Waterfront holiday rentals in St. Augustine Beach

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Top-rated waterfront rentals in St. Augustine Beach

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

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Guest favourite

Home in St. Augustine

4.88 out of 5 average rating, 358 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.

12–19 Aug

$228 SGD per night

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.

20–27 Dec

$223 SGD per night

Guest favourite

Apartment in St. Augustine Beach

4.85 out of 5 average rating, 197 reviews

Oceanside Condo - heated pool, hot tubs, beach

A newly renovated 4-bed beach condo decorated with a peaceful ocean theme will be the perfect beach house for your St. Augustine stay! With 2 swimming pools, 5 jacuzzis, tennis & pickleball courts, & private walkways to the beach, this centrally located spot will have you both entertained and relaxed while on vacation. The nautical tri-bunk room is fun for the family, the classic coastal master bedroom is serene, & the martini bar adds a festive element. You'll always remember this vacation!

1–8 Sep

$226 SGD per night

Guest favourite

Apartment in St. Augustine

4.98 out of 5 average rating, 112 reviews

SeaPlace, Ocean View, Poolside 2/3 Walk to Beach

Beautiful St. Augustine Beach ocean and pool views from this 2/2.5 townhouse style condo, steps to world class beaches. Come enjoy everything this vibrant city has to offer. 2 quiet bedrooms and bathrooms upstairs. 2 private balconies. Downstairs is a full kitchen, dining area for 6 (or well lit workspace), half bathroom, living area w/ new 65" TV ( w/ cable & WiFi). 10 minutes from historic downtown. Family friendly resort community w/ pools, tennis courts. Beach chairs & towels provided.

26 Sep – 3 Oct

$261 SGD per night

Guest favourite

Cottage in St. Augustine

4.98 out of 5 average rating, 140 reviews

Perfect Waterfront Retreat w/Pool & Rooftop Deck

You've found your waterfront oasis tucked under the White Birds of Paradise! This spacious retreat was formerly a commercial art gallery. Two queen beds, one full bathroom & full kitchen make for comfortable living! You have a fenced path leading you down to the beautiful waters of Salt Run where a rooftop deck & salt water in-ground pool invites you to relax and slow down. Less than a mile to downtown St. Augustine, a little over a mile to the Amphitheater and about 3 miles to the beach.

10–17 Jan

$315 SGD per night

Guest favourite

Guest house in St. Augustine

4.88 out of 5 average rating, 101 reviews

Island’s Edge Guest Cottage on Anastasia Island.

Fresh and clean, marsh front private cottage with bright new path lights and amazing views. Walk or pedal from this adorable cottage to any of the local attractions. Nestled between the state park, our famous AMP, great beaches & downtown, everything is close by. Your deck is perfect for a bbq, bird watching & cocktail sunsets. Sorry no marsh access. Park trails are close as is the beach. You have to stroll over to the Saturday morning market at “the Amp”. You’re gonna love it here.

30 Dec – 6 Jan

$179 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!

21–28 Jan

$189 SGD per night

Guest favourite

Flat in Saint Augustine Beach

4.93 out of 5 average rating, 158 reviews

2B/2B Ground floor★Steps to the Beach & Pool★

Welcome to Turtle Trace St. Augustine, Anastasia Island - Oceanfront Steps to the Beach!! Right out the patio door is the spectacular pool and the amazing ocean! Updated unit is in beautifully maintained gated community. Come stay here and get that feeling of being at home, people come back year after year because they love it! You can see why so many people make this their home away from home. If you have any questions please email us and we will try our best to accommodate you!!

6–13 May

$237 SGD 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.

27 Aug – 3 Sep

$496 SGD per night

Guest favourite

Flat in St. Augustine

4.92 out of 5 average rating, 342 reviews

Bougainvillea way, steps to town center, romantic.

Bougainvillea Way is cozy, romantic and part of a Key West, gingerbread style home situated on the San Sabastian Harbor in Saint Augustine, Lincolnville Historic district. The setting will take you back in time to a very relaxing place close enough to walk to the town center and attractions and far enough away to relax in your quiet space. Our place is close to everything. Easy walk to the town center and to the best local restaurants. Short walk to playground.

28 Jan – 4 Feb

$175 SGD per night

Guest favourite

Apartment in St. Augustine Beach

4.97 out of 5 average rating, 172 reviews

Ocean Front Gem; Top Floor Corner Unit

Top floor, direct ocean front, corner unit with elevator and beautiful views of the beach from both bedrooms, living room, dining room, kitchen and private balcony. We have upgraded the condo and believe it to be the best condo in Saint Augustine Ocean and Racquet. We also offer the condo immediately next door, Ocean Front Escape for rent: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our check in process is contact free.

24–31 Oct

$435 SGD per night

Guest favourite

Apartment in St. Augustine

4.99 out of 5 average rating, 193 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!

23–30 Jun

$445 SGD per night