Vacation rentals with a kayak in Okaloosa County

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Top-rated kayak rentals in Okaloosa County

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Guest favorite

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.

Condo in Destin

5 out of 5 average rating, 43 reviews

Pelican Beach 19th Floor 1 Br - on the Beach

Our family vacation condo is right at the beach with unobstructed Gulf views from the living room, balcony, kitchen and dinner area. It is newly painted and has stainless steel appliances in an updated kitchen and has new furniture. Everything is upgraded. Bunk beds have flat screen TV's. The views, especially sunsets from 19th floor patio is amazing. Most guests see the dolphins in the morning. We offer beach chairs/umbrella and free high speed Wifi. Pelican Beach Resort is the prime family des

Top guest favorite

Condo in Fort Walton Beach

5 out of 5 average rating, 115 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!

Guest favorite

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

4.91 out of 5 average rating, 143 reviews

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!

Top guest favorite

A wooden dock extends into Poquito Bayou, featuring a green umbrella providing shade over a seating area. The clear blue water reflects the sky, while the shoreline is lined with lush greenery. Nearby, a flag is visible, indicating a peaceful outdoor setting.

Apartment in Shalimar

4.99 out of 5 average rating, 160 reviews

Sylvia's Suite Dreams-kayak & paddleboard free

Live like a local on beautiful Poquito Bayou in Shalimar, FL. This detached guest house will give you access to a gorgeous dock complete with private parking and located less than 20 minutes, by boat or car, from world class beaches and Destin. Our property can accommodate a 2-axle boat trailer. Wake up in the morning and watch the dolphin jump off the dock, fish, go for a swim, paddleboard, kayak or just relax with a cup of coffee. We will work with ALL DOD and DOD contractors and personnel.

Guest favorite

A spacious living area features large glass doors offering unobstructed views of the Gulf. Light-colored furniture surrounds a central coffee table, while a ceiling fan hangs above. Soft natural light illuminates the room, complemented by neutral tones and beach-themed decor.

Condo in Destin

4.83 out of 5 average rating, 40 reviews

Pelican Updated 14th floor 1 bedroom Condo on the

Modern and stylish 14th-floor beachfront condo at Pelican Beach Resort with sweeping, unobstructed Gulf views from the living room, kitchen and private balcony. Newly painted and upgraded with tasteful coastal décor, this serene retreat features a king bedroom with en-suite bath, a second full bathroom, and hallway bunk beds each with their own TV. Guests often spot dolphins from the balcony. Includes high-speed Wi-Fi, Netflix on every TV, and beach chairs with umbrella stored in the unit.

Guest favorite

Aerial view of a lagoon-style pool area, featuring winding blue waters surrounded by lush palm trees. Bridges connect various sections, with a water slide visible in the background. Relaxation areas and poolside loungers are scattered throughout the sunlit space.

Condo in Destin

4.87 out of 5 average rating, 122 reviews

3102 Poolside Heated Pool ~ 2 Bdrm ~ Book Jan 2nd

One of only 14 Exclusive Poolside Villas! Welcome to the Grand Villa Cabana, 1473 sq ft of open concept space, with a walk in/ walk out setup, double sliding doors to bring the outdoors in. This poolside villa cabana sleeps 8 and is the perfect location, with an outdoor dining and patio experience in the tropical gardens alongside the gorgeous lagoon pool. The Grand Villa Cabana has 2 huge bedrooms, 1 King Bed, 1 Queen Bed, Full over Full Bunk Bed and 1 queen sofa sleeper. 5 beds in total.

Guest favorite

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.

Houseboat in Fort Walton Beach

4.95 out of 5 average rating, 114 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

Guest favorite

Condo in Destin

4.89 out of 5 average rating, 9 reviews

Sandpiper Cove Unit 2065 | Private Beach Access

Welcome to your dream beach getaway at Sandpiper Cove Unit 2065 in the heart of Destin, FL! This charming 1-bedroom, 1-bathroom condo offers comfort, convenience, and all the amenities you'll need for a relaxing stay. Nestled within the prestigious Sandpiper Cove beach community, this charming unit offers not only breathtaking views of the 1st and 7th holes of the golf course but also complimentary beach service for an unparalleled seaside experience.

Top guest favorite

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.

Condo in Fort Walton Beach

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.

Guest favorite

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

4.92 out of 5 average rating, 106 reviews

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

Sundance is designer 7 bedroom home less than one block from Destin's newest beach access. Pool/spa. Free golf cart. 5 kings with private baths (including two on the first floor), 1 queen with private bath, and 1 bunk room create many options for multiple families or groups. Includes free 6 seater golf cart, 2 paddleboards and a full-sized (seasonally heated) pool/spa. Central to Destin’s best shopping, dining, and entertainment

Guest favorite

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, 159 reviews

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

Come spend a magical vacation with us and enjoy our comfortable cottage on Santa Rosa Sound. Close enough to town, shopping, and beaches, but off the beaten track away from the heavy tourist traffic. Our nest is a private home with a shallow beach and small dock where you can relax along Santa Rosa Sound. The cottage has a complete kitchen, laundry, covered parking, fenced yard, grill, and patio. Life is easy at the ShipAhoy Nest!

Guest favorite

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.

Condo in Destin

4.91 out of 5 average rating, 173 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.