal Highway and the Port St Joe Bay! The house is located in a neighborhood of fishermen and locals, with no HOA's. The large lot is nestled within the privacy of local plants and palms. You will have room to park a large boat and several vehicles. Large front porch and backyard to enjoy evenings! 3 x 55" TV's, gas grill. drip coffee maker, espresso pot, grinder, blender, spices, dog bowl, beach chairs and towels, 2 kayaks, firepit

Boutique BEACH FRONT Oasis!

New Beach Front Listing! Ideal location directly on The Gulf close to "The Cape", Port St Joe, Indian Pass, & Apalachicola! Stylishly renovated space for your family to enjoy. 2 bedrooms and a loft area with a cute spiral staircase adding lots of unique character. Enjoy your beach sunrise/sunset, endulge in a beach side fire and catch the views of horses walking on the shoreline. Partake in the outdoor and indoor games & activities provided by your hosts. Just pack your bags & enjoy paradise!

Sunset Walk Cottage

The Cottage at Sunset Walk Perfect for solo travelers or couples seeking a last-minute getaway. This charming guest cottage is ideally located within walking distance of beautiful St. Joseph Bay and Historic Downtown. Start your morning with coffee on the porch, then stroll downtown for breakfast, lunch, and dinner. End your day with your toes in the sand, watching one of the most breathtaking sunsets Florida has to offer, just at the end of the street. Free use of Kayaks and Bikes

Golf Cart! 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!

Golf cart|walk to beach|beach gear|fenced

Welcome to Our Happy Place! This beautifully designed retreat is perfect for families or groups seeking a peaceful getaway. Just minutes from the boardwalk, enjoy pristine white beaches and a zero-entry pool. Bikes, beach gear, and all essentials are provided for an effortless stay. Walk to playgrounds, restaurants, candy shops, live music, and more—everything you need for fun and relaxation!

MIL suite/golfcart/PetsOK/pingpongtable/gameroom

🌞 Welcome to Sandy Sunshine – Your Ultimate Gulf Coast Getaway! 🌞 ✨ Spacious 4-Bedroom, 3-Bathroom Home with MIL Suite | Prime Location Near Windmark Beach Located just a short 10-minute stroll from the pristine white sands and crystal-clear waters of Windmark Beach, this spacious 4-bedroom, 3-bathroom home offers everything you need for a relaxing and memorable stay.

Pup‑approved beach kit + cart. Late Summer 20% Off

Escape to our Windmark Beach home — just steps from the shore and charming trails. ☀️ Enjoy spacious comfort, a fully equipped kitchen, and a golf cart for easy exploring. 🏖 Book now to take advantage of our rare discounted August & September rates — the perfect chance for a late-summer or early-fall getaway!

The Grand Cypress-Lakeside retreat

Escape to our modern lakeside home, nestled in the heart of Wewahitchka, where breathtaking views of the Dead Lakes await you! Perfectly situated within city limits, our spacious property offers a serene getaway, ideal for couples and outdoor enthusiasts. MINIMUM AGE:25 NO PETS NO SMOKING NO PARTIES/EVENTS