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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Guest favourite

Home

5 out of 5 average rating, 27 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

4.82 out of 5 average rating, 195 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).

Superhost

Home

4.79 out of 5 average rating, 24 reviews

lovely home in D heart of Destin 4 BR n 40ft slip.

Bring the whole family to this great place with lots of room, it is right on the harbor, beautiful balcony on the second floor, large dock area that makes it feel very open, a great area with grass surrounded by a small fance, this unit is perfect for those wanting to be close to the Harbor, it has a boat dock available, 6 point tie down, if the dock is been used by the owener it still has space for a 40ft boat with a 3 point tie down on the canel side, also walking distance to d beach n harbor.

Guest favourite

Townhouse

4.95 out of 5 average rating, 118 reviews

Book Now for 2025! | 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!

Guest favourite

Flat

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

Apartment

4.87 out of 5 average rating, 115 reviews

Fins Up at Carillon/30A - 1st floor - Pet friendly

Welcome to Fins Up @Carillon. Minutes to Rosemary, Seaside and Grayton. Studio condo sleeps 4-one king bed, queen pullout sofa and one twin air mattress. Perfect location minutes to 30A activities/ 15 mins to Pier Park. 5 pools onsite (1 heated), hot tubs, 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!

Guest favourite

Townhouse

5 out of 5 average rating, 44 reviews

Waterfront, Boat slip, SUP/Kayaks, Dogs, Beach!

Bring your boats and your dogs for an unforgettable vacation! - Fully remodeled, canal-front townhome with TWO boat slips, SUPs, kayaks, hot tub, grill, & more - 3BR/3BA - Two living spaces, two covered decks, large sun deck, yard, and full wet bar - 10 minutes to Crab Island - Water taxi will pick you up at dock - Fish right off the dock, with a fish cleaning station, ice maker, and dedicated freezer - Dogs under 30lbs welcome (fees apply) - Private beach access only 0.5 miles away

Superhost

Home

4.9 out of 5 average rating, 48 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!

Superhost

Home

4.88 out of 5 average rating, 8 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!

Superhost

Home

4.86 out of 5 average rating, 113 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

Home

4.91 out of 5 average rating, 148 reviews

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

Not a worn out rental. Breeze is 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. Full furnished by designer.

Guest favourite

Cottage

4.85 out of 5 average rating, 130 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!