Holiday rentals with a kayak in Fort Walton Beach

Apartment in Fort Walton Beach

5 out of 5 average rating, 115 reviews

Waterfront cozy condo with king bed & resort pool

Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

4.99 out of 5 average rating, 160 reviews

A wooden dock extends into Poquito Bayou, featuring a green umbrella providing shade over a seating area. The clear blue water reflects the sky, while the shoreline is lined with lush greenery. Nearby, a flag is visible, indicating a peaceful outdoor setting.

Flat in Shalimar

Sylvia's Suite Dreams-kayak & paddleboard free

Live like a local on beautiful Poquito Bayou in Shalimar, FL. This detached guest house will give you access to a gorgeous dock complete with private parking and located less than 20 minutes, by boat or car, from world class beaches and Destin. Our property can accommodate a 2-axle boat trailer. Wake up in the morning and watch the dolphin jump off the dock, fish, go for a swim, paddleboard, kayak or just relax with a cup of coffee. We will work with ALL DOD and DOD contractors and personnel.

Guest house in Navarre Beach

A private deck features a turquoise table surrounded by white adirondack chairs and a sofa. The view extends over the landscape, highlighting the gentle waters of the Santa Rosa Sound and clouds drifting across a bright sky.

4.96 out of 5 average rating, 268 reviews

Walk to Gulf • Sound Views • 1BR Suite • 2 Decks

Scan QR code for video of property- Cozy Navarre Beach Retreat – Walk to the Gulf Enjoy a peaceful beach escape just a 3 to 5-minute walk to the Gulf of Mexico, with unobstructed views of the Santa Rosa Sound and a comfortable, private space designed for couples or small families. This 1-bedroom suite has earned 5-star reviews for over 5 years and offers the perfect blend of privacy, convenience, and location. Option of one or two private living spaces — perfect for groups traveling together.

4.97 out of 5 average rating, 180 reviews

Apartment in Sandestin

Light &Airy ON Beach, Golfcart* Hot Tub, SanDestin

Airy 1st floor Sleek studio ON Beach. 🛺Golf cart w/3+ nts. In Sandestin Resort between Destin & 30A. NEW Pool & Hot Tub! West Elm furniture & King bed with beachfront view. Relax on the patio’s Bali bed & listen to the waves. WiFi & 55” smart TV. Kitchen w/coffee cart. Washer/dryer. Enjoy free gym, tram, beach, trails, golf, dining, shopping & entertainment all without leaving gated resort! Perfect honeymoon, baby moon, romantic getaway, girls trip, solo travel or lil’ fam vacay! *NO animals

Apartment in The Village of Baytowne Wharf

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.

4.96 out of 5 average rating, 136 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.

A tranquil lagoon pool meanders through lush tropical landscaping, with palm trees lining the perimeter. Clear blue water reflects the sky, inviting relaxation. Pathways connect various seating areas and greenery, enhancing the serene resort atmosphere.

4.92 out of 5 average rating, 131 reviews

21017 Gorgeous Views ~ Heated Pool ~ Book Jan 6th

Gorgeous Panoramic Gulf Views from this 10th floor Luxury Penthouse! Large Balcony, Seating for 8, & 2 Large chairs & 2 rockers. New living room sofa sleeper, Lagoon Pool and gulf views from nearly every corner, 3 Brdms: 2 King Beds, 1 Queen Bed and a Sofa Sleeper All Bdrms have balcony access, and gulf views! 5 Star Resort with Lagoon Pool, heated pool, hot tub, Sports Lounge/restaurant and coffee shop. Tiki bar, Free shuttle, Tennis, pickle ball, basketball, gym & New grills.

Houseboat in Fort Walton Beach

A houseboat is docked on a covered pier, surrounded by calm water. White chairs are positioned on the deck, offering a relaxing view of the bayou. Lush greenery frames the setting, while the dock's wooden surface provides easy access.

4.95 out of 5 average rating, 114 reviews

Unique water front stay Houseboat Destin/FWB

Seas the Day, center on Ft. Walton Beach,quiet bayou connected to bay and gulf on private 1 acre residence. We are 1 of only 3 HB for 50 miles in area. Paddle boards, kayaks , fishing poles and outdoor fire pit. Car needed to get to white sand beaches (4 miles). Shopping close by. A comfy futon in for a second bed. Boat has AC and heat. Unit is to stay docked.Recently renovated inside and out . Larger deck area with loungers . New lighting and ceiling this past spring! Rare find

4.99 out of 5 average rating, 134 reviews

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 Beach

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!

