Vacation rentals with a kayak in St. Augustine

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!

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.

Waterfront w/boat slip sleeps 10

Stay in the bass capital of the world! Located on a canal with access to Dunns Creek, Crescent Lake, Lake George, and the St. Johns leading to springs, restaurants, short drive to St Augustine beaches and the historic areas. Bait shop and docking is located close by. Boat slip can cover up to a 17' boat and dock will tie up to 25-27'. Completely remodeled! TV in all rooms including on the back patio. Cooking grills and 2 fishing kayaks included. Call for additional items or questions.

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!

Fishing Capital on the St John’s River

LONG TERM VISITS WELCOME....RELAX on the St.Johns River Bass Capital of the World! Take a boat ride to the Springs! Fishing, Shrimping, Kayaking, or swimming. Amenities: Stainless Steel Grill, Fire Pit, porch swing, boat Dock, deck w/2 picnic tables. KAYAK’S offered: for 3 Persons . Full kitchen & cooking, expresso machine Bathrooms w/walk in shower Owner Suite has Spa Soaking tub for 2. Pets allowed: rules are sent after your booking. Pet fee is $75 per pet for the visit NOT per night.

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!

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 . 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

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.

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!