Holiday rentals with a kayak in Destin

Condo in Fort Walton Beach

5 out of 5 average rating, 116 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!

Condo 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, 140 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.

4.97 out of 5 average rating, 183 reviews

Condo 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 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

5 out of 5 average rating, 4 reviews

NEW 8th floor Beachfront at Pelican Stunning Views

Pelican Beach Resort 810 - 8th 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, 189 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!

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, 116 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

4.9 out of 5 average rating, 144 reviews

A pool area features a large, inviting swimming pool adorned with lounge chairs under a bright blue sky. Nearby, beach loungers with an umbrella are visible on a sandy beach, providing a relaxing spot for sunbathing.

Condo in Sunnyside

1st flr lakeview near 30A/Pets & Snowbirds welcome

Welcome to Fins Up @Carillon. Far West end next to Rosemary Beach. Seaside, Pier Park, St Andrew’s Park within 15 mins. Newly renovated studio with full kitchen,king bed, pullout sofa & twin air mattress. 5 pools onsite (1 heated), hot tub, playground, tennis/pickleball/basketball courts, 8 beach access points. General store onsite with bike rentals. Condo backs to Lake with a 5-7 minute walk to beach. No traffic here, private beach. Snowbirds welcome.

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.

Apartment 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!

Condo in Fort Walton Beach

A panoramic view of the beach showcases soft white sands meeting the tranquil turquoise waters of the Gulf. Beach umbrellas and chairs line the shore, with a clear blue sky above enhancing the serene coastal landscape.

4.98 out of 5 average rating, 110 reviews

Island Princess 618 | Gulf Views & Beach Service

Experience the perfect beach escape in our beautifully renovated beachfront condo on stunning Okaloosa Island. This inviting retreat offers two spacious bedrooms, two modern bathrooms, and a rare oversized balcony—ideal for relaxing while taking in breathtaking Gulf views. Step onto the sugar-white sands and enjoy the emerald-green waters with complimentary beach service, including two chairs and an umbrella, provided from March 1 through October 31.

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!

Guesthouse in Panama City

A charming sleeping area is furnished with a black metal bed, adorned with decorative pillows in coral and white. A small nightstand holds a lamp, providing soft light, while a wooden chair and a vibrant wall decor piece add a touch of character.

4.87 out of 5 average rating, 189 reviews

"Bliss On The Bay" Guesthouse W/Kitchen

Keep it simple at this peaceful and centrally-located place. We are on the water bring your boat keep it at the dock and only 15 minutes from Shell Island. The entire studio apartment is just minutes from Historic downtown Panama City and St. Andrews Bay where there's local restaurants Hunts Oyster Bar, Uncle Ernie's , Alice's on Bayview and Captains Table .Also inquire about monthly rates.

An open living area features large sliding glass doors revealing a balcony with ocean views. A round dining table is accompanied by six woven chairs. A comfortable couch sits next to a glass coffee table, while a wall-mounted TV and decorative mirror enhance the space.

4.87 out of 5 average rating, 291 reviews

Beachfront 1 BR 10th Fl. at Pelican, Amazing Views

Ideally located on the 10th floor in the popular Pelican Beach Resort, this ocean front condo offers magnificent unobstructed views of Gulf of Mexico. It has been fully renovated and professionally decorated. Enjoy the heated indoor/outdoor pools, and direct access to the beach. Pelican offers many amenities, a 24 hour front desk and security for a safe and relaxing vacation.

Popular amenities for Destin kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

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.

4.93 out of 5 average rating, 74 reviews

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

5 out of 5 average rating, 46 reviews

The open-concept kitchen features sleek cabinetry, modern appliances, and a large island, providing an inviting space for meal preparation. In the lower section, a dock area showcases a boat lift and lush greenery along the water's edge, emphasizing the waterfront setting.

Home in Destin

Waterfront, Boat dock, Bikes, BEACH, HOT TUB

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.

4.94 out of 5 average rating, 70 reviews

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

4.71 out of 5 average rating, 24 reviews

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

Private Beach | Gulf Views | Comm Pool | Elevator

A wooden dock extends into a calm lake, surrounded by natural greenery. A seating area with chairs is present on the dock, offering scenic views of the water. A large umbrella provides shade, with a backdrop of peaceful homes lining the opposite shore.

5 out of 5 average rating, 80 reviews

Waterfront/Golf Cart/Walk to Public Beach!

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.

5 out of 5 average rating, 13 reviews

167 Oyster Lake Dr Private pool & Easy Beach Walk

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, 6 reviews

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

Cottages with a kayak

Cottage in Laguna Beach on the Gulf of Mexico

Gorgeous Gulf views of PCB~ Sea-renity Cottage

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

4.98 out of 5 average rating, 56 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

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

Cottage in Panama City

New place to stay

30 A Cottage Escape| 5 Min Walk to Beach| Golf Car

Other holiday rentals with a kayak

Condo 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

5 out of 5 average rating, 18 reviews

A balcony view features two white Adirondack chairs and a small table. The sparkling pool is visible below, with the expansive beach and tranquil Gulf waters stretching toward the horizon, framed by soft clouds and a clear blue sky.

Condo in Panama City

Summerhouse Beach Front Condo - Panama City Beach

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.

4.81 out of 5 average rating, 77 reviews

IRC 604: Gulf Front Luxury (2 Bed / 2 Bath)

4.99 out of 5 average rating, 90 reviews

Condo in Miramar Beach

Stunning Gulf and Bay Views from Luxe 3-Bd condo.

Condo in Fort Walton Beach

5 out of 5 average rating, 4 reviews

310 | Sunsets + Pools + Corner Balcony!

5 out of 5 average rating, 3 reviews

A comfortable living area features a spacious sectional sofa adorned with blue and white pillows. A large television is mounted above a stylish media console. Two chairs with a light wood finish are positioned near a natural centerpiece on the coffee table. Expansive windows showcase views of the Gulf.

Condo in Sunnyside

Upscale, Remodeled & Gulf-Front. Quiet West End PC