Holiday rentals with a kayak in Destin

Apartment in Fort Walton Beach

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, 125 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!

4.83 out of 5 average rating, 105 reviews

Home in Destin

Beach+Pool+Hot Tub | Golf Cart(incl) + Game Room

Welcome to Destin Beach House — a spacious, FULLY RENOVATED (March 2026) 5-bedroom Crystal Beach retreat just steps from Destin’s famous white-sand beaches. Guests love the open Kitchen, private pool (optional heating), hot tub, Outdoor TV, game room, and 6-passenger golf cart, making it easy to cruise to the beach, Destin Commons, and local restaurants. Perfect for family vacations and group getaways, with open living spaces and a private backyard oasis designed for relaxing after a day on th

4.91 out of 5 average rating, 144 reviews

Townhouse in Destin

Harbor-front Oasis| Steps to the Beach

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!

4.97 out of 5 average rating, 169 reviews

An open studio layout is presented with a spacious king-size bed and a comfortable sofa. A round table sits nearby, while large glass doors lead to a balcony with ocean views. Soft, neutral tones are used throughout, enhancing the serene atmosphere.

Apartment in Sandestin

Zen Retreat ON Beach, Golfcart*Oceanview SanDestin

8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 5+ 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

Apartment in Panama City Beach

5 out of 5 average rating, 106 reviews

Mermaids Calling 2302Beach Front~Free Beach Chairs

Mermaids Calling Penthouse 2302 GulfCrest is gated and has full time security. Open wide spacious floor plan that’s very roomy with floor to ceiling windows and a 40 ft tiled balcony with lots of seating to observe sea life and the most beautiful sunsets. Two gulf front pools, two hot tubs and a kiddie pool. On the pool deck we have a tiki hut where you can get drinks and food(seasonal), lounges, deck chairs and a gazebo with picnic tables. A set of free Beach Chairs & umbrella (seasonal).

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, 290 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.

4.94 out of 5 average rating, 158 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!

The living area features a light-colored sofa and a patterned armchair, positioned around a glass coffee table. Large sliding doors reveal direct views of the beach, allowing natural light to brighten the space. A flat-screen TV is situated on a media console across from the seating.

4.94 out of 5 average rating, 109 reviews

Beachfront at Pelican Beach, Stunning Ocean View

Pelican Beach Resort 306 - 3rd floor 1 Bedroom 2 Bathroom 873 sq.ft. condo with Wifi, Free Parking, Smart/Cable TVs, Beach Chairs and Umbrella aiming best class service is right on the beach with great views of Gulf Coast from the balcony. No road crossings, just go down and enjoy our private beach. Pelican Beach offers the dream vacation with BEST views, sand and sea in the area at 5 minute drive from heart of Destin, Harborwalk Village and across Big Kahuna Water & Adventure Park.

The image showcases the lagoon pool area surrounded by lush palm trees and tropical landscaping. Several lounge chairs are arranged around the pool, creating a welcoming space for relaxation. The water glimmers under the sunlight, reflecting the vibrant blue of the surrounding structures.

4.88 out of 5 average rating, 120 reviews

21001 Gorgeous Views ~ Heated 2nd Pool Book Apr 26

Gulf views of the Emerald Green waters, from Livingroom and the primary bedroom, with a second private balcony from the guest room. Open concept living room and kitchen. Large Balcony with /6 dining table: for perfect morning coffee and evening cocktails. Overlook the tropical grounds of the lagoon pool and the Gulf of Mexico! 2 large bedrooms with king beds, heated pool, hot tub, poolside bar, restaurant, coffee shop. Tiki bar, tennis courts, basketball, kids play area, gym.

4.98 out of 5 average rating, 133 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

4.89 out of 5 average rating, 124 reviews

Illuminated palm trees frame a serene lakeside setting at night. A covered cabana sits nearby, featuring seating arrangements. Soft lighting gently highlights the landscape, reflecting on the water, while a grassy area offers space for relaxation.

Cabin in Panama City

Cabin on Private Beach with Tiki Bar & Cabana

3 Queen beds, 2 bedrooms, queen futon sofa. Lake front, tiki bar with swings, covered cabana. Gated property for privacy. 20 minutes from Panama City Beach. Ten minutes from Ecofina Springs. Stone tiki kitchen with fireplace, open fire Argentine grill and smoker. Beach side cabana with privacy shades, 10 inch mattress, 43 inch smart TV, wood fireplace.

