Holiday rentals with a kayak in Okaloosa County

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.

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!

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.

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!

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.

115+ Five-Star Reviews | Renovated Gulf View Condo

Relax and unwind in our beautifully renovated Island Princess condo on Okaloosa Island. With 10 years of hosting experience and 115+ five-star reviews, we provide a clean, comfortable vacation home guests return to year after year. Enjoy beautiful Gulf and bay views from our oversized private balcony, comfortable beds, fully equipped kitchen, spacious living area, direct beach access, and complimentary beach service (2 chairs + umbrella) Mar–Oct. Located in Fort Walton Beach, near Destin.

Canalfront, Boat slip, Hot Tub, SUPs, Dogs, Beach

🚤🐾 Bring your boats & your pups for the ultimate Destin getaway at Come Sail Away! This fully remodeled, end-unit canal-front townhome features ✌️ TWO boat slips, kayaks, SUPs, a huge hot tub, expansive decks, and tons of space to relax 🌞🌴 Whether you're reeling in fish from the dock 🎣 or sipping drinks at the wet bar 🍹, there's something for everyone here! ☀️🏖️ Private beach - 0.5 mi 🏝️ Crab Island - 1.7 mi (by boat) 🛍️ Destin Harbor Boardwalk - 1 mi (by boat) 3.6 mi (by car)

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.

Beach+Pool+Hot Tub | Golf Cart(incl) + Game Room

Welcome to Destin Beach House — a spacious, FULLY RENOVATED (March 2026) Crystal Beach retreat just steps from Destin’s famous white-sand beaches. You'll love the open Kitchen, private pool (optional heating), hot tub, Outdoor TV, game room, and FREE 6-passenger golf cart, making it easy to cruise around. Perfect for family vacations and group getaways, with open living spaces and a private backyard oasis designed for relaxing after a day on the Emerald Coast.

Destin Condo: Pool, Private Beach, Beach Cart

Your perfect beach escape! This 6th-floor, 2-bedroom, 2-bath condo in a Gated Community offers peaceful views, fresh air, and everything you need to relax. Spacious Balcony, easy walk to beach, close to restaurants and shopping. Avoid the crowds, enjoy discounted off-season rates, and soak up the sun in style. Whether you're planning a quiet getaway, a remote work week, or a girls’ trip, this fully stocked condo is your beachside home away from home.

2615 Gorgeous 2 Bdrm ~ Pools ~ Book Aug 12th

Gorgeous Gulf views in this luxury upscale vacation home with sea inspired decor. Large Balcony with high top Table and 6 seats, with pool and gulf views. 2 Large Bdrms w/ Luxury King Beds, both Bdrms have balcony access. Relax at Destin's Largest Lagoon Pool, enjoy heated pool, hot tub, waterfalls, a poolside bar, Bistro restaurant and coffee shop. Tiki bar and pool side service! Tennis Courts, pickle ball, basketball, kids play area, gym.

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!