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Holiday rentals with a kayak in Okaloosa County

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Okaloosa County

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite
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.
Condo in Destin

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

DESTINation Vacation offers 2 Bedrooms, Large Jack & Jill Bath, 3 Beds + queen sleeper, pack n’ play, accessible workspace, & large picture windows. This ground floor condo is steps from 1 of the 3 amenity pools; a 7 minute walk to the beach & it’s in the heart of Destin, Florida. You’ll be just a few minutes away from: 🏄‍♂️Henderson Park State Beach🏄‍♂️ ⚽️Morgan sports complex ☀️Big Kahuna’s Waterpark 🏎️The Track Family Fun Park 🛍️Destin Commons 🏝️HarborWalk 🎣Charter Fishing 🐚Silver Sands Outlets & more

LocationValueQuiet

4.97 out of 5 average rating, 86 reviews
Top Guest favourite
A charming two-story brick house is set amidst a landscaped yard featuring lush green bushes and a winding driveway. The home is adorned with symmetrical windows and a welcoming porch, framed by tall trees under a clear blue sky.
Home in Crestview

Safe/Secure efficiency apartment with pond view

Our unique place has a style all its own. Located on five acres there is always something in bloom on our property. This efficiency apartment, located on the ground floor of our home, has its own entrance, a Queen bed, full kitchen, bathroom with a standing shower, living room with tv, community gym, and washer and dryer access, Our pond has bass, so bring your fishing pole, or read a book while sitting by a babbling creek. Enjoy a small fire at the whimsical chiminea located in the patio area.

LocationOutdoor spacesGetting around

4.96 out of 5 average rating, 130 reviews
Top Guest favourite
A wooden boardwalk leads from the sandy beach to the beachfront house, surrounded by tall pine trees and palm plants. A shaded lounge area with comfortable seating is visible on the lawn, inviting relaxation by the water's edge.
Home in Mary Esther

Waterfront - Beachfront Home (Destin) w/Hot tub!

Welcome to your ideal beachfront getaway! We are conveniently located in between Destin and Pensacola. Our rental comes with snorkels, kayaks, paddle boards, corn hole, so you can explore the waters at your leisure. We also have a relaxing fire pit and lounge area right by the water. This is the perfect place to unwind and make memories with your loved ones. Located in a sound, so it's shallow water and no crazy waves! We have had many dolphin sightings near our dock so you might see some too!

ValueLocationHot tub

4.95 out of 5 average rating, 62 reviews
Top Guest favourite
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

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.

LocationOutdoor spacesView

4.99 out of 5 average rating, 179 reviews
Top Guest favourite
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!

LocationValueBathroom

4.92 out of 5 average rating, 167 reviews
Guest favourite
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.

LocationOutdoor spacesParks

4.91 out of 5 average rating, 238 reviews
Top Guest favourite
Condo in Santa Rosa Island

115+ Five-Star Reviews | Renovated Gulf View Condo

Relax and unwind in our beautifully renovated Island Princess condo on Okaloosa Island. With 10 years of hosting experience and 115+ five-star reviews, we provide a clean, comfortable vacation home guests return to year after year. Enjoy beautiful Gulf and bay views from our oversized private balcony, comfortable beds, fully equipped kitchen, spacious living area, direct beach access, and complimentary beach service (2 chairs + umbrella) Mar–Oct. Located in Fort Walton Beach, near Destin.

ValueOutdoor spacesComfort

4.98 out of 5 average rating, 120 reviews
Guest favourite
Townhouse in Mary Esther

Waterfront Sound Tri-level TH

Airy waterfront home w/ 2 balconies overlooking the Santa Rosa Sound. Enjoy our welcoming sound side beach or if you’re after waves, Okaloosa Island and Navarre Beach are a short drive in either direction. Covered parking for two and keyless entry. Newly renovated kitchen, comfortable beach decor, 3 large bedrooms with their own attached full baths. Quiet, family friendly, safe neighborhood close to the military bases. Pool seasonally closed. Complex newly paved Dec 2022.

