Vacation rentals with a kayak in Okaloosa County

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Top-rated kayak rentals in Okaloosa County

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Guest favorite

Condo in Destin

5.0 out of 5 average rating, 11 reviews

Spacious Lakefront 2BR • 3 Pools • Walk-2-Beach

DESTINation Vacation offers 2 Bedrooms, 1.25 Bath, 3 Beds + queen sleeper & pack n’ play, with accessible workspace, & large picture windows. This ground floor condo is steps away from 1 of the 3 amenity pools; a 7 minute walk to the beach & it’s in the heart of Destin, Florida. You’ll be just a few minutes away from: 🏄‍♂️Henderson Park State Beach🏄‍♂️ ⚽️Morgan sports complex ☀️Big Kahuna’s Waterpark 🏎️The Track Family Fun Park 🛍️Destin Commons 🏝️HarborWalk 🎣Charter Fishing 🐚Silver Sands Outlets & more.

Dec 6 – 13

G$34,545 GYD per night

Guest favorite

Condo in Mary Esther

4.87 out of 5 average rating, 133 reviews

Waterfront Condo with FREE Kayaks

* Right on the waterfront ! *Free Kayaks ($300-$400 value as the same kayaks rent for $ 100/day /kayak) down the road at the rental place. The place is right in front of the water with amazing views of the Santa Rosa sound and Okaloosa island, the pool is 5 steps away. *Large and airy one bedroom, one living room, kitchen and bath, TV in both rooms. Endless summer days at its best. *Kayaks are free to use. *We are 4 miles to the Gulf beach on Okaloosa Island and 9 miles to Destin Harbor.

Mar 28 – Apr 4

G$33,717 GYD per night

Guest favorite

Condo in Fort Walton Beach

5.0 out of 5 average rating, 54 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!

Sep 16 – 23

G$37,773 GYD per night

Superhost

Apartment in Mary Esther

5.0 out of 5 average rating, 8 reviews

Soundside Getaway- Waterfront complex with pool

Looking for a charming, relaxing stay close to beaches without all of the hustle and bustle of large resorts, then you have found the perfect place. This is a top floor, 2 bedroom condo in a waterfront complex. This unit does not have water views, but a quick elevator trip to the pool and back grounds area, and you can enjoy the beautiful sunsets over the Santa Rosa Sound from the dock and pool area. You can enjoy fishing from the dock, grilling along the shoreline, or kayaking the local waters.

May 6 – 13

G$33,184 GYD per night

Guest favorite

Townhouse in Okaloosa Island

5.0 out of 5 average rating, 31 reviews

Sea Turtle House-On Beach-Townhome-Kayaks/SUP

Literally steps from the water, this spacious 3-story, 3 bed, 3.5 bath townhome features breathtaking ocean views. Newly renovated with all new appliances, bathrooms, flooring, windows, and doors. Kayaks, SUP and PFDs available for use. Bedroom #1 (queen) on lower level. The 3rd floor has Bedroom #2 (queen & double bunk beds) and Bedroom #3 (king). Each bedroom has its own full bathroom. The 1/2 bath is on the 2nd floor. This smart house comes equipped with high speed Wifi and 4 Smart TVs.

Dec 18 – 25

G$108,970 GYD per night

Guest favorite

Cottage in Fort Walton Beach

5.0 out of 5 average rating, 24 reviews

Creekside cottage close to beaches.

Weekly discount. Enjoy your morning coffee in a cozy chair on the deck or in the hot tub overlooking the creek listening to the melodies of the many birds. After breakfast hop in the kayaks and paddle in the creek and bayou where you will likely stumble upon dolphins, otters, pelicans and manatees. After lunch grab the beach chairs and take the short drive to the most beautiful beaches in the world. After a great day at the beach enjoy some seafood or steaks cooked on the grill on the deck.

Jan 8 – 15

G$43,236 GYD per night

Guest favorite

Condo in Destin

4.95 out of 5 average rating, 104 reviews

3107 Spacious Poolside Villa ~3 Nt Special May 13

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

Jun 8 – 15

G$97,134 GYD per night

Guest favorite

Condo in Destin

4.97 out of 5 average rating, 116 reviews

Renovated beachfront condo, spectacular Gulf 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.

Jan 26 – Feb 2

G$33,995 GYD per night

Guest favorite

Apartment in Shalimar

4.99 out of 5 average rating, 130 reviews

Sylvia's Suite Dreams-boat slip, kayak & swim/dock

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. Bring your own single axle boat. Wake up in the morning and watch the porpoise jump from the dock, throw a line, 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.

Jul 21 – 28

G$36,450 GYD per night

Guest favorite

Home in Destin

4.92 out of 5 average rating, 125 reviews

Breeze: New. 2 blocks to beach - Sleeps 26 - Pool

Not a worn out rental. Breeze is a brand new home in Destin’s highly sought-after Crystal Beach. Take Breeze’s complimentary 2021 golf cart to your choice of 6 different neighborhood(less crowded) sugar sand beaches within 2 blocks. Then come home to a private pool and full-sized fenced backyard (which is impossible to find in Destin). 7 bedrooms. Sleeps 26. Just across the street from Destin's best restaurants, shopping and entertainment. Newly furnished by designer.

Dec 5 – 12

G$111,842 GYD per night

Guest favorite

Condo in Destin

4.89 out of 5 average rating, 139 reviews

Cool Azul-3 Comm. Pools-Central Destin-Cozy&Plush

The Cool Azul is a hidden gem located in central Destin that is ideal for your perfect Destin beach trip! We've remodeled this condo in early 2020, to bring modern touches that make your stay feel just like home. While you're not beachfront & there isn't a fantastic view, the driving proximity to everything Destin can't be beat to live like a local! While we understand that our home may not be a good fit for everyone, we go above and beyond for our guest satisfaction!

Oct 2 – 9

G$28,417 GYD per night

Superhost

Cottage in Mary Esther

4.85 out of 5 average rating, 113 reviews

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

Come spend a magical vacation with us and enjoy our comfortable cottage on Santa Rosa Sound. Close enough to town, shopping, and beaches, but off the beaten track away from the heavy tourist traffic. Our nest is a private home with a shallow beach and small dock where you can relax along Santa Rosa Sound. The cottage has a complete kitchen, laundry, covered parking, fenced yard, grill, and patio. Life is easy at the ShipAhoy Nest!

Jun 10 – 17

G$58,316 GYD per night