Beachfront vacation rentals in Anastasia Island

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Top-rated beachfront rentals in Anastasia Island

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Guest favourite

Condo in St. Augustine

4.96 out of 5 average rating, 193 reviews

Beachy Condo- Stroll to Beach

Enter your fully furnished, cozy condo, just a short 15-minute stroll from the beach. Embrace the tranquility of a friendly, peaceful neighborhood. Inside, a well-equipped kitchen invites culinary adventures, complemented by an array of nearby dining spots. Uncover the charm of historic downtown, a mere 15-minute drive away, offering cultural immersion and exploration. Extended stays are welcome, and your furry companion can join for a one-time $80 fee, ensuring a home away from home experience.

Oct. 26 – Nov. 2

$238 CAD per night

Guest favourite

Condo in St. Augustine

4.92 out of 5 average rating, 126 reviews

Anastasia Island 1 ~ Beach, Relax & Explore

Large one-bedroom condo with open space living, kitchen and dinning room full of natural light leading from the balcony. Bedroom has a large walk-in closet and a king bed with access to balcony. The condo comes complete with a full kitchen, washer and dryer, high-speed fibre internet, pots and pans and basic pantry items. This condo sleeps up to 4 people, best suited for 2 adults and 2 children. Queen air mattress with deep sheets and topper for optimum comfort, and a single mattress in closet.

Nov. 29 – Dec. 6

$249 CAD per night

Superhost

Condo in St. Augustine

4.84 out of 5 average rating, 269 reviews

Beach Side complex B23 1 Bed 1 Bath w/Heated Pool

1 Bedroom interior Condo in Oceanfront Complex. (No view of the ocean) King Bed, Queen Inflatable Electric Mattress, TV's in Living Room and Bedroom, 2nd Floor unit with stairs, Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated) Shuffleboard Courts, Picnic Area & Private Beach Walkway. Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Restricted Breeds: Rottweiler, Pit bull, Doberman, Chow, German Shepherd.

Sep. 19 – 26

$237 CAD per night

Guest favourite

Townhouse in St. Augustine

4.93 out of 5 average rating, 100 reviews

Penthouse Artist Haven Ocean front Penthouse

Nestled along a pristine stretch of semi-private beach is this historic artists haven offering an absolute beachfront location like no other. This unique home is split into 3 separate floors, where you will be renting the entire top penthouse level. Inside you will find open studio living with a luxe king bed and a front and rear balcony. Enjoy uninterrupted ocean views from the panoramic windows while you relax & watch dolphins play in the surf and stunning sunsets spread across the sky.

Feb. 19 – 26

$1,095 CAD per night

Guest favourite

Townhouse in Saint Augustine

4.99 out of 5 average rating, 103 reviews

Affordable and Ocean View Condo! Steps from Pool!

Creston House 8B is a perfect getaway location, quaint, and well maintained. It is a private apartment, including roomy living room with queen sleeper sofa, and dining room. Fully equipped kitchen is adjacent, and desk area for your computer. The bedroom includes a comfy king size bed, and 32' TV. All linens are provided. The resort is an oceanfront complex with a large pool and private beach access. Enjoy time relaxing on porch area, just steps from the large pool. Just unpack and enjoy!

Oct. 28 – Nov. 4

$251 CAD per night

Guest favourite

Condo in St. Augustine

4.94 out of 5 average rating, 132 reviews

Beach Access Condo, 1st Fl w/ heated pool & tennis

This beautifully decorated premium unit on the first floor is located in the Premier Ocean Village Club. Walk out your private screened patio to the heated pool or take a short walk to the unheated pool or the Atlantic Ocean. Ocean Village Club is a gated community with private beach access that offers 2 pools (1 heated), tennis, shuffleboard, fitness center, and grilling/picnic pavilion. Just minute away from the leading attractions, restaurants, and shopping in Historic St. Augustine!

Sep. 10 – 17

$284 CAD per night

Guest favourite

Condo in St. Augustine

4.88 out of 5 average rating, 182 reviews

The Salty Suite Resort style condo

This modern 1 bed/1 bath rental unit has access to a private walk way to 2 pools, beach (5 min walk from door to sand) & tennis courts all in a gated community right on famous A1A in the Oldest City in the Nation. Perfectly situated by the beach or a quick Uber ride to Downtown to check out the history of the Oldest City in the Nation & try some other great local restaurants. We provide an in room guidebook telling you all the must do's in the town & helpful hints too! See you soon!

Aug. 8 – 15

$220 CAD per night

Guest favourite

Apartment in Saint Augustine

4.93 out of 5 average rating, 118 reviews

5 walking minutes to the beach

Walk 5 minutes on a quiet street to the beach access. Your apartment covers the first floor of this home, located in a quiet, residential neighborhood. This sunny apartment has been totally renovated, with two large bedrooms, a fully equipped new kitchen with granite counter tops, Mexican tile floors, WiFi, cable TV, Netflix, two flat screen TVs, washer/dryer, and dishwasher. It has a completely fenced-in yard with a large covered patio. One dog is welcome. There is no pet fee.

Nov. 24 – Dec. 1

$251 CAD per night

Guest favourite

Bungalow in Butler Beach

4.93 out of 5 average rating, 122 reviews

Crescent Moon: One block pet friendly beach!

The Crescent Moon, east of A-1A, is a charming 1/1 cottage, for small family, 2 friends or one couple. ONE CAR ONLY. Pet friendly cottage and beach. Soothing mornings, evenings to relax in the breeze! Simple 1 block stroll to the soft sand beach. No busy roads to cross. Pet fee $10 a night (for one or two pets, max) to be paid upon departure in cash left in an envelope for housekeeper. Honor system. No pet over 75 pounds. The local taxes of 5% are listed under community fee.

Aug. 29 – Sep. 5

$226 CAD per night

Guest favourite

Home in St. Augustine

4.98 out of 5 average rating, 125 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.

Oct. 30 – Nov. 6

$507 CAD per night

Superhost

Condo in St. Augustine

4.95 out of 5 average rating, 128 reviews

"Captain Jacks" First Floor 2BR/2Bath Condo

First Floor 2BR-2BA, Beach/Pool. Remodeled in 2015 with all new appliances, YouTube TV, Xbox, walk-in shower. Complex is gated with private access to beach and pool. Entertainment: YouTube TV for Television in LR. Xbox in BR 2 Beach umbrella and chairs Boogie boards Beach toys Located on Anastasia Island, you are 15 minutes from downtown St. Augustine, St George St, and surrounded by a variety of attractions such as the Lighthouse and Alligator Farm.

Oct. 14 – 21

$231 CAD per night

Guest favourite

Townhouse in St. Augustine

4.92 out of 5 average rating, 102 reviews

Dunewalk 2 Spacious Crescent Beach Condo

3 Story condo with ocean views and a short walk on private road to Crescent Beach through the dunes. Very peaceful, all the amenities for the beach and fully stocked condo. Entire 2 bedroom unit to yourself. 8 miles from historic St. Augustine. Close to great restaurants, boat ramps, kayaking, boat rentals. Please do not rent this property if you intend to bring a pet/service animal it is strictly animal-free due to allergies.

Nov. 8 – 15

$214 CAD per night