Vacation rentals with a kayak in St. Johns County

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Top-rated kayak rentals in St. Johns County

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

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Superhost

An aerial view captures the exterior of a charming three-story home. A spacious balcony with seating is visible, adorned by a sunshade. Lush palm trees and rolling landscape create a serene backdrop, enhancing the welcoming atmosphere of this waterfront retreat.

Home in St. Augustine

4.59 out of 5 average rating, 22 reviews

Dolphin Cove - Waterfront Home Kayaks & Dock

Welcome to your ultimate waterfront retreat at Dolphin Cove! Nestled by the picturesque Matanzas Inlet, this 3-story haven boasts unparalleled views and endless adventures. Accommodating up to 10 guests, this spacious home offers comfort and is fully stocked. With river access just steps from your door and the beach a few blocks away, you'll enjoy the best of both worlds. What truly sets Dolphin Cove apart is its exclusive on-premises fishing and boat dock, complete with complimentary kayaks. Re

Guest favorite

A red kayak rests on green grass near a fire pit surrounded by wooden chairs. The spacious deck of the recently renovated house is visible in the background, providing a welcoming outdoor area for relaxation and gatherings.

Home in Green Cove Springs

4.93 out of 5 average rating, 30 reviews

KAYAKERS RETREAT~King Bed Sleeps 8~Waterfront

*Water Front* Free Kayaking * Master bed w/private balcony & water views* Come relax with friends, family or have a romantic getaway at this, newly renovated, water front retreat. Enjoy fishing, kayaking, manatee and the most amazing sunsets. Have a glass of wine on the dock, s'mores by the fire pit or throw some steaks on the grill and enjoy the huge back deck The property is beautifully situated on Governors Creek and famous for flat water kayaking. Bring your friends, your family and enjoy!

Guest favorite

Home in Green Cove Springs

4.96 out of 5 average rating, 45 reviews

Stunning water views as your entire backyard!!

Bring your boat and jet skis. Our waterfront oasis is close to downtown Green Cove Springs and a short drive to historic St. Augustine. You’ll love our place because of our awesome hosts (of course!), the coziness, ultra-private and quiet location, serene sounds of nature on the St. Johns River, relaxing on the gorgeous dock, majestic sunrises, and if you're lucky enough you'll even witness incredible moonrises as well. Our place is ideal for couples, families, reunions, and business travelers.

Guest favorite

A colorful display of kayaks is arranged on a wooden rack. The foreground features a green and blue kayak, while pink and orange kayaks are visible in the background. The vibrant colors are complemented by a clear blue sky overhead.

Condo in St. Augustine

4.92 out of 5 average rating, 117 reviews

Pelican Inlet 2 Bedroom Condo Steps from the Beach

Enjoy this newly renovated 2 bedroom 2 bath condo for your dream getaway. This is a ground floor unit in the "B" building which means you are just steps to the beautiful Crescent Beach, Matanzas Inlet, pool, tennis courts, pickleball, and more. Just bring your swimsuit. Condo includes beach towels, chairs, boogie and skim boards, beach toys, 2 kayaks, paddleboard, pickleball paddles and tennis racquets. You'll be just a short drive from historic St. Augustine with it's many attractions.

Top guest favorite

Townhouse in St. Augustine

4.99 out of 5 average rating, 68 reviews

Waterfront Sanctuary/ plus use of 2 Kayaks FREE!

This perfect location offers access to BOTH Crescent Beach & the Inter Coastal. Unobstructed direct water views with Spectacular Sunsets & the ability to walk & fish off the dock, wave to the boats and watch the dolphins play! A 10 min walk across the street and you're on Crescent Beach. The best of both worlds! Our beautifully renovated home w/ the Riverview pool & 6 Slip Boat Dock. Comfy King beds, quality linens & MBR Coffee Bar. Fully Equipped Kitchen, washer/dryer, Use of 2 Kayaks.

Guest favorite

Cottage in St. Augustine

4.92 out of 5 average rating, 174 reviews

Coastal Cottage -firepit, pet fence, kayaks, bikes

Located in the historic Lighthouse Park neighborhood, this charming 1940s coastal cottage is easy strolling distance to the Lighthouse, Alligator Farm, mini-golf, cafes & more! It is only a 0.8-mi walk to the Bridge of Lions, where you can walk over the Bay to downtown St. Augustine. You couldn't ask for a better location! It's on Anastasia Island so you're a short walk/bike/car ride from the beach & Ampitheater. It's cozy, pet & kid-friendly with a big backyard. Kayaks & bikes available!

Guest favorite

A dock extends over calm waters, reflecting an array of colors from a vibrant sunset. Spanish moss drapes from nearby trees, creating a serene backdrop against the golden and purple hues of the sky.

