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Vacation rentals with a kayak in Florida Panhandle

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Top-rated kayak rentals in Florida Panhandle

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The exterior of the cottage features a stone facade and a covered carport. A well-maintained path leads to the entrance, surrounded by established shrubs and greenery. A gravel driveway provides access, with a fenced yard visible in the background.

Cabin in Mary Esther

4.9 out of 5 average rating, 198 reviews

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!

Well furnished private one bedroom cottage with sunroom, patio, and carport. Full kitchen with bar counter. Has washer/dryer! There's a fenced yard with small deck, perfect for dog owners. The home is situated under shady oak trees with access to waterfront on Santa Rosa Sound. You can enjoy playing with the pooch, swimming, boating, kayaking, fishing, and viewing beautiful sunsets. It's a perfect location for visits to Hurlburt AFB, or vacationers seeking easy access to Ft. Walton and Navarre.

Top guest favorite

A cozy studio space features a queen-size bed covered in a light blue quilt with beach-themed designs. A flat-screen TV is mounted above a small kitchenette, which includes a coffee maker. Natural light floods the area through the door leading to the outdoor patio.

Condo in Pensacola

4.96 out of 5 average rating, 293 reviews

Cozy Bayou Cottage - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Cozy Bayou Cottage is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach or let this location serve as your hub while enjoying all Pensacola has to offer!

Top guest favorite

An aerial view captures the beachfront studio’s location within the Sandestin Resort. The image showcases the pristine white sand and turquoise waters, with pools visible nearby and lush greenery surrounding the buildings, emphasizing the resort’s spacious coastal setting.

Condo in Miramar Beach

4.97 out of 5 average rating, 146 reviews

Light&Airy ON Beach -Golfcart* in Sandestin Resort

Updated 1st fl. Sleek studio ON the Beach. 🛺 Golf cart w/3+ nts. Between Destin & 30A in gated Sandestin Resort. Kitchen w/coffee cart. West Elm furniture & King bed has tropical view. Relax on the patio’s round Bali bed & listen to the waves. WiFi & 55” smart TV. Washer/dryer in condo. Free gym! Tram passes. Enjoy the beach, trails, golf, dining, shopping & entertainment all without leaving the resort! Perfect honeymoon, baby moon, romantic getaway, girls trip or lil’ fam vacay! *no animals

This ground floor studio features a spacious bed covered in striped linens. A flat-screen television is mounted on the wall opposite, with a small dining table nearby. A balcony with views of the golf course can be accessed through sliding glass doors, offering natural light.

Condo in Miramar Beach

4.95 out of 5 average rating, 115 reviews

Sandestin Elation Studio - Baytowne - Golf Cart

Ground-floor studio in Sandestin Golf & Beach Resort with serene golf course and lake views. Steps from Baytowne Wharf’s dining and entertainment. Features a king bed, queen sofa bed, full bath, and kitchenette with microwave and mid-size fridge. Enjoy Wi-Fi, Netflix, resort tram access, and beach gear in garage storage. Golf cart available - please inquire about availability and fee. Perfect for a relaxing escape in the heart of Sandestin. And Yes! you may drive the golf cart to the beach.

Top guest favorite

The spacious master bedroom features a California king bed covered with a patterned quilt. A reading nook is situated by a window with natural light filtering through sheer curtains. A cozy chair complements a bookshelf filled with various books, adding character to the room.

Home in Elberta

4.97 out of 5 average rating, 110 reviews

🏖Save $ while still being located near everything!

Close enough to enjoy everything but far enough to avoid the major traffic! Whether you’re staying for a beach getaway, or just want to explore our beautiful area.. Enjoy some peace and quiet while you stay. You will be greeted with a clean home to rest and relax! Popular Destinations: - Downtown Elberta: 1 minute - OWA The Park & Tropic Falls: 8 minutes - OWA Sports Fields: 8 Minutes - Pirates Cove: 13 minutes - Gulf Shores: 25 minutes - Orange Beach: 25 minutes - Pensacola: 35 minutes

A charming tiny house exterior showcases a wooden porch with a handrail and steps leading to a dark front door. Two small windows flank the door, and a potted plant is placed near the entrance. Lush greenery surrounds the structure.

