Waterfront vacation rentals in St. Augustine

4.99 out of 5 average rating, 141 reviews

A vibrant swimming pool reflects the evening sky, surrounded by well-maintained landscaping. Poolside seating includes colorful lounge chairs and a dining set, while a floating flamingo adds a playful touch. Soft lighting from string lights enhances the serene atmosphere as dusk approaches.

Home in St. Augustine

HGTV-Style Home + Pool + Walk/Bike to Attractions

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

A charming coastal bungalow is set amidst lush green grass, surrounded by palm trees and nature. The driveway leads to the front entrance, featuring a single-car garage. The home is framed by a clear blue sky dotted with clouds, highlighting its welcoming facade.

4.95 out of 5 average rating, 237 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.

Two blue patio chairs are positioned on a wooden deck, facing the ocean. The expansive beach and gentle waves are visible in the background, under a clear blue sky dotted with soft clouds.

4.85 out of 5 average rating, 165 reviews

Oceanfront Barefoot Beach Retreat

Lovingly updated oceanfront cottage, located on a fabulous and quiet stretch of beach in Vilano Beach. Just ten minutes north of historic downtown St Augustine . Close enough for a quick drive to see the sights but just far enough away to get some peace and quiet ! Beautiful beach with access right off the back of this dreamy home, enjoy amazing sunrises right off the back deck or even from the master bed ! Kick off your shoes and leave your worries behind and enjoy the peace and serenity !

Apartment in St. Augustine Beach

A screened lanai offers a comfortable wooden bench, with a vibrant mural piece on the wall. The space provides sweeping views of the lush greenery and palm trees beyond, as the sun rises over the horizon, creating a serene outdoor retreat.

4.96 out of 5 average rating, 115 reviews

Oceanfront Bliss: Beach Views

Welcome to your oceanfront oasis in St. Augustine Beach! Featuring a spacious king suite, a comfy queen bedroom with twin trundle, and a sleeper sofa, it offers stunning sunrise views, a modern boho surfer’s vibe, and an updated chef’s kitchen. Steps to one of the best beaches in the east coast and walk to lively local restaurants and bars, it’s minutes to St. Augustine’s Nights of Lights, Amphitheater, and more! This isn’t just a vacation rental—it’s your personal seaside escape. Book now!

4.96 out of 5 average rating, 140 reviews

A classic 43-foot Gulf Star yacht is moored in calm waters, exhibiting a spacious deck with a covered seating area. The hull is painted in a crisp white, reflecting sunlight, while nearby masts and boats frame the picturesque marina scene.

Boat in St. Augustine

Funshine - Vacation on a 43' Gulfstar Yacht

A unique, memorable place, anything but ordinary. Try living the boating lifestyle on a classic and quaint vintage 43 foot Gulf Star yacht. Only 1.2 miles to the historical St. Augustine Bayfront and less than 10 miles to many of our gorgeous beaches. This 2-bedroom 1.5 bath beauty allows you to experience a life on a live-a-board. You will vacation within a reasonable walking distance to many of the attractions in St Augustine, a winery, distillery, several museums, many restaurants.

Townhouse in Vilano Beach

A serene ocean viewing area features two wicker gliders and a round table, surrounded by expansive windows that showcase a panoramic view of the beach and ocean. Natural light fills the space, creating an inviting atmosphere for relaxation.

4.97 out of 5 average rating, 125 reviews

***Direct Beachfront Oceanfront~Incredible Views!

Located on Vilano Beach, St. Augustine, FL, this three-story townhome is waiting to make memories for you and your family. Located directly on the beach-designed to envelope the soul in tranquility, this three-story townhome includes three lovely bedrooms. The main floor boasts a gourmet kitchen, half bath, laundry room, family room, dining area, and ocean viewing area. A laundry room houses a full size washer and dryer. Ultra high speed Internet is provided and reaches to the beach!

An expansive ocean view is framed by a white railing on a sunny day. Lush green grass and tropical plants lead to the sandy beach, while waves gently lap against the shore under a clear blue sky.

4.95 out of 5 average rating, 204 reviews

Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets

Nicely furnished 3 bedroom 2 full bathroom house tucked away in the dunes on Surfside Vilano Beach . 3 miles from downtown St Augustine, a half mile from Publix .The deck wraps around half the house, pretty fantastic ocean views, sunrise and river side sunsets. Each bedroom has a smart tv with Internet and a very comfortable Queen or King size bed. TPC Sawgrass is a 20 minute drive north , Daytona International Speedway 70 minutes south , 2 hours to Orlando and Busch Gardens.

