
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.

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.

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

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.

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!

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.

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.

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.

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.

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.)

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.

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!

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
Waterfront apartment rentals

Beachfront, Heated Pool with Private Beach Access

Oceanfront Hammock Beach Retreat

luxurious oceanfront condo amazing views! King bed

Beachfront St. Augustine Condo • Pool, Ocean Views

Charming Vintage Intracoastal Apartment

The Ultimate St. Augustine Beach Experience in FL

Updated and clean, private beach access condo

Oceanfront Bliss: Beach Views
Waterfront house rentals

Ocean Village Club-First Floor Access.

4 Min Walk To Beach! Hot Tub•Golf Sim•Fully Fenced

Waterfront Cottage on Private Island in Preserve

On the Canal, by Beach, Kayaks, Dock, Fishing

Resort-Style Living: Beach Home w/Salt Pool, Spa

Waterfront Fisherman’s Treasure at Crescent Beach

Stunning family canal home with heated pool

"Swan Ocean" Beach House on Vilano Beach
Waterfront apartment rentals

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

Lovely 2BR/2BA Oceanview Condo, St Augustine Beach

Heated Pool, Ocean Views, Beach, Playground, BBQ

Direct Oceanfront ~ Fantastic Views!

Pelican Inlet 2 Bedroom Condo Steps from the Beach

361 Fun in the Sun | Direct Oceanfront Ground Floor

Summerhouse - Direct Oceanfront Corner Unit

Seagrass Condo - ocean front, 1 bedroom/1bath
When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
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
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- Waterfront rentals St. Johns County
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- EverBank Stadium
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Lightner Museum
- Daytona Lagoon
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- St Augustine Amphitheatre
- Adventure Landing Jacksonville Beach
- VyStar Veterans Memorial Arena
- Ravine Gardens State Park
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- St. Augustine Alligator Farm Zoological Park
- TPC Sawgrass
- Ocean Center
- Daytona Beach Bandshell
- University of North Florida
- Ocean Walk Shops
- Memorial Park
- Little Talbot
- Vilano Beach Fishing Pier
- Anastasia State Park
- Marineland Dolphin Adventure
- Things to do St. Augustine
- Things to do St. Johns County
- Things to do Florida
- Tours Florida
- Sports activities Florida
- Sightseeing Florida
- Entertainment Florida
- Wellness Florida
- Food and drink Florida
- Art and culture Florida
- Nature and outdoors Florida
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