LocationOutdoor spacesBarbecue

4.96 out of 5 average rating, 73 reviews
Guest favourite
A tranquil lagoon pool meanders through lush tropical landscaping, with palm trees lining the perimeter. Clear blue water reflects the sky, inviting relaxation. Pathways connect various seating areas and greenery, enhancing the serene resort atmosphere.
Condo in Destin

21017 Stunning Views ~ Pools ~ Gym ~ Book Sept 21

Gorgeous Panoramic Gulf Views from this 10th floor, 3 bedrooms end unit, all bedrooms have access to the 100 ft extra large balcony with gulf views. Seating for 8. Resort Lagoon Pool and second Heated pool, 2 King Beds, 1 Queen Bed and a Queen Sofa Sleeper All the comforts of home, easy walk to the beach, or free Shuttle. 5 Star Resort, onsite Restaurant, coffee shop and pool side Tiki bar, Tennis, pickle ball, basketball, state of the art gym & BBQ grill area

ValueLocationParking

4.92 out of 5 average rating, 145 reviews
Superhost
Home in Mary Esther

Private Water Access | Heated Pool | Kayaks

Welcome to your Villa Rosa - dream coastal getaway — an extraordinary 6-bedroom, 6.5-bathroom, 6,500 sq ft luxury waterfront estate offering, 270 feet of bay access, 180° water views from every window and unbeatable amenities for groups of all sizes. This Santa Rosa Sound retreat is designed for comfort, privacy, and unforgettable memories, featuring three separate wings, a covered pool, a private dock, a game room, and multiple indoor and outdoor living spaces.

Outdoor spacesCheck-inCleanliness

4.6 out of 5 average rating, 10 reviews
Top Guest favourite
A wooden dock extends into clear water, leading to a vibrant green landscape. Lush trees and grasses frame the scene, while a large house is visible in the background, set among the greenery. Bright blue skies provide a serene backdrop.
Home in Mary Esther

Massive Waterfront Wonder w/8 beds & Boat Dock

Welcome to Waterfront Wonder on Florida's beautiful Emerald Coast! This spacious 3,192 sq. ft. waterfront home is perfect for large families and groups, offering plenty of room to relax while enjoying comfort and privacy. Just 50 feet from the Santa Rosa Sound, you can kayak, fish from your private dock, or anchor your boat or jet skis at the two available anchor points. Book your unforgettable waterfront getaway today!

ValueOutdoor spacesLaundry

4.93 out of 5 average rating, 75 reviews
Top Guest favourite
Home in Crestview

Newly remodeled cottage with Shoal River access

Take it easy at this unique and tranquil getaway. Recently rebuilt cottage with modern touches amidst open spaces on wooded acreage. Tranquil deck and fire pit. Access to kayaking and walking trail on owner's nearby property on the Shoal River. Conveniently located 10 minutes from shops and restaurants, but peaceful and serene. Master suite has a king bed (with massage feature), second bedroom has a full sized bed.

LocationOutdoor spacesBathroom

5.0 out of 5 average rating, 23 reviews

Popular amenities for Okaloosa County kayak rentals

Holiday House Rentals with a Kayak

Guest favourite
A wooden dock extends over calm waters, with two gray deck chairs positioned for relaxation. Lush green trees line the shoreline, and a few houses are visible in the distance under a bright blue sky with scattered clouds.
Home in Fort Walton Beach

On the water! 7 minutes to the beach!

Outdoor spacesLocationQuiet

4.91 out of 5 average rating, 23 reviews
Guest favourite
A dining area is presented with a wooden table and matching bench, surrounded by light blue chairs. A large octopus-themed artwork adorns the wall, while a vase with white flowers sits as a centerpiece. Natural light enters through a glass door, enhancing the space.
Home in Mary Esther

Beach house 2 min from the Boat Ramp and Dog Beach

ValueOutdoor spacesNearby

4.9 out of 5 average rating, 84 reviews
Top Guest favourite
The exterior of the waterfront home features a spacious deck connected by a wooden walkway. Surrounding palm trees and lush greenery create a tropical ambiance. A sandy area can be seen by the water's edge, inviting outdoor activities and relaxation.
Home in Niceville

Waterfront Haven - Perfect for Family Vacations

Outdoor spacesLocationHospitality

4.94 out of 5 average rating, 36 reviews
Guest favourite
Home in Destin

Luxury Beach Estate 5200 SqFt Pool 2 Golf Carts

Outdoor spacesLocationLayout

4.86 out of 5 average rating, 37 reviews
Top Guest favourite
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.
Home in Fort Walton Beach

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

LocationOutdoor spacesQuiet

4.95 out of 5 average rating, 83 reviews
Top Guest favourite
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.
Home in Fort Walton Beach

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

Outdoor spacesLocationSleep quality

5.0 out of 5 average rating, 24 reviews
Top Guest favourite
The exterior showcases a two-story beachfront home with a terracotta tile roof and prominent entryway. Lush landscaping surrounds the driveway, which leads to a grand stairway. The serene waters of the beach are visible in the background, enhancing the home's waterfront appeal.
Home in Mary Esther

Enjoy paradise on your private beach!

LocationOutdoor spacesDecor

4.87 out of 5 average rating, 31 reviews
Top Guest favourite
Home in Niceville

Sweet Southern Stay

LocationAmenitiesCleanliness

5.0 out of 5 average rating, 17 reviews

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