Holiday rentals with a kayak in St. Augustine

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Top-rated Accommodation with a Kayak in St. Augustine

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

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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.
Apartment in St. Augustine
4.96 out of 5 average rating, 121 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.

Guest favourite
Cottage in St. Augustine
4.93 out of 5 average rating, 193 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
A light-filled bedroom features a spacious bed with a colorful decorative throw. A wooden ceiling adds warmth, while white curtains provide softness. Decorative elements include a floral-patterned chair and framed artwork, creating a relaxed and inviting atmosphere.
Bungalow in Flagler Beach
4.96 out of 5 average rating, 125 reviews

Tropical Beach Bungalow Romantic Couples Getaway

(Early check ins available upon request only) More things to do in this Funky Beach Town than you can imagine! Plenty of Beach Bars and Restaurants . There's an incredible nightlife on the Island as well! Just get away from the world and lay in a hammock on the beach with a fire and a bottle of Champagne on a private Beach Chikee and feel like you're on a Deserted Island Only Steps Away. There's Surfing, Fishing, suntanning, and plenty more to do on the Island. The unit is not Pet-friendly

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, 125 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

Guest favourite
The front exterior of the house is shown, featuring a light blue facade and a neatly manicured lawn. A concrete driveway leads to a single-car garage. Lush green bushes and trees frame the house, contributing to a serene environment.
Home in Palm Coast
4.87 out of 5 average rating, 158 reviews

Peaceful Family Retreat • Central • Pet Friendly

Walk to the free splash park, hit the beach, and save big—this hidden gem includes everything you need for a fun, easy, budget-friendly vacation! We’ve got beach chairs, loungers, umbrellas, beach toys...Just bring yourselves. Inside, enjoy much more than the usual kitchen essentials, lots of sports equipment, and plenty of hygiene essentials. Plus, Publix and restaurants are just steps away in the nearby Island Walk plaza. Four legged family members love the large dog park with pond!

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 Treasure Beach
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
A comfortable living area is highlighted by a textured armchair and a sleek coffee table. A large flat-screen TV is mounted on the wall above a stylish cabinet, while sliding glass doors provide access to the balcony, allowing natural light to fill the space.
Condo in St. Augustine
4.95 out of 5 average rating, 127 reviews

Bring the boat! 2 Bedroom Steps from the Beach

Newly renovated 2 bedroom 2 bath condo for your dream getaway. Boat storage and ramp available. This is a 2nd floor unit just steps to the beautiful Crescent Beach, Matanzas Inlet, pool, tennis and pickleball courts. Enjoy the sunset from the balcony with a peek view of the inlet. Just bring your swimsuit. Condo includes beach towels, chairs, boogie and skim boards, pickeball and tennis rackets,. You'll be just a short drive from historic St. Augustine with it's many attractions.

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, 179 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
Apartment in St. Augustine
4.97 out of 5 average rating, 100 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, 124 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, 110 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 favourite
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, 119 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.

Popular amenities for St. Augustine kayak rentals

When is the best time to visit St. Augustine?

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Avg. price$412 NZD$313 NZD$351 NZD$308 NZD$323 NZD$302 NZD$419 NZD$419 NZD$355 NZD$391 NZD$463 NZD$395 NZD
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Quick stats about holiday rentals with a kayak in St. Augustine

  • Total holiday rentals

    Explore 40 holiday rentals in St. Augustine

  • Nightly prices starting at

    St. Augustine holiday rentals start at $175 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of St. Augustine holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across St. Augustine rentals

  • 4.9 Average rating

    St. Augustine stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    St. Augustine's top spots, include St. Augustine Alligator Farm Zoological Park, Lightner Museum, and St. Augustine Distillery

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