Holiday rentals with a kayak in Port St. Joe

4.95 out of 5 average rating, 20 reviews

Bayfront | Pool | 100% Private Beach | BONUS $250/

NEW! Just added 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 must be si

A charming single-story home is set within a natural landscape, featuring a welcoming front porch and a fenced backyard. Ample parking space for a large boat is available, allowing easy access to nearby waterways and outdoor activities.

4.94 out of 5 average rating, 160 reviews

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

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, 13 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.

A screened-in porch features comfortable seating arrangements with a mix of wicker and fabric furnishings. A small table is positioned between two seating areas. Natural light floods the space, highlighting views of the beach and ocean beyond.

4.95 out of 5 average rating, 44 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.

4.89 out of 5 average rating, 106 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!

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 out of 5 average rating, 13 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!

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, 8 reviews

Kid Friendly| Walk2Beach& Pools|Golf Cart

Minutes to the beach and pool! Packed with family-friendly perks, this 4BR home sleeps 11 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 (2 Kings!). Perfect for families, multi-gen trips, and memory-making at the beach!

The exterior of a two-story blue home is showcased, featuring a spacious covered deck supported by white columns. A gravel driveway is visible underneath, surrounded by a white picket fence, and a sandy area enhances the beach-side feel of the property.

4.83 out of 5 average rating, 48 reviews

Sunny Paws-Beach/Bay Access/Pet Friendly

Our spacious home is pet friendly with a fenced-in yard. This house has 2 bedrooms that sleep 4 guests with 2 bathrooms and a large deck, perfect for early morning coffee soaking in beautiful sunrises or evening cocktails enjoying amazing sunsets over the gulf. Sink your toes into the stunning white sands of the emerald Forgotten Coast of Cape San Blas, only a 7-minute walk and a 4-minute walk to the bay. We would love to host you for an unforgettable beach vacation!

A welcoming exterior view of the home is shown, featuring a light green façade and a driveway with a six-seater golf cart parked nearby. Palm trees are positioned along the front, providing a tropical ambiance. The entryway is complemented by two comfortable chairs.

4.9 out of 5 average rating, 109 reviews

GolfCart! E-bikes! Heated Pool! Arcade! Fire Pit!

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.

4.96 out of 5 average rating, 57 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.

4.9 out of 5 average rating, 30 reviews

A wooden deck overlooks the sandy shoreline and waves of the Gulf. Bright blue benches provide seating for enjoying the views. The distant beach houses are visible under a clear blue sky, creating a serene coastal ambiance.

Home in Cape San Blas

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.

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, 15 reviews

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

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 and just a 2–3 min golf cart ride to the beach, bay, dining, ice cream, wine bar, shopping, live entertainment and more!

Popular amenities for kayak rentals in Port St. Joe

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

Superhost

A wooden dock extends over the water, featuring five teal adirondack chairs arranged to enjoy scenic views. The calm water reflects the clear blue sky, while the distant horizon showcases a subtle band of greenery.

Home in Panama City

4.75 out of 5 average rating, 56 reviews

Waterfront |Hot Tub|Private Dock|Boat Launch

A single-story house is showcased with a light blue exterior and a welcoming front porch featuring two chairs. Lush green grass and palm trees frame the entrance, while the driveway leads to a spacious garage.

5 out of 5 average rating, 8 reviews

Snowbird Getaway: Windmark Beach Home!

A six-seater golf cart is parked beside a row of bicycles with a sleek blue design. The garage area features a light-colored exterior, contributing to the overall beachy vibe of the property.

4.98 out of 5 average rating, 48 reviews

Pup‑approved, beach gear+golf cart 20% off in Nov!

Superhost

Aerial view of a beachfront neighborhood reveals homes nestled amid lush greenery and sandy paths. The expansive Gulf of Mexico stretches in the background under a clear blue sky, accentuating the community's proximity to the beach.

4.58 out of 5 average rating, 12 reviews

Carpe Diem offers ?Gulf & bay views!

5 out of 5 average rating, 3 reviews

BEACH FRONT Retreat! "St Joe Sands" Sleeps 8

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.

4.94 out of 5 average rating, 16 reviews

Joan’s Retreat

The living room features a mix of comfortable seating arrangements, including a brown leather sofa and two armchairs. A flat-screen TV is mounted on the wall, and a rustic coffee table sits at the center. Natural light filters through white window treatments, highlighting the wood-beamed ceiling.

