Vacation rentals with a kayak in Okaloosa County

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Top-rated kayak rentals in Okaloosa County

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A charming two-story brick house is set amidst a landscaped yard featuring lush green bushes and a winding driveway. The home is adorned with symmetrical windows and a welcoming porch, framed by tall trees under a clear blue sky.

Home in Crestview

4.96 out of 5 average rating, 129 reviews

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.

LocationOutdoor spacesWalkability

Top guest favorite

A wooden boardwalk leads from the sandy beach to the beachfront house, surrounded by tall pine trees and palm plants. A shaded lounge area with comfortable seating is visible on the lawn, inviting relaxation by the water's edge.

Home in Mary Esther

4.95 out of 5 average rating, 62 reviews

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

Welcome to your ideal beachfront getaway! We are conveniently located in between Destin and Pensacola. Our rental comes with snorkels, kayaks, paddle boards, corn hole, so you can explore the waters at your leisure. We also have a relaxing fire pit and lounge area right by the water. This is the perfect place to unwind and make memories with your loved ones. Located in a sound, so it's shallow water and no crazy waves! We have had many dolphin sightings near our dock so you might see some too!

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Top guest favorite

Townhouse in Destin

4.92 out of 5 average rating, 167 reviews

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!

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Guest favorite

The exterior of the cottage features a stone facade and a covered carport. A well-maintained path leads to the entrance, surrounded by established shrubs and greenery. A gravel driveway provides access, with a fenced yard visible in the background.

Cabin in Mary Esther

4.91 out of 5 average rating, 237 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.

ValueOutdoor spacesBathroom

Top guest favorite

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

4.99 out of 5 average rating, 179 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.

ValueLocationComfort

Guest favorite

A dining area features a round table surrounded by woven chairs. A cozy sofa and a decorative console table are positioned nearby. Large sliding glass doors provide unobstructed views of the beach, while soft natural light fills the space, enhancing the coastal decor.

Condo in Destin

4.9 out of 5 average rating, 302 reviews

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.

ValueLocationPool

Superhost

Townhouse in Destin

4.92 out of 5 average rating, 52 reviews

Destin Beach House•Sleep12•Hot Tub•Pool•RoofDeck B

Soak in panoramic beachside sunsets from your rooftop deck, then unwind in a heated pool and hot tub, all just steps from the sand in this sleek, art-filled retreat for 12! *Rooftop deck and bath tub to enjoy the sunset *Heated in-ground pool & hot tub shared w/ 2 cabanas *4 bed/4 bath, sleeps 12 (4 queens, 4 twins) *Walking distance to O'Steen Beach, access 3 houses down *Elegant, modern leather and wood furniture *Oil Paintings *Xbox *2-car garage *Stainless Steel Appliances Book Today!

LocationOutdoor spacesHospitality

Top guest favorite

Condo in Santa Rosa Island

4.98 out of 5 average rating, 119 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.

ValueOutdoor spacesCheckout

Guest favorite

A bright living space features a cozy sofa, armchair, and a dining table. Large windows provide expansive views of the beach and ocean. Light-colored walls and neutral decor create a relaxed ambiance, while a flat-screen TV and artwork add character to the room.

Condo in Destin

4.96 out of 5 average rating, 112 reviews

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.

LocationValueNearby

Guest favorite

Townhouse in Mary Esther

4.96 out of 5 average rating, 73 reviews

Waterfront Sound Tri-level TH

Airy waterfront home w/ 2 balconies overlooking the Santa Rosa Sound. Enjoy our welcoming sound side beach or if you’re after waves, Okaloosa Island and Navarre Beach are a short drive in either direction. Covered parking for two and keyless entry. Newly renovated kitchen, comfortable beach decor, 3 large bedrooms with their own attached full baths. Quiet, family friendly, safe neighborhood close to the military bases. Pool seasonally closed. Complex newly paved Dec 2022.

Outdoor spacesValueSleep quality

Top guest favorite

A sweeping view from the balcony showcases the resort's multiple swimming pools, surrounded by lounge chairs. The ocean sparkles under clear skies, with boats visible in the marina and a scenic shoreline in the distance.

Condo in Destin Harbor

4.95 out of 5 average rating, 84 reviews

Perrydise@ Emerald Grande 3BR Harbor & Gulf Views!

Enjoy a spacious 3-bedroom, 2-bath condo at Emerald Grande with stunning harbor and gulf views. Relax on your balcony, stroll to HarborWalk Village for dining, bars, and shops, or hop on the complimentary shuttle to the private beach with full service including chairs and umbrellas. 2026 exterior improvements mean discounted rates, while your interior experience, amenities, and views remain fully unaffected. Perfect for families, groups, or weekend getaways.

Outdoor spacesValueNearby

Guest favorite

A dining area is presented with a wooden table and matching bench, surrounded by light blue chairs. A large octopus-themed artwork adorns the wall, while a vase with white flowers sits as a centerpiece. Natural light enters through a glass door, enhancing the space.

Home in Mary Esther

4.9 out of 5 average rating, 83 reviews

Beach house 2 min from the Boat Ramp and Dog Beach

🌴 Your perfect Navarre Beach getaway is waiting! This cozy beach house is just minutes from the sugar white sands and emerald waters of Navarre Beach. Bring the whole family and your pups! Fully fenced backyard, awesome game room, and the boat ramp just 3 minutes away. Perfect for beach days, boating, fishing, and relaxing. Close to great local restaurants, shopping, and attractions. Come make unforgettable beach memories! Guests must be 18+ to rent.

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