Waterfront holiday rentals in St. Augustine

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Top-rated waterfront rentals in St. Augustine

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

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Top guest favourite
An aerial view captures the colorful buildings and lush landscaping of the property, with the iconic Bridge of Lions visible across the water. Boats can be seen docked along the Intracoastal, while the vibrant greenery frames the scene, creating a serene setting.
Flat in St. Augustine
4.95 out of 5 average rating, 105 reviews

LIONS VIEW | Waterfront | 5-min walk to Downtown

Welcome to our stunning 3BR/2.5BA 2nd floor unit, boasting the most magnificent views of Downtown St. Augustine. Perched on the east side of the iconic Bridge of Lions, our home offers a unique vantage point of the Intracoastal, creating an unforgettable backdrop for your vacation. Location is key, and our place puts you in the heart of the action. Effortlessly explore the historic charm of Downtown St. Augustine on foot, with just a short 5-minute walk across the bridge. 10-mins from beach.

Top guest favourite
A spacious waterfront deck offers lounge seating with blue cushions, set against a vibrant sunset sky filled with pink and orange hues. A hammock is positioned nearby, with palm trees framing the stunning view of the water and docks in the background.
Home in St. Augustine
5 out of 5 average rating, 141 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!

Top guest favourite
An open dining area is situated adjacent to large windows, offering a view of a vibrant sunset over the ocean. A wooden table with several chairs dominates the space, complemented by a cozy sofa nearby. Decorative elements include a wall hanging and a potted plant.
Flat in St. Augustine Beach
4.97 out of 5 average rating, 106 reviews

Surfside Six, Direct Ocean Front, Ampitheatre

BEST spot to watch the sunrise, (and moonrise) on St Augustine Beach from every room in the condo and from the two direct beach front balconies! CORNER UNIT! TOP FLOOR! One balcony off the upstairs corner primary bedroom suite, walk in closet and ocean view King size beds in each bedroom. Anytime is a good time to be on the beach in St. Augustine! Winter Spring, Summer, or Fall! Besides being steps from the beach there are plenty of local eateries serving great food within walking distance.

Top guest favourite
A tranquil outdoor space features a well-maintained heated pool surrounded by lush greenery and colorful flowers. Seating areas with black Adirondack chairs are positioned around the pool, offering a peaceful setting. A covered patio stands in the background, complementing the inviting atmosphere.
Guest house in St. Augustine
4.95 out of 5 average rating, 190 reviews

Heated Pool Beach Bungalow Steps to the Ocean

Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

Superhost
The entrance features a welcoming porch with a blue wooden floor and two sets of double doors. Decorative railings and vibrant greenery frame the entrance, promoting a cheerful ambiance. A small octagonal window and house number are visible above the doors.
Flat in Lincolnville
4.86 out of 5 average rating, 151 reviews

Luxury Sunset Marsh View New Remodele Easy Walk #B

A beautiful, newly remodeled luxury apartment with a fabulous sunset marsh view , central heat and air conditioning, gourmet kitchen that is fully stocked, washer/dryer, free off street parking, fenced front and back yard with a new BBQ grill, one king bedroom and one queen bedroom with a new comfortable queen sofa bed. Easy walk to Old Town and great restaurants. 13 minute drive to St. Augustine Beach Pier. ***We do accept DOGS! Limit 2 dogs per stay. $25/pet/night pet fee applies.

Top guest favourite
An airy living area features a light blue wall, a plush sofa positioned in front of a flat-screen TV, and decorative artwork. A small black table rests in the center, complemented by vibrant flowers. A breakfast bar with four black chairs is visible alongside a granite countertop.
Guest suite in St. Augustine
4.97 out of 5 average rating, 317 reviews

Cozy 2BR on Charlotte St. Downtown St. Augustine

Beautifully renovated 2BR apartment boasts a prime downtown in the historic district of St. Augustine!!! Easily walk to plenty of restaurants, shops, and local attractions. After fun- field day, you can relax on one of the two balconies overlooking charming Charlotte Street or kick back in an open living area furnished with a plush sofa and 45" TV. Whip up tasty meals in the well-equipped kitchen, outfitted with stainless steel appliances. The apartment sleeps up to four guests.

