Holiday rentals with a kayak in Saint Joseph Bay

5.0 out of 5 average rating, 35 reviews

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!

LocationOutdoor spacesPool

Townhouse in Port St. Joe

A bright, spacious bedroom features a large bed with a colorful quilt. A desk and ergonomic office chair are positioned to offer ocean views through sliding glass doors. A comfortable seating area includes a woven rug and a decorative coffee table, enhancing the relaxing atmosphere.

4.96 out of 5 average rating, 67 reviews

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

Outdoor spacesLocationGetting around

The exterior of the home is shown, featuring a well-maintained lawn and palm trees. A six-seater golf cart is parked in the driveway next to two bicycles. The inviting front porch includes seating, allowing for relaxation in the fresh air.

5.0 out of 5 average rating, 23 reviews

Walk2Beach&pool|Family friendly| Golf Cart|2 Kings

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.

Outdoor spacesLocationLayout

A charming yellow cottage is viewed from the front, featuring a covered porch and an American flag. An enclosed sunporch offers a dining table surrounded by wicker chairs. Outdoors, blue Adirondack chairs and a fire pit are arranged on the lawn next to shrubs. A cozy bedroom displays a spacious bed with nautical-themed bedding and a ceiling fan.

5.0 out of 5 average rating, 37 reviews

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.

ValueOutdoor spacesAccess

4.97 out of 5 average rating, 61 reviews

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!

LocationOutdoor spacesGetting around

The outdoor area features a wooden deck with two chairs, overlooking a lush landscape of palm trees and greenery. A kayak is visible on the bay shore, while the sky exhibits soft pink hues during sunset.

4.88 out of 5 average rating, 120 reviews

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!

ValueOutdoor spacesAccuracy

A two-story vacation home features a vibrant teal exterior with white shutters. The welcoming front porch is adorned with chairs and a bright yellow door, while a stone foundation adds character. Lush green grass surrounds the house, creating a charming outdoor setting.

4.93 out of 5 average rating, 168 reviews

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!!!!

LocationOutdoor spacesSleep quality

The exterior features a light-colored cottage with palm trees and vibrant landscaping. A golf cart is parked in the driveway, providing easy access to nearby amenities. The house is set against a clear blue sky, emphasizing the inviting atmosphere of the coastal retreat.

5.0 out of 5 average rating, 30 reviews

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!

LocationKitchenIndoor spaces

5.0 out of 5 average rating, 23 reviews

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.

Outdoor spacesLocationPool

A serene waterfront view captures the calm waters of St. Joe Bay reflecting the pastel hues of a sunset. Wooden posts and a dock extend into the water, with the horizon displaying a blend of blues, pinks, and soft orange tones.

5.0 out of 5 average rating, 20 reviews

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!

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4.9 out of 5 average rating, 134 reviews

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!

LocationValuePool

The exterior of a historic house is shown, featuring a white facade with a covered porch. Rocking chairs are positioned on the porch, surrounded by lush greenery. A paved path leads to the house from the driveway, enhancing the inviting entrance.