Holiday rentals with a kayak in Destin

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

Cute and cozy 550 sq ft bungalow perfect for couples. Located directly on the bay. Boat ramp 1/4 mile away. Boat dock with slips in your backyard! Work from the kitchen table and watch boats go by. This duplex offers breathtaking views. Fish from your backyard or off the newly built dock. PCB is a 30 min. drive. Mexico Beach is 18 mi. Large back deck, amazing sunsets. Fishing charter option available. Complementary paddle board and kayaks! Quiet and a great place to reset, relax and reconnect!

Condo 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, 114 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!

4.91 out of 5 average rating, 212 reviews

The exterior of the cottage features a stone facade and a covered carport. A well-maintained path leads to the entrance, surrounded by established shrubs and greenery. A gravel driveway provides access, with a fenced yard visible in the background.

Cabin in Mary Esther

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!

Well furnished private one bedroom cottage with sunroom, patio, and carport. Full kitchen with bar counter. Has washer/dryer! There's a fenced yard with small deck, perfect for dog owners. The home is situated under shady oak trees with access to waterfront on Santa Rosa Sound. You can enjoy playing with the pooch, swimming, boating, kayaking, fishing, and viewing beautiful sunsets. It's a perfect location for visits to Hurlburt AFB, or vacationers seeking easy access to Ft. Walton and Navarre.

4.98 out of 5 average rating, 171 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.

Condo 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

Condo in The Village of Baytowne Wharf

A light-filled living area features a cozy sofa and ceiling fan. A large TV hangs on the wall, with views of a private balcony visible through sliding glass doors. A dining table, adorned with decorative items, offers a space for meals and gatherings.

4.92 out of 5 average rating, 122 reviews

Grand Sandestin 4th flr 1 b.room-Steps to Baytowne

Elegant 1BR retreat with 4th-floor views from large balcony, steps from the Village of Baytowne Wharf. Just a 5–10 min TRAM ride to Sandestin pristine private beaches. Features a king bed, queen sofa sleeper, full kitchen, in-unit washer/dryer, and refined décor. Stay connected with high-speed Wi-Fi, unwind with Netflix, and enjoy use of beach chairs and an umbrella stored in our private garage-level storage. Perfect for couples or small families looking to relax and explore Sandestin.

4.98 out of 5 average rating, 185 reviews

A bright living room features large windows offering stunning ocean views. Comfortable seating is available, with a stylish coffee table and bookshelf accenting the space. A wall-mounted TV is positioned for easy viewing. An outdoor balcony with chairs is visible, inviting relaxation.

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!

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, 111 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

Superhost

A bright bedroom is showcased, featuring a spacious bed and light-colored bedding. A large window with sheer curtains allows natural light to fill the room. In another image, the inviting pool area presents a turquoise pool surrounded by lounge chairs under a shaded cabana.

Townhouse in Miramar Beach

4.87 out of 5 average rating, 121 reviews

5 min Walk 2 the Beach*House with Pool & Golf Cart

New Remodeled Beach House. Located in just 5 min walk or 1 min Golf Cart drive to private Beach Access. GOLF CART additional $60/ day. Custom design, High-end furniture, quality mattresses, eco-friendly toiletries and fully equipped kitchen Attention to the details Relaxing view overlooking the pool and LOCATION- all this make this townhouse the perfect Vacation Destination. Garage: Beach chairs, Umbrellas, Paddle Board, 2 coolers, beach toys, bicycle set included.

4.89 out of 5 average rating, 103 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, pizza oven, open fire Argentine grill and smoker. Full bathroom on the beach equipped with a shower for easy shower. Beach side cabana with privacy shades, 10 inch mattress, 43 inch smart TV, wood fireplace.

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, 112 reviews

21115 Amazing 2 Bdrm Heated Pool ~ Special Nov 11

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!

A bright living area features a comfortable sofa and a coffee table, with a dining table set for four. Large sliding glass doors open to the balcony, offering unobstructed views of the Gulf of Mexico. Soft natural light filters through sheer curtains.

4.91 out of 5 average rating, 169 reviews

Beachfront, 7th Flr at Pelican, Breathtaking Views

Spacious one bedroom two bathroom unit with unobstructed spectacular views of the Gulf of Mexico. Recently renovated and decorated professionally, guests will enjoy a new kitchen with granite counter-tops, stylish cabinets, and stainless steel appliances. Kitchen is fully equipped for a family or group of 6. Our guests just step out to the white sand beach from the resort, no streets to cross.

4.98 out of 5 average rating, 163 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. No Pets

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

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.93 out of 5 average rating, 74 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

Blue Palm Beach House|Heated Pool|Hot Tub

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

5 out of 5 average rating, 67 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

5 out of 5 average rating, 23 reviews

Home in Destin

Destin Harbor Condo: Fall Stays/Snowbirds Welcome

4.98 out of 5 average rating, 142 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, 16 reviews

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

4.94 out of 5 average rating, 34 reviews

Home in Holiday Beach

GOLF CART/POOL/Playground/Grill/Kayaks/Arcades

5 out of 5 average rating, 25 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

Cottages with a kayak

Cottage in Laguna Beach on the Gulf of Mexico

Gulf front Laguna Place~Sea-renity Cottage

4.94 out of 5 average rating, 32 reviews

A quaint outdoor space features a picnic table surrounded by gravel, ideal for gatherings. In the background, the serene lake reflects the soft hues of twilight, framed by trees and kayaks at the water's edge.

Cottage in Southport

4 Person Lake Front Cottage with Kayaks

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

5 out of 5 average rating, 13 reviews

A serene canal view is captured under a clear blue sky, showcasing calm waters reflecting the surroundings. Wooden docks line the canal, leading to several boats moored along the edges. The distant structures provide a backdrop to the tranquil setting.

Cottage in Destin

Boat,Beach &view! Boat slip/walk to the beach

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

4.84 out of 5 average rating, 155 reviews

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

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, 24 reviews

Luxury 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

Other holiday rentals with a kayak

Condo 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, 11 reviews

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

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.

4.94 out of 5 average rating, 68 reviews

Beach Cottage • Private Beach • Gated •Heated Pool

4.94 out of 5 average rating, 64 reviews

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.

Home in Destin Harbor

Perrydise @ Emerald Grande

4.99 out of 5 average rating, 88 reviews

Condo in Miramar Beach

Contact for Snowbird rates! Stunning Gulf and 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, 40 reviews

Pelican Beach 19th Floor 1 Br - on the Beach

4.93 out of 5 average rating, 54 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, 17 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