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.

Light &Airy ON Beach-Golfcart* in SanDestin Resort

Updated 1st fl. Sleek studio ON Beach. 🛺 Golf cart w/3+ nts. In Sandestin gated resort between Destin & 30A. West Elm furniture & King bed has tropical view. Relax on the patio’s round Bali bed as listening to the waves. WiFi & 55” smart TV. Kitchen w/coffee cart. Washer/dryer in condo. Free gym! Tram passes. Enjoy the beach, trails, golf, dining, shopping & entertainment all without leaving the resort! Perfect honeymoon, baby moon, romantic getaway, girls trip or lil’ fam vacay! *no dogs

Beachfront 6th Floor 1BR at Pelican, Amazing 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.

21017 Stunning Gulf Views ~3 Bdrm ~Book Aug 18th

Gorgeous Panoramic Gulf Views from this 10th floor Luxury Penthouse! Large Balcony, Seating for 8, & 2 Large chairs & 2 rockers. New living room sofa sleeper, Lagoon Pool and gulf views from nearly every corner, 3 Brdms: 2 King Beds, 1 Queen Bed and a Sofa Sleeper All Bdrms have balcony access, and gulf views! 5 Star Resort with Lagoon Pool, heated pool, hot tub, Sports Lounge/restaurant and coffee shop. Tiki bar, Free shuttle, Tennis, pickle ball, basketball, gym & New grills.

Lovely Waterfront Home-Pool-Boat Dock-Pets Welcome

Step into our artsy mid-century sanctuary directly on the bay. Walk out to panoramic water views with the famous Crab Island on Choctawhatchee Bay in the distance. Swaying palm trees frame the poolside oasis & sweeping water views on over a 1/2 acre of property. Relax in one of the two hammocks, enjoy the private dock, private pool, ocean kayaks, or grill out among the lush landscape for a true tropical Florida experience. Kick your shoes off…Welcome! Must be 25 or older to stay.

Sunkissed! Oceanview! Pool! Golf Cart! 6 Bedrooms

Sunkissed is an updated, ocean view home that is only a 1/2 block stroll to Destin’s sugar sand beaches. Includes 6 seater golf cart, and 2 paddleboards. Features a full-sized (seasonally heated Oct.-April) pool, grilling area and relaxing outdoor living space. 5 king suites (including a 1st floor king suite) and separate pool house to accommodate your group’s needs. Central to Destin’s best shopping, dining, and entertainment!