Holiday rentals with a kayak in Okaloosa County

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Top-rated rentals with kayak in Okaloosa County

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

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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
4.96 out of 5 average rating, 121 reviews

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.

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
4.94 out of 5 average rating, 52 reviews

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!

Top guest favourite
Apartment in Fort Walton Beach
5 out of 5 average rating, 135 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 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
4.91 out of 5 average rating, 236 reviews

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.

Top guest favourite
Townhouse in Destin
4.92 out of 5 average rating, 157 reviews

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!

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.
Flat in Shalimar
4.99 out of 5 average rating, 171 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 favourite
A dining area features a round table surrounded by woven chairs. A cozy sofa and a decorative console table are positioned nearby. Large sliding glass doors provide unobstructed views of the beach, while soft natural light fills the space, enhancing the coastal decor.
Apartment in Destin
4.9 out of 5 average rating, 296 reviews

Beachfront 8th Fl. 1 BR at Pelican, Stunning Views

Completely renovated 8th floor condo right on the beach with unobstructed views of the Gulf and the beach. Located in the heart of Destin in popular Pelican Beach Resort, you will enjoy the private beach, multiple outdoor pools, an indoor pool, hottubs and more. Our beachfront condo has been professionally renovated with brand new cabinets, AC, floors, appliances, furniture, kitchen and more. All mattresses are brand new, cool-gel memory foam for a cool night's sleep. Fully stacked kitchen.

Guest favourite
A view of the serene water can be seen from the staircase, with lush greenery framing the scene. The grass gently slopes down to the water's edge, providing an inviting landscape for relaxation and exploration.
Guest house in Mary Esther
4.83 out of 5 average rating, 64 reviews

Waterfront Retreat~Fishing Dock Firepit Farm Charm

The Gulf Coast Guest House (sleeps 4 guests) is a unique hideaway nestled in between the old oak trees and your own private beach & dock located on the Santa Rosa Sound/Intercoastal Waterway next to the Gulf of America. Enjoy your leisure time by the fire pit, rocking & fishing on the dock or swimming on the zero gravity entry, private sandy beach! Centrally located to a myriad of attractions and adventures from Pensacola to Navarre Beach to Destin and outdoor fun on the Blackwater River!

Guest favourite
A bright living space features a cozy sofa, armchair, and a dining table. Large windows provide expansive views of the beach and ocean. Light-colored walls and neutral decor create a relaxed ambiance, while a flat-screen TV and artwork add character to the room.
Apartment in Destin
4.95 out of 5 average rating, 110 reviews

Renovated Beachfront at Pelican, Stunning Views

Pelican Beach Resort 302 - 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.

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.
Apartment in Destin
4.91 out of 5 average rating, 140 reviews

21017 Amazing Views ~ Pools ~ Gym ~ Book Aug 7th

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

Top guest favourite
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.
Apartment in Fort Walton Beach
4.98 out of 5 average rating, 118 reviews

Island Princess 618 | Beach Service Included

Relax and unwind in our beautifully renovated beachfront condo on Okaloosa Island. Unit 618 offers breathtaking Gulf views, an oversized private balcony, comfortable beds, a fully equipped kitchen, and a spacious living area perfect for families and couples. Enjoy direct beach access, sugar-white sands, emerald waters, and complimentary beach service (2 chairs + umbrella) March–October. Conveniently located near Fort Walton Beach and Destin.

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
5 out of 5 average rating, 20 reviews

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

Villa with waterfront views! Wake up to stunning views of the bayou from every room in the house! Bring your own boat and launch on-site (plenty of trailer parking available), fish off the dock with a cleaning station , or watch dolphins play as you sip your morning coffee on the back porch. Located near tennis/pickleball courts, golf course, and just a short drive to the beach or boat ride to Crab Island …adventure and relaxation await!

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