
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.

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.

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!

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.

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!

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.

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.

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

Pelican Beach Top Floor Beachfront with Best Views
Welcome to your family vacation home at Pelican Beach Resort, Destin; with all the conveniences of a direct beach vacation rental. Your beachfront condo is on 20th (top) floor, optimizes your endless gulf view with the ease of beach access. With our upgrades, we want our guests to feel like they are staying on their beach home. Your home is in the heart of Destin and just a short distance from The Harbor Walk, directly across the street from The Big Kahuna Water Park.

21201 Gorgeous Views ~ Heated Pool ~ Book Apr 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!

WaterScape Now Booking 2026! Beach/resort/pool/spa
Stylish 3BR at WaterScape Resort #A225—just steps to pools, splash park, and the sugar-white sands of Fort Walton Beach. Two King suites with memory foam beds, a private bunkroom with 2 TVs, full kitchen with quartz & stainless, pull-out sofa, smart TVs, washer/dryer, tile floors, plus a fun milkshake bar and coffee bar. Also a selfie wall for those picture perfect shots! Complimentary beach service included. One of Expedia’s Top 10 global destinations!

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.

Sandpiper Cove 8233 FREE Beach Service Destin, FL
Just a 3-minute stroll from the sugar-white sands and emerald waters of Destin, this recently remodeled studio offers the perfect blend of comfort and convenience. Step into a bright, inviting space featuring a fully equipped kitchen with granite countertops and all the essentials – including a regular coffee pot to start your mornings right. This condo offers FREE beach service! (Available from 1st of March until 31st of October only)
Popular amenities for kayak rentals in Okaloosa County
House rentals with a kayak

Waterfront Haven - Perfect for Family Vacations

Tropic Like It's Hot

Waterfront ~Home~ Private ~Pool & Deep dock~ boats

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

Destin Condo: Pool, Private Beach, Gear Included

The Pink Cottage

Sleeps 12* Private POOL * Backyard * Ranch Home

Boater/fisherman’s paradise with on-site launch!
Other holiday rentals with a kayak

Pet Friendly ~ Golf Cart ~ Private Pool

The Ancker Boat House • Waterfront on the Bayou

Private Beachfront Retreat | Pool | 2 King Suites

DW Sandpiper L03 ~ Walk Out Lanai ~ Lazy River!

Pink Flamingo Okaloosa Island

Blessed Bayou, Apartment on Quiet Bay near Beach

Unit C. Cozy Waterfront beautiful condo.

‼️Calm Waterside Condo | Views, Pool & Family Fun
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pensacola Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Gulfarium Marine Adventure Park
- The Track - Destin
- Camp Helen State Park
- Village of Baytowne Wharf
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Topsail Hill Preserve State Park
- Johnson Beach
- Pensacola Beach Boardwalk
- HarborWalk Village
- Point Washington State Forest
- Pensacola Bay Center
- Jade East Towers
- Destiny East