5 out of 5 average rating, 9 reviews

1 BR House with a Gulfview & Shared pool

The image showcases a community pool area surrounded by palm trees, featuring comfortable seating for relaxation. A living room space highlights a modern design with a mounted TV and cozy seating. An outdoor patio presents adirondack chairs, and a well-equipped golf cart is parked nearby.

4.98 out of 5 average rating, 49 reviews

Walk2Beach n Pools, Screened Patio, 6 ppl Golfcart

Cottage rentals with a kayak

Cottage in Long Point Park

A scenic view of a wooden dock extending into the calm water, bordered by lush greenery. A lounge chair sits on the grass nearby, complemented by a potted plant. The tranquil blue sky reflects off the water, enhancing the serene outdoor setting.

4.95 out of 5 average rating, 132 reviews

Water front amazing views and private beach

4.84 out of 5 average rating, 50 reviews

A rustic studio-style cottage is pictured alongside the calm waters of Apalachicola Bay. A wooden dock extends toward the water, providing access for fishing or enjoying the views. Lush greenery surrounds the property, enhancing the serene ambiance of the location.

Cottage in Apalachicola

Apalachicola Oyster House w/ New Dock

4.94 out of 5 average rating, 31 reviews

A quaint outdoor space features a picnic table surrounded by gravel, ideal for gatherings. In the background, the serene lake reflects the soft hues of twilight, framed by trees and kayaks at the water's edge.

Cottage in Southport

4 Person Lake Front Cottage with Kayaks

4.93 out of 5 average rating, 41 reviews

The cottage features a large wrap-around porch supported by light blue columns. Rocking chairs and a swing are positioned for seating. Lush greenery surrounds the home, and multiple windows provide natural light, contributing to a spacious and inviting exterior.

Cottage in Panama City

Cozy 2 bdrm cottage with sunny wrap around porch

5 out of 5 average rating, 7 reviews

A lakeside fire pit area is surrounded by picnic tables and features a stone fire ring in a gravel setting. Lush greenery and trees frame the area, with a view of the lake and a private dock visible in the background.

Cottage in Southport

New Lake House in Panama City

Cottage in Long Point Park

Two blue Adirondack chairs are positioned on a wooden deck overlooking the water. A small table with a potted plant sits between the chairs, providing a comfortable place to relax. The calm bay and dock area can be seen in the background.

4.94 out of 5 average rating, 141 reviews

Water front bay beach and boat dock stunning views

4.97 out of 5 average rating, 99 reviews

A cozy cottage is depicted with a shaded yard featuring a large tree. A circular swing hangs from the tree, alongside a hammock inviting relaxation. The front porch is lined with seating, and a vehicle is parked on the property, adding to the convenient, homely atmosphere.

Cottage in Mexico Beach

Franco’s Cove

4.89 out of 5 average rating, 121 reviews

An aerial view of Turtle Cove Water-Front Cottage is presented, highlighting its proximity to the waterfront canal. Lush green landscapes and trees surround the property, with the cottage positioned near the yard. The serene canal leads to the bay, showcasing a peaceful natural environment.

Cottage in Panama City

Private Water Front Cottage - Panama City, FL

Other holiday rentals with a kayak

4.45 out of 5 average rating, 11 reviews

Private Home | Gulfview | Beach Access

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

Casa de los Sueños (Dream House)

An aerial view of the home on a spacious lot, showcasing its proximity to the beach. The property features a gravel driveway, lush green grass, and palm trees. The ocean is visible in the background, surrounded by neighborhood homes.

Home in Mexico Beach

4.43 out of 5 average rating, 7 reviews

4BR with firepit, kayak & SUPs - walk to the beach

The exterior of the house features a spacious front yard with landscaping, including pines and shrubs. A screened porch adds to the charm, while a golf cart is parked nearby on a gravel surface. Sunlight filters through the trees, creating a peaceful outdoor setting.

O’Connell St Joe Beach House

A two-story coastal home is depicted, featuring a metal roof and a spacious covered patio. The structure is elevated on pilings, providing a view of the surroundings. Paved pathways lead up to the entrance, surrounded by manicured green grass.

VitaminSea Villa w/ Golf Cart

A view from the front deck showcases the sandy beach and gentle waves of the Gulf. Colorful umbrellas and beach chairs are positioned along the shoreline, where a few visitors enjoy the sun. The clear blue sky adds to the coastal atmosphere.

4.33 out of 5 average rating, 3 reviews

Coconut Cottage On the Beach

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.

Sunrise on the bay & gulf access

A modern kitchen showcases vibrant blue cabinetry and a large island with seating. Natural light floods the space, highlighting the spacious open layout that connects to a cozy living area. Dining options include a wooden table, inviting for family gatherings and shared meals.