Vacation rentals with a kayak in Okaloosa County

4.91 out of 5 average rating, 200 reviews

Cabin in Mary Esther

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.

4.94 out of 5 average rating, 133 reviews

Townhouse in Destin

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!

4.99 out of 5 average rating, 153 reviews

Apartment in Shalimar

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.

4.93 out of 5 average rating, 55 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!

5 out of 5 average rating, 8 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.

Apartment in Fort Walton Beach

5 out of 5 average rating, 39 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.

4.95 out of 5 average rating, 137 reviews

Condo in Destin

3107 Amazing Poolside Villa ~Special Book July 14

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

4.96 out of 5 average rating, 145 reviews

Condo in Destin

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.

4.84 out of 5 average rating, 19 reviews

Condo in Destin

Pet Friendly Sandpiper Cove 8125 Studio Destin FL

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. Offering FREE beach service! Provides 2 beach chairs and one umbrella.

4.96 out of 5 average rating, 23 reviews

Luxury Beach Estate 5200 SqFt Pool Golf Cart

Why is DoctorsOrdersDestin is the Beach House for your family? • Astounding 5200 sq ft of Luxury! 7 bedrooms, 6 baths. Sleeps 18-22 • Elite and secure Destiny East community just across from the beach. • Two large living areas. Massive main floor open floor plan. • We provide a 6 Seater Golf Cart, Bikes, Umbrella's, and Chairs. • Large gourmet kitchen plus outside grill kitchen! • Heated Pool, Hot Tub, Clubhouse, Theater, Basketball, Tennis, Fitness Center

Condo in Fort Walton Beach

4.98 out of 5 average rating, 103 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.

4.92 out of 5 average rating, 66 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.

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Popular amenities for Okaloosa County kayak rentals

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Pool

Free parking on premises

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House rentals with a kayak

4.97 out of 5 average rating, 29 reviews

Quiet 3BR House, Beachfront Pool, Private Beach

LacyRating, 5 stars11 months ago

Great place for a family! Easy to get to the beach and the pool. Plenty of space for everyone.

4.94 out of 5 average rating, 16 reviews

Home in Niceville

Waterfront Haven - Perfect for Family Vacations

NicholasRating, 5 stars3 weeks ago

Love this place! This is our 2nd time staying here and we will continue to stay here when we come to the area. The house is big and beautiful inside and out, the views are amazing and if you have a boat or jetskis you're a 15-20 minute ride from crab island. Kent is a great host and is very responsive! Thanks again, we'll be back!

4.97 out of 5 average rating, 61 reviews

WATERFRONT~Home~PRIVATE~POOL & DEEP DOCK bring 🚤⛵️⚓️

AdamRating, 5 stars1 week ago

The house was exactly what we were looking for. There was plenty of room for everyone, the house had everything we needed, the pool was great and the views were awesome. Had a great time and would definitely recommend to anyone looking to stay in the area.

5 out of 5 average rating, 11 reviews

Home in Mary Esther

Tropic Like It's Hot

BrandonRating, 5 stars1 week ago

Hey we just wanted to thank you! My wife and I (and our children) are having a blast. We really appreciate how well stocked everything is and that you have provided a baby bath, which she likes better than our one at home. The kid-drawn welcome signs/pictures on the fridge are great! It has been a fun and relaxing week. We have caught and eaten blue crabs and fish (speckled trout and red fish) almost every night. Even were able to catch all our bait in these little inlets and salt marshes. The seclusion of this house while still being close to everything is so convenient . This has become our favorite vacation destination! Dillon is a great host and this is one of our favorite getaways. Private and pleasant.

4.96 out of 5 average rating, 24 reviews

Home in Mary Esther

Waterfront - Beachfront Home (Destin) w/Hot tub!

JacquelynRating, 5 stars4 weeks ago

Randy’s place was amazing, and he was very responsive to all of our random questions. We live locally in the area, but had family and friends coming into town for our oldest son’s graduation, and Randy allowed us to host our son’s graduation party there. It was great being able to have most of our family and friends staying at the same location as our event. There was ample parking and plenty of space for everyone. My children range in age from 18 to 3, and they all had a good time. There was something for everyone; the hammocks were great for napping, and the slide was a lot of fun too. Overall, a 10/10 experience; we have definitely been recommending it to friends who have asked if it is a good place to stay when family comes to town.

4.82 out of 5 average rating, 17 reviews

Home in Mary Esther

Welcome to paradise on a private beach!

TamiRating, 5 stars3 months ago

We thoroughly enjoyed our stay and will definitely come back. Very nice place, great location.

4.83 out of 5 average rating, 23 reviews

The Pink Cottage

JanelleRating, 5 stars4 days ago

Susan was quick to respond and very accommodating with anything we needed. The home was clean and worked perfectly for the space we needed to crate our dog while we were away at the beach. The beach is a short drive away with the bay being within walking distance. We were able to fish at the bay and visit the beach daily. Definitely a top notch host and we will be back!

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