4.89 out of 5 average rating, 108 reviews

A light-filled living area features a comfortable sofa with patterned upholstery and a large round coffee table. Floor-to-ceiling windows offer views of the ocean, while nautical-themed decor, including an oar and ship wheel, enhances the coastal ambiance.

Flat in Destin

Nautical Dunes - Ocean Front View!

Enjoy breathtaking views of the beach from your private balcony or take a short walk to the sparkling emerald waters and sugar-white sands. The spacious and elegantly decorated condo offers the perfect oasis for relaxation and fun. Soak in the sun by one of the pools, challenge your friends to a game of tennis, or simply unwind in the hot tubs. Bring your family and friends to create unforgettable memories at "Nautical Dunes" on your next beach vacation!

Apartment in Fort Walton Beach

A panoramic view of the beach showcases soft white sands meeting the tranquil turquoise waters of the Gulf. Beach umbrellas and chairs line the shore, with a clear blue sky above enhancing the serene coastal landscape.

4.98 out of 5 average rating, 110 reviews

Island Princess 618 | Gulf Views & Beach Service

Experience the perfect beach escape in our beautifully renovated beachfront condo on stunning Okaloosa Island. This inviting retreat offers two spacious bedrooms, two modern bathrooms, and a rare oversized balcony—ideal for relaxing while taking in breathtaking Gulf views. Step onto the sugar-white sands and enjoy the emerald-green waters with complimentary beach service, including two chairs and an umbrella, provided from March 1 through October 31.

Superhost

A bright living and dining area is visible, featuring a large table with a marble top surrounded by white chairs. Large glass windows provide expansive views of the Gulf and beach, while comfortable seating is arranged near a wall-mounted television.

4.9 out of 5 average rating, 158 reviews

2B/2BA Beachfront Corner, Gulf Views East & South

West side of the resort is going through a renovation project until May-2026. Our unit is on the East corner with least impact. Some amenities will be impacted. 12th-floor 2Br/2B/WD corner unit. Panoramic Gulf views east and south from the living room, and stunning beach views from the master bedroom! Fully renovated, professionally decorated in a coastal theme, and fully stocked for comfort. True beachfront building—no streets to cross.

4.91 out of 5 average rating, 548 reviews

The cabin is nestled among shady oak trees, featuring a wooden deck with seating and a hammock for relaxation. A charcoal grill is positioned nearby, and the surrounding area showcases a dirt path leading to a natural, serene environment.

Cabin in Gulf Breeze

Waterfront tiny Cabin/ Glamping

Quaint waterfront cabin! Peaceful surroundings, shady oak trees, hammock, boat launch, beautiful dock for enjoying the sunrise. Cabin has a loft with Japanese bed, Murphy bed, and futon. Bathroom has a toilet and shower. simple kitchenette with toaster oven, burner, sink, microwave, full fridge, and dishes. Television has DVD player no cable!, no WiFi!. Small dinette table w/4 chairs. A/C; NO PARITIES ALLOWED! Sleeps 4 comfortably

Popular amenities for kayak rentals in Fort Walton Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

5 out of 5 average rating, 43 reviews

The open-concept kitchen features sleek cabinetry, modern appliances, and a large island, providing an inviting space for meal preparation. In the lower section, a dock area showcases a boat lift and lush greenery along the water's edge, emphasizing the waterfront setting.

Home in Destin

Waterfront, Boat dock, Bikes, BEACH, HOT TUB

5 out of 5 average rating, 10 reviews

Home in Gulf Breeze

Lakefront Home 6 mi from Beach

5 out of 5 average rating, 77 reviews

A wooden dock extends into a calm lake, surrounded by natural greenery. A seating area with chairs is present on the dock, offering scenic views of the water. A large umbrella provides shade, with a backdrop of peaceful homes lining the opposite shore.

Home in Santa Rosa Beach

Waterfront/Golf Cart/Walk to Public Beach!

4.93 out of 5 average rating, 259 reviews

The image depicts a wooden dock extending over a calm, dark canal. Tall grass borders the water, and several boats are visible on the dock. Lush green trees provide a natural backdrop, enhancing the serene atmosphere of the outdoor space.

Home in Gulf Breeze

Canal Home in Gulf Breeze

5 out of 5 average rating, 20 reviews

A wooden dock extends along a calm canal, framed by lush greenery and tall trees. A subtle wooden fence borders the area, offering privacy. A kayak can be seen resting along the water's edge, inviting relaxation and enjoyment of the outdoors.