4.96 out of 5 average rating, 193 reviews

A modern beach house exterior is presented with a white facade and a welcoming front porch. A paved driveway leads to a double garage door, framed by landscaping that includes palm trees and shrubs. A partially cloudy sky adds a serene backdrop.

Home in Holiday Beach

Beach House, 5 min walk to the Beach. Pets allowed

Beautiful beach house fully refurnished and remodeled within 5 min walking distance to the beach and less than 10 min drive to restaurants , grocery stores, Cpt. Anderson Marina, st Andrew park, Wallmart , 20 min drive to Pier park, 11 min to Ship Wreck Island (per gps) and everything else Panama City beach has to offer .

Popular amenities for kayak rentals in Destin

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Washington County

The image captures a serene lakeside sunset, with vibrant orange hues reflecting off the water. Silhouettes of trees frame the scene, creating a natural border around the glowing horizon, where the sun dips gently behind the distant landscape.

5 out of 5 average rating, 23 reviews

Eagle’s Nest at Crystal Lake Rental

4.92 out of 5 average rating, 79 reviews

A heated pool features clear blue water surrounded by lush greenery. A hot tub is positioned nearby, and seating areas include a lounge chair with an umbrella and a cozy hanging chair. The outdoor space is enhanced by a wooden decking that leads to the pool.

Home in Santa Rosa Beach

Santa Rosa Beach|Heated Pool|Pet Friendly|Hot Tub

4.91 out of 5 average rating, 110 reviews

The exterior of the designer home features a two-story structure with a white façade, surrounded by green grass and palm trees. A spacious covered porch includes black rocking chairs and leads to a pool area. The property is enclosed by a white fence, enhancing privacy.

Home in Destin

Sundance: Sleeps 18! 1 Block to Beach! Pool & spa!

Home in Fort Walton Beach

A waterfront property featuring a private pool surrounded by a spacious yard. A large dock extends into the water, offering areas for seating and easy access for fishing or boating. Lush greenery and palm trees frame the picturesque setting, enhancing the overall outdoor appeal.

4.95 out of 5 average rating, 74 reviews

Waterfront ~Home~ Private ~Pool & Deep dock~ boats

Home in Panama City Beach

A private pool is surrounded by a spacious deck, featuring lounge chairs and colorful pool floats. Lush greenery and palm trees provide a tropical ambiance. The pool area is securely enclosed with white fencing, enhancing privacy for relaxation and recreation.

4.94 out of 5 average rating, 141 reviews

Sleeps 10 | Heated Pool | Game room | steps 2 bch

4.98 out of 5 average rating, 166 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

4.94 out of 5 average rating, 64 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

4.96 out of 5 average rating, 25 reviews

A scenic waterfront view captures a modern home with large windows reflecting the colorful sunset. A boat is docked at a covered structure, surrounded by calm water. Palm trees and homes are visible in the background, completing the serene landscape.

Home in Lynn Haven

Waterfront Home - Dock & Pool

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, 140 reviews

Water front amazing views and private 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, 42 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

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

Superhost

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

4.82 out of 5 average rating, 163 reviews

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

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

4.88 out of 5 average rating, 16 reviews

Home in Santa Rosa Beach

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

5 out of 5 average rating, 25 reviews

Home in Destin

Destin Condo: Pool, Private Beach, Gear Included

The large outdoor pool is surrounded by palm trees, creating a serene environment. Lounge chairs are arranged around the pool, and glowing lights reflect off the water. The beach and ocean are visible in the background, enhancing the coastal ambiance.

4.93 out of 5 average rating, 15 reviews

Beachfront Condo | Resort Pool | Sleeps 6

Apartment in Miramar Beach

A soft blue sofa is positioned in the living area, paired with a white dining table surrounded by four chairs. Large sliding glass doors offer a stunning view of the beach and Gulf, allowing ample natural light into the space.

4.83 out of 5 average rating, 72 reviews

B604 | Beachfront with Beach Service, Pool, & WiFi

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!

4.99 out of 5 average rating, 77 reviews

Waves gently lap at a sandy beach, reflecting the soft hues of a sunset. The sky is filled with clouds, creating dynamic patterns above. The coastline stretches into the distance, bordered by greenery and beachside structures.

Home in Santa Rosa Beach

The Seahorse 30A! Golf cart included! Sleeps 10!

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.

4.88 out of 5 average rating, 42 reviews

Sleeps 12* Private POOL * Backyard * Ranch Home