Home in St. Augustine

4.95 out of 5 average rating, 22 reviews

River Manor-Waterfront Oasis-Cabana/Dock-Dogs Ok!

Welcome to River Manor! This beautiful 3-bedroom, 3-bath home with a separate cabana house features a private gym and cinema area. Enjoy stunning sunsets from the dock, a wood-burning fire pit, and a fenced, one-acre yard with majestic oak trees, perfect for dogs to run free! Cook on the outdoor grill/smoker, and enjoy our coffee station. Modern, light-filled, and peaceful, River Manor is just minutes from downtown St. Augustine. Family and dog-friendly, it’s the perfect retreat for all!

Guest favorite

A wooden dock stretches over the calm, turquoise waters of a canal, surrounded by lush greenery. Outdoor seating is available on the deck, with a table and chairs positioned beneath a sheltered area, offering a peaceful spot to relax and enjoy the scenic views.

Home in St. Augustine

4.76 out of 5 average rating, 107 reviews

On the Canal, by Beach, Kayaks, Dock, Fishing

> Canal front home > One small dog OK *with fee > Walkable to the beach and the intracoastal > Neighborhood beach walkover > Fully equipped and stocked kitchen > Extremely safe neighborhood > Private back porch w BBQ, overlooking the historic Treasure Beach canals > Fishing poles, 2 kayaks w/oars, 1 SUP, some beach gear > Fishing is welcome in the canal behind the house! > Books and games provided > Private parking > Washer Dryer > Keurig > 3 days of supplies (TP, trash bags, etc.)

Guest favorite

A spacious living area features a large 75-inch television mounted on the wall. A stylish leather couch and wooden coffee table provide seating, while a modern kitchen with bar stools offers additional space for dining. Warm lighting from pendant fixtures enhances the inviting atmosphere.

Home in St. Augustine

4.95 out of 5 average rating, 140 reviews

Close to downtown, 3BR,6Beds,Movies, Ping Pong,Fun

Minutes to Downtown St. Augustine! Brand New construction, 75-inch TV with wifi, streaming services, video games and karaoke machine, full size ping pong and basketball game. Xbox1 has blu-ray player, Kinect, and several games. 6 beds with additional air mattress and pack&play. Plenty of toys/games throughout. Grill and camping chairs in the garage. Fully stocked kitchen with plenty of amenities, and local and responsive hosts ready to make your stay a terrific one.

Superhost

The custom home is elevated on stilts, featuring spacious decks surrounded by lush greenery. Tall trees and palm plants provide natural shade in the yard, while a sandy path leads to the entrance. The open space invites relaxation in a serene outdoor environment.

Home in St. Augustine

4.8 out of 5 average rating, 64 reviews

Downtown Waterfront Home with Dock

Take a holiday at this unique and quirky custom home. Only 1.2 to Historic downtown and 1.3 to the beach...But you may never want to leave! Sunrises, sunsets, water birds and fish are daily sights when you stay here in this truly magical home. Explore the creek off the dock by kayak or paddle board. This stilt home was built to capture all the views and it's just like being in a lodge in the woods. It’s a great open plan perfect for families.

Top guest favorite

A wooden rack supports two kayaks and one paddleboard, each secured with bright red life jackets. Lush green grass surrounds the base, with a view of the water and trees in the background providing a tranquil setting.

Home in St. Augustine

4.99 out of 5 average rating, 108 reviews

Gorgeous Views, Golf cart w/beach access!

Beautiful home with outstanding view & access to the Intracoastal. Watch dolphins play, yachts cruise by or catch the sunset from the dock. If you're feeling adventurous, jump on a kayak or paddle board & explore the quaint islands nearby. If the ocean is calling, take a 2 min ride with the included 6 seater golf cart (must sign waiver) & drive right on to Crescent beach. Grab a surf or boogie board for some extra excitement!

Guest favorite

A wooden pier extends into the water, silhouetted against a vibrant sunset. The sun's orange and yellow hues reflect on the water's surface, while gentle waves lap at the shore. Soft clouds are visible in the sky, adding to the serene atmosphere.

Townhouse in St. Augustine

4.91 out of 5 average rating, 100 reviews

Coastal Cottage Vilano Beach St.Augustine

Awake to a Gorgeous Sunrise on the Beach and Unwind on the Intercoastal for an Extraordinary sunset. Downtown St. Augustine is just across the bridge for Dining, Fun attractions, and shopping. Fresh Bath Towels, Beach Towels, 2 Kayaks, Boogie Boards, Beach Chairs, Coolers, Beach Cart, and Fun Family Games. Golf Cart $200/stay, extended stay $300. Pet Friendly $175/pet/stay, Extended stay $300. Beach is walking distance.