Vacation rentals with a kayak in Fort Walton Beach

4.99 out of 5 average rating, 114 reviews

The image captures a vibrant sunset over calm waters with streaks of pink and orange illuminating the sky. A wooden dock extends into the distance, and sandy shores are visible in the foreground, creating a serene waterfront atmosphere.

Home in Navarre

Private Waterfront Retreat: Family & Pet Friendly

Welcome to your own private waterfront, beach, and retreat destination! Recently renovated, this home is the perfect place to unwind, relax, and soak in the beach life! Tucked away on a dead-end street away from the tourist hustle & bustle. - Panoramic views of the sunset - Private 450ft dock with 2-story deck - Paddle boards/yoga mats - 1 acre of serenity - Complete kitchen - Fenced backyard, outdoor dining, fire pit Location: - 16 mins/10 miles to Navarre Beach - 14 mins/8 miles to grocery

LocationOutdoor spacesTV

4.98 out of 5 average rating, 120 reviews

A panoramic view of the waterfront is visible, showcasing a vast expanse of water under a bright blue sky with scattered clouds. A wooden pier extends into the water, leading towards distant city structures, while grassy land and sandy beach area are framed in the foreground.

Home in Navarre

Beach House w/ ALL Gear Included | Walk to Water

This family friendly coastal beach vacation rental located on the “sound side” just footsteps from the sand and water, offers calm waterfront access, a large backyard, and premium included amenities such as paddleboards, kayaks, bikes, cooler, beach chairs, towels, blanket, fishing poles, BBQ grill. Walkable to restaurants, beach bars, food trucks, and park, with Navarre Beach and the longest pier minutes away. Enjoy breathtaking views, sunrises, stunning sunsets, and frequent dolphin sightings.

Outdoor spacesValueGetting around

4.97 out of 5 average rating, 196 reviews

The outdoor pool is framed by a screened enclosure, providing clear views of the tranquil bay waters. Comfortable lounge chairs are positioned beside the pool, and potted plants add a touch of greenery. A wooden dock extends into the bay, enhancing the serene ambiance.

Home in Navarre

East Bay Hideaway — A Private Waterfront Escape

Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

LocationValueParking

4.99 out of 5 average rating, 179 reviews

A wooden dock extends into Poquito Bayou, featuring a green umbrella providing shade over a seating area. The clear blue water reflects the sky, while the shoreline is lined with lush greenery. Nearby, a flag is visible, indicating a peaceful outdoor setting.

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.

Outdoor spacesValueKitchen

4.98 out of 5 average rating, 201 reviews

An open studio layout is presented with a spacious king-size bed and a comfortable sofa. A round table sits nearby, while large glass doors lead to a balcony with ocean views. Soft, neutral tones are used throughout, enhancing the serene atmosphere.

Condo in Sandestin

Zen Retreat ON Beach~Golfcart*~Oceanview~ Hot Tub

STUNNING VIEW -8th fl. stylish open studio. Beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart w/5+ nts. NEW Pool & Hot Tub. Pottery Barn furniture & King size bed w/oceanview. Sleek Kitchen w/dishwasher & Keurig. WiFi, 55” smart TV. Washer/dryer. Huge balcony to gaze @ the sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram pass & Gym. Perfect for honeymoon, baby moon, girls trip, solo travel or lil family vacay *NO animals

Outdoor spacesValueLaundry

4.98 out of 5 average rating, 120 reviews

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.

LocationOutdoor spacesBathroom

4.97 out of 5 average rating, 138 reviews

Home in Pensacola Beach

Kokomo Key - 2 minutes to Beach - Private Pool

If you've been searching for Kokomo Key... Here it is—your tropical escape to the islands. White sand, turquoise waters… it’s got all the vibes of a place where time slows down and the only agenda is relaxation. Relax with the whole family at this peaceful beach house with a private pool, hammocks, unobstructed views of Santa Rosa Sound, and a 2-minute walk to the stunning Gulf beaches! We are pet-friendly, but please remember to let us know you are bringing your pets by checking the box!

