Holiday rentals with a kayak in St. Johns County

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Top-rated rentals with kayak in St. Johns County

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

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Top guest favourite
A sandy beach extends towards the horizon, meeting rolling waves under a clear blue sky. Dune grass sways gently in the foreground, with a wooden boardwalk leading to the shore. Beach chairs and umbrellas are visible in the distance, indicating a welcoming recreational area.
Apartment in St. Augustine
4.94 out of 5 average rating, 146 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.

Guest favourite
The exterior of the mid-century bungalow is surrounded by lush landscaping and palm trees. An expansive deck is visible, offering a space for outdoor relaxation. The green yard features a variety of shrubs and plants, contributing to a serene, natural atmosphere.
Flat in St. Augustine
4.96 out of 5 average rating, 122 reviews

*1 Block From the Beach! 5 min Drive to Downtown *

In a quiet Vilano Beach community this mid-century bungalow with expansive deck is a beach lovers paradise. Just a stones throw away from one of the most beautiful and private beaches Florida has to offer, and a short drive or water taxi to historic downtown St Augustine, this is truly a gem of a location. You can walk to Publix, bars, restaurants, coffee shops, pier, water taxi, and more. This guest apartment of a 2 story duplex is on the second floor, which has a private entry and parking.

Top guest favourite
A decorated white Christmas tree is placed in the corner of the cozy living room, adorned with blue and white ornaments and soft lights. Nearby, a lamp illuminates a comfortable armchair and a bookshelf filled with coastal decor.
Cottage in St. Augustine
4.93 out of 5 average rating, 196 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!

Top guest favourite
The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.
Home in St. Augustine
4.99 out of 5 average rating, 128 reviews

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - gorgeous quiet beach * 5.5 miles- historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

Top guest favourite
An open living area with vaulted ceilings features large windows framing ocean views. A spacious sectional sofa and a cozy armchair invite relaxation, while a coffee table centers the space. Natural light floods in, enhancing the welcoming ambiance.
Home in St. Augustine
4.98 out of 5 average rating, 121 reviews

Beachfront | Game Room | Kayaks + Toys | Sunrises

Your private beachfront retreat! This 4-bed, 2-bath home offers direct ocean access, beach toys, and kayaks for endless fun. Stay connected with fast WiFi and a dedicated workspace, with Publix just across the street. Downtown historic St. Augustine is a short 10-minute drive away, promising rich culture and dining experiences. After a day of sun and surf, rinse off in the outdoor shower, then relax and listen to the waves with a drink in your hand. Your perfect family getaway begins here!

Superhost
A welcoming front porch features two bright blue chairs arranged beside a small table, complemented by a potted plant. The light yellow siding and the contrasting blue door create a cheerful entrance, inviting guests to enjoy the outdoor space.
Home in St. Augustine
4.85 out of 5 average rating, 124 reviews

NEW Modern Bungalow Close to Downtown! Fenced Yard

- If you are seeking a more affordable vacation rental that is close to all the attractions in downtown St. Augustine, our home is for you! - Private corner lot with a fully fenced in yard for you and your pets - Brand new furniture and appliances - New 55” 4K Roku TV where you can stream all your favorite shows - Superfast 400+ Mbps Wi-Fi speeds - Kitchen includes large pantry and is fully stocked with cooking supplies - 15-20 minutes to St. Augustine Beach & 10 minutes to Vilano Beach

Guest favourite
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, 110 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.)

Top guest favourite
The rustic boathouse is positioned near a scenic wooden dock extending into the river. Sunlight reflects off the water while a peaceful horse stands nearby, surrounded by lush greenery. The weathered exterior of the boathouse complements the natural setting.
Guest house in East Palatka
4.93 out of 5 average rating, 97 reviews

Charming Rustic Boathouse

Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside, the boathouse is cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.

Guest favourite
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
4.96 out of 5 average rating, 181 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 table. 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.

Guest favourite
Flat in St. Augustine
4.97 out of 5 average rating, 102 reviews

>•< Resort Style Retreat >•<

Welcome to our cozy and stylish 1-bedroom, 1-bathroom apartment situated in the serene and picturesque coastal town of Saint Augustine Beach. This thoughtfully designed space offers a blend of comfort and relaxation—ideal for individuals or couples looking for a peaceful getaway. Nestled by the intercoastal waterway, the apartment boasts one of the most stunning views from the balcony where you can unwind and soak in the beauty of your surroundings.

Top guest favourite
Aerial view of a home surrounded by lush greenery near a waterway, featuring a long dock extending into the water. The structure is illuminated, highlighting the inviting exterior against the twilight sky.
Home in St. Augustine
4.99 out of 5 average rating, 125 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 favourite
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, 111 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.

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