Tiny home in Gulf Breeze

4.93 out of 5 average rating, 197 reviews

Water-Front tiny home.

Come experience true tiny house living while enjoying breathtaking, unobstructed views of the Pensacola Bay and Fort Pickens. You will see no hotels as you sit on the front porch, only nature at its best! Half a mile from a boat launch with public pier, nature trail, dog park, kids park and splash pad. If you’re here on a Tues or Wed you may see the F-18 Super Hornet Blue Angels, as they practice these days. We are 5 minutes to Pensacola Beach and 10 minutes to historic downtown Pensacola.

A shaded carport area is shown with two kayaks mounted on a wall. A rustic wooden picnic table is positioned in the center, and a sandy beach leads to a calm bay visible through the open space, where clouds are reflected in the water.

Townhouse in Pensacola

4.88 out of 5 average rating, 148 reviews

Serenita Ora: Quiet Waterfront Unit with 2 Kayaks!

Welcome to Serenita Ora! Come enjoy beautiful views, coffee on the balconies, and the peaceful waters. Our oasis sits directly on a calm, private, shallow cove of Perdido Bay, providing the perfect place for families to play safely. This 2 bed/2.5 bath sleeps 5-6 and includes a fully stocked kitchen, laundry, and 2 Kayaks! Spend all day right here enjoying the quiet serenity, tucked away from the hustle and bustle. Or take a short 5 minute drive to Perdido Key Beach, restaurants, etc.

A panoramic view of the beach and ocean is presented from the penthouse balcony. The clear blue waters transition into vibrant shades of turquoise, while a long pier extends into the horizon. Soft sands line the shore, with small figures walking along the beach.

Condo in Panama City Beach

4.98 out of 5 average rating, 168 reviews

Beachfront Corner Penthouse! 9 Ft ceilings! Views

BeachView Paradise is a beautiful 1 bedroom/1 bathroom BEACHFRONT corner penthouse condo located at Tidewater Beach Resort on the 27th floor with jaw dropping views. Recently renovated down to the studs, it was curated with thoughtful design and high end finishes. A quick elevator ride down and you are right at the pools or the beach. All of this in a beachfront resort full of amenities and a quick walk to Pier Park loaded with restaurants, shopping and family fun. Take a look!

Top guest favorite

A wooden dock extends over the water, featuring a vibrant red kayak positioned on the side. Two red folding chairs sit nearby, while lily pads float on the lake's surface, creating a serene lakeside setting.

Home in Donalsonville

4.98 out of 5 average rating, 186 reviews

The R & R Lake House on Lake Seminole

Fish, Hunt, Grill, or Chill with direct access to the big lake in just 8 minutes by boat.. Lake Seminole contains 37,500 acres of water, and a shoreline of 376 miles. Bass-Masters annual event attracts anglers from all 50 states. The fish include largemouth bass, crappie, chain pickerel, catfish, striped bass and others. Home is nicely decorated with a lake theme. Awesome Sunsets and views of the lake from the screened-in porch, backyard, 80ft dock, and boat house.

Top guest favorite

A private deck showcases four chairs in vibrant colors, two in turquoise and one in white, alongside a round table. A potted pink flower adds a touch of color. Views of the Gulf are visible in the distance, with soft gray skies above.

Guesthouse in Navarre

4.96 out of 5 average rating, 249 reviews

S.K.I. Beach House (Spending our Kids Inheritance)

One of the new houses on the beach. Where you have beautiful views of the sunrise over the Gulf from your front deck and the sunset over the Santa Rosa Sound from your back deck. You are just a short walk to amazing shelling, swimming, paddle boarding, kayaking, boogie boarding or just plain relaxing on the "Most Relaxing Place in Florida." All on the sugar white sand beaches of the Emerald Coast. During your stay here you will find yourself in a suite full of amenities.

