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Vacation rentals with a kayak in St. Johns County

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Top-rated kayak rentals in St. Johns County

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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.

Condo in St. Augustine

4.93 out of 5 average rating, 137 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

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.

Apartment in St. Augustine

4.96 out of 5 average rating, 108 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.

A light-filled living area features a cozy white sofa adorned with striped cushions, complemented by a round dining table with four rattan chairs. A vibrant vase with white flowers sits at the center, while turquoise accents enhance the coastal decor. A Smart TV is positioned on a wooden shelf.

Cottage in St. Augustine

4.92 out of 5 average rating, 183 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 favorite

The private saltwater pool and spa are surrounded by lush tropical landscaping, featuring a covered cabana and chaise lounge seating. The water glows softly in the evening light, with the spa situated adjacent to the pool, creating a serene atmosphere for relaxation.

Home in St. Augustine

4.99 out of 5 average rating, 114 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

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, 106 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!

Top 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

4.97 out of 5 average rating, 34 reviews

River Manor-Pets OK-Boat Lift-Waterfront-Sunsets

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!

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.)

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, 166 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.

A spacious bedroom features a large bed with a neutral-colored spread and an array of patterned throw pillows. Light filters in through two large windows, with a view of greenery outside. A simple nightstand stands beside the bed, enhancing the room's tranquil aesthetic.

Guest suite in Jacksonville

4.89 out of 5 average rating, 44 reviews

The Waddle Inn

Modern Farmhouse Retreat: Sunlit 2-Bed 2nd Floor Suite on the Creek Step into our 2023-built suite, where rustic charm meets luxury. Enjoy hotel-quality linens, picturesque deep water creek leading to St. Johns River, cozy firepit on 2 acres, and a splash in our pool. Adventure awaits with on-site kayak rentals. Centrally located: 30-35 mins to beaches, NAS Jacksonville, TPC Sawgrass, and St. Augustine. Local dining gems nearby.

Top guest favorite

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, 118 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!

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

4.92 out of 5 average rating, 107 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.

Top guest favorite

A comfortable living area features a beige sofa with decorative pillows positioned opposite a wooden coffee table. A recliner chair is nearby. The kitchen area includes modern appliances and seating at the counter. Palm tree artwork adorns the walls, enhancing the coastal ambiance.

Apartment in St. Augustine

4.98 out of 5 average rating, 116 reviews

The Turtle Nest, a delightful Oceanfront getaway

Welcome to the Turtle Nest. This Oceanfront 2 bedroom is a delightful getaway for 2 or 3 people. Come and enjoy the gorgeous sunrise and moonrise views over the ocean from this charming and newly renovated hideaway. Five minutes from the heart of historic St Augustine and with direct access over the dune to the peaceful Vilano Beach, its hard to wait to get a cool drink in hand and one's toes in the sand.

Vacation rentals for every style

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Popular amenities for St. Johns County kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Top guest favorite

A peaceful outdoor space features a heated swimming pool surrounded by lounge chairs. A spacious deck extends from the house, providing a comfortable area to relax. The sky is painted with soft hues of pink and orange as the sun sets, enhancing the tranquil ambiance.

Home in St. Augustine

4.93 out of 5 average rating, 45 reviews

Heated Saltwater Pool|Walk to Beach|Dogs Welcome!

Top guest favorite

Three kayaks rest on a rack beside a serene lake, highlighted by vibrant orange and white colors. The calm water reflects lush greenery, creating a tranquil outdoor setting. The area is bordered by a small fence, enhancing accessibility to the dock.

Home in Jacksonville

4.93 out of 5 average rating, 57 reviews

Jacksonville Lake House with Heated Pool

The three-story property features a modern architectural design with multiple balconies that offer outdoor seating. Palm trees surround the home, and a spacious driveway leads to the garage. The sunset casts a warm glow over the exterior, enhancing the inviting atmosphere.

Home in St. Augustine

4.96 out of 5 average rating, 27 reviews

Oceanscape - Ocean Views/Heated Pool/Golf Cart

A wooden dock extends over a calm waterfront, featuring two green camping chairs positioned for relaxation. Fishing gear sits nearby, and lush greenery surrounds the waterway. The sky is bright with scattered clouds, enhancing the tranquil outdoor setting.

