Waterfront holiday 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.

Superhost

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, 164 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 !

Flat 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!

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, 211 reviews

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

Beautiful St. Augustine Beach ocean & pool views from this 2/2.5 townhouse style condo steps to the beach. Come enjoy everything this vibrant city has to offer. Two quiet bedrooms and bathrooms upstairs. 2 private balconies. Downstairs is a full kitchen, dining area for 6, half bathroom, living area w/ newer 65" TV. 10 minutes from historic downtown. Family friendly resort community w/ pools, tennis, pickleball, basketball and bocce’ ball courts. Book now and let the island magic begin.

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.

Guest suite in St. Augustine

4.97 out of 5 average rating, 342 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 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, 200 reviews

Newly renovated! Steps to BEACH & POOL!

Our little slice of paradise is situated in the heart of St. Augustine Beach right on A1A Beach Blvd. Our unit, recently renovated, is just steps from the beach and closest building to the pool! 2 outdoor pools (1 heated in winter), 5 hot tubs & tennis courts. Perfect location to enjoy our beautiful beaches & all that Anastasia Island has to offer! Historic St. Augustine is less than 7 miles away. Unit is equipped with everything you need for a perfect beach vacation!

4.96 out of 5 average rating, 108 reviews

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.

Flat in Vilano Beach

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.

Apartment 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

Top floor, direct oceanfront, 2 bedroom, 2 bathroom corner end unit condo with elevator and unobstructed beach views from both bedrooms, living room, dining room, kitchen and private balcony in beautiful St Augustine Ocean and Racquet Resort. We also offer for rent the condo immediately next door, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a smart lock on the front door.

The view from open cabana doors reveals a sandy beach with inviting turquoise beach chairs arranged facing the ocean. A colorful umbrella and a thatched cabana roof are visible, framing the serene waters and cloudy sky beyond.

4.92 out of 5 average rating, 111 reviews

MARE Florida Direct Beachfront St Augustine/JAXNEW

Beachy eclectic shabby chic decor Awesome patio overlooking the beach Amazing cabana with dining table and Adirondack chairs. Chaise sun lounges Beach chairs, beach towels and umbrella for the beach Super close to night of lights downtown St Augustine that offers great restaurants, shopping and night life Ask about our snowbird specials for monthly stays. Time to get Out of the cold and on the beach:)

Popular amenities for waterfront rentals in St. Augustine

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Flat 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, 139 reviews

Surfside Six, Direct Oceanfront, Beachfront

4.85 out of 5 average rating, 107 reviews

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.

Flat in St. Augustine

Luxury Retreat in St. Augustine

4.95 out of 5 average rating, 123 reviews

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

LIONS VIEW | Waterfront | 5-min walk to Downtown

4.92 out of 5 average rating, 456 reviews

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.

Flat in Lincolnville

Bougainvillea way, steps to town center, romantic.

4.95 out of 5 average rating, 201 reviews

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.

Flat in Vilano Beach

Charming Vintage Intracoastal Apartment

Superhost

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.

Flat in Crescent Beach

4.78 out of 5 average rating, 140 reviews

Oceanfront Condo with Balcony!

Flat in St. Augustine Beach

4.99 out of 5 average rating, 232 reviews

Beachside Studio

4.93 out of 5 average rating, 286 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.

Flat in Palm Coast

Oceanfront Hammock Beach Retreat

Waterfront house rentals

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

Superhost

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, 217 reviews

Oceanfront, Blissful Sunrises, Beach Gear, BBQ

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

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

4.92 out of 5 average rating, 137 reviews

Home in Ponte Vedra

On the Beach | Fire Pit + Hammocks

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

Home in St. Augustine Beach

An expansive view of the ocean stretches across the horizon, reflecting sunlight. The scene includes rooftops of nearby houses, with lush greenery framing the foreground. The beach is visible in the distance, emphasizing the beachfront location.

4.88 out of 5 average rating, 361 reviews

Direct Ocean & Beach View Home

4.93 out of 5 average rating, 297 reviews

Home in Lincolnville

Downtown Waterfront Old Recycling Plant Loft

Waterfront apartment rentals

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

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.

4.99 out of 5 average rating, 144 reviews

361 Fun in the Sun | Direct Oceanfront Ground Floor

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

The living room features sliding glass doors that open to a private balcony overlooking the ocean. A comfortable blue armchair by the window is complemented by light blue curtains, while natural light fills the space, creating a serene ambiance.

4.93 out of 5 average rating, 114 reviews

Hideaway at Crescent Breach - St. Augustine

A living area features a cooling ceiling fan and large windows with light-filtering curtains. A wall-mounted TV displays an aquatic scene. A light-colored coffee table sits on wooden flooring, complemented by decorative plants and a woven tray.

4.77 out of 5 average rating, 282 reviews

Great 1 bedroom 1 bath condo with heated pool

A spacious balcony overlooks a sandy beach and the ocean, where gentle waves meet the shore. Palm trees are visible in the foreground, providing a tropical backdrop. Beachgoers can be seen enjoying the sun and surf under clear blue skies.

4.95 out of 5 average rating, 169 reviews

Summerhouse - Direct Oceanfront Corner Unit

Lush greenery frames a wooden pathway leading to a sandy beach, with palm trees and residential buildings visible in the background. The sky is illuminated by soft hues of sunset, creating a serene backdrop for the coastal environment.

5.0 out of 5 average rating, 138 reviews

Boutique Beachside condo with easy access to beach

A sandy beach extends towards the horizon, meeting rolling waves under a clear blue sky. Dune grass sways gently in the foreground, with a wooden boardwalk leading to the shore. Beach chairs and umbrellas are visible in the distance, indicating a welcoming recreational area.