Apartment holiday rentals in Anastasia Island

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Top-rated apartment rentals in Anastasia Island

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Guest favourite
Flat in St. Augustine Beach
4.93 out of 5 average rating, 199 reviews

Beachfront St. Augustine Condo • Pool, Ocean Views

Welcome to Turtle Trace, your beachfront getaway on Anastasia Island in beautiful St. Augustine! This condo offers direct pool & beach access, sweeping ocean views, and just minutes from Historic Downtown. Perfect for families, couples, or anyone wanting the ultimate coastal escape. Why You’ll Love It 🏖 Steps to the beach & pool right outside your patio door 🌅 Enjoy amazing sunrise views over the Atlantic 🏡 Gated, beautifully maintained community 🍴 Walk to restaurants, cafes & grocery stores

Guest favourite
A spacious living area features a comfortable gray sofa positioned near a wooden coffee table on a textured rug. Light streams in from overhead beams and an open kitchen can be seen in the background, enhancing the airy atmosphere.
Flat in St. Augustine
4.97 out of 5 average rating, 400 reviews

Beautiful Modern Studio Apt, 100ft to the Beach

Over 100 years old, this property has been remodeled into a lovely beach retreat. Just steps from the ocean and in the middle of everything St Augustine Beach has to offer! Walk to the sand in less than a minute or stroll A1A for the perfect restaurant. Beachcomber, Taco Shop, Mango Mango and Kookaburra are all so close. The only thing closer is the beach!! This studio has a queen size bed, full bathroom, kitchen and laundry in the apartment. This is the place to relax after a day at the beach!

Top guest favourite
Flat in St. Augustine
4.94 out of 5 average rating, 117 reviews

Duneside Bliss l Hot Tub l Firepit l Dogs OK

A fresh, modern beach retreat, one block to the oceanside: ->Steps to the beach! ->Amazing backyard with hot tub, firepit, conversation set, putting green, and outdoor shower ->Family friendly: the home is stocked with a pack n play, children's dinnerware and cups, booster/high chair, children's games, and board games for all ages ->Stocked for the beach: Beach towels, 4 beach chairs, umbrella, beach wagon, and small drink cooler all supplied for your stay ->Dog friendly for up to 1 dog (see Ot

Top guest favourite
A modern kitchen is featured, showcasing sleek white cabinetry and a large island with seating for three. A stainless steel stove and hood are positioned centrally, complemented by minimalist decor. Natural light fills the space through a nearby glass door and staircase leading to the upper level.
Flat in St. Augustine
4.98 out of 5 average rating, 121 reviews

2BR/2B Get Away-Walk to St. Aug

This hidden gem (Unit B) is a 2 BR/2 bath home that is part of a duplex within a few minutes walk of some of the best St. Augustine has to offer and a short drive to St. Augustine Beach. The layout is perfect for a family/friends getaway, with the downstairs being comprised of the living area, kitchen, 1 BR, and 1 bath, and 1 additional BR and bath upstairs. 5-min bike ride to the beach, 5-min walk to all the bars and restaurants on Anastasia Blvd, and a 10-min walk(.6mi)to downtown St. Aug.

Top guest favourite
The exterior of a two-story building is shown, featuring a textured yellow facade and a brown roof. Windows are present on both levels, with landscaping that includes green shrubs and palm trees in the foreground, set against a clear blue sky.
Flat in St. Augustine Beach
4.91 out of 5 average rating, 274 reviews

High Tide - breezes galore!

High Tide is the upper unit in my Triplex in St.Augustine Beach - SAGE TIDES - on the East side of A1A Beach Blvd (i.e. no street to cross!). Two large bedrooms with a new KING bed and a Queen and a rollaway. Walking distance to everything - bring your flip flops - stay awhile! On a dead end road, two houses from the beach make it a 90sec walk to the sand dunes and ocean! Two decks to catch the breezes, morning & night! The decks are only accessible by your unit. Bonus - Pet friendly!

Top guest favourite
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.
Flat in St. Augustine Beach
4.97 out of 5 average rating, 109 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,great food, live music within walking distance.

