Waterfront holiday rentals in St. Augustine

5 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!

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, 131 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.

4.98 out of 5 average rating, 133 reviews

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

DesignerHGTV•Pool•Walk/Bike to Attractions•Island

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.

4.94 out of 5 average rating, 223 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.

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.

4.96 out of 5 average rating, 136 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.

4.98 out of 5 average rating, 338 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

Perfect location 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.

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.

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, 210 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.)

Home in Ponte Vedra Beach

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.

4.91 out of 5 average rating, 128 reviews

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.

Place to stay in Lincolnville

The bungalow's exterior is framed by a lush garden filled with colorful plants and flowers. There are structured seating areas visible on the front porch, surrounded by decorative elements. The house features traditional architectural details, with a blend of dark and light colors under a clear blue sky.

4.97 out of 5 average rating, 124 reviews

St. George Historic Bungalow

Come stay at this St. George Historic 1915 Bungalow featured in the well known book, The Houses of St. Augustine. Enjoy being in one of the city’s most pleasant and distinctive neighborhoods. Be reminded of the history that surrounds you as horse carriages stroll by while you enjoy your coffee or wine on the large front porch. The house borders on the lovely Maria Sanchez Lake that inhabits many birds year round.

Cottage in Ponte Vedra Beach

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.

4.97 out of 5 average rating, 112 reviews

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 waterfront rentals in St. Augustine

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

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

4.93 out of 5 average rating, 275 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, 227 reviews

Beachside Studio

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

4.94 out of 5 average rating, 189 reviews

A cozy living area features comfortable seating arrangements, including a rocking chair and a sofa. A wooden coffee table is centered on a patterned area rug. Natural light filters through shuttered windows, creating a bright and inviting ambiance.

Flat in Butler Beach

Updated and clean, private beach access condo

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

4.83 out of 5 average rating, 165 reviews

Luxury Sunset Marsh View New Remodele Easy Walk #B

4.92 out of 5 average rating, 447 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.

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, 107 reviews

Oceanfront Bliss: Beach Views

Waterfront house rentals

4.9 out of 5 average rating, 122 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

An aerial view captures the exterior of a two-story house situated directly on the beach. The property is surrounded by sandy areas and features a spacious deck. The adjacent road is visible, with vehicles in motion and lush greenery lining the landscape.

4.97 out of 5 average rating, 113 reviews

Hercules by the Sea

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, 201 reviews

Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets

4.95 out of 5 average rating, 316 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

4.89 out of 5 average rating, 463 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

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

4.97 out of 5 average rating, 31 reviews

Home in St. Johns County

Oceanfront home right on Ponte Vedra Beach!

5 out of 5 average rating, 11 reviews

Home in Lincolnville

Rare Downtown Oasis | Private Pool + Parking

Waterfront apartment rentals

Apartment in St. Augustine Shores

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.

4.99 out of 5 average rating, 128 reviews

Riverfront direct views-Get it ALL in St Augustine

5 out of 5 average rating, 102 reviews

"Drift Away" at The Ocean Gallery

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, 111 reviews

Hideaway at Crescent Breach - St. Augustine

Apartment in St. Augustine Beach

A small balcony is furnished with two wooden chairs, offering a direct view of the sandy beach and the ocean beyond. The blue sky and gentle waves are visible, while grasses and beachgoers can be seen in the foreground.

4.93 out of 5 average rating, 127 reviews

Surf Side Six C-3

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 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, 190 reviews

Newly renovated! Steps to BEACH & POOL!

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 out of 5 average rating, 131 reviews

Boutique Beachside condo with easy access to beach

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.