Holiday rentals with a kayak in Port St. Joe

BEACH FRONT Retreat! "St Joe Sands" Sleeps 8

Charming beach house just steps from the beach & minutes to quaint Port St Joe! Enjoy magnificent sunsets & sunrises minutes from your door. Sip morning coffee in the lovely screened porch with beach views. Relax in the bright, clean, thoughtfully designed interior with modern updates. Well stocked for everyday living, with beach gear & indoor/ outdoor games. Enjoy a cozy fire pit, bag toss, grill, kayaking, fishing & views of horses walking the shoreline. Come relax & have fun -paradise awaits!

Oceanfront | 2 Balconies | BONUS $150/day | Dog-Fr

Welcome to Sun&Fun beachfront getaway from FunGetawayRentals! 🌞 All guests staying at the property will receive a $150/day bonus, with free rentals of 2 kayaks (including vests & paddles) and 2 coastal bikes—a $150 value, on us! Perfect for your beach adventures! Note: Liability waivers must be signed by all individuals using the equipment. Enjoy serene beauty of Indian Pass with a pristine white beach right at your doorstep Take in ocean views from private balconies – perfect for morning coff

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!!!!

New 4BR|2 Two Kitchens|Golf Cart|Walk to Bay/Pools

Last-minute cancellation! Super discounted for this week! Luxury 4BR/3BA retreat in Windmark Beach, just steps from the white sands of St. Joe Bay. Includes private in-law suite with second kitchen, ideal for multigenerational or family travel. Enjoy the use of the 6 seater golf cart included with the reservation! Access to two resort-style pools (main pool is heated) and just a 2–3 min golf cart ride to the beach, bay, dining, ice cream, wine bar, shopping, live entertainment and more!

Hot Tub, Fenced Yard, Close to Beach Dining Pool

Unwind in this spacious 4-BR, 2-BA WindMark Beach home tucked away on a quiet cul-de-sac with ample, spacious parking. The home features a private hot tub, fenced yard, and beach gear, and comfortably sleeps up to 11 guests with a king suite and a family-friendly layout. Just 0.5 miles to the beach and a quick golf cart ride to WindMark Town Center with dining, pool, and live entertainment. Enjoy a fully equipped kitchen, outdoor grill, and easy access to Port St. Joe and Cape San Blas.

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

House with Boat Ramp Perfect for Fishermen!

Reel Em Inn is a spacious vacation home with a fantastic view of St. Joe Bay and a private boat ramp access. It is in the perfect spot for fisherman, and we even have a fish cleaning station! Skip the long lines at public boat ramps and bring your boat and the whole crew, if you don't have a boat, hop on one of Cape San Blas Pontoon Rental's boat located behind the house. Book here for the perfect fishing retreat! We also have 2, 2 seater fishing kayaks for our guest to use!

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!

Bay Escape | Firepit, Dog-Friendly, Boat Parking

Unwind at our laid-back Forgotten Coast getaway, moments from the boat ramp at the mouth of the Intracoastal and Port St Joe Bay — a top spot for scalloping, fishing, and boating. Enjoy firepit evenings, a large porch, and a shaded backyard. Dog-friendly with room to park a boat and several vehicles. Quiet fisherman's neighborhood near Cape San Blas — laid-back, no HOA. Fully furnished kitchen, 3 TVs, grill, and workspace round out the stay.