Vacation rentals with a kayak in Okaloosa Island

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Top-rated kayak rentals in Okaloosa Island

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Top guest favorite

Condo in Destin

5 out of 5 average rating, 20 reviews

Pelican Beach 19th Floor 1 Br - on the Beach

Our family vacation condo is right at the beach with unobstructed Gulf views from the living room, balcony, kitchen and dinner area. It is newly painted and has stainless steel appliances in an updated kitchen and has new furniture. Everything is upgraded. Bunk beds have flat screen TV's. The views, especially sunsets from 19th floor patio is amazing. Most guests see the dolphins in the morning. We offer beach chairs/umbrella, Netflix at every TV and free high speed Wifi. Pelican Beach Resort is

Guest favorite

Cabin in Mary Esther

4.9 out of 5 average rating, 197 reviews

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.

Top guest favorite

Apartment in Shalimar

4.99 out of 5 average rating, 149 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.

Top guest favorite

Condo in Sandestin

4.97 out of 5 average rating, 143 reviews

Light&Airy ON Beach -Golfcart* @ Sandestin Resort

Updated 1st fl. Sleek studio ON the Beach. 🛺 Golf cart w/3+ nts. Between Destin & 30A in gated Sandestin Resort. Kitchen w/coffee cart. West Elm furniture & King bed has tropical view. Relax on the patio’s round Bali bed & listen to the waves. WiFi & 55” smart TV. 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 pets)

Top guest favorite

Townhouse in Okaloosa Island

4.98 out of 5 average rating, 55 reviews

Sea Turtle House-On Beach-Townhome-Kayaks/SUP

Literally steps from the water, this spacious 3-story, 3 bed, 3.5 bath townhome features breathtaking ocean views. 2 Kayaks, SUP, beach chairs, umbrellas, outdoor games, boogie boards & beach toys for use on patio & side yard. 3rd floor has Bedroom #1 (king) and Bedroom #2 (queen & double bunk beds). Bedroom #3 (queen) is located on the 1st floor. Each bedroom has its own full bathroom. The 1/2 bath is on the 2nd floor. Computer monitor for remote work with high speed Wifi and 4 Smart TVs.

Superhost

Home in Fort Walton Beach

5 out of 5 average rating, 4 reviews

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.

Top guest favorite

Apartment in Fort Walton Beach

5 out of 5 average rating, 32 reviews

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.

Guest favorite

Condo in Sandestin

4.95 out of 5 average rating, 114 reviews

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.

Superhost

Condo in Destin

4.87 out of 5 average rating, 101 reviews

2901 Gulfs/Pool View ~Gorgeous 2bdrm~Book Aug 2nd

Welcome to Pretty in Paradise, this gorgeous gulf view condo has been renovated with sea inspired decor. Large Balcony w/ pool and Gulf views. 2 Extra Large Bdrms w/ 2 Luxury King Beds, both Bdrms have balconies! Second bdrm has an additional balcony. Relax at Destin's Largest Lagoon Pool, enjoy a heated pool, hot tub, waterfalls, a poolside bar, Bistro restaurant, Sports lounge and coffee shop. Tiki bar and pool side service! Tennis Courts, pickle ball, basketball, kids play area, gym.

Guest favorite

Houseboat in Fort Walton Beach

4.94 out of 5 average rating, 102 reviews

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

Top guest favorite

Condo in Fort Walton Beach

4.98 out of 5 average rating, 101 reviews

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.

Guest favorite

Condo in Destin

4.91 out of 5 average rating, 154 reviews

Beachfront, 7th Flr at Pelican, Breathtaking Views

Spacious one bedroom two bathroom unit with unobstructed spectacular views of the Gulf of Mexico. Recently renovated and decorated professionally, guests will enjoy a new kitchen with granite counter-tops, stylish cabinets, and stainless steel appliances. Kitchen is fully equipped for a family or group of 6. Our guests just step out to the white sand beach from the resort, no streets to cross.