Waterfront holiday rentals in St. Augustine

5.0 out of 5 average rating, 150 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

Our reviews set us apart. WE'D LOVE TO HOST YOU! Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. A short walk to historic downtown, less than 1 mile to Castillo de San Marcos fort. Anastasia State Park Beach, the Alligator Farm and lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort or Flagler College, our home provides a great base for exploring an amazing part of Florida!

4.96 out of 5 average rating, 138 reviews

Home in Lincolnville

Downtown St. Augustine Luxury • Steps to Trolley!

New construction coastal designer home in historic Lincolnville! This fresh 2000 sq ft luxury retreat blends modern finishes with charming wrap-around porch and sunny patio—perfect for families, couples & groups. Enjoy gourmet kitchen, spacious living areas, premium king/queen beds, luxury baths, high-speed WiFi, smart TVs, and Passes to Fitness Club/Pool. Walk to trolley, St. George Street, restaurants & shops. Quiet yet central—your ideal St. Augustine base. Book now for an unforgettable stay!

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, 132 reviews

Surfside Six, Direct Oceanfront, Beachfront

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.

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.

4.94 out of 5 average rating, 225 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.

Apartment in Butler Beach

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, 205 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.

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.

4.95 out of 5 average rating, 108 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!

4.98 out of 5 average rating, 341 reviews

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

Loins Bridge 0.5m away, 2 Bedroom, Private Hot Tub

Couples Retreat Near Downtown St. Augustine. 0.5 miles from the Bridge of Lions. Enjoy a secluded courtyard, relaxing water fountain, and new 4-person hot tub. Wine down and watch the sunset in a peaceful setting after a exploring. Off-street parking is included. Restaurants, bars, coffee shops, and local favorites are only steps away. Perfect for a romantic getaway, weekend escape, or special occasion. Special requests and accommodations are available to help make your stay unforgettable.

4.96 out of 5 average rating, 137 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.

Guest suite in St. Augustine

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.

4.97 out of 5 average rating, 340 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.

4.92 out of 5 average rating, 450 reviews

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

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.

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, 211 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.)

4.91 out of 5 average rating, 128 reviews

An outdoor patio area features a wooden table with benches beneath a large striped umbrella. The ocean is visible in the background, with waves gently crashing against the shore. Comfortable seating is arranged nearby, inviting relaxation while enjoying the coastal view.

Home in Ponte Vedra

Amazing Views + Beachfront | Fire Pit + Hammocks

Experience serenity at this beachfront Ponte Vedra Beach home! Just steps from the sand, enjoy sweeping ocean views, soothing waves, and breathtaking sunrises. Stylish coastal design and cozy touches make it perfect year-round. Ideally located between St. Augustine and Jacksonville, with easy access to historic sites, golf, and dining. A peaceful retreat for families and friends to relax, recharge, and soak in the Atlantic coast.

Popular amenities for waterfront rentals in St. Augustine

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.98 out of 5 average rating, 161 reviews

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.

Flat in Vilano Beach

Oceanfront paradise

4.99 out of 5 average rating, 143 reviews

A comfortable living area features a beige sofa with decorative pillows positioned opposite a wooden coffee table. A recliner chair is nearby. The kitchen area includes modern appliances and seating at the counter. Palm tree artwork adorns the walls, enhancing the coastal ambiance.

Flat in Vilano Beach

The Turtle Nest, a delightful Oceanfront getaway

4.95 out of 5 average rating, 193 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

4.95 out of 5 average rating, 118 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

Superhost

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

4.84 out of 5 average rating, 100 reviews

Luxury Retreat in St. Augustine

4.97 out of 5 average rating, 123 reviews

An outdoor seating area features modern gray chairs arranged around a fire pit, which is surrounded by soft sand. Lush palm trees and colorful plants provide a tropical backdrop, while the building's balconies overlook the inviting courtyard, illuminated by warm lights against a vibrant sunset sky.

Flat in St. Augustine

> • < • Resort Style Retreat • > • <

4.93 out of 5 average rating, 276 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

Flat in St. Augustine Beach

4.99 out of 5 average rating, 228 reviews

Beachside Studio

Waterfront house rentals

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.

4.87 out of 5 average rating, 158 reviews

Oceanfront Barefoot Beach Retreat

4.99 out of 5 average rating, 100 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

4.95 out of 5 average rating, 317 reviews

A wooden walkway leads from a grassy area to the sandy beach, flanked by two benches on either side. The beach is visible in the distance, with gentle waves and a clear blue sky above.

Home in Butler Beach

St Augustine Beachside Home - Walk to 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.

4.96 out of 5 average rating, 202 reviews

Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets

4.93 out of 5 average rating, 294 reviews

Home in Lincolnville

Downtown Waterfront Old Recycling Plant Loft

4.89 out of 5 average rating, 465 reviews

A screened-in back porch features a round dining table surrounded by four wicker chairs. The red deck flooring contrasts with the green lawn visible beyond glass panels. A peaceful canal is seen in the background, with trees lining the opposite bank.

Home in Butler Beach

Waterfront Fisherman’s Treasure at Crescent Beach

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, 173 reviews

"Swan Ocean" Beach House on Vilano Beach

Home in St. Augustine Beach

4.86 out of 5 average rating, 236 reviews

St. Aug Oceanfront Home w/ Heated Pool & Firepit

Waterfront apartment rentals

Apartment in Crescent Beach

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, 137 reviews

361 Fun in the Sun | Direct Oceanfront Ground Floor

Apartment in Butler Beach

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.

5.0 out of 5 average rating, 289 reviews

Ocean Gallery 1/1, 2 pools

Apartment in Crescent Beach

A serene sunset is captured over calm waters, reflecting warm hues of orange, pink, and purple. The horizon is lined with subtle clouds, enhancing the tranquil scene. The peaceful atmosphere invites relaxation and appreciation of nature's beauty.

5.0 out of 5 average rating, 126 reviews

Windjammer 208, Oceanfront and Riverview

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, 192 reviews

Newly renovated! Steps to BEACH & POOL!

Apartment in Crescent Beach

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, 112 reviews

Hideaway at Crescent Breach - 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, 256 reviews

Ocean Front Gem: Top Floor Corner Unit

Apartment in Butler Beach

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, 132 reviews

Boutique Beachside condo with easy access to beach