Apartment in St. Augustine

A serene outdoor area features a suspended basket chair, surrounded by lush greenery and sun loungers beside a sparkling pool. Umbrella-shaded tables provide shade, while the building's modern architecture stands in the background, enhancing the inviting atmosphere of the space.

4.85 out of 5 average rating, 107 reviews

Luxury Retreat in St. Augustine

Escape to Isla Antiguas in St. Augustine, FL, and indulge in luxury at this stunning 2-bed, 2-bath Airbnb. Perfectly designed for comfort and style, this upscale retreat offers a fully equipped kitchen, elegant living spaces, and plush bedrooms. Enjoy top-tier amenities, including a sparkling pool, fitness center, and scenic surroundings. Just minutes from historic downtown and pristine beaches, this getaway is ideal for relaxation and adventure. Book now for an unforgettable stay!

Guest suite in St. Augustine

4.97 out of 5 average rating, 343 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.

Apartment in Vilano Beach

An outdoor dining area is placed on a wooden deck, featuring a white table and six striped chairs. A vibrant red umbrella offers shade, while the expansive view of the sandy beach and ocean stretches in the background, under a clear blue sky.

4.96 out of 5 average rating, 109 reviews

Magic Beach House in Vilano Beach

Welcome to Vilano and magic shell beach! This delightful oceanfront beach house is a 3 bedroom, 2 bath, 1800 sq. ft. space that sits above 2 lower units. All entrances are private and the grand upper deck belongs solely to you and your party. Enjoy the view of gorgeous sunrises, frolicking dolphins and the ever-changing waves, water, and sky as you relax in this perfect location steps from the beach and a close 5 minute drive into the Historic City of St Augustine.

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.

4.82 out of 5 average rating, 218 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.)

4.97 out of 5 average rating, 115 reviews

A light-filled kitchen features modern appliances, including an oven and a large dining table. Windows offer a view of the ocean, while natural light highlights the white cabinetry and rustic decor. The space is complemented by potted plants and hanging light fixtures.

Cottage in Ponte Vedra

Cane Cottage Oceanfront Oasis

Cane Cottage was renovated in 2018-2019 after extensive damage from multiple hurricanes. Our vision was to bring this old Florida beach cottage back to its original charm while also adding new life and modern amenities. From the outdoor entertaining spaces to the lavish interior finishes this AirBnB makes for the perfect beach retreat. Well designed and functional home with many well-thought-out touches.

Popular amenities for St. Augustine waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Vilano Beach

The living area features a light-colored sectional sofa with decorative pillows, complemented by two armchairs. A coffee table rests on a soft area rug, and light filters through shutters on the windows. A ceiling fan is visible, adding a cool breeze.

4.98 out of 5 average rating, 164 reviews

Oceanfront paradise

Apartment in St. Augustine Beach

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.

4.98 out of 5 average rating, 141 reviews

Surfside Six, Direct Oceanfront, Beachfront

Apartment in Vilano Beach

A comfortable living area is showcased with a gray sofa adorned with decorative pillows. A glass coffee table sits in front, accented by a floral arrangement. Two windows provide natural light, and stylish curtains frame the view. A small bookshelf stands against the wall.

4.95 out of 5 average rating, 201 reviews

Charming Vintage Intracoastal Apartment

Apartment in Lincolnville

The living area features a comfortable sofa, accompanied by a wooden side table. Artwork adorns the walls, and natural light filters through the windows. A decorative door leads to the porch area, enhancing the room's inviting layout.

4.92 out of 5 average rating, 456 reviews

Bougainvillea way, steps to town center, romantic.

Apartment in St. Augustine

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.

4.95 out of 5 average rating, 123 reviews

LIONS VIEW | Waterfront | 5-min walk to Downtown

4.93 out of 5 average rating, 289 reviews

A serene sunset view is framed by palm fronds, showcasing an orange orb reflecting on the water. The courtyard features a charming red-tiled building surrounded by manicured lawns and palm trees, with lights softly illuminating the pathway.

Apartment in Palm Coast

Oceanfront Hammock Beach Retreat

Apartment in Crescent Beach

A heated pool is positioned at the foreground, surrounded by a spacious deck featuring lounge chairs and outdoor tables. A grassy area is situated near the pool, while the condo units with balconies are visible in the background. Bright umbrellas provide shade for guests.

4.78 out of 5 average rating, 140 reviews

Oceanfront Condo with Balcony!

Apartment in St. Augustine

A spacious resort-style pool is surrounded by modern buildings, featuring palm trees and lounge chairs for relaxation. Umbrellas provide shade over seating areas. A vibrant sunset casts warm colors across the sky, reflecting on the water's surface and enhancing the tranquil environment.