Home in Pensacola Beach

Gulf Brz-Beaches, Canal, Dwntwn PNS, Pet friendly

Home in Fort Walton Beach

An open living area features a cozy seating arrangement with a blue sofa and natural light filtering through bamboo blinds. A flat-screen television is mounted on the wall, and a dining area with four cushioned stools is visible, accompanied by a wooden coffee table and artwork.

4.88 out of 5 average rating, 32 reviews

The Pink Cottage

Home in Fort Walton Beach

A spacious backyard features a private pool surrounded by a grassy area, with lounge chairs positioned for relaxation. A covered patio offers seating for guests, while a large tree provides shade. The home structure is positioned nearby, enhancing the outdoor retreat.

4.91 out of 5 average rating, 35 reviews

Sleeps 12* Private POOL * Backyard * Ranch Home

4.96 out of 5 average rating, 109 reviews

Home in Navarre Beach

Kokomo Key on Navarre Beach - Private Pool

Cottage rentals with a kayak

4.86 out of 5 average rating, 106 reviews

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

Waterfront Private Suite, Keyless, mins to beach

A serene waterway reflects the soft colors of sunset, with trees lining the banks and tall grasses swaying gently at the water's edge. The landscape showcases a blend of greens and browns, creating a calm and tranquil atmosphere.

Cottage in Freeport

4.86 out of 5 average rating, 42 reviews

2 bedroom cottage with hot tub

4.84 out of 5 average rating, 159 reviews

A welcoming entrance features a covered porch adorned with vibrant pink flowers and a birdhouse. Two white chairs are positioned beside a small table, inviting guests to enjoy the serene setting. A decorative wind chime adds a touch of charm to the doorway.

Cottage in Mary Esther

Nature's Nest Cottage on the Sound - Pets Welcome!

Cottage in Fort Walton Beach

A spacious grassy area extends towards the water's edge, framed by trees. A wooden dock stretches into the calm bay, featuring a covered seating area. Swing benches are available on the shoreline, providing a perfect spot for relaxation while enjoying the scenic view of the water.

5 out of 5 average rating, 26 reviews

Cozy Beach Cottage With Private Beach

Other holiday rentals with a kayak

Apartment in The Village of Baytowne Wharf

A cozy studio features a queen bed dressed in soft linens, flanked by bedside tables with lamps. A comfortable sofa is positioned nearby, complemented by a decorative coffee table. Art depicting sea life adorns the walls, and a stylish chandelier adds character to the space.

4.96 out of 5 average rating, 91 reviews

“Sea La Vie” (the Sea is Life) Lasata-Baytowne

A balcony features two blue chairs and a small table, offering a direct view of the beach and the shimmering gulf waters. The sandy shore is visible below, lined with beach umbrellas, while the vibrant blue sky enhances the scenic coastal horizon.

4.93 out of 5 average rating, 14 reviews

Pelican Beach Top Floor Beachfront with Best Views

5 out of 5 average rating, 22 reviews

A well-constructed carriage house features a spacious front porch with black railings and rocking chairs. The overhang creates a shaded area, while the driveway leads to the garage beneath. Lush trees surround the house, complementing the gravel pathway and landscaped areas.

Guest house in Milton

Rainbow Land Carriage House

Apartment in Pensacola Beach

An aerial view captures the resort, featuring multiple high-rise buildings along a white sandy beach. The vibrant blue waters extend into the distance, with lounge chairs set up along the shore, creating a serene coastal atmosphere.

5 out of 5 average rating, 39 reviews

Portofino Pensacola Paradise - 2BR Sky View Condo

4.95 out of 5 average rating, 39 reviews

A wooden boardwalk leads from the sandy beach to the beachfront house, surrounded by tall pine trees and palm plants. A shaded lounge area with comfortable seating is visible on the lawn, inviting relaxation by the water's edge.

Home in Mary Esther

Waterfront - Beachfront Home (Destin) w/Hot tub!

4.89 out of 5 average rating, 9 reviews

A serene view of Choctawhatchee Bay is captured at sunset, showcasing vibrant hues in the sky. A wooden dock extends over the water, leading to a covered area, bordered by lush greenery and trees. Small boats are visible along the shore, completing the tranquil setting.

Home in Santa Rosa Beach

Cozy Up on Choctawhatchee Bay

A balcony table with four wooden chairs is positioned overlooking the Gulf. The horizon merges the tranquil blue sea and sky, reflecting sunlight. The unobstructed view enhances the outdoor space, inviting relaxation while watching the waves below.

5 out of 5 average rating, 43 reviews

Pelican Beach 19th Floor 1 Br - on the Beach