Holiday rentals with a kayak in Santa Rosa Island

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.

Summer is HERE! | 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!

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.

The Ancker Boat House • Waterfront on the Bayou

🌴The Ancker Boat House☀️ Escape to your own slice of paradise at this stunning waterfront haven in Fort Walton Beach! Nestled at the end of a private drive, this 4-bed, 3-bath gem offers nearly an acre of serene bayou-front living with 101 feet of shoreline.​ After visiting Crab Island, dock your boat & jetski's, sit back & relax under the sunset sky, and maybe toss a line in the water. Or sit around the fire pit with friends & family while you enjoy the picture-perfect memories to be made.

Pink Flamingo Okaloosa Island

Sitting DIRECTLY ON THE BEACH look out from your private balcony looking over the white sand and Emerald Green water. One bedroom, one bath. The condo is on the 3rd floor middle unit. Newly renovated and decorated beach retro with a pink flamingo twist. Your stay includes keyless entry, private patio, 55" Smart TV, Wi-Fi, and record player with vinyl collection. Note: The couch is not pullout, but two twin rollout mattresses are provided upon request. No pets. Sorry. THERE IS A 2 ADULT LIMIT.

Sandestin Elation Studio - Baytowne - Golf Cart

Ground-floor studio in Sandestin Golf & Beach Resort with serene golf course and lake views. Steps from Baytowne Wharf’s dining and entertainment. Features a king bed, queen sofa bed, full bath, and kitchenette with microwave and mid-size fridge. Enjoy Wi-Fi, Netflix, resort tram access, and beach gear in garage storage. Golf cart available - please inquire about availability and fee. Perfect for a relaxing escape in the heart of Sandestin. And Yes! you may drive the golf cart to the beach.

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

2B/2BA Beachfront Corner, Gulf Views East & South

12th-floor 2Br/2B/WD corner unit. Panoramic Gulf views east and south from the living room, and stunning beach views from the master bedroom! Fully renovated, professionally decorated in a coastal theme, and fully stocked for comfort. True beachfront building—no streets to cross. Enjoy many family-friendly resort amenities: indoor/outdoor pools, jacuzzi, fitness center, onsite restaurant, seasonal tiki bar, private beach, and easy access to top Destin attractions.

Island Princess 618 | Gulf Views & Beach Service

Experience the ultimate beach getaway at our renovated condo on stunning Okaloosa Island. This beachfront retreat features two spacious bedrooms, two modern bathrooms, and a rare oversized balcony perfect for soaking in the breathtaking views. Relax on the sugar-white sands and take in the emerald-green waters of the Gulf with complimentary beach service, including two chairs and an umbrella, provided from March 1st to October 31st.