
Holiday rentals with a kayak in Saint Joseph Bay
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Top-rated rentals with kayak in Saint Joseph Bay
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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

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

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!

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!

Gulf Front STEPS to water on North Cape San Blas
Located on the coveted North Cape San Blas with amazing Gulf views! You can't get closer to the water than this! With spectacular Gulf views from every window, this 4 bed/3 bath beachfront home is the perfect place to relax and spend quality time with those you love. Walk down the stairs and you are in the sand, merely a few steps from the ocean! No lugging beach gear across streets, down boardwalks, or through community access points.

Unwind in Windmark Beach - Sea Views!
We love our beach cottage and would love to share it with you. We're steps to beautiful St Joe Bay with uncrowded white sandy beaches, dining, pool and shopping. Plenty of screened porch area to enjoy family time. Windfresh Beach House is set apart from other houses in Windmark Beach as the house has a unique southern dog trot, tons of porch space to enjoy and was built with premium materials and was the community show home.

Fenced In Home With Golf Cart, Walk To Beach
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!

1 blck from pool&beachboardwalk*GOLF Cart included
Pool & Boardwalk 1 block from house! 2 Resort style Pools/ Village pool is zero entry and heated during cold seasons. Large Back Patio, w/ firepit! 4 bed /2 bath. Located in beautiful WindMark minutes from LOTS OF beaches. Fully loaded kitchen, smart tvs in every room, *FREE 6-seater Golf Cart *FREE beach equipment (paddle Boards, Beach Bikes, beach chairs and towels, blankets & more),
Popular amenities for kayak rentals in Saint Joseph Bay
House rentals with a kayak

Waterfront |Hot Tub|Private Dock|Boat Launch

Carpe Diem offers Gulf & bay views!

BEACH FRONT Retreat! "St Joe Sands" Sleeps 8

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

Spring Break| 4BR| Golf Cart| Walk2Beach& Pools

Walk2Beach n Pools, Screened Patio, 6 ppl Golfcart

House with Boat Ramp Perfect for Fishermen!

MIL suite/golfcart/PetsOK/pingpongtable/gameroom
Other holiday rentals with a kayak

Private Home | Gulfview | Beach Access

Coco Cabana | 5BR Coastal Escape w/ Private Pool!

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

Casa de los Sueños (Dream House)

Winter 2025-26 Rate Drop! 2 BR/2.5 BA w/LOFT - Scr

O’Connell St Joe Beach House

Sunset Walk - Bay View Home

Hot Tub, Fenced Yard, 1 min to Beach Dining Pool
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