Vacation rentals with a kayak in St. Augustine

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Top-rated kayak rentals in St. Augustine

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Guest favorite

Home in St. Augustine

4.99 out of 5 average rating, 70 reviews

New Lux 4bd/3.5ba Home+Hot Tub+SaltPool+Walk2Beach

* New 2023 home - luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Magazine🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen * Bikes, Beach Toys, Surfboard, Beach Chairs * Lush Tropical Yard Oasis * 0.2 miles - gorgeous quiet beach * 5.5 miles- historic downtown St Augustine * 0.2 miles - Cap's Restaurant for sunset dinner on the water * Amenities abound, no expense spared.

Guest favorite

Condo in St. Augustine

4.96 out of 5 average rating, 107 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 favorite

Rental unit in St. Augustine

5 out of 5 average rating, 68 reviews

>•<Resort Style Retreat >•<

Anastasia Island/Saint Augustine • 10-12 min drive to Downtown St.Augustine • 7-9 min drive to Saint Augustine Beach • 6 min drive to Univ of St.Augustine Welcome to our cozy 1 bedroom, 1 bathroom apartment in the beautiful coastal town of Saint Augustine Beach. This charming, comfy, stylish and relaxing space offers a comfortable and inviting living space, perfect for individuals or couples seeking a peaceful retreat by the intercoastal waterway with one of the best views from our balcony.

Guest favorite

Rental unit in St. Augustine

4.98 out of 5 average rating, 44 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 favorite

Cottage in St. Augustine

4.93 out of 5 average rating, 157 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

Home in Palm Coast

4.88 out of 5 average rating, 121 reviews

Cute home, peaceful and so central !

Minutes to walk to Holland Memorial Park, the free splash park is open !!+ awesome playground, tennis, soccer/basketball/baseball fields, 10 min. drive to the beach over Dune's Bridge. Minutes to walk to Publix, restaurants, ... so central! Lots of essentials included: essentials for the beach, a kayak, dog box, dog tie out and more. You don’t have to spend more money on certain essentials when you stay here. Commercial trucks /trailers are not allowed on the property per code enforcement.

Guest favorite

Home in St. Augustine

4.96 out of 5 average rating, 26 reviews

Grand Oak 1/4 mile Stroll to DT & 3 Miles to Beach

Discover the enchanting allure of St. Augustine's rich history while indulging in modern comforts at the Grand Oak, a fully renovated 1891 3-story Queen Anne vacation rental located at 28 Saragossa St. It's the perfect location just a quarter mile stroll to St George St, the heart of the Historic District, yet less than 5 miles to 2 amazing beaches. We provide beach chairs, towels and boogie boards. It is truly the Best of Both Worlds. Need more space? See the sister Palm Paradise in back.

Superhost

Rental unit in St. Augustine

4.76 out of 5 average rating, 108 reviews

Luxury Furnished 2 Bedroom 2 Bath Apartment w/WIFI

Spacious 2 bedroom 2 bathroom apartment home boasts an open-floor plan that will impress. The apartment provides a washer and dryer along with an awesome entertainment package including an upgraded smart TV and free WiFi. The master suite has a kingsize bed and walk in shower. The guest room offers a queen size bed accompanied with an upgraded bathroom with a tub. The location is minutes from downtown St Augustine and St. Augustine Beach! Check in is at 3 p.m. and check out is at 11 a.m.

Guest favorite

Bungalow in Flagler Beach

4.96 out of 5 average rating, 108 reviews

Tropical Beach Bungalow Romantic Couples Getaway

More things to do in this Funky Beach Town than you can imagine! Plenty of Beach Bars and Restaurants within a bike ride away. 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, Kayaking, Bicycling, suntanning, and plenty more to do on the Island. The unit is not Pet-friendly

Guest favorite

Guesthouse in East Palatka

4.9 out of 5 average rating, 40 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 favorite

Home in St. Augustine

4.96 out of 5 average rating, 110 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.

Guest favorite

Cottage in St. Augustine

5 out of 5 average rating, 25 reviews

Waterfront home with private dock, walk to beach

Beachside Boaters Bungalow is located in the Treasure Beach community of Saint Augustine. The home is located on a salt-water canal minutes away from the beach, intracoastal, and downtown Saint Augustine. You can bring your own boat or enjoy the kayaks waiting for you on the private floating dock in the backyard! Location is just a short 10 minute walk to the beach, a 5 minute walk to the Intracoastal, and downtown Saint Augustine is only 7 miles away!