Holiday rentals with a kayak in Destin

Condo in Fort Walton Beach

A spacious resort-style pool is featured in the foreground, surrounded by a landscaped area with palm trees. The curved building in the background consists of multiple balconies, offering a view of the pool and the surrounding area. A clear blue sky complements the scene.

5 out of 5 average rating, 124 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, 143 reviews

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!

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.

Condo 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

A spacious lagoon pool is surrounded by tropical palm trees and lush landscaping. Bright blue lounge chairs are positioned around the pool area on light-colored stone flooring, inviting relaxation. An expansive view of the pool extends towards a building with a blue roof, under a clear blue sky.

4.89 out of 5 average rating, 124 reviews

2901 Gorgeous 2bdrm ~ HOT Discount ~ Book Apr 14th

Welcome to Pretty in Paradise, this gorgeous gulf view condo has been renovated with sea inspired decor. Large Balcony w/ pool and Gulf views. 2 Extra Large Bdrms w/ 2 Luxury King Beds, both Bdrms have balconies! Second Bdrm has an additional balcony. Relax at Destin's Largest Lagoon Pool, enjoy a heated pool, hot tub, waterfalls, a poolside bar, Bistro restaurant, Sports lounge and coffee shop. Tiki bar and pool side service! Tennis Courts, pickle ball, basketball, kids play area, gym.

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.

4.98 out of 5 average rating, 196 reviews

Condo in El Centro Beach

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!

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.

4.89 out of 5 average rating, 122 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.

A light-filled bedroom showcases lake views through large windows. A spacious bed is adorned with soft linens and pillows. A wall-mounted TV is positioned across from the bed, while outdoor seating with an umbrella can be seen on the deck, enhancing the serene ambiance.

5 out of 5 average rating, 97 reviews

Romantic Seagrove Palmetto Bungalow 30A Lakefront

Welcome to the Palmetto Bungalow! Recently chosen by Brides magazine as one of the top 20 most romantic airbnbs in the country! Truly a special place to unwind, refresh, reconnect, honeymoon or just fall in Love again! This romantic lakefront gem takes you back to yesterday, the simpler times…the way it used to be. Love is in the air.

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, 139 reviews

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

Lydia house is a large 3 bed 2 baths house featuring a private pool and a game room. The house is perfect for a large family up to 10 people where you can hang out by the pool, sip a cocktail at the bar or hang out in the game room playing your favorite games. You will love close proximity to the beach access 19 (3 mins walk)

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 Destin kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday 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, 22 reviews

Eagle’s Nest at Crystal Lake Rental

4.87 out of 5 average rating, 15 reviews

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

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

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.

4.9 out of 5 average rating, 41 reviews

Sleeps 12* Private POOL * Backyard * Ranch Home

5 out of 5 average rating, 30 reviews

GolfCart Pool 9 Bikes HotT 3 Kayaks Beach Toys BBQ

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!

4.96 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

Cottages with a kayak

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 Ponce de Leon

5 out of 5 average rating, 13 reviews

Choctaw Lodge Retreat

4.94 out of 5 average rating, 54 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

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, 28 reviews

Waterfront Bliss Beach Cottage

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

4.98 out of 5 average rating, 60 reviews

Cottage in Freeport

Bayview Cottage | Dog Friendly | 15 Min to Beach

Other holiday rentals with a kayak

Condo 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.

4.97 out of 5 average rating, 96 reviews

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

Superhost

4.8 out of 5 average rating, 5 reviews

NEW Listing! Beachfront 1st Floor w/Amazing Views!

Condo in Panama City Beach

4.95 out of 5 average rating, 73 reviews

BeachFRONT + Chair Service Near Pier Park

A large swimming pool is visible, surrounded by lounge chairs and palm trees. Clear blue skies reflect on the water's surface, while a bright orange building is seen in the background. The area is designed for relaxation and recreation.

4.95 out of 5 average rating, 58 reviews

Spacious Lakefront 2BR • 3 Pools • Minutes-2-Beach

4.83 out of 5 average rating, 72 reviews

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.

Condo in Miramar Beach

B604 | Beachfront with Beach Service, Pool, & WiFi

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.

4.99 out of 5 average rating, 77 reviews

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

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.

4.91 out of 5 average rating, 11 reviews

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.