Vacation rentals with a kayak in Gulf County

Walk2Beach&Pools|Golf Cart| Family Friendly|4BR

Minutes to the beach and pool! This new, upscale home is packed with family-friendly perks. This 4BR home sleeps 11 (2 Kings!) and includes everything you need for the perfect getaway! Enjoy a 6-seater golf cart, 3 bikes, 2 pack ’n plays, high chair, kids' dinnerware, board games, beach toys, towels, chairs, and more. Furry friends welcome with dog bed and bowls! Play Cornhole or Connect Four, then relax in spacious bedrooms. Perfect for families, multi-gen trips, and memory-making at the beach.

Bayfront | Heated Pool | 100% Private Beach | Dog

NEW! Just added HEATED 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 Beachfront Getaway from FunGetawayRentals! 🌞 All guests staying at the property will receive a $250/day BONUS, with free rentals of 3 single kayaks (including vests & paddles), 3 paddleboards and 3 coastal bikes - a $250 value, on us! Perfect for your beach adventures! Note: Liability waivers mus

Sunrise Cottage in charming Port St. Joe

White sandy beaches, dining and shopping close by. This charming 2-bedroom, 2-bath cottage offers coastal comfort and relaxation. The open living space is bright and airy. The kitchen is perfect for entertaining or quiet evenings. Each bedroom features its own en-suite bath. Enjoy the enclosed FL room sunporch, barbecue grill, Adirondack chairs and fire pit. Plenty of off street parking, along with boat parking and garage access to secure your boat accessories. 30 & 45 day rentals available.

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!

581 Bay Escape Private, pet friendly & kayaks

Bayfront privacy with 2 kayaks! Walk the beach, kayak the bay, go fishing, crabbing or scalloping, , swim or play pickleball. We’ve got you covered! If you just want to sit on the huge screened in porch, relax and watch eagles (birds and butterflies) we’ve got that too. Bay Escape is our comfortable, pet friendly, 2 bedroom, 2 bath home located on the St. Joseph Bay Aquatic Preserve. We are just a few doors from Salinas Park with both Bay and Beach access and the beautiful Serenity Walkway!

The “Long Weekend” - close to the Bay and Beach

In order to ensure the safety of our guests we utilize a doorbell camera . Must be 25 to rent!!! Welcome! The Bay is a block from the “Long Weekend “. 1 to 3 minutes to the BAY! ABOUT 15 minutes scenic drive to BEACH! Pickleball courts at “Fred Pate Park” Beautiful rental with LVT flooring and more. We have a lot of bicycles! Bike trails, sidewalks, bay and restaurants are a bike ride away. Quiet, fun ,exciting town for all and peaceful ! Good times and great memories!!!!

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, charcoal grill. drip coffee maker, grinder, blender, spices, dog bowl, beach chairs and towels, 2 kayaks, firepit

Tupelo Suite

One bedroom, one bathroom entire apt., central in Wewahitchka, FL. One full bed and set of bunk beds in studio-like kitchenette/living space. Fully equipped kitchen with stainless appliances. A/C. Washer/ Dryer. Free WiFi. Free parking, room to park a boat. Approx. 25 miles to Mexico Beach, PSJ & Panama City. Grocery, gas and ATM less than 1 mile. Experience Wewa with the annual Tupelo Honey Festival and various fishing tournaments. Explore local parks, trails, and the community!

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

Joan’s Retreat

Joan’s Retreat is a quiet, relaxing place with a complete fenced in yard for your pets to play and be safe. A large outdoor shower, large patio, and covered parking area for your car and boat is available. Inside this new home, you will find a soaking tub in the master bathroom, a coffee station with enough supplies to get you started, a large 65” smart TV, and many other amenities. The beach is only 2 1/2 blocks away. Our guest are required to be at least 21 years old.

Golf Cart! E-bikes! Heated Pool! Arcade! FirePit!

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!

A Thoughtfully Designed Family Retreat in PSJ

Welcome to One Particular Harbor — a thoughtfully designed family retreat in Port St. Joe built for real stays, not quick turnovers. Clean, calm spaces. Room to spread out. A layout that works for weekends, school breaks, or monthly stays. Professionally managed with a personal touch, this is a place guests return to year after year. Settle in, slow down, and enjoy the coast at your pace.