Waterfront holiday rentals in Vilano Beach

4.99 out of 5 average rating, 117 reviews

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

A comfortable living area features a neutral color palette with soft gray sofas accented by decorative cushions. A wooden coffee table is positioned in the center with a decorative tray. Natural light fills the space through a nearby window, enhancing the inviting environment.

4.93 out of 5 average rating, 198 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 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.

4.94 out of 5 average rating, 165 reviews

Charming Vintage Intracoastal Apartment

This breathtaking property is located on a quiet neighborhood street in Vilano Beach area on the river, minutes from the beach and a few miles from Historic Downtown St. Augustine. Apartment is on the second floor facing picturesque streets of Vilano Beach area. Waterfront private outside dining area with a grill, dock, and boardwalk are available on the waterfront side of the property. Famous local restaurants Cap's on the Water and Aunt Kate's are within walking distance from the property.

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.

5 out of 5 average rating, 139 reviews

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!

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, 143 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

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.

4.97 out of 5 average rating, 101 reviews

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 serving great food within walking distance.

Guest house in St. Augustine

A tranquil outdoor space features a well-maintained heated pool surrounded by lush greenery and colorful flowers. Seating areas with black Adirondack chairs are positioned around the pool, offering a peaceful setting. A covered patio stands in the background, complementing the inviting atmosphere.

4.95 out of 5 average rating, 189 reviews

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.

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, 186 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.

A stone pathway bordered by lush grass leads toward the ocean, where the sun sets on the horizon. The scene is framed by palm trees and greenery. A seating area with dark chairs is located on the right, providing a serene view of the beach.

4.99 out of 5 average rating, 114 reviews

The Coral Sea Casa- Oceanfront! Tiki bar!

The Coral Sea Casa is directly on the ocean on Vilano Beach with magnificent views! The full tiki bar with outdoor kitchen is great for hosting your family cookouts! Minimum age to rent is 25. Dogs permitted with pre-approval and pet fee of $100. Early check-in and late check-out free of charge! Event/parties are permitted on a case by case basis and an event fee will apply. In some cases an additional event agreement will be required. Operated by beachbabesrentals, LLC.

Holiday home in St. Augustine

A single-story beachside home is surrounded by well-maintained lawns and tropical landscaping. The light blue exterior is complemented by palm trees that provide shade. A wide pathway leads to the entrance, with windows and shutters adding architectural interest.

4.9 out of 5 average rating, 104 reviews

Beautiful Beachside Vacation Home W/ Amenities

HEATED POOL This beautiful Beachside vacation home appeals to a wide variety of people ensuring the perfect vacations stay. From its modern interior to, its exterior filled with activities like the pool, beach access, ping pong, cornhole, and more; it can keep everyone entertained from adults to children. Only being a 7 min. Drive from Downtown St. Augustine, you can make sure you you experience all this town has to offer without getting too far from home base.

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.

4.85 out of 5 average rating, 190 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

A spacious living area features a large gray sectional sofa, complemented by decorative throw pillows. A light-colored area rug anchors the seating space. Large windows frame views of the beach and ocean, while a flat-screen TV is positioned on a teal cabinet.

4.9 out of 5 average rating, 107 reviews

Beachfront | Fire Pit + Hammocks | Night of Lights

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 Vilano Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Superhost

A spacious covered porch is presented with a large wooden dining table surrounded by dark wicker chairs. View of the ocean is visible beyond the railing, with lush greenery and a glimpse of the pool area. Bright blue skies enhance the serene atmosphere.

Flat in Treasure Beach

4.87 out of 5 average rating, 110 reviews

Holiday sale! Save 5% on your 2026 booking!

4.94 out of 5 average rating, 248 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

4.93 out of 5 average rating, 198 reviews

Beachfront St. Augustine Condo • Pool, Ocean Views

Two white rocking chairs are positioned on a concrete patio, accompanied by a small table featuring a potted floral arrangement. The entrance to the studio, framed by double doors, is visible in the background, enhancing the inviting outdoor space.

