Holiday rentals with a kayak in Destin

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Top-rated rentals with kayak in Destin

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

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Top guest favourite

Home in Freeport

5 out of 5 average rating, 30 reviews

Waterfront Bay Access Cottage

🌊 **Secluded Waterfront Cottage Getaway Nestled off the beaten path, our bayfront retreat is just 10 miles from Santa Rosa Beach. Enjoy a private boat launch, dock, and a 45-min boat ride to Crab Island. Whether you're into fishing or relaxation, our spot has it all. Cast a line off the dock, grill your catch on the large back porch, or simply unwind by the outdoor fire pit. Complimentary kayaks await your bay adventures. Book now for a serene escape where nature, fishing, and relaxation meet!

Superhost

Apartment in Sandestin

4.82 out of 5 average rating, 198 reviews

Sandestin Resort Studio, Spectacular Bay Views

Our Bayside Studio offers spectacular panoramic views of Choctawhatchee Bay. Located in Sandestin Resort on a quite enclave framed by Florida pines and the fairways of The Links Course, your own personal balcony on the third floor serves as the perfect viewpoint of the Bay. Guests and children will enjoy our relatively low nightly rates but also have access to all the amenities Sandestin has to offer (Beach, golf, tennis, water-sports, spa, nature trails, many kids activities, dining, shopping).

Guest favourite

Apartment in Panama City Beach

4.88 out of 5 average rating, 126 reviews

Fins Up Carillon/30A 1st flr/Pets ok/FULL kitchen

Welcome to Fins Up @Carillon. Minutes to Rosemary & Seaside. Newly renovated studio with full kitchen,king bed, pullout sofa & twin air mattress. Perfect location mins to 30A activities/ 15 mins to Pier Park. 5 pools onsite (1 heated), hot tub, playground, tennis/pickleball/basketball courts, 8 beach access points. Lake Powell Pizza, Our Little Beach Cafe onsite. General store onsite with bike rentals. Condo backs to Lake with a 5-7 minute walk to beach. No traffic here, private beach

Top guest favourite

Flat in Shalimar

4.99 out of 5 average rating, 148 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

Cottage in Panama City

4.93 out of 5 average rating, 124 reviews

Boat dock private beach and amazing views

Take it easy at this unique and tranquil getaway. Duplex is 550 square feet on the water. Fish from your backyard or end of dock. Catch breathtaking sunsets on the back deck. Private boat dock with slips Boat ramp 1/4 away. Kayak and explore East St. Andrews Bay. Location is very quiet and peaceful . Walk the shore to the Tyndal bridge and view wild life. 30 minutes to PCB. 18 miles to Mexico Beach. 3 mile to Tyndal Gate. Complementary kayaks/paddle board. Fishing charter option available!

Superhost

Home in Panama City

4.95 out of 5 average rating, 38 reviews

Free night stay with fishing charter booking!

Waterfront remodeled manufactured home offers amazing views from its oversized deck. Private boat dock with slips. The pass is just a 15 min boat ride away. Visit shell island!. Bring your Boat/Jet-skis as the water is just steps away. I offer additional units for friends/family gatherings. Please note the distance from PCB is about a 30 min. Public boat ramp 1/4 mile away. Complementary Kayaks and paddle board.Fishing charters option available! Grill from the deck and catch a sunset!

Superhost

Home in Santa Rosa Beach

4.9 out of 5 average rating, 52 reviews

Waterfront Beach Retreat - 4bdrm

Retreat to this unique getaway and watch the sunrise from your owners suite and the sunset over the ocean from the third floor deck under a cozy blanket. Sugar Beach is a beautifully renovated beach getaway with the uniqueness of being a lake front property WITH ocean views!! Just a quick 3 min walk to the beach and a private dock onto the lake! Forgot to bring the sand toys? No worries, we’ve got you covered. We have sand toys, beach chair, umbrella and kayaks! A vaca to remember!

Guest favourite

Home in Laguna Beach on the Gulf of Mexico

4.91 out of 5 average rating, 11 reviews

6bd 4ba lake home w gameroom close to the beach!

Lakefront home 165 steps to direct beach access #77! Attention paid to every detail. Three-tiered deck creates an ambiance and feel that just can't be beat. When not at the beach, enjoy paddling around the lake & fishing since the home comes with kayaks, canoes, & paddle boats. Record size bass and brim in this lake! On the other side of the lake is a bar/restaurant; walk or paddle to it if you don't feel like cooking. Unlike many vacation rentals, this place has plenty of parking!

Guest favourite

Houseboat in Fort Walton Beach

4.94 out of 5 average rating, 100 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

Superhost

Cottage in Panama City

4.88 out of 5 average rating, 112 reviews

Private Water Front Cottage - Panama City, FL

Welcome to Turtle Cove Water-Front Cottage. Do you like to fish right off the bank of your rental? Do you want to be centrally located to beaches, colleges, sports complexes, and restaurants? This 1 bedroom, 1 bunk nook, and 1 bathroom cottage is newly renovated with a beautiful porch perfect for outside dining and sunsets. AND the waterfront canal is the perfect path to the bay on a kayak and paddle board OR just fish right off the bank of the yard. This cozy cottage is perfect!

Guest favourite

Home in Sandestin

4.86 out of 5 average rating, 116 reviews

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!

This family fun home has a 2 story super fast custom water slide, large pool, (extra charge to heat pool) swim up bar, outdoor tiki hut bar with sink and gas grill, charcoal grill, fire pit, sandy beach, dock, boat slip, (no boat lift) paddle boards. Private suite with kitchen & bathroom on lower level with private access leading out to bay. bring your own fishing gear if you like to fish. Home is a labor of love and has brought so much joy to our family & hopefully to yours.

Guest favourite

Cottage in Mary Esther

4.86 out of 5 average rating, 139 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!