LocationValuePool

An aerial view captures the resort's expansive lagoon pool, featuring winding waterways lined with palm trees. Several lounge chairs dot the poolside, while a water slide and bridge create a playful atmosphere. The shimmering blue water reflects sunlight, enhancing the serene environment.

4.87 out of 5 average rating, 141 reviews

21201 Gulf & Pool Views ~ Dining ~ Book Sept 20th

Penthouse views! 2 King Suites, 11,000 square foot Lagoon Pool with five waterfalls. Children's Pool, Playground, Tennis Courts and Basketball court. This corner Penthouse Suite has the absolute BEST view of the resort including the pool & gorgeous Gulf of Mexico! The Palms of Destin Florida is a beautiful resort with excellent 5 Star amenities including the Palms Bistro, Poolside tiki bar and coffee house! Something for everyone! This resort has it all!

LocationValueHot tub

4.98 out of 5 average rating, 168 reviews

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

Home in Pensacola Beach

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

LocationOutdoor spacesLayout

4.91 out of 5 average rating, 578 reviews

The cabin is nestled among shady oak trees, featuring a wooden deck with seating and a hammock for relaxation. A charcoal grill is positioned nearby, and the surrounding area showcases a dirt path leading to a natural, serene environment.

Cabin in Gulf Breeze

Waterfront tiny Cabin/ Glamping

Quaint waterfront cabin! Peaceful surroundings, shady oak trees, hammock, boat launch, beautiful dock for enjoying the sunrise. Cabin has a loft with Japanese bed, Murphy bed, and futon. Bathroom has a toilet and shower. simple kitchenette with toaster oven, burner, sink, microwave, full fridge, and dishes. Television has DVD player no cable!, no WiFi!. Small dinette table w/4 chairs. A/C; NO PARITIES ALLOWED! Sleeps 4 comfortably

ValueOutdoor spacesNearby

A classic waterfront home is shown from the outside, featuring a large front porch with white railings. Colorful kayaks and paddleboards are displayed on a wooden rack beside a grassy yard, surrounded by lush greenery. Ceiling fans hang above, providing comfort.

4.96 out of 5 average rating, 113 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.

Outdoor spacesValueNearby

4.88 out of 5 average rating, 305 reviews

Beachfront 1 BR 10th Fl. at Pelican, Amazing Views

Ideally located on the 10th floor in the popular Pelican Beach Resort, this ocean front condo offers magnificent unobstructed views of Gulf of Mexico. It has been fully renovated and professionally decorated. Enjoy the heated indoor/outdoor pools, and direct access to the beach. Pelican offers many amenities, a 24 hour front desk and security for a safe and relaxing vacation.

LocationValueHospitality

Popular amenities for Fort Walton Beach kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.84 out of 5 average rating, 115 reviews

Home in Destin

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

ValueOutdoor spacesLong stay

4.82 out of 5 average rating, 146 reviews

Home in Santa Rosa Beach

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!

ValueOutdoor spacesParking

4.95 out of 5 average rating, 128 reviews

Home in Santa Rosa Beach

4 BR 3 BA | Pool | Gym | Pets | 0.7 mi to beach

Outdoor spacesValueLaundry

4.94 out of 5 average rating, 272 reviews

The image depicts a wooden dock extending over a calm, dark canal. Tall grass borders the water, and several boats are visible on the dock. Lush green trees provide a natural backdrop, enhancing the serene atmosphere of the outdoor space.

Home in Gulf Breeze

Canal Home in Gulf Breeze

ValueLocationBathroom

4.97 out of 5 average rating, 34 reviews

The exterior of the three-story beach home is showcased, featuring a large, inviting pool surrounded by lounge chairs. A spacious deck is visible, with the front of the house displaying double gables and multiple balconies. Lush landscaping is present around the pool area.

Home in Pensacola Beach

Private Pool, Steps to the beach, Golf cart

LocationOutdoor spacesQuiet

A waterfront property featuring a private pool surrounded by a spacious yard. A large dock extends into the water, offering areas for seating and easy access for fishing or boating. Lush greenery and palm trees frame the picturesque setting, enhancing the overall outdoor appeal.