Home in St. Augustine

5 out of 5 average rating, 9 reviews

Dolphins and Dream Water Views, Dock Your Boat!

The custom stilt home is surrounded by lush greenery and features an inviting wooden deck with multiple entry points. The elevated structure, adorned with windows, offers views of the surroundings. A pathway lined with bricks leads to the entrance, enhancing the home's unique character.

Home in St. Augustine

4.78 out of 5 average rating, 83 reviews

Downtown Waterfront Home with Dock

Top guest favorite

An outdoor space features a well-manicured putting green surrounded by a mix of tropical plants and outdoor seating. A stone patio provides a tranquil area with two comfortable chairs and a sofa, inviting relaxation under the canopy of trees and soft sunset hues.

Home in St. Augustine

5 out of 5 average rating, 9 reviews

2BD, Pool+Spa,Walk to beach,Putput, Firepit,Kayaks

Top guest favorite

An illuminated putting green is featured in the foreground, with a golf flag positioned at the hole. Soft, colorful lighting highlights the nearby dock and seating area, creating a welcoming atmosphere for evening relaxation by the water.

Home in St. Augustine

4.98 out of 5 average rating, 47 reviews

Brisas del Mar

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

4.94 out of 5 average rating, 36 reviews

KAYAKERS RETREAT~King Bed Sleeps 8~Waterfront

Other vacation rentals with a kayak

Top guest favorite

An outdoor seating area is arranged around a fire pit, featuring colorful Adirondack chairs in blue, orange, and red. The tranquil canal reflects the sunset, with palm trees framing the scene. A gazebo is visible in the background, enhancing the serene atmosphere.

Cottage in St. Augustine

5 out of 5 average rating, 53 reviews

Waterfront home with private dock, walk to beach

A heated pool with a protective screen cage is surrounded by tropical plants and seating areas. Outdoor furniture, including a dining table and chairs, is positioned adjacent to the pool, creating a comfortable space for relaxation and enjoyment.

Home in St. Augustine

4.96 out of 5 average rating, 72 reviews

Huge pool, beach PacMan mins to everything, pet ok

A tropical pool area is surrounded by lush greenery, featuring a flowing waterfall and a shallow entrance. The pool is partially enclosed with a screened roof, creating a serene atmosphere. Natural stone accents enhance the organic feel of this resort-style oasis.

Home in Palm Coast

4.81 out of 5 average rating, 59 reviews

Oasis By the Sea with Pool and Spa

A spacious screened patio features a hot tub, surrounded by tropical greenery. A bench runs along one side, providing additional seating. Light filters through woven shades, creating a serene atmosphere. An exercise bike and free weights are visible in the corner, highlighting the space's versatility.

Home in St. Augustine

4.89 out of 5 average rating, 46 reviews

Waterfront Zen-Dock, Paddleboards, Jacuzzi & Games

Top guest favorite

A wooden boardwalk leads towards a multi-level building featuring teal roofing and numerous balconies. Surrounding greenery includes palm trees and marsh vegetation, while calm waters reflect the structure. The setting indicates a serene natural environment, ideal for relaxation and leisure.

Apartment in St. Augustine

5 out of 5 average rating, 29 reviews

Admiral Suite.

Top guest favorite

An inviting dining area features a round table surrounded by woven chairs, complemented by a modern kitchen with wooden cabinetry and stainless-steel appliances. A spacious living area with a decorative accent wall is visible, showcasing comfortable seating and a wall-mounted television.

Home in St. Augustine

5 out of 5 average rating, 41 reviews

Family Fun Zone! Volleyball•Hot Tub•Steps to Beach

Top guest favorite

The outdoor area features a heated pool with a built-in hot tub, surrounded by a stone deck. Colorful lounge chairs and palm trees create a tropical ambiance. Soft lighting is strung overhead, enhancing the tranquil setting by the canal at sunset.

Home in St. Augustine

5 out of 5 average rating, 28 reviews

Waterfront Pool Oasis Kayak,Bike, games walk2beach

The outdoor area features a pool with a stone deck, overlooking tranquil water and trees. A hot tub is situated near the edge, offering picturesque views of the landscape at sunset, with pastel colors illuminating the sky.

Home in St. Augustine

4.92 out of 5 average rating, 13 reviews

Oyster Cut

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