Holiday rentals in St. Augustine Shores

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Top-rated holiday rentals in St. Augustine Shores

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A well-appointed bedroom features a spacious bed with a plaid duvet, situated against a striped wood wall. Natural light filters in through two windows, framing a view of the surrounding trees. A simple door provides entry, enhancing the room's cozy feel.
Barn in St. Augustine
4.98 out of 5 average rating, 41 reviews

Woodsy Barndominium, Pet friendly, 4.5 mi to beach

Get away from it all when you stay under the stars. Welcome to your secluded retreat at the Barndominium! Nestled within 5 acres of lush woods, this one-bedroom hideaway has a kitchen, wifi, two TVs, and screened lanai for nature watching while you sip your coffee. You might spot dozens of deer, squirrels, and a variety of birdlife visiting the feeding station. Outdoors you'll have a firepit, Adirondack chairs, RV-hookup and fish cleaning station. 8 min from beaches and 15 min from downtown!

Guest favourite
A private cottage exterior features a deck with outdoor seating under an umbrella. Adjacent lounge chairs provide a place to relax. The structure is surrounded by grass and mature trees, with a small grill visible nearby.
Guest house in St. Augustine
4.88 out of 5 average rating, 173 reviews

Island’s Edge Guest Cottage on Anastasia Island.

Fresh and professionally cleaned marsh front private cottage with amazing views. Walk or pedal from this adorable cottage to any of the local attractions. Nestled between the state park, our famous AMP, great beaches & downtown. Everything is close by. Your deck is perfect for a bbq, bird watching & sunset cocktails. ☹️Sorry no marsh access.☹️ Park trails and beach are close by. Stroll over to the Saturday morning market at “the Amp”. Ask me about our “Concert Package” You’ll love it here.

Guest favourite
The exterior of the two-story property is shown, surrounded by lush greenery and trees. A spacious gravel driveway leads to the home, which features a covered porch on the upper level. The lower area includes a decorative railing and opens up to a well-maintained yard.
Home in St. Augustine
4.89 out of 5 average rating, 103 reviews

Tree Tops: Where Everything is brand new

Take it easy at this unique and tranquil getaway nestled in the Tree Tops. All new appliances, furniture, electronics, sheets, and towels are found in this totally remodeled home. No expense was spared in making your stay as comfortable as possible. This is your perfect get away from the hustle and bustle of life. Enjoy your first cup of coffee on one of 3 porches. Tree Tops is also close to popular attractions, located 6 miles to Vilano Beach and 4 miles to St. Augustine’s historic district.

Guest favourite
A modern kitchen space is presented, featuring open shelves displaying dishware and decorative items. A countertop includes essential cooking tools and a sink, with a sleek black faucet. A compact microwave and a stand mixer are visible, providing convenience for meal preparation.
Flat in Butler Beach
4.9 out of 5 average rating, 126 reviews

1st Floor Studio near Beach!

Easy Peasy Accommodations. Perfect for a couple or solo traveler. 1st floor studio apartment with everything you need. 2 Blocks from beach access. Easy to find right on A1A. Please note: A1A is a moderately busy two-lane roadway which you can hear the cars go by. Property is a Triplex with the two other units also being rented as Airbnbs. This listing is for the first floor and you may hear movement related noise of upstairs neighbors. Access and parking is separate from other units.

Guest favourite
A bright, enclosed balcony is depicted with a comfortable chair, a small table, and a decorative area rug. Large glass windows showcase expansive ocean views, while light wood paneling complements the aqua-tiled feature wall. Ocean breezes are welcomed through the open layout.
Apartment in Butler Beach
4.93 out of 5 average rating, 105 reviews

Newly Remodeled Ocean View Condo-Upgrades Galore!!

Welcome to the Newly Renovated Ocean View Antastasia Condo, relax and enjoy this bright and airy 5th floor condo with a gorgeous coastal theme. Wood ceilings, brand new kitchen w/stainless steel appliances & aqua tiled feature wall & more! Ceiling fans & flat screen TV's in every room. Features stunning, breathtaking Ocean views with an enclosed glass balcony that opens to enjoy the ocean breezes and to hear the ocean waves. Wake up to a beautiful sunrise with your morning coffee!

Top guest favourite
A light-filled living area is depicted, featuring a spacious couch positioned against a vibrant artwork of a clownfish. Sliding glass doors lead to a serene outdoor space, while colorful paintings adorn the walls, adding artistic charm to the room.
Guest suite in St. Augustine
4.99 out of 5 average rating, 491 reviews

Art Studio Space – Quiet – Walk to Beach

This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.

Top guest favourite
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.
Apartment in St. Augustine Shores
4.99 out of 5 average rating, 122 reviews

Riverfront direct views-Get it ALL in St Augustine

Do not compromise-Just get it all! This is the hidden gem you were waiting to find. Only a few minutes from historic downtown and the area's best beaches, The Conquistador offers 3 swimming pools, tennis, tennis/pickleball courts, trails, a fishing pier, playgrounds, BBQ area, pavilion and plenty of space to roam and relax under the amazing Oak canopy. The beach or Downtown a mere 12 minute drive. Stay in your very private condo and enjoy the gorgeous views of the Manatee River.

