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

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

Condo in Mary Esther

4.87 out of 5 average rating, 157 reviews

Waterfront Condo with FREE Kayaks

WATERFRONT CONDO 🤗🏝️ *Two Free Ocean Kayaks for guests. ( a $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 the bedroom and living room. Endless relaxation days. *Kayaks are free to use, we offer life vests, kayak paddles, beach chairs and beach umbrella. *We are 4 miles to the Gulf beach on Okaloosa Island and 9 miles to Destin Harbor.

Guest favorite

Rental unit in Shalimar

4.99 out of 5 average rating, 147 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

Home in Destin

5 out of 5 average rating, 34 reviews

Perrydise @ Emerald Grande

Check into a has-it-all resort and, for once, forget where you put the car keys on purpose. Spacious condo. Elevator to HarborWalk Village to find every bar/restaurant, shops and activities you could ever want. Beach water shuttle runs every 30 minutes to the private beach with full beach service. Enjoy the full-service spa, indoor and outdoor heated pools, hot tubs (one adult only), fitness center, gift shop, covered parking and on-site dining at Grande Vista Bar & Grill. Next to Crab Island!

Guest favorite

Condo in Destin

4.96 out of 5 average rating, 123 reviews

3107 Pool Front Paradise ~Special Rates Dec 4th

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 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, 31 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, 128 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

4.8 out of 5 average rating, 5 reviews

Sandpiper Cove Unit 8125 Updated Studio In Destin

Escape to the beautiful Emerald Coast with a stay at our cozy first-floor studio condo in Sandpiper Cove, Destin, FL. Nestled within a lush, gated community, Unit 8125 provides a perfect blend of comfort and convenience. Whether you're seeking a peaceful retreat or an adventure-filled getaway, this charming studio offers a relaxing haven with all the essentials to make your stay truly memorable.

Guest favorite

Home in Fort Walton Beach

4.9 out of 5 average rating, 50 reviews

3 Br Waterfront Florida Classic on the Bayou

Enjoy the comfort and beauty of classic old Florida at this beautiful waterfront home. Moments away from white sand beaches and downtown, you are in an oasis of relaxation here at the Florida Classic on the Bayou. This home was thoughtfully designed and cherished by a prominent local family and features rich Florida history and details. It is our pleasure to share this oasis with you.