4.99 out of 5 average rating, 206 reviews

Beachside Studio

4.95 out of 5 average rating, 184 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 Treasure Beach

Updated and clean, private beach access condo

4.93 out of 5 average rating, 419 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.

4.91 out of 5 average rating, 65 reviews

Surfside Retreat Unit C - Vilano Beachfront Views!

4.97 out of 5 average rating, 106 reviews

>•< Resort Style Retreat >•<

Waterfront house rentals

Superhost

Home in St. Johns County

5 out of 5 average rating, 3 reviews

The Dunes House – Oceanfront Getaway

4.97 out of 5 average rating, 127 reviews

The exterior of the house is showcased, featuring a blue facade with a well-maintained driveway. A private dock extends into the water, with views of the lush surroundings, including palm trees and a serene pond, adding to the peaceful ambiance.

Home in Flagler Beach

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

5 out of 5 average rating, 6 reviews

Waterfront Serenity, Steps to Beach, Fire Pit, BBQ

4.89 out of 5 average rating, 437 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 Treasure Beach

Waterfront Fisherman’s Treasure at Crescent Beach

5 out of 5 average rating, 17 reviews

A spacious living room features a large sectional sofa arranged around a circular coffee table. A wall-mounted Smart TV is positioned opposite the seating area. Natural light floods in through wide glass doors that provide views of the ocean.

Home in St. Johns County

Oceanfront Home near downtown St Augustine!

A charming coastal house is depicted with a traditional exterior, featuring dark shingles and a welcoming porch. A staircase leads to the entrance. The background is graced with a colorful sunset, casting soft light over the surrounding greenery and homes.

4.91 out of 5 average rating, 82 reviews

Oceanfront Rustic Cottage by the Sea

4.99 out of 5 average rating, 105 reviews

Two white adirondack chairs are positioned around a circular brick fire pit on a paved patio. A view of the ocean and sandy beach is visible in the background, with gentle waves lapping at the shore under a partly cloudy sky.

Home in Flagler Beach

The Ocean is Your Backyard - Entire House on Ocean

The exterior of the oceanfront home is showcased, featuring a raised structure with light blue siding and multiple windows. Palm trees are planted in a landscaped area leading up to stone steps that provide access to the front entrance.

4.98 out of 5 average rating, 45 reviews

La Anahi - Oceanfront Vacation Rental

Waterfront apartment rentals

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.

5 out of 5 average rating, 139 reviews

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

A spacious balcony offers a wide view of the beach and ocean, framed by an elegant arched opening. Green dunes and distant waves are visible, while a flock of birds gracefully moves across the sky, adding to the serene coastal atmosphere.

4.91 out of 5 average rating, 132 reviews

Oceanfront Retreat!

4.89 out of 5 average rating, 190 reviews

Beachy Condo| Steps to Beach | Pools | Hot Tubs

A private balcony features two light-colored chairs and a round table, providing views of the ocean and a nearby pool. The scenery includes lush greenery and a clear sky, while birds can be seen flying in the distance.

4.84 out of 5 average rating, 290 reviews

Direct Oceanfront ~ Fantastic Views!

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.

4.92 out of 5 average rating, 114 reviews

Surf Side Six C-3

Apartment in St. Augustine Beach

A kitchen countertop featuring a custom design reminiscent of ocean waves, highlighted by an array of fruit in a white bowl. A blue vase holds sunflowers, complementing the aqua-colored backsplash made of square tiles.

4.86 out of 5 average rating, 245 reviews

Oceanside Condo-2 pools, 5 hot tubs, pickleball

A spacious bedroom is equipped with a large bed adorned with plush, blue pillows. A sliding glass door opens to a private balcony offering a scenic view. A small seating area with two chairs is visible outside. A flat-screen TV is positioned on a dresser.

4.95 out of 5 average rating, 191 reviews

After Dune Delight, BEACH FRONT w/Fishing Pier

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.