Holiday rentals with a kayak in Destin

A bright studio room features a spacious bed with decorative pillows and a cozy blanket. A comfortable sofa is positioned nearby, and a small dining area is visible. Large sliding glass doors open to a balcony, allowing natural light to fill the space.

5 out of 5 average rating, 117 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, 185 reviews

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.

Apartment in Sandestin

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

Sleek 1st floor airy studio ON BEACH. 🛺 Golf cart w/3+ nts. In Sandestin Resort between Destin & 30A. NEW Pool & Hot Tub! Pottery Barn King bed with beachfront view. Step right off our private patio to the beach or relax on the patio round Bali bed. WiFi, 55” smart TV, Kitchen, Washer/dryer. Enjoy free gym, tram, beach, trails, golf, dining, shopping & entertainment all without leaving resort! Perfect honeymoon, baby moon, romantic getaway, girls trip, solo travel or lil’ fam vacay! *NO animals

4.91 out of 5 average rating, 143 reviews

A balcony table is set for breakfast, featuring two white cups, a plate with blueberries, and a muffin. A pink orchid adds a pop of color. The background showcases a pastel sunset over water and buildings.

Townhouse in Destin

Snowbird favorite! | Heart of Destin | Waterfront

LOCATION, LOCATION, LOCATION! 5-min walk to the beach. 5-7 minute short drive to exciting Harbor Walk Village or Henderson State Park, what more could you ask for? The unit is conveniently situated in a very quiet, safe neighborhood. One of Destin’s most desirable locations. Open, spacious floor plan, dual balconies, water views, activity space in the garage and extra comfortable bedrooms await you. Arrange for a water taxi to pick you up directly from your boat slip-just outside of your condo!

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.

4.94 out of 5 average rating, 141 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. Optional Golf cart available - 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.

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.

Superhost

A dining area features a round table surrounded by woven chairs. A cozy sofa and a decorative console table are positioned nearby. Large sliding glass doors provide unobstructed views of the beach, while soft natural light fills the space, enhancing the coastal decor.

4.9 out of 5 average rating, 286 reviews

Beachfront 8th Fl. 1 BR at Pelican, Stunning Views

Completely renovated 8th floor condo right on the beach with unobstructed views of the Gulf and the beach. Located in the heart of Destin in popular Pelican Beach Resort, you will enjoy the private beach, multiple outdoor pools, an indoor pool, hottubs and more. Our beachfront condo has been professionally renovated with brand new cabinets, AC, floors, appliances, furniture, kitchen and more. All mattresses are brand new, cool-gel memory foam for a cool night's sleep. Fully stacked kitchen.

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, 149 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 El Centro Beach

4.98 out of 5 average rating, 189 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.

4.93 out of 5 average rating, 119 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, 110 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

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 Gorgeous 2 Bdrm ~ Heated Pool ~ Book Apr 13

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

4.95 out of 5 average rating, 41 reviews

A dining area is displayed featuring a white table with natural wood legs, surrounded by four black chairs. A woven centerpiece holds greenery. The kitchen in the background includes white cabinets and modern appliances with a breakfast bar and additional seating. Natural light fills the space.

Home in Santa Rosa Beach

Bungalow by the Bayou

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, 13 reviews

An aerial view highlights the serene location of the property, surrounded by lush greenery and water. Nearby access points to the lake and beach are marked, showcasing the proximity to the coastal features of the area.

Home in Santa Rosa Beach

167 Oyster Lake Dr Private pool & Easy Beach Walk

5 out of 5 average rating, 70 reviews

A serene backyard is highlighted by a wooden gazebo and a hot tub, surrounded by well-manicured landscaping. White lounge chairs are arranged on a stone pathway, with decorative pebbles lining the edges, offering a tranquil space for relaxation.

Home in Sunnyside

Jewel of the Sea - Golf Cart, HotTub, EV charger

4.94 out of 5 average rating, 64 reviews

Home in Sandestin

Lakefront Sandestin Home w/ Golf Cart &Arcade Room

5 out of 5 average rating, 25 reviews

A balcony view overlooks Destin Harbor, featuring a low table with two plates holding pastries and mugs. Comfortable seating includes a combination of a wicker chair, a blue accent chair, and an Adirondack chair. Boats are visible in the water below.

Home in Destin

Destin Condo: Pool, Private Beach, Gear Included

4.98 out of 5 average rating, 157 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

Home in Fort Walton Beach

A serene waterfront scene is presented at sunset, showcasing a wooden dock extending into calm waters. Six chairs are arranged on the dock, while a boat is docked nearby. The sky is filled with soft hues of purple and pink, reflected on the water.

5 out of 5 average rating, 17 reviews

Boater/fisherman’s paradise with on-site launch!

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, 135 reviews

Water front amazing views and private beach

Cottage in Alys Beach

New place to stay

30A Carriage House | 5 min to beach | Cart & Bikes

Cottage in Alys Beach

New place to stay

30A Cottage Escape | 5 min to beach | Cart & Bikes

Cottage in Ponce de Leon

5 out of 5 average rating, 13 reviews

Choctaw Lodge Retreat

Cottage in Fort Walton Beach

Two lounge chairs are positioned on a wooden dock, facing tranquil green waters under a bright blue sky. The expansive waterway is visible, with a distant pier extending into the horizon, inviting relaxation and enjoyment of the coastal scenery.

5 out of 5 average rating, 26 reviews

Waterfront Bliss Beach Cottage

4.84 out of 5 average rating, 161 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!

4.98 out of 5 average rating, 57 reviews

Cottage in Freeport

Bayview Cottage | Pet Friendly | 15 Min 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

Other holiday rentals with a kayak

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, 71 reviews

Beach Cottage • Private Beach • Gated •Heated Pool

Apartment in Panama City Beach

4.82 out of 5 average rating, 11 reviews

BeachFront- 5 Pools, Starbucks, Movies @ Majestic

Apartment in Destin Harbor

A sweeping view from the balcony showcases the resort's multiple swimming pools, surrounded by lounge chairs. The ocean sparkles under clear skies, with boats visible in the marina and a scenic shoreline in the distance.

4.94 out of 5 average rating, 66 reviews

Perrydise@ Emerald Grande 3BR Harbor & Gulf Views!

A lush tropical landscape is featured, with tall palm trees surrounding a winding lazy river. Colorful inflatable floats are visible in the water, while lounge chairs and umbrellas provide shaded seating areas. The beach and resort buildings are seen in the background, enhancing the relaxing atmosphere.

5 out of 5 average rating, 15 reviews

DW Sandpiper L03 ~ Walk Out Lanai ~ Lazy River!

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

Superhost

5 out of 5 average rating, 3 reviews

WaterScape Now Booking 2026! Beach/resort/pool/spa

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.