Holiday rentals with a kayak in Anastasia Island

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Top-rated rentals with kayak in Anastasia Island

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

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Guest favourite

Home in Palm Coast

4.87 out of 5 average rating, 119 reviews

Heated pool home w/boat dock, water front & Marina

*Heated Saltwater Extremely Clean Pool home with dock, closest vacation home to to marina, fuel, boat rentals & intercoastal. Bikes & kayaks included. Shopping, restaurants, bars, golf, walking & biking trails 1 mile. 3-2 sleeps eight. Air mattresses available. Pull out sofa beds Ping-pong & Corn Hole to enjoy. Water views from front & backyard. 10 minutes to beach. St. Augustine & Daytona 30 min. Sand Bars 30 min by boat this home has all you could want in a Florida vacation. Boaters Dream!!

Top guest favourite

Home in Satsuma

5 out of 5 average rating, 15 reviews

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.

Top guest favourite

Townhouse in St. Augustine

4.99 out of 5 average rating, 69 reviews

Waterfront Sanctuary/ plus use of 2 Kayaks FREE!

This perfect location offers access to BOTH Crescent Beach & the Inter Coastal. Unobstructed direct water views with Spectacular Sunsets & the ability to walk & fish off the dock, wave to the boats and watch the dolphins play! A 10 min walk across the street and you're on Crescent Beach. The best of both worlds! Our beautifully renovated home w/ the Riverview pool & 6 Slip Boat Dock. Comfy King beds, quality linens & MBR Coffee Bar. Fully Equipped Kitchen, washer/dryer, Use of 2 Kayaks.

Guest favourite

Cottage in St. Augustine

4.92 out of 5 average rating, 175 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 favourite

Home in St. Augustine

4.95 out of 5 average rating, 22 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!

Guest favourite

Home in St. Augustine

4.76 out of 5 average rating, 107 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.)

Superhost

Guest house in Satsuma

4.91 out of 5 average rating, 11 reviews

Dock House - Fish or Work Remotely Waterfront

30 percent discount for monthly stays. Fish from your front door! Bring your up to 20ft boat and dock it at this Waterfront studio cottage - Enjoy Keurig coffee on the covered dock or use the BBQ grill. Work Remotely or Fish the canals & Dunns Creek. Perfect retreat for one-person long stays, this one-room cabin boasts hardwood walls & floors. Fast Internet. Twin bed with recliner, smart TV & built-in kitchen. Available washer/dryer & Kayaks. Single/one person only. No Pets firm.

Guest favourite

Apartment in St. Augustine

4.95 out of 5 average rating, 99 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

Bungalow in Flagler Beach

4.96 out of 5 average rating, 117 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 . 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

Superhost

Home in St. Augustine

4.8 out of 5 average rating, 65 reviews

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.

Top guest favourite

Home in St. Augustine

4.99 out of 5 average rating, 110 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

Townhouse in St. Augustine

4.91 out of 5 average rating, 100 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.