Holiday rentals with a kayak in Okaloosa County

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Top-rated rentals with kayak in Okaloosa County

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

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Top guest favourite
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
4.95 out of 5 average rating, 98 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.

Top guest favourite
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.
Apartment in Destin
4.98 out of 5 average rating, 49 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 and free high speed Wifi. Pelican Beach Resort is the prime family des

Top guest favourite
A bright studio room features a spacious bed with decorative pillows and a cozy blanket. A comfortable sofa is positioned nearby, and a small dining area is visible. Large sliding glass doors open to a balcony, allowing natural light to fill the space.
Apartment in Fort Walton Beach
5 out of 5 average rating, 118 reviews

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!

Top guest favourite
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, 224 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.

Guest favourite
A balcony table is set for breakfast, featuring two white cups, a plate with blueberries, and a muffin. A pink orchid adds a pop of color. The background showcases a pastel sunset over water and buildings.
Townhouse in Destin
4.91 out of 5 average rating, 143 reviews

Snowbird favorite! | 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!

Top guest favourite
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.
Flat in Shalimar
4.99 out of 5 average rating, 161 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.

Guest favourite
A spacious living area features large glass doors offering unobstructed views of the Gulf. Light-colored furniture surrounds a central coffee table, while a ceiling fan hangs above. Soft natural light illuminates the room, complemented by neutral tones and beach-themed decor.
Apartment in Destin
4.84 out of 5 average rating, 44 reviews

Pelican Updated 14th floor 1 bedroom Condo on the

Modern and stylish 14th-floor beachfront condo at Pelican Beach Resort with sweeping, unobstructed Gulf views from the living room, kitchen and private balcony. Newly painted and upgraded with tasteful coastal décor, this serene retreat features a king bedroom with en-suite bath, a second full bathroom, and hallway bunk beds each with their own TV. Guests often spot dolphins from the balcony. Includes high-speed Wi-Fi, Netflix on every TV, and beach chairs with umbrella stored in the unit.

Guest favourite
The image showcases a sprawling lagoon pool surrounded by lush palm trees and tropical landscaping. A playful water slide is visible, alongside winding pathways and sun loungers, creating an inviting outdoor space for relaxation and recreation.
Apartment in Destin
4.95 out of 5 average rating, 149 reviews

3107 Spring Savings ~ Book Mar 8th ~ Heated Pool

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 alongside 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

Guest favourite
A houseboat is docked on a covered pier, surrounded by calm water. White chairs are positioned on the deck, offering a relaxing view of the bayou. Lush greenery frames the setting, while the dock's wooden surface provides easy access.
Houseboat in Fort Walton Beach
4.93 out of 5 average rating, 119 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

Guest favourite
A bright living area is showcased with large windows offering panoramic views of the Gulf of Mexico. Comfortable seating is arranged around a coffee table, with a wall-mounted TV in view. Soft curtains frame the windows, enhancing the coastal ambiance.
Apartment in Destin
4.88 out of 5 average rating, 128 reviews

Beachfront, 2 BR, 16th Floor, Spectacular Views

In the heart of Destin, FL. Step out of the building to the spectacular white sand beaches of Destin. Fully renovated unit with breath taking panoramic views of Gulf of Mexico. Large master suite with private bathroom, and Gulf views. 2nd bedroom with comfortable beds, and guest bath. Fully stocked kitchen and all new appliances. Washer and dryer in the unit. Enjoy complimentary Cable, High Speed WiFi. Beach chairs and umbrella included in the unit.

Top guest favourite
A panoramic view of the beach showcases soft white sands meeting the tranquil turquoise waters of the Gulf. Beach umbrellas and chairs line the shore, with a clear blue sky above enhancing the serene coastal landscape.
Apartment in Fort Walton Beach
4.98 out of 5 average rating, 110 reviews

Island Princess 618 | Gulf Views & Beach Service

Experience the perfect beach escape in our beautifully renovated beachfront condo on stunning Okaloosa Island. This inviting retreat offers two spacious bedrooms, two modern bathrooms, and a rare oversized balcony—ideal for relaxing while taking in breathtaking Gulf views. Step onto the sugar-white sands and enjoy the emerald-green waters with complimentary beach service, including two chairs and an umbrella, provided from March 1 through October 31.

Guest favourite
Home in Fort Walton Beach
4.96 out of 5 average rating, 50 reviews

Home on the Bay-Private Pool-Dock-Hammocks-Kayaks!

Step into this artsy mid-century waterfront home directly on the bay, featuring panoramic water views with Crab Island in the distance. Set on over half an acre, the property offers a private dock, pool, kayaks, hammocks, bikes, and plenty of space to relax indoors and out. Ideal for families and longer stays seeking a laid-back Florida escape. Please note: the pool is not heated and is best enjoyed during warmer months. Guests must be 25+ to book.

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