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 St. Augustine
4.9 out of 5 average rating, 124 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 scenic view from the balcony shows a large pool surrounded by lounge chairs, with the ocean and sandy beach visible in the background. Lush green landscaping enhances the outdoor area, offering a serene atmosphere for relaxation under a clear blue sky.
Flat in St. Augustine
4.93 out of 5 average rating, 182 reviews

Ocean View 3br Condo! Indoor pool, steps to beach

Tastefully updated 3 bedroom 2 bath beach condo offers panoramic ocean and pool views from the living room, dining room, master bedroom, and balcony. This unit is located on the 4th floor (top floor of the building) with elevator access, and has recently been entirely renovated. This complex has an Oceanside pool/ hot tub/kiddie pool as well an indoor heated pool, sauna, tennis courts, racquetball court, and fitness center in the clubhouse. Only 15 minute drive to historic downtown!  

Top guest favourite
A spacious living area features a comfortable sofa and a patterned area rug, with a wall-mounted television visible. Large windows provide natural light, and a decorative console table stands against the wall. Artwork adorns the walls, enhancing the inviting ambiance.
Flat in St. Augustine
4.99 out of 5 average rating, 148 reviews

A1A Beach Retreat Unit E - Clean Full Apartment

Discover the perfect St. Augustine Beach getaway! This 2-bedroom (queen beds), 1-bath vacation rental is in the heart of St. Augustine Beach, just a short stroll to local favorite restaurants, lively watering holes, and the beach. Only 5 miles from historic downtown, it’s easy to explore the area’s rich history and charm. Enjoy the convenience of 2 reserved compact parking spaces, making your beach days a breeze. More than a stay—it’s a lifestyle. Book now and start making memories!

Guest favourite
A modern dining area features a round wooden table surrounded by four upholstered chairs, offering comfort during meals. Large windows allow natural light to fill the space, showcasing views of greenery outside. A minimalist wall art piece enhances the stylish and welcoming atmosphere.
Flat in St. Augustine
4.92 out of 5 average rating, 118 reviews

Cozy Garden - Sleeps 4- hottub/outdoor shower!

This is a lovely vacation home in downtown  St. Augustine. This charming retreat offers a perfect blend of modern amenities and charm, while providing an unforgettable getaway experience. This two-bedroom, one-bath home is designed for comfort and tranquility. The main bedroom features large French doors that open onto a private deck with modern decor, while the second bedroom also offers access to the private deck with a hot tub, creating an equally inviting space.

Guest favourite
A well-lit living area features a plush dark recliner and a light-colored sofa, arranged around a small coffee table. A decorative lamp adds warmth beside a window. A TV is positioned on a black stand, while framed artwork and a plant enhance the welcoming space.
Flat in St. Augustine
4.97 out of 5 average rating, 252 reviews

Dog-friendly, Walk Everywhere apt with FREE BIKES

Come stay in this completely renovated, beautiful second floor, pet-friendly one bedroom apartment with a large fully-equipped eat-in kitchen. A spacious balcony with rocking chairs. Shared use of the fabulous back yard with picnic tables, BBQ grills, and bicycles! One parking space guaranteed. Best part: The location! About a five-minute walk to historic downtown and Flagler. Super comfy queen size 4-post bed. Pet fee is $40 per dog per stay (max of 2 dogs).

Guest favourite
The exterior of a two-story building showcases a contemporary design with a vibrant turquoise front door and matching chairs on the balcony. White wooden siding contrasts with dark railings, while lush greenery and landscaping enhance the entrance.
Flat in St. Augustine
4.98 out of 5 average rating, 486 reviews

*2BR* Luxe Loft Close to Everything | Balcony

This newly renovated 2 bedroom apartment is nestled above small office space and sits in an area being re-juvenated in St. Augustine. Walk to Back 40 Urban Cafe, a favorite with the locals. The interior is professionally designed and is ideal for guests who appreciate fun, funky, eclectic touches. Centrally located in such a way that you easily access numerous activities throughout St Augustine without being stuck in downtown traffic!

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