Waterfront holiday rentals in Anastasia Island

4.96 out of 5 average rating, 26 reviews

Waterfront 4 BR home w/dock, firepit, fenced yard

Minutes from the beach, floating dock, available boat lift, short walk to the dedicated beach walkover, on a canal with direct Intracoastal Waterway (ICW) access. Relax in the spacious, fenced yard with the firepit and plenty of seating. Cast a line off the dock, we've seen all kinds of fish, sea turtles and even the occasional manatee in the canal. Bring your boat or kayak! Close to restaurants and historical sights. The drive-on beach ramp (4x4 only) is less than a mile away. Pets - $125ea

4.88 out of 5 average rating, 120 reviews

Home in Palm Coast

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!!

4.89 out of 5 average rating, 408 reviews

Waterfront Fisherman’s Treasure at Crescent Beach

Enjoy waking up in a quiet Treasure Beach neighborhood having coffee on the screened-in back porch, or enjoy the dock, watching a variety of birds, wildlife and fish jumping in the canal. All you need is a pole. Take a 5 minute ride from the house to ocean access and walk our beautiful Crescent Beach. A short drive away, there's shopping, entertainment and great restaurants in St. Augustine (Oldest City in the USA). We look forward to your stay and know you will make memories to last a lifetime.

4.91 out of 5 average rating, 158 reviews

Home in Palm Coast

Mother’s Day/Memorial Day Tropical Canal Home

Nestled halfway between St. Augustine and Daytona Beach, this adorable canal home is your gateway to a hidden tropical paradise called Palm Coast. The decor is very tropical with bright citrus colors of valencia orange, key lime and lemon yellow. Sea grass and rattan accents give way to that tropical island feel. This quaint home is on the main canal just a few steps away from Palm Harbor Marina, kayak and paddle board rentals, Palm Harbor Golf Course and minutes from Starbucks, I-95 and A1A.

Apartment in St. Augustine

4.95 out of 5 average rating, 137 reviews

Charming Vintage Intracoastal Apartment

This breathtaking property is located on a quiet neighborhood street in Vilano Beach area on the river, minutes from the beach and a few miles from Historic Downtown St. Augustine. Apartment is on the second floor facing picturesque streets of Vilano Beach area. Waterfront private outside dining area with a grill, dock, and boardwalk are available on the waterfront side of the property. Famous local restaurants Cap's on the Water and Aunt Kate's are within walking distance from the property.

5 out of 5 average rating, 120 reviews

Waterfront - Lion’s Bridge & Old Town View

Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. Half a mile to historic downtown! Less than 1 mile to the Castillo de San Marcos fort. Anastasia State Park Beach, the world famous Alligator Farm and Zipline, and the lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort, lighthouse or Flagler College, our home provides a great base for exploring an amazing part of Florida!

4.89 out of 5 average rating, 112 reviews

"The Coastal House" Water Views and a Golf cart!

Coastal home 5 mins from downtown sits on a double lot and has water views from every room! A stone's throw from the intercoastal and just across A1A from an uncrowded beach. This Gorgeous 3-bedroom home is loaded with high-end furnishings and artwork. The Oak trees give this home 3 decks and tons of privacy. 50' Smart TV in every bedroom. Alexa shows in each bedroom. Upstairs on the 3rd floor is the huge master suite built for royalty. Treat yourself to the best and never be disappointed.

4.96 out of 5 average rating, 72 reviews

Condo in St. Augustine

Incredible Waterfront Townhome

As close to the water as you can get! Our building is considered the best in the complex which is waterfront, very private and peaceful. Perched on the Point we have fantastic views overlooking the intracoastal's oyster beds, mangroves, exotic birds and many fish species. The sunsets are incredible. A fisherman's paradise. There is a private boat dock and a small boat ramp to launch your kayak. Watch dolphins put on a show almost daily from your lanai. The beach is right across the street!

4.95 out of 5 average rating, 101 reviews

Condo in St. Augustine

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.

Condo in St. Augustine Beach

4.95 out of 5 average rating, 128 reviews

Newly renovated! Steps to BEACH & POOL!

Our little slice of paradise is situated in the heart of St. Augustine Beach right on A1A Beach Blvd. Our unit, recently renovated, is just steps from the beach and closest building to the pool! 2 outdoor pools (1 heated in winter), 5 hot tubs & tennis courts. Perfect location to enjoy our beautiful beaches & all that Anastasia Island has to offer! Historic St. Augustine is less than 7 miles away. Unit is equipped with everything you need for a perfect beach vacation!