House vacation rentals in Anastasia Island

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Top-rated house rentals in Anastasia Island

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Guest favorite

Home in St. Augustine

4.88 out of 5 average rating, 380 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.

Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 435 reviews

Our beautiful casa is ready for you!

Located in a tranquil neighborhood,our property offers the perfect blend of relaxation and adventure.You'll find us just a short drive away from the beaches and the historic downtown of St. Augustine.If you're a boater two convenient boat launch sites are located nearby.Our spacious 2bdr 2bth house offers 1,150sft of living space.The large living room with an open floor plan is the perfect place to gather with loved ones.Our house has Roku Netflix and Wi-Fi to keep you connected and entertained.

Guest favorite

Home in St. Augustine

5 out of 5 average rating, 127 reviews

Short Walk to the Beach with Heated Pool

Our 4 bedroom, 2.5 bath house has 8 beds and a futon which can sleep 10 adults or 6 adults and 5 children. The spacious kitchen with a gas range is completely stocked with cooking utensils, pots, pans and spices to make delicious meals. Enjoy grilling on the back deck while watching beautiful sunsets. Ping pong matches can be enjoyed downstairs. Beach chairs, towels, boogie boards, umbrellas, beach wagon and toys are provided. Parking on premises. The pool deck has lounge chairs and a fire pit.

Guest favorite

Home in St. Augustine

4.99 out of 5 average rating, 205 reviews

Entire House w/ Backyard Hideaway - WALK TO BEACH

PARADISE ON PALMETTO: Unwind by the waves or at home in the backyard oasis. A true beach escape, we are nestled between the Atlantic Ocean & Intracoastal Waterway, walking distance to the beach and river. This bright, newly updated cottage is two blocks from the ocean and a 15 minute drive to the restaurants, bars, and attractions in Historic Downtown St. Augustine. Experience this ideal base to explore the Nation’s Oldest City! PARKING & WASHER/DRYER INCLUDED. SUPER CLEAN. NO CONTACT CHECK-IN.

Guest favorite

Home in Saint Augustine

4.99 out of 5 average rating, 386 reviews

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

Guest favorite

Home in St. Augustine

4.95 out of 5 average rating, 181 reviews

Ooo Laa Laaah Beach one block! Fenced yard.

Private, fenced in yard and private Free standing cottage in quiet neighborhood. Private, fenced in yard! Pets are welcome. Fees apply. 2 washers and dryers, internet/wifi, 2 smart TVs. All kitchen appliances. One story. The beach is a one block stroll with no major streets to cross. Keep your car at home..walk to the beach 2 minutes stroll . Downtown, St. Aug. is a 10 minute car ride. Not a condo scene. Crescent Moon cottage is in front but completely separate. Shared laundry room.

Guest favorite

Home in Saint Augustine

4.92 out of 5 average rating, 258 reviews

NEW Island bungalow - Cozy & Classy

Perfect cozy bungalow for a stay in the nations oldest city. Huge bedroom with a new king bed. Living room with a sleeper sofa and TV. Coffee station, french press, microwave, and mini fridge. Full of artwork. Paintings and a sculpture. Huge stone tiled shower. Located off Anastasia Blvd with great restaurants, coffee shop, pubs and fun for the kids! Located 1 mile the the Anastasia beach state park and then a little over a mile to the beach!! Does not have a kitchen. Walk to Alligator Farm!

Guest favorite

Home in St. Augustine

4.97 out of 5 average rating, 215 reviews

Private Romantic Old Florida Style Cottage

Private Romantic Cottage in flower filled garden with mature trees. Cathedral ceiling, fireplace, full kitchen, large shower with two shower heads, queen bed, lots of off street parking, two large decks, outdoor shower, maple wood floor. A perk: Free parking Spot Close to Downtown included at a different property. You have this entire property to yourself. In the serene Historic Fullerwood Neighborhood. Beautiful architectural details make this a memorable place to stay. Perfect for couples.

Guest favorite

Home in St. Augustine

5 out of 5 average rating, 100 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!

Guest favorite

Home in St. Augustine

4.98 out of 5 average rating, 200 reviews

St Augustine Beachside Home - Walk to Beach

Time to Relax at our St Augustine canal front getaway! Great family destination just 15 min. to Historic Downtown St Augustine. Neighborhood features PRIVATE Beach Access with a less than 10 minute . walk, depending on pace, to the Beach. Boating and Fishing at your Fingertips with private, over-the-water dock and ramp to floating dock where you can tie up your own boat/kayak/jet skis. The perfect end to your beachside dream day will be watching the sunset while on your private dock.

Guest favorite

Home in Saint Augustine

4.85 out of 5 average rating, 267 reviews

Sunny, family friendly Sol Mate Beach Cottage

Our renovated beach cottage is one block to the beach, walking distance to restaurants and ice cream, nightlife, public transport, family-friendly activities. Across the street is the pier, volleyball courts, splash pad and weekly Wednesday farmers market. A short drive to the oldest city in the US and a grocery store! You’ll love our adorable beach cottage because of the location, the neighborhood and the beach is gorgeous. Our place is good for couples, solo adventurers, and families.

Guest favorite

Home in St. Augustine

4.99 out of 5 average rating, 152 reviews

Luxurious Oceanfront Home

Brand new, oceanfront home professionally designed with luxurious finishes and incredible ocean views. Relax on the sprawling back deck overlooking the water after a game of bocce ball. Stroll down the private sidewalk, just steps to the beautiful, white-sand beach. Cook a gourmet meal in the state-of-the-art kitchen, or grill out on the deck using the gas grill or Green Egg. Sit around the fire pit under the stars and roast marsh mellows while listening to the ocean waves.