Holiday rentals with a kayak in Port St. Joe

5 out of 5 average rating, 25 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!

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 out of 5 average rating, 15 reviews

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

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, 4 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.

Superhost

A bright blue two-story house stands with a welcoming front porch. Decorative plants and white gravel surround the home, enhancing the coastal aesthetic. A detached garage is visible to the left, and trees provide a green backdrop. The sky features soft clouds, creating a peaceful atmosphere.

Holiday home in Port St. Joe

4.89 out of 5 average rating, 18 reviews

BlueHeronPSJ.com

Welcome to the “BLUE HERON” a brand new and impeccably furnished home with a goin’ coastal vibe. This home has four bedrooms and three full baths which will accommodate nine guests comfortably. The supersized king master has an “office” area for those who choose to combine work and pleasure during their stay. The kitchen area has all brand new stainless steel appliances, and the kitchen is well stocked with everything for the most discriminating chefs. Community resort pool, & a Golf Cart incl

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 out of 5 average rating, 26 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.

4.96 out of 5 average rating, 56 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!

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, 111 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!

4.95 out of 5 average rating, 57 reviews

Spring and Summer Fun! Htdpool/glf cart/Bikes/SUP

From our door to toes in the sand is a 4 minute walk or 2 minute golf cart ride! No dragging kids and beach gear through the sand. Throw it in the golf cart and you are at the sand in a flash!! We welcome you to one of the most highly reviewed homes in WindMark Beach! Our guests will enjoy a spacious and beautifully decorated home with three outdoor entertaining areas to make lasting memories with friends and family. You and your family will love the amenities and comfort of our home!

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, 157 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!!!!

The exterior of the cottage is showcased, featuring a modern design with a sloped roof and multiple entry points. Native landscaping surrounds the home, with green shrubs and grasses leading up to the elevated porch. A soft sunset glow enhances the overall appearance.

5 out of 5 average rating, 25 reviews

Salt Therapy – Stylish New 4BR Home, 5 stars

Beautifully decorated and cozy with an open floor plan, Salt Therapy is 4 bed, 3.5 bath cottage located directly between the Gulf of Mexico and the St. Joseph Bay. This nearly 2,000 sq ft home was newly built in 2021. 🏊🏽‍♂️Beach access is a quick 1/4 mile walk via boardwalk. 🏝 3 patio areas, including a propane fire table, make enjoying the outside easy. 🏓🛶 2 sea kayaks and a ping pong table included in stay. 7 beds total: 2 kings, 1 queen, 4 full (2 sets of bunk beds)

4.9 out of 5 average rating, 126 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!

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.

4.95 out of 5 average rating, 63 reviews

Sunset Walk - Bay View Home

Sunset Walk is a Bay View Historic home located within walking distance to beautiful St. Joseph Bay and Historic Downtown. Begin your day with coffee at the porch overlooking the sleek views of water, walk to downtown for Breakfast, Lunch, and Dinner. End your day at the Sandy Beach at the end of the street to witness the best SUNSETS in Fl. House is ample, tall ceilings, fireplaces, attention to details of the 1925 build will transport to Old Florida.

A vibrant collage highlights key attractions near the property. The image includes a community pool surrounded by palm trees, an orange golf cart designed for six passengers, bicycles parked for exploration, and a foosball table for entertainment. A sunset casts warm tones over the beach in the background.

5 out of 5 average rating, 32 reviews

Windmark beach house with MIL suite/ Golf cart

🌞 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.

Popular amenities for Port St. Joe kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

Superhost

5 out of 5 average rating, 5 reviews

Cape San Blas gulf front private pool and elevator

5 out of 5 average rating, 6 reviews

Home in Gulf County

Sleeps 15 | Pool | Gulf & Bay Views | Beach Access

The exterior of a spacious beach house features a wide driveway leading to a covered entrance. Palm trees surround the front yard, and a golf cart alongside several bicycles are parked in front, emphasizing outdoor leisure and accessibility.

4.98 out of 5 average rating, 58 reviews

A Thoughtfully Designed Family Retreat in PSJ

A golf cart is parked in a driveway, featuring two comfortable seats and a sleek black exterior. The setting includes a palm tree and the exterior of a home, showcasing a well-maintained landscape and a two-car garage in the background.

4.96 out of 5 average rating, 23 reviews

Fenced In Home With Golf Cart, Walk To Beach

4.86 out of 5 average rating, 14 reviews

Turtle Cove

A spacious bedroom is presented with a large bed dressed in a light blue and green quilt. A ceiling fan is visible above, while a wooden dresser and chair complement the decor. Natural light enters through an adjacent doorway leading to an en-suite bathroom.

4.89 out of 5 average rating, 19 reviews

Joan’s Retreat

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 out of 5 average rating, 20 reviews

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

Superhost

5 out of 5 average rating, 3 reviews

Playing it Koi! 3BD/2BA, pet friendly!

Other holiday rentals with a kayak

4.33 out of 5 average rating, 12 reviews

Private Home | Gulfview | Beach Access | Golf Cart

Townhouse in Port St. Joe

Leah & Ko

New place to stay

Steps to Beach • 2 Pools, Pet-Friendly, Playground

A three-story coastal home is shown amidst natural foliage, featuring multiple balconies with white railings. Large windows are visible throughout, reflecting a bright sky. The property is elevated, surrounded by trees, offering a serene atmosphere.

Home in Cape San Blas

Pet-Friendly Luxury 5BR Home with Private Pool

Townhouse in Port St. Joe

Summer 2026 Rate Drop! 2 BR/2.5 BA w/LOFT - Screen

Guesthouse in Port St. Joe

A gravel-covered outdoor area features several potted plants and a bicycle, complemented by two casual chairs situated under a canopy of greenery. The surrounding fencing offers privacy, while a vibrant kayak leans against the wall in the background.

4.96 out of 5 average rating, 25 reviews

Sunset Walk Cottage

O’Connell St Joe Beach House

A light-filled living area features white couches adorned with decorative pillows and an abstract coastal painting. Potted plants flank the seating, adding greenery. A textured blue rug covers the floor beneath, and large glass doors reveal an outdoor deck with views of palm trees and a nearby waterway.