Waterfront holiday rentals in St. Augustine

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, 190 reviews

SeaPlace, Ocean View, Poolside 2/3 Walk to Beach

Beautiful St. Augustine Beach ocean and pool views from this 2/2.5 townhouse style condo, just steps to the beach. Come enjoy everything this vibrant city has to offer. 2 quiet bedrooms and bathrooms upstairs. 2 private balconies. Downstairs is a full kitchen, dining area for 6 (or well lit workspace), half bathroom, living area w/ new 65" TV, 10 minutes from historic downtown. Family friendly resort community w/ pools, tennis, pickleball and bocce’ ball courts. Beach chairs & towels provided.

Cottage in Green Cove Springs

Two charming guest houses are surrounded by well-maintained landscaping filled with colorful azaleas. Mature trees provide shade, and sunlight filters through, creating a serene outdoor space. The residences feature distinct architectural styles, showcasing a harmonious blend with the lush surroundings.

4.98 out of 5 average rating, 153 reviews

Charming Guest House on Riverfront Estate

Pretty Guest House situated on majestic 5 acre riverfront estate on the St. John’s River with park-like grounds filled with colorful azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to incredible hawks and bald eagles overhead! Wake up to a magical sunrise each day! Bass Pro Shop did a photo shoot here for their Spring 2025 catalogue! Owners home is on the property and they are always available. 45 minutes to JAX Beaches. 35 min to St. Augustine.

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.

4.98 out of 5 average rating, 121 reviews

As seen on HGTV DesignerHome •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

4.97 out of 5 average rating, 290 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

Time to Relax at our St Augustine canal front getaway! Great family destination just 15 min. to Historic Downtown St Augustine. Neighborhood features PRIVATE Beach Access with a less than 10 minute . walk, depending on pace, to the Beach. Boating and Fishing at your Fingertips with private, over-the-water dock and ramp to floating dock where you can tie up your own boat/kayak/jet skis. The perfect end to your beachside dream day will be watching the sunset while on your private dock.

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, 190 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.

Home in Ponte Vedra Beach

The living room features a spacious layout with comfortable seating arranged around a large television. A coastal theme is evident in the decor, including a surfboard displayed on the wall. Natural light streams in through the front door and windows, illuminating the space.

4.91 out of 5 average rating, 164 reviews

Ocean front one level. Large backyard on the beach

The house was build in the 70s and has a fantastic beach flair. It’s our vacation spot and it’s renovated the way we love it. This place creates amazing memories. It has 4 bedrooms: -Master with King bed -Bedroom with Queen bed -Bedroom with King bed -Bedroom with 2 single beds Our house has excellent backyard with expansive grass at the same level as the beach (no decks or stairs). I frequently grill and do a quick dip in the ocean between the flips.

4.87 out of 5 average rating, 183 reviews

A spacious wooden deck is illuminated by string lights, featuring a seating area with wicker furniture and a designated space for dancing. The tranquil river view and the sunset create a serene backdrop, with Spanish moss hanging from nearby oak trees.

Cabin in St. Augustine

ROMANTIC RIVERFRONT CABIN~ BRING BOAT ~ SLEEPS 2

Relax with your sweetheart while watching the fish jump from your own private deck. The cabin has been open for 3 years and has 92 reviews and has 4.89 STARS out of 5! "The View is absolutely beautiful, especially the sunsets! & You can see this amazing view right from the bed!" Alex April 2022/ We've replaced the microwave with an air fryer. Everything you need to have a wonderful vacation is right here! Including Breakfast foods!

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 out of 5 average rating, 275 reviews

Ocean Gallery 1/1, 2 pools

Bright, airy and beachy, this condo at Ocean Gallery pairs resort-style amenities with an exceptionally clean, stylish and comfortable condo. Perfect for a couple or one family, it sleeps up to 4 in beds (primary bed sleeps 2; pullout sofa in living area sleeps 2 additional guests - perfect for kids). You’ll be a few steps from 1 of the 2 pools, and a 5 minute leisurely stroll through the complex will take you to the beach!

4.98 out of 5 average rating, 321 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, grill out in your own private courtyard while listening to the relaxing water fountain. “Wine” down and watch the sunset. Private brand new 4 person hot tub. Beautiful courtyard night lighting. 0.5 miles walking distance to the bridge of lions and historic downtown. Off-street parking. Food bars and fun within 300 feet location is directly off the downtown boulevard entrance. Special requests are available.

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.

4.96 out of 5 average rating, 110 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.

A cozy dining area is highlighted by a white table and two chairs, accompanied by two cups. Large glass doors open to a private balcony, showcasing expansive ocean views against a sunset sky. A wall-mounted TV is positioned within the room's inviting atmosphere.

4.76 out of 5 average rating, 134 reviews

Oceanfront Top Floor 1 BR Condo - 180° Beach Views

This beautiful top floor one bedroom condo has a spectacular private oceanfront balcony overlooking Crescent Beach with stunning 180° unobstructed ocean views. The complex features a heated pool, easy beach access, and some of the best oceanfront views in the area. *Please inquire first with information on your booking party prior to sending a formal booking request. This makes for a smoother booking process.

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, 105 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

4.87 out of 5 average rating, 110 reviews

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 Butler Beach

Beachfront, Heated Pool with Private Beach Access

4.93 out of 5 average rating, 258 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, 199 reviews

Beachfront St. Augustine Condo • Pool, Ocean Views

Flat in St. Augustine Beach

4.99 out of 5 average rating, 215 reviews

Beachside Studio

4.94 out of 5 average rating, 174 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, 185 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

4.86 out of 5 average rating, 155 reviews

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

Luxury Sunset Marsh View New Remodele Easy Walk #B

4.92 out of 5 average rating, 432 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.

Waterfront house rentals

4.96 out of 5 average rating, 24 reviews

Anastasia Steps to Downtown Full House MCM Beach

4.95 out of 5 average rating, 55 reviews

An outdoor area features a mini golf putting green, surrounded by gravel and decorative stones. Multiple white outdoor chairs are arranged nearby, and a fire pit is positioned at the center with a circular stone border. A shaded structure houses a grill and additional seating.

Home in Butler Beach

Sauna MINI Golf Beach Firepit Sky Shower Dogs Ok

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.

4.89 out of 5 average rating, 114 reviews

Waterfront Cottage on Private Island in Preserve

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, 116 reviews

The Coral Sea Casa- Oceanfront! Tiki bar!

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.

4.94 out of 5 average rating, 202 reviews

Surfside House

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.

4.84 out of 5 average rating, 199 reviews

Oceanfront, Blissful Sunrises, Beach Gear, BBQ

4.92 out of 5 average rating, 79 reviews

LakeHouse, Spacious and waterfront.

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.

4.88 out of 5 average rating, 148 reviews

Oceanfront Barefoot Beach Retreat

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, 142 reviews

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

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, 122 reviews

Riverfront direct views-Get it ALL in St Augustine

4.8 out of 5 average rating, 278 reviews

Sand & Surf-180° View DirectOceanfront Heated Pool

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, 297 reviews

Direct Oceanfront ~ Fantastic Views!

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.

4.98 out of 5 average rating, 133 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.

4.95 out of 5 average rating, 173 reviews

Newly renovated! Steps to BEACH & 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.

4.94 out of 5 average rating, 144 reviews

Summerhouse - Direct Oceanfront Corner Unit

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.