4.95 out of 5 average rating, 83 reviews

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

LocationOutdoor spacesPool

A spacious backyard features a private pool surrounded by a grassy area, with lounge chairs positioned for relaxation. A covered patio offers seating for guests, while a large tree provides shade. The home structure is positioned nearby, enhancing the outdoor retreat.

4.85 out of 5 average rating, 54 reviews

Sleeps 12* Private POOL * Backyard * Ranch Home

LocationOutdoor spacesCheck-in

A serene waterfront scene is presented at sunset, showcasing a wooden dock extending into calm waters. Six chairs are arranged on the dock, while a boat is docked nearby. The sky is filled with soft hues of purple and pink, reflected on the water.

5.0 out of 5 average rating, 24 reviews

Boater/fisherman’s paradise with on-site launch!

LocationOutdoor spacesAmenities

Cottage rentals with a kayak

4.83 out of 5 average rating, 170 reviews

A welcoming entrance features a covered porch adorned with vibrant pink flowers and a birdhouse. Two white chairs are positioned beside a small table, inviting guests to enjoy the serene setting. A decorative wind chime adds a touch of charm to the doorway.

Cottage in Mary Esther

Nature's Nest Cottage on the Sound - Pets Welcome!

LocationValuePool

Cottage in Fort Walton Beach

A spacious grassy area extends towards the water's edge, framed by trees. A wooden dock stretches into the calm bay, featuring a covered seating area. Swing benches are available on the shoreline, providing a perfect spot for relaxation while enjoying the scenic view of the water.

Waterfront Bliss Beach Cottage

Outdoor spacesLocationCleanliness

5.0 out of 5 average rating, 39 reviews

4.93 out of 5 average rating, 67 reviews

Cottage in Freeport

Bayview Cottage | Dog Friendly | 15 Min to Beach

LocationValueAmenities

A serene waterway reflects the soft colors of sunset, with trees lining the banks and tall grasses swaying gently at the water's edge. The landscape showcases a blend of greens and browns, creating a calm and tranquil atmosphere.

Cottage in Freeport

2 bedroom cottage with hot tub

ValueLocationLaundry

4.88 out of 5 average rating, 50 reviews

Other vacation rentals with a kayak

Apartment in Santa Rosa Island

Newly renovated gulf-front condo on 1st floor

LocationValueFamily

5.0 out of 5 average rating, 20 reviews

5.0 out of 5 average rating, 29 reviews

WaterScape | Resort | Renovated | Beach steps away

LocationOutdoor spacesAccess

4.96 out of 5 average rating, 73 reviews

Townhouse in Mary Esther

Waterfront Sound Tri-level TH

ValueOutdoor spacesGrill

A balcony features two blue chairs and a small table, offering a direct view of the beach and the shimmering gulf waters. The sandy shore is visible below, lined with beach umbrellas, while the vibrant blue sky enhances the scenic coastal horizon.

4.9 out of 5 average rating, 29 reviews

Pelican Beach Top Floor Beachfront with Best Views

ValueLocationDecor

A lush tropical landscape is featured, with tall palm trees surrounding a winding lazy river. Colorful inflatable floats are visible in the water, while lounge chairs and umbrellas provide shaded seating areas. The beach and resort buildings are seen in the background, enhancing the relaxing atmosphere.

5.0 out of 5 average rating, 20 reviews

DW Sandpiper L03 ~ Walk Out Lanai ~ Lazy River!

LocationDecorNearby

5.0 out of 5 average rating, 24 reviews

Home in Gulf Breeze

Cozy Cottage on the Bay - Swim, Fish, Play, Relax

LocationOutdoor spacesLayout

An aerial view captures the expansive Waterscape Resort, featuring multiple engaging pool amenities surrounded by lush palm trees. The ocean's vibrant blue water is visible in the background, with clusters of nearby buildings housing vacation rentals.

5.0 out of 5 average rating, 22 reviews

Waterscape A202-Emerald Vista-2bd+bunks Ocean View

LocationLaundryAccuracy

A balcony table with four wooden chairs is positioned overlooking the Gulf. The horizon merges the tranquil blue sea and sky, reflecting sunlight. The unobstructed view enhances the outdoor space, inviting relaxation while watching the waves below.