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

Home in Mary Esther

4.93 out of 5 average rating, 15 reviews

Waterfront - Beachfront Gulf Coast Home (Destin)!

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!

Guest favorite

Condo in Fort Walton Beach

5 out of 5 average rating, 80 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

Rental unit in Shalimar

4.99 out of 5 average rating, 145 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

Townhouse in Destin

4.95 out of 5 average rating, 118 reviews

Snowbird Specials! | Heart of Destin | Waterfront

LOCATION, LOCATION, LOCATION! 5-min walk to the beach. 5-7 minute short drive to exciting HarborWalk 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!

Guest favorite

Condo in Destin

4.96 out of 5 average rating, 123 reviews

3107 Pool Front Paradise~Special Deal Book Nov 3rd

One of only 14 Exclusive Poolside Villas! Welcome to the Villa Cabana Royale! 1450 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 6 and is the perfect location, with an outdoor dining and patio experience in the tropical gardens along side the gorgeous lagoon pool. The Villa Cabana Royale has 2 huge bedrooms, 2 King Beds, single chair bed, queen sofa sleeper. 4 beds in total. 65" Inch Smart TVs

Guest favorite

Condo in Destin

4.95 out of 5 average rating, 129 reviews

Renovated beachfront condo, spectacular Gulf views

Completely renovated 6th floor, Pelican Beach condo is right on the beach with unobstructed views of the Gulf of Mexico. It has 1 bedroom, 2 full bathrooms, full kitchen, custom bunks and sleeps 6. Located in the heart of Destin in popular Pelican Beach Resort, you will enjoy the beach, the view, brand new appliances, furniture, and updated kitchen. Linens and towels are among the amenities included. High quality mattresses even for the pullout bed. We follow highest cleaning standards.

Superhost

Home in Fort Walton Beach

5 out of 5 average rating, 3 reviews

Winter deal! 20 min to Beach!

4br/2ba vacation home beside Fort Walton Beach Golf Club; 36 holes of championship golf! Themed w/ Art Deco furnishings/vintage “Golden Age” Hollywood decor. Huge, fully-fenced, private backyard oasis w/ pool, lush lawn, gardens, mature trees, deck, patio lounge, alfresco dining, BBQ & mood lighting. Main floor king suite w/ pool access, walk-in closet & ensuite bath. “Disney” themed loft for kids w/ 3 beds, games, TV. 15 mins from Okaloosa Isl. Beach. Btwn Destin & Pensacola. Sleeps 6

Superhost

Home in Destin

4.84 out of 5 average rating, 112 reviews

Freestyle! 2 blks to beach! Pool! Free golf cart!

Funky, fun furnishings and just two blocks to the Emerald Coast’s sugar sand beaches! Freestyle’s 6 bedroom/16 person sleeping capacity (including 4 king suites with 2 on the first floor) is ready to let the good times roll for your entire family! Includes a free 2021 six seater golf cart, 2 paddleboards, 2 kayaks, and more. Featuring a full-sized pool, decked-out grilling area, and two separate living areas. Central to Destin’s most popular shopping, dining and entertainment.

Guest favorite

Camper/RV in Baker

4.97 out of 5 average rating, 30 reviews

Blue Eyed Acres

Looking to get away and relax while surrounded by nature and a private lake? Not only will you find your self relaxing but also making some of the BEST memories all in one space. Secluded and on a private 8.5 acres with a private lake you will have nothing more to do but relax and kick back in the many hammocks on the property. Farm fresh eggs daily from the flock, sunsets from the hot tub, horse back riding, fishing, kayaking, cornhole and board games.

Superhost

Cottage in Mary Esther

4.85 out of 5 average rating, 127 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

Condo in Destin

5 out of 5 average rating, 15 reviews

Sandpiper Cove 2055 Updated 1Bed FREE Beach Setup

Welcome to your canal-front retreat, Unit 2055 at Sandpiper Cove resort, nestled in the heart of Destin, Florida! This 1-bedroom, 1-bathroom condo with a bonus bunk room is perfect for couples or families looking to enjoy the best of coastal living. Experience the ultimate waterfront getaway in this charming vacation rental, where stunning sunsets and tranquil canal views await. This condo offers FREE beach service!

Guest favorite

Condo in Mary Esther

4.87 out of 5 average rating, 153 reviews

Waterfront Condo with FREE Kayaks

WATERFRONT CONDO 🤗🏝️ *Free Kayaks for guests ! (200/day value). Stay on the water with amazing views of the Santa Rosa sound and Okaloosa island, the pool is 5 steps away. *Large and airy one bedroom, one living room, kitchen and bath, TV in both rooms. Endless relaxation days. *Kayaks are free to use. *We are 4 miles to the Gulf beach on Okaloosa Island and 9 miles to Destin Harbor.