Holiday rentals with a kayak in Destin

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!

4.97 out of 5 average rating, 156 reviews

Apartment in Sandestin

Zen Retreat ON Beach, Golfcart* Hot Tub, SanDestin

8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 3+ nts. NEW Pool & Hot Tub. West Elm furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher & Keurig. WiFi, 55” smart TV. Washer/dryer. Huge balcony to gaze @ the sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram pass & Gym. Perfect for honeymoon, baby moon, girls trip, solo travel or lil family vacay *no animals

4.96 out of 5 average rating, 112 reviews

A well-appointed living area features a comfortable sofa adorned with decorative pillows and illuminating lamps on either side. A wooden coffee table sits in front of the sofa, while a kitchenette with modern appliances is visible in the background. Natural light filters in through a nearby window.

Apartment in Sunnyside

Near 30A, 2nd Floor condo Lake View, Private Beach

Located in an exclusive community, Carillon Beach Resort Condo, is in a beautiful neighborhood featuring a canopy of oak trees lining the paved sidewalks. Guests enjoy eight walkover access points to 3900 feet of sugar sand beach. You'll find shopping, restaurants, a cafe, a salon, and even a fitness center on Carillon Market Street. Paddleboarding, kayaking, and bicycle rentals are available on-site at Shiprwrecked LTD. This home is two-and-a-half miles from Rosemary Beach, with restaurants.

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.

4.93 out of 5 average rating, 146 reviews

Water front bay beach and boat dock stunning views

Take it easy at this unique and tranquil getaway. Duplex is 550 square feet on the water. Fish from your backyard or end of dock. Catch breathtaking sunsets on the back deck. Private boat dock with slips Boat ramp 1/4 away. Kayak and explore East St. Andrews Bay. Location is very quiet and peaceful . Walk the shore to the Tyndal bridge and view wild life. 30 minutes to PCB. 18 miles to Mexico Beach. 3 mile to Tyndal Gate. Complementary kayaks/paddle board. Fishing charter option available!

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 modern living area is depicted with a wooden coffee table at the center. Two blue sofas provide seating, complemented by a flat-screen TV mounted on the wall. Large sliding glass doors offer unobstructed views of the Gulf of Mexico, with outdoor seating visible on the balcony.

4.96 out of 5 average rating, 160 reviews

Beachfront 6th Floor 1BR at Pelican, Amazing Views

Completely renovated 6th floor, Pelican Beach condo is right on the beach with unobstructed views of the Gulf of Mexico. It has 1 bedroom, 2 full bathrooms, full kitchen, custom bunks and sleeps 6. Located in the heart of Destin in popular Pelican Beach Resort, you will enjoy the beach, the view, brand new appliances, furniture, and updated kitchen. Linens and towels are among the amenities included. High quality mattresses even for the pullout bed. We follow highest cleaning standards.

Apartment in El Centro Beach

4.98 out of 5 average rating, 188 reviews

Beachfront Penthouse! Scenic Views! 10ft Ceilings!

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!

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

4.89 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!

4.98 out of 5 average rating, 126 reviews

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

New Heated Pool & Interior/Walk to Private beach!

Brand New Heated Pool & all new interior renovation is stunning! Rare Private Beach-easy walk (1 block).. Kid’s Bunk-n-play room -65” Smart and Ping Pong Table. Newly renovated “Lux Bungalow” is designed for big family entertaining inside and out or cozy adult time poolside or by 2 fireplaces! 3 brms/2.5 baths-sleeps 10! NOTE: For pool, an additional heated daily rate of $45/Day-ONLY for stays Oct- March! NO CONSTRUCTION NEXT DOOR! ALL DONE

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!

Come spend a magical vacation with us and enjoy our comfortable cottage on Santa Rosa Sound. Close enough to town, shopping, and beaches, but off the beaten track away from the heavy tourist traffic. Our nest is a private home with a shallow beach and small dock where you can relax along Santa Rosa Sound. The cottage has a complete kitchen, laundry, covered parking, fenced yard, grill, and patio. Life is easy at the ShipAhoy Nest!

An aerial view of a lagoon-style pool surrounded by lush palm trees and tropical landscaping. The pool features winding pathways, small bridges, and water slides, creating a serene outdoor oasis. Sun loungers are positioned throughout the area, offering relaxation spots under the sun.

4.94 out of 5 average rating, 120 reviews

21115 Amazing 2 Bdrm ~ Heated Pool ~ Book Feb 28

Penthouse with beautiful gulf views in this Luxury upscale vacation home. Large Balcony with pool and gulf views. 2 large Bdrms w/ luxury King beds, both Bdrms have balcony access. Relax at Destin's Largest Lagoon Pool. Enjoy the heated pool, hot tub, waterfalls, Bistro restaurant and coffee shop. Tiki bar and pool side service! Tennis courts, pickle ball, kids play area, and gym. New Charcoal Grills added onsite!

Popular amenities for kayak rentals in Destin

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

Superhost

A spacious living area features a large sectional sofa with decorative cushions. Light wood accents are present in the coffee table and dining area, which is set against a backdrop of creamy walls and large windows. A ceiling fan adds a functional touch to the room.