Superhost
An open living area features a spacious blue sectional sofa, complemented by light wood accents and exposed beam ceilings. Large windows provide clear views of the beachfront, while the kitchen area offers modern appliances and wood cabinetry. A ceiling fan enhances airflow in the space.
Apartment in St. Augustine
4.79 out of 5 average rating, 165 reviews

Treehouse Gypsy Palace direct oceanfront

Located along a pristine stretch of beach is this unique treehouse style home offering an absolute beachfront location like no other. This unique home is split into 3 separate floors, The first floor “Gypsy Palace” consists of 1 bedroom, bath and an open living/kitchen area that will accommodate 4 guests. Step out onto the walkway that leads to the ocean. Enjoy uninterrupted ocean views while you relax, watch dolphins play in the surf, & marvel at the amazing sunsets.

Superhost
An open living area features a comfortable seating arrangement with a leather couch and an armchair. The space transitions smoothly into a dining area, accompanied by a wooden table and chairs. Natural light enters through the window, illuminating the warm wooden floors.
Home in St. Augustine Shores
4.87 out of 5 average rating, 282 reviews

Charming home with great amenities

Are you looking for a great family friendly place to relax close to St. Augustine and the beaches? This charming home with a relaxed vibe in St Augustine Shores is the place for you. You are just 5 miles from downtown and the beaches in a quiet neighborhood. Relax on the lanai, listen to sound of the fountain in the koi pond in private fenced back yard. You can access the community pool on the intracoastal for a $7 fee. Two kayaks available for your use.

Top guest favourite
A bright bedroom featuring a spacious bed with a gray quilt. A large window with dark curtains allows natural light to enter, illuminating the room's turquoise wall. A dresser is visible, and a doorway leads to a kitchen area in the background.
Flat in St. Augustine South
4.97 out of 5 average rating, 355 reviews

Home away from Home close to everything!

An ideal place to stay while visiting our lovely historic St. Augustine. It's in a quiet neighborhood close to beaches, historic district, restaurants and stores. The unit is above the two-car garage where you enter to go up stairs to the 500 square foot apartment. It has a living room, full kitchen, bedroom and bathroom. It's a few short blocks to Intracoastal Waterway (ICW) where you can enjoy breath-taking walks. Short drive to everything!

Top guest favourite
Home in Butler Beach
4.9 out of 5 average rating, 42 reviews

The Pelican- Relaxing Coastal Getaway

Spacious 3BR/2BA home with open layout, perfect for families to relax together Plenty of parking – bring bikes, beach gear, or even a boat Just steps from Dondanville Beach Ramp for quick and easy family beach days Walk or bike to local coffee shops, ice cream spots, and family-friendly restaurants Endless activities nearby – surfing, kayaking, biking, and beach exploring Family-focused hosting with comfort, convenience, and fun in mind

Guest favourite
A bright living area showcases a pull-out sofa bed and a coffee table, with a collection of magazines placed on it. A wooden ladder leads to a lofted sleeping space. The kitchenette is equipped with a microwave and a small refrigerator, while natural light enters through large windows.
Tiny home in St. Augustine South
4.97 out of 5 average rating, 299 reviews

Creekside Tiny House & Private Yard

Escape to Creekside Cottage, a stylish tiny house retreat perfect for couples or solo travelers. This unique space offers a private garden, views of Moultrie Creek, and a serene setting. Comfortably sleeps 2-3. You're just a 10-15 minute drive from historic downtown St. Augustine and beautiful beaches. Enjoy a thoughtfully designed, private getaway with all the comforts of home in a compact, modern package.

Popular amenities for St. Augustine Shores holiday rentals

When is the best time to visit St. Augustine Shores?

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Avg. price$158 SGD$158 SGD$163 SGD$163 SGD$163 SGD$155 SGD$162 SGD$142 SGD$132 SGD$143 SGD$167 SGD$174 SGD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Saint Augustine Shores?

    Saint Augustine Shores has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Saint Augustine Shores?

    Experience the best of Saint Augustine Shores with our condo rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Saint Augustine Shores?

    Four-legged friends are welcome in Saint Augustine Shores. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Saint Augustine Shores?

    Yes! Work meets play with ease at over 20 vacation rentals in Saint Augustine Shores featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Saint Augustine Shores house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Saint Augustine Shores, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Saint Augustine Shores have air conditioning?

    Absolutely! We offer over 10 condo rentals with air conditioning in Saint Augustine Shores. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Saint Augustine Shores have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Saint Augustine Shores. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Saint Augustine Shores have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Saint Augustine Shores. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Saint Augustine Shores have free parking?

    Absolutely! We offer over 10 condo rentals with free parking in Saint Augustine Shores. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Saint Augustine Shores?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in St. Augustine Shores

  • Total holiday rentals

    Explore 40 holiday rentals in St. Augustine Shores

  • Nightly prices starting at

    St. Augustine Shores holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,010 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of St. Augustine Shores holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across St. Augustine Shores rentals

  • 4.9 Average rating

    St. Augustine Shores stays are highly rated by guests – averaging 4.9 out of 5!