Top guest favorite

The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.

4.95 out of 5 average rating, 165 reviews

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Top guest favorite

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

Home in Navarre

4.99 out of 5 average rating, 109 reviews

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

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Popular amenities for Florida Panhandle kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

4.8 out of 5 average rating, 193 reviews

*Waterfront Home w/Boat Dock, & Kayaks!

The exterior of a single-story remodeled home is shown, with a light-colored facade and dark shutters. A welcoming front porch is visible, framed by a spacious lawn surrounded by trees, offering a peaceful rural setting.

4.92 out of 5 average rating, 153 reviews

Entire home with lakefront access

Top guest favorite

The exterior of the bungalow showcases a heated pool surrounded by lounge chairs and a dining area under an umbrella. A gas grill is visible near the shaded seating areas, set against a backdrop of lush greenery and a clear blue sky.

Home in Inlet Beach

4.97 out of 5 average rating, 110 reviews

New Heated Pool & Interior/Walk to Private beach!

A private pool is nestled beside Little Lagoon, offering a tranquil setting with views of the water and dock. Lounge chairs are positioned around the pool, and lush greenery adds a touch of nature to the serene landscape.

Home in Gulf Shores

4.96 out of 5 average rating, 129 reviews

Lagoon & Beach! Private Pool, Sleeps 12, Location

Top guest favorite

The exterior of the raised cottage is illuminated by warm lighting at dusk, showcasing the expansive screened porch. Surrounding greenery frames the inviting entrance, while trees provide a natural backdrop to the cozy structure. The stairs leading up to the porch are visible.

4.99 out of 5 average rating, 172 reviews

Frog Symphony・Sunsets ・ Beachfront・Porch Swing Bed

The elevated house sits on stilts along the riverbank, featuring a spacious deck with railing. A covered boat dock is visible in the foreground, providing access to the water. Surrounding vegetation and trees frame the scene under a clear blue sky.

4.95 out of 5 average rating, 192 reviews

Kayaking paradise Bring your boat its on the River

Top guest favorite

The space features a clean, functional area with two adult kayaks positioned beside a utility sink. A toilet is mounted against the wall, and natural light enters through a small window. The ceiling is made of wooden panels, contributing to a practical atmosphere.

Home in Fairhope

4.99 out of 5 average rating, 108 reviews

Bayside Bungalow - Full Bayfront House with Pier

Top guest favorite

A two-story house is surrounded by tall pine trees and palm trees. The home features a wraparound deck with seating, elevated on stilts for a scenic view. A concrete driveway leads to ample parking space underneath, providing a comfortable outdoor area.

Home in Port St. Joe

5 out of 5 average rating, 17 reviews

Henry House on St, Joseph Bay

Cottage rentals with a kayak

Top guest favorite

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.

Cottage in Panama City

4.94 out of 5 average rating, 120 reviews

Water front amazing views and private beach

Top guest favorite

The exterior of a cottage is visible, featuring a gray façade with white trim. A welcoming front porch is accessed by a set of steps. Lush greenery surrounds the home, including shrubs and trees. A lantern is positioned on the ground in the foreground.

Cottage in Elberta

4.98 out of 5 average rating, 96 reviews

Hammock Hideaway - waterfront cabin

Two green kayaks rest on a grassy area near a wooden dock extending into Deer Point Lake. The calm water reflects trees and vegetation, creating a serene lakeside setting. The dock features a small platform for easy access to the water.

Cottage in Southport

4.92 out of 5 average rating, 24 reviews

4 Person Lake Front Cottage with Kayaks

Top guest favorite

A wooden swing is suspended from a sturdy tree branch, overlooking a peaceful pond surrounded by lush greenery. The water reflects the clear blue sky, and the distant tree line creates a serene backdrop, inviting relaxation and contemplation.