Home in Destin

4.71 out of 5 average rating, 24 reviews

Private Beach | Gulf Views | Comm Pool | Elevator

5 out of 5 average rating, 14 reviews

A spacious game room features a billiards table with a vibrant blue felt surface and a shuffleboard table nearby. Natural light fills the room through multiple windows, illuminating the white shiplap walls and dark wood accents overhead. Green pendant lights add a modern touch.

Home in Destin

Across Str+GOLF CART+Chair Srvc+priv pool+6 KINGS

Superhost

Home in Santa Rosa Beach

5 out of 5 average rating, 3 reviews

Private Pool | Steps to Beach & 30A | Near Seaside

4.98 out of 5 average rating, 150 reviews

An open-concept kitchen features a glossy black countertop complemented by clear bar stools. A vibrant mural of tropical leaves in bright colors adorns one wall, adding a lively touch to the space. Pendant lights hang above, illuminating the inviting kitchen area.

Home in Sunnyside

Mini Golf, West End, 0.5 to Beach, By 30A, Backyar

4.96 out of 5 average rating, 49 reviews

A clear view of a private pool is framed by swaying palm trees, with the bay visible in the background. Two lounge chairs are positioned near the water's edge, inviting relaxation by the shimmering pool under a bright blue sky.

Home in Ferry Park

Waterfront Home-Dock, Pool, Kayaks, Dogs Welcome!

4.9 out of 5 average rating, 10 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

4.93 out of 5 average rating, 57 reviews

A two-story beach cottage is featured, surrounded by greenery and a gravel pathway. A spacious deck with white railings and stairs leads to the entrance. The exterior is painted in light colors, complementing the pink and orange sky at sunset.

Home in Sunnyside

Sunny Side of the Street

5 out of 5 average rating, 30 reviews

An outdoor area features a blue pool and spa under a screened enclosure, with chairs and a natural gas grill nearby. A spacious deck allows for relaxation. An adjacent game area includes a pool table and arcade machine, providing ample entertainment options.

Home in Santa Rosa Beach

New Luxury Home with Pool & Spa-2 bikes included

Cottage rentals with a kayak

Cottage in Laguna Beach on the Gulf of Mexico

Gorgeous Gulf views of PCB~ Sea-renity Cottage

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

An intricate fire pit is showcased, featuring the engraved word 'Choctaw.' Flames dance atop the burning logs, surrounded by a stone patio. Nearby, a basket filled with pine cones adds a rustic touch to the natural setting of tall trees and greenery.

Cottage in Ponce de Leon

5 out of 5 average rating, 13 reviews

Choctaw Lodge Retreat

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

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

4.93 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

4.94 out of 5 average rating, 52 reviews

A serene lakeside scene features a person playing with two dogs on a private white sand beach. The sun sets in the background, casting warm hues over the calm water, while a pavilion stands nearby, enhancing the tranquil setting.

Cottage in Chipley

Lakefront Home+Private Beach+Firepit+Kayaks+Floats

Other holiday rentals with a kayak

Apartment in Santa Rosa Beach

A modern kitchen is presented with white cabinetry, a central island topped with light-colored stone, and bar stools. Pendant lights with woven shades hang above the island. Appliances, including a stainless-steel refrigerator and a stove, complete the open layout that connects to a living area with ample natural light.

5 out of 5 average rating, 12 reviews

Steps to Beach w/ View, Pool + Tennis | Sea La Vie

Apartment in Panama City Beach

The bright living area features a comfortable sofa and two patterned chairs, arranged around a coffee table. Large sliding glass doors lead to a patio with views of the golf course. A smart TV is mounted on the wall, and decorative accents enhance the space.

4.96 out of 5 average rating, 71 reviews

1st floor golf villa -private gate to beach access

A serene beach view features gentle waves lapping at the soft, white sand. The clear blue water transitions from a lighter shade near the shore to a deeper turquoise further out, under a bright, cloudless sky.

4.93 out of 5 average rating, 70 reviews

Beach Cottage • Private Beach • Gated •Heated Pool

Home in Sunnyside on the Gulf

4.87 out of 5 average rating, 54 reviews

Casa De Riviera - Buy 4 night get free pool heat!

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

4.94 out of 5 average rating, 64 reviews

A large, inviting lakeside deck overlooks a tranquil water view with trees reflecting in the water. Inside, a brightly colored arcade room features three arcade games and cozy sleeping quarters with a spacious bed. The living area is furnished with comfortable seating and ample natural light.

Home in Sandestin

Golf Cart | SanDestin | Pool | Arcade | Lake View

Apartment in Fort Walton Beach

An aerial view captures the expansive Waterscape Resort, featuring multiple engaging pool amenities surrounded by lush palm trees. The ocean's vibrant blue water is visible in the background, with clusters of nearby buildings housing vacation rentals.

5 out of 5 average rating, 14 reviews

Waterscape A202-Emerald Vista-2bd+bunks Ocean View

The living area features a spacious layout with a large sectional sofa and a comfortable armchair. A 65-inch curved TV is mounted on a decorative cabinet. Floor-to-ceiling windows provide views of the Gulf, and a dining area is visible in the background.