Guest favourite
A bright living room features a comfortable brown sofa, two armchairs, and a coffee table positioned on a light area rug. Natural light fills the space through sliding glass doors leading to the outside. A tall plant in the corner adds a touch of greenery, enhancing the inviting ambiance.
Home in St. Augustine
4.96 out of 5 average rating, 103 reviews

Beautiful home by the Bridge of Lions

Welcome to Casa Sunshine B! Charming home with 2 beds, 2 baths just by historic downtown and near stunning beaches. Fully stocked for cooking, sleeping, laundry & kids' fun. Enjoy beach gear and games, board and mini arcade games for those chill days. Explore historic landmarks, dining, & nightlife, all within walking distance. Unwind in the spacious comfy bedrooms with ample sleeping. Ideal for families or small groups. You'll for sure enjoy a memorable St. Augustine stay!

Guest favourite
A charming porch area is framed by vibrant pink bougainvillea flowers. The white railing and lattice provide a bright contrast to the floral elements. A comfortable seating area with patterned cushions can be seen in the background, inviting relaxation and enjoyment of the outdoor space.
Flat in Lincolnville
4.92 out of 5 average rating, 425 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.

Guest favourite
A hot tub is positioned on the deck, offering a view of the ocean and white sandy beach in the distance. Two houses flank the view, while lounge chairs are visible in the shared yard, contributing to the inviting outdoor space.
Home in St. Augustine
4.97 out of 5 average rating, 200 reviews

Luxurious Oceanfront Home

Beautiful, 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. Sit around the fire pit under the stars and roast marsh mellows while listening to the ocean waves.

Guest favourite
A spacious wooden deck is illuminated by string lights, featuring a seating area with wicker furniture and a designated space for dancing. The tranquil river view and the sunset create a serene backdrop, with Spanish moss hanging from nearby oak trees.
Cabin in St. Augustine
4.87 out of 5 average rating, 178 reviews

ROMANTIC RIVERFRONT CABIN~ BRING BOAT ~ SLEEPS 2

Relax with your sweetheart while watching the fish jump from your own private deck. The cabin has been open for 3 years and has 92 reviews and has 4.89 STARS out of 5! "The View is absolutely beautiful, especially the sunsets! & You can see this amazing view right from the bed!" Alex April 2022/ We've replaced the microwave with an air fryer. Everything you need to have a wonderful vacation is right here! Including Breakfast foods!

Top guest favourite
A sunlit indoor pool area features large glass doors that open to an outdoor pool surrounded by palm trees. Comfortable lounge chairs are positioned around the poolside, creating a relaxing space for guests. A hot tub is visible in the foreground, enhancing the inviting atmosphere.
Apartment in St. Augustine
5 out of 5 average rating, 270 reviews

Ocean Gallery 1/1, 2 pools

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!

Top guest favourite
A private hot tub is set in a serene outdoor area surrounded by greenery and wood paneling. The tub is equipped with a cover and nearby is a container holding spa towels, providing a relaxing space for guests.
Villa in St. Augustine
4.98 out of 5 average rating, 313 reviews

Perfect location 2 Bedroom Private Hot Tub

Couples retreat, grill out in your own private courtyard while listening to the relaxing water fountain. “Wine” down and watch the sunset. Private brand new 4 person hot tub. Beautiful courtyard night lighting. 0.5 miles walking distance to the bridge of lions and historic downtown. Off-street parking. Food bars and fun within 300 feet location is directly off the downtown boulevard entrance. Special requests are available.

Popular amenities for waterfront rentals in St. Augustine

When is the best time to visit St. Augustine?

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Avg. price$345 SGD$352 SGD$396 SGD$375 SGD$358 SGD$374 SGD$369 SGD$332 SGD$299 SGD$314 SGD$370 SGD$387 SGD
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Quick stats about waterfront rentals in St. Augustine

  • Total holiday rentals

    Explore 280 holiday rentals in St. Augustine

  • Nightly prices starting at

    St. Augustine holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 13,840 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    110 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    270 of St. Augustine holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across St. Augustine rentals

  • 4.9 Average rating

    St. Augustine stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

    St. Augustine’s top spots include St. Augustine Distillery, Lightner Museum and St. Augustine Alligator Farm Zoological Park

Destinations to explore