Cottage in Dothan

4.99 out of 5 average rating, 194 reviews

Juju’s Pond House on Smith Pond

Top guest favorite

Cottage in Fort Walton Beach

5 out of 5 average rating, 13 reviews

Stunning home with a Private Beach.

Top guest favorite

A wooden deck extends over the water, featuring two chairs and a glider positioned near the water's edge. The surrounding scenery includes trees reflecting in the calm river, enhancing the peaceful setting. A swimming ladder is visible beside the pier.

Cottage in Summerdale

4.98 out of 5 average rating, 120 reviews

The Cabin on the River

A light-filled bedroom features a cozy bed with a textured white coverlet. French doors open to a sitting porch with two comfortable chairs and festive wreaths. A decorative area rug and a vintage dresser add warmth and charm to the space.

Cottage in Freeport

4.85 out of 5 average rating, 100 reviews

Waterfront Cottage Unit, Keyless, mins to beach

Top guest favorite

A bright living area is presented with light-colored wood paneling. A white sofa is arranged opposite a wooden coffee table and a flat-screen TV. Two wicker chairs are placed nearby, and a landscape painting adorns the wall. Natural light is seen streaming through the window.

Cottage in Pensacola

4.99 out of 5 average rating, 155 reviews

Perdido Coastal Cottage- pets ok w/ fee-

Cabin rentals with a kayak

An outdoor fire pit is bordered by several colorful chairs in red and blue. Lush greenery surrounds the site, with views of the tranquil river just beyond. A shaded gazebo is visible in the background, enhancing the peaceful riverside setting.

Cabin in Milton

4.95 out of 5 average rating, 22 reviews

Riverfront Milton Cabin w/ Boat Ramp & Dock!

An inviting sunlit area features two wicker chairs with striped cushions positioned around a small table. A vibrant flower arrangement is placed at the center, with large windows offering a clear view of the surrounding trees and Lake Powell.

Cabin in Panama City Beach

4.7 out of 5 average rating, 10 reviews

Dat Lakehouse Retreat w/private dock & more!

Top guest favorite

A blue cabin with white shutters stands under clear skies. The front yard is bordered by a white picket fence, and a small seating area is visible beside the entrance. Green shrubs and grass enhance the outdoor space.

Cabin in Donalsonville

4.97 out of 5 average rating, 35 reviews

Paradise Cabin

A log cabin is nestled by a serene body of water, reflecting its structure. Lush greenery surrounds the cabin, while a private dock with chairs extends to the water's edge. A kayak rests on the grass, inviting outdoor activities.

Cabin in Youngstown

4.97 out of 5 average rating, 88 reviews

River fishing dock, playground, games, 23mi beach

Top guest favorite

A wooden staircase leads up to the elevated barndominium, framed by lush greenery and palm trees. Lantern-style lights are positioned along the steps, providing illumination. The home features a gray exterior with large windows, nestled among the surrounding trees.

Cabin in Calhoun County

4.97 out of 5 average rating, 30 reviews

Big Daddy and GiGi’s Happy Place

Top guest favorite

A grizzly bear is seen sitting calmly on the grass with its tongue out, in front of a pond. Two rustic cabins are visible in the background, each featuring a red chair on the porch. Green foliage and a tranquil atmosphere surround the scene.

Cabin in Hartford

5 out of 5 average rating, 10 reviews

Yogi Bears Cabin

A spacious outdoor kitchen area features a stone counter and seating made from wooden barrels. A large fan hangs from the wooden ceiling, while a television is mounted on one wall. The picturesque view of the lake is visible in the background.

Cabin in Panama City

4.89 out of 5 average rating, 88 reviews

Cabin on Private Beach with Tiki Bar & Cabana

A cabin sits elevated on stilts among tall pine trees, showcasing a spacious front porch with steps leading up. Large windows allow for ample natural light, and views of Weeks Bay are visible in the background. The surrounding area features grass and gravel landscaping.

5 out of 5 average rating, 10 reviews

Secluded waterfront cabin,boat dock,pier,sunsets

Destinations to explore