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 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, 108 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,great food, live music within walking distance.

Top guest favourite
A vibrant pink flamingo float is positioned in a clear swimming pool, surrounded by manicured palm trees. In the background, a sunny outdoor space features teal chairs and a matching umbrella, contributing to a relaxed atmosphere.
Home in St. Augustine
4.98 out of 5 average rating, 120 reviews

HGTV DesignerHome•HeatedPool•Walk/Bike 2 Downtown

Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort

Top guest favourite
A comfortable living area features a neutral color palette with soft gray sofas accented by decorative cushions. A wooden coffee table is positioned in the center with a decorative tray. Natural light fills the space through a nearby window, enhancing the inviting environment.
Home in St. Augustine
4.94 out of 5 average rating, 202 reviews

Surfside House

This special vacation home is close to everything, making it easy to plan your visit. Ideal location across from the beach, just minutes to drive or bike into historic downtown St. Augustine. The 1950's coastal bungalow is set on Vilano Beach's historical Street. The home has been completely remodeled, plenty of parking and is pet friendly. Surfside's pet friendly beach access/parking and North Shore Community Park is 1 block away with tennis/ pickle ball courts, playground and dog park.

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, 144 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
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, 192 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, 152 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
A screened-in balcony offers views of the lush greenery and marshlands beyond. Colorful cushions adorn a comfortable seating area, while a small wooden table sits centrally. Natural light fills the space, creating a peaceful atmosphere for relaxation.
Apartment in St. Augustine
4.99 out of 5 average rating, 122 reviews

Riverfront direct views-Get it ALL in St Augustine

Do not compromise-Just get it all! This is the hidden gem you were waiting to find. Only a few minutes from historic downtown and the area's best beaches, The Conquistador offers 3 swimming pools, tennis, tennis/pickleball courts, trails, a fishing pier, playgrounds, BBQ area, pavilion and plenty of space to roam and relax under the amazing Oak canopy. The beach or Downtown a mere 12 minute drive. Stay in your very private condo and enjoy the gorgeous views of the Manatee River.

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, 426 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 cozy living area features a comfortable sofa positioned near a stone fireplace. Large windows provide expansive views of the ocean, while a wall-mounted TV displays beach imagery. A wooden coffee table rests on a patterned rug, complemented by a decorative side table.
Home in St. Augustine
4.85 out of 5 average rating, 195 reviews

Oceanfront, Blissful Sunrises, Beach Gear, BBQ

Add my home to your wishlist, click the <3 in top right corner! *Book 2 nights, get the 3rd night 30% off!* >Stunning Oceanfront Home with pano ocean views >Beautifully styled >4 Smart TVs w cable and streaming apps >Parking for 4 cars >Continuous balconies >Beach gear provided (towels, chairs, umbrella) >Walk to The Reef Restaurant >Short drive to downtown + Vilano Publix >Washer + Dryer >BBQ Grill >Drip Coffee Maker >3 days of supplies (TP, trash bags, etc.)

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, 202 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.

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, 273 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, 316 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$343 SGD$350 SGD$393 SGD$373 SGD$355 SGD$372 SGD$367 SGD$330 SGD$297 SGD$312 SGD$368 SGD$384 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