4.95 out of 5 average rating, 100 reviews

10min DT/Beach | Resort Style 2B+2B, King Beds

Waterfront house rentals

4.9 out of 5 average rating, 123 reviews

A wooden dock extends towards a serene landscape of marsh grass and coastal trees. The house is positioned in the background, surrounded by a lush lawn beneath a clear blue sky.

Home in St. Augustine

Waterfront Cottage on Private Island in Preserve

The open living area features large glass doors that provide an unobstructed view of the ocean. A comfortable couch and two armchairs are arranged around a circular coffee table, with a wall-mounted TV for entertainment. Soft lighting and a neutral palette create a serene ambiance.

4.88 out of 5 average rating, 180 reviews

"Swan Ocean" Beach House on Vilano Beach

5.0 out of 5 average rating, 154 reviews

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

Fan Fave Waterfront: Lion’s Bridge & Old Town View

4.99 out of 5 average rating, 103 reviews

A serene view of a river home nestled amongst tall mossy oaks. The house features a light exterior and large windows, offering glimpses of the surrounding nature and water beyond. The lush green lawn invites relaxation in this tranquil setting.

Home in Palatka

Charming, cozy and quiet river home

Home in St. Augustine Beach

The exterior of the house features a two-story structure with a spacious upper deck, which is shaded by two large blue umbrellas. Brightly colored plants line the base of the home, complementing the fresh coastal aesthetic.

4.98 out of 5 average rating, 112 reviews

Beachside, Pool, Super Clean, steps 2 beach, 5star

The multi-level coastal home is highlighted against a vibrant sunset sky, showcasing large windows and a deck with white railings. Lush grass surrounds the property, while palm trees add a tropical touch to the beachfront setting.

4.89 out of 5 average rating, 44 reviews

The Coastal Lookout

4.96 out of 5 average rating, 67 reviews

Home in Ponte Vedra

A perfect slice of heaven

A spacious living area features high vaulted ceilings with wood beams and large windows showcasing ocean views. A comfortable sofa and chairs are arranged around a decorative fireplace. A dining table is present to the left, while a TV is mounted on the wall nearby.

4.78 out of 5 average rating, 148 reviews

Oceanfront Serenity Under the Sea, Tiki Bar, BBQ

Waterfront condo rentals

Condo in St. Augustine Beach

4.9 out of 5 average rating, 163 reviews

Sunrise Special | Steps to Beach | Ocean Front

A well-maintained landscape showcases vibrant green grass and neatly trimmed shrubs, with palm trees lining the pathway. An expansive view of the ocean is visible in the background, framed by a boardwalk leading to the beach. Two residential buildings are seen in the scene.

4.99 out of 5 average rating, 212 reviews

SeaPlace Ocean & Pool Views, 2/3 Steps to Beach

Condo in St. Augustine Beach

A balcony table is set for two, featuring white plates and cups, with expansive ocean views. Lush greenery and sandy beach can be seen in the distance under a clear blue sky, creating a serene and inviting outdoor space.

4.98 out of 5 average rating, 262 reviews

Ocean Front Gem: Top Floor Corner Unit

Condo in St. Augustine Beach

The living area features comfortable seating, including a soft blue sofa and an armchair, arranged around a white coffee table. Light-colored décor and subtle greenery create a relaxed ambiance. The space is illuminated by a contemporary chandelier, with a view of the kitchen and dining area in the background.

4.96 out of 5 average rating, 201 reviews

Newly renovated! Steps to BEACH & POOL!

A private balcony is presented, offering panoramic ocean views. The space includes a textured table and four chairs, with one set featuring floral upholstery. Green grass and sandy shorelines blend into the sea under a clear blue sky, enhancing the sense of tranquility.

4.98 out of 5 average rating, 112 reviews

Wade n Sea Ocean Front Condo

A bright living area features large floor-to-ceiling windows that provide sweeping ocean views. Comfortable seating is arranged around a central coffee table adorned with decorative items. A Smart TV is positioned for easy viewing, while a ceiling fan adds a cooling breeze.

4.98 out of 5 average rating, 161 reviews

Family Beach Condo - Steps To The Sand Or Pool

4.99 out of 5 average rating, 144 reviews

The living room features a sliding glass door that provides a direct view of the beach. A comfortable sofa is positioned near a coffee table, while a side table and chair complement the seating arrangement. Natural light brightens the space, enhancing coastal decor.

Condo in Crescent Beach

361 Fun in the Sun | Direct Oceanfront Ground Floor

A vibrant sunset casts warm hues across the sky, with wispy clouds highlighted by the fading light. A palm tree stands prominently in the foreground, while a wooden boardwalk leads toward the beach and the ocean, framed by patches of greenery.