Beachfront holiday rentals in Anastasia Island

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Top-rated beachfront rentals in Anastasia Island

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Guest favourite

Apartment 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.

29 Nov – 6 Dec

$206 SGD per night

Guest favourite

Apartment in St. Augustine

4.92 out of 5 average rating, 252 reviews

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

Newly Remodeled 1 bedroom condo with King Size Bed, Queen Size Sleeper Sofa, 55" TV's in Living Room and Bedroom. Stairs to 3rd Floor unit with private patio. Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Clubhouse, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated), Shuffleboard Courts, Picnic Area with Grills & Private Beach Walkway. Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Restricted Breeds: Rottweiler, Pit Bull, Doberman, Chow, Shepherd.

20–27 Aug

$191 SGD per night

Guest favourite

Townhouse in St. Augustine

4.93 out of 5 average rating, 101 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.

16–23 Dec

$604 SGD 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!

26 Oct – 2 Nov

$195 SGD per night

Guest favourite

Apartment in St. Augustine

4.97 out of 5 average rating, 148 reviews

Ocean Front Condo only Steps to the Beach.

Self-Check-In, Covid-19 Protocol Cleaning Utilized, Ground level, oceanfront unit w/ 2 bedrooms/2 baths at Sea Place, a quaint seaside community. Has updated kitchen & walk-in shower, washer/dryer, wifi, cable & covered patio. Amenities: 2 pools (not heated), tennis, racquetball, & beach access; 4 beach chairs & umbrella provided. Located near shops, restaurants & historic St. Augustine. 2 nights min stay. Max: 4 guests. No pets (per HOA), smoking or parties please. No BBQ grill per HOA.

31 Mar – 7 Apr

$278 SGD per night

Guest favourite

Apartment in St. Augustine

4.88 out of 5 average rating, 121 reviews

St Augustine Beach, comfy condo

Relax on the beach or unwind at the pools. Close to shopping and restaurants. 15 min drive to historic downtown. Perfect for families, couples, friends, or solo travelers. Although not beachfront, you're an 8 minute walk on property to beach. New beach chairs, umbrella, and beach mat. Fully equipped kitchen, free WiFi, 2 pools (one heated), fitness room access, full size washer/dryer in unit, Smart TV, pet friendly 1 Dog Only, $50 cash registration fee, **Strictly NON-SMOKING**

8–15 Aug

$223 SGD per night

Guest favourite

Apartment 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!

13–20 Sep

$186 SGD 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.

15–22 Feb

$176 SGD per night

Guest favourite

Home in St. Augustine

4.98 out of 5 average rating, 127 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.

26 Apr – 3 May

$449 SGD per night

Guest favourite

Apartment in St. Augustine

4.95 out of 5 average rating, 129 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.

29 Sep – 6 Oct

$205 SGD 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.

16–23 Dec

$166 SGD per night

Guest favourite

Apartment in St. Augustine

4.99 out of 5 average rating, 194 reviews

Ocean Gallery: 2 pools/resort amenities

Bright, airy and beachy, this condo at Ocean Gallery pairs resort-style amenities with an exceptionally clean, stylish and comfortable condo. Perfect for a couple or one family, it sleeps up to 4 in beds (primary bed sleeps 2; pullout sofa in living area sleeps 2 additional guests - perfect for kids). You’ll be a few steps from 1 of the 2 pools, and a 5 minute leisurely stroll through the complex will take you to the beach!

18–25 Aug

$266 SGD per night