Apartment vacation rentals in Anastasia Island

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Top-rated apartment rentals in Anastasia Island

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

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Top guest favorite

A spacious bedroom features a comfortable bed with a woven headboard, flanked by two bedside lamps. Natural light enters through a window dressed with wooden blinds. A ceiling fan circulates air, while decorative paddles add an interesting touch to the wall.

Apartment in Butler Beach

4.93 out of 5 average rating, 336 reviews

Toast Sunsets from the Wraparound Deck at a Coastal Oasis

A wonderful getaway, this property includes two airbnbs. A two story home with a detached guesthouse. These listings can be rented separately or together, if available. This listing is space is about 1,000 sq ft. You will have exclusive access to the second story apartment and wrap around porch. You will have one dedicated parking spot. There is a small backyard area with an outdoor shower that is shared with the other Airbnb. Access to the apartment is via keypad code. Were available if you need anything, but many times we only communicate with our guests through Airbnb! This Crescent Beach retreat is set back a bit from the road just 3 blocks from the ocean and 8 miles from downtown. Uber is the best way to get around without a vehicle. The Crescent Beach house is on A1A, set back a bit from the road. A1A is a moderatly busy two lane highway. However, you access the home from the backyard, which is also where you park, via a short grass road. Uber is the best way to get around if you do not have your own vehicle. This property includes two airbnbs. Each listing has one dedicated parking space in the rear of the property via a short grass backroad. The parking spaces are right next to each other.

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Guest favorite

Apartment in St. Augustine Beach

4.92 out of 5 average rating, 212 reviews

Beachfront St. Augustine Getaway-Pool & Ocean View

Come Stay @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

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Top guest favorite

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.

Apartment in St. Augustine Beach

4.98 out of 5 average rating, 141 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.

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Top guest favorite

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.

Apartment in St. Augustine Beach

4.96 out of 5 average rating, 115 reviews

Oceanfront Bliss: Beach Views

Welcome to your oceanfront oasis in St. Augustine Beach! Featuring a spacious king suite, a comfy queen bedroom with twin trundle, and a sleeper sofa, it offers stunning sunrise views, a modern boho surfer’s vibe, and an updated chef’s kitchen. Steps to one of the best beaches in the east coast and walk to lively local restaurants and bars, it’s minutes to St. Augustine’s Nights of Lights, Amphitheater, and more! This isn’t just a vacation rental—it’s your personal seaside escape. Book now!

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Top guest favorite

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.

Apartment in St. Augustine

4.99 out of 5 average rating, 168 reviews

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

This gem (Unit B) is a 2 BR/2 bath home that is part of a duplex within a few min. walk of some of the best St. Augustine has to offer and a short drive to St. Augustine Beach/amphitheater. The layout is perfect for a family/friends getaway, with the downstairs including 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.

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Guest favorite

An aerial view captures the surrounding coastal neighborhood, with a clear sight of the beach in the distance. The image highlights the proximity to the ocean, with palm trees lining the streets and residential structures dotting the landscape.

Apartment in St. Augustine Beach

4.85 out of 5 average rating, 101 reviews

Couples Tropical | Private Balcony | Pet Friendly

Discover this beautifully renovated getaway, an ideal one-bedroom suite for a couple's retreat or a tranquil escape. Located just steps away from the beach, this second-floor unit offers a private and secluded entrance, outdoor paver patio, and spacious balcony. Beach access is only four houses away from the property, and you'll also have the luxury of a private outdoor shower for a refreshing rinse. Within walking distance, you'll find a variety of restaurants, shops, and bars to explore.

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Top guest favorite

A welcoming living room features a comfortable couch and accent chairs with geometric patterns. A wooden coffee table sits in the center, surrounded by light-colored walls and wood flooring. Natural light enters from sliding glass doors that lead to a private balcony, enhancing the spacious feel.

Apartment in Butler Beach

4.94 out of 5 average rating, 120 reviews

SEA & SALT|2-min walk Beach|2x Sparkling Pools

Welcome to the Sea & Salt Retreat of St. Augustine Beach! Fit 4 people in this spacious 2BR/2.5BA condo that is a 2-min walk to our beautiful white sand beach and a 1-min walk to the pool with cabana and chaise lounges. Effortlessly enjoy relaxation at the beach, lounge all day in the sun at the sparkling clean pool, or drive 12-mins to the Historic Downtown St. Augustine. Phenomenal amenities: Two sparkling clean pools, clubhouse, tennis courts, pickleball, racquetball, and basketball!!

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Top guest favorite

A shaded outdoor area features a hammock with striped fabric, inviting relaxation. Stone pavers lead to a landscaped garden area with green foliage and seating. A patio setting is visible in the background, complete with table and chairs for outdoor dining.

Apartment in St. Augustine Beach

4.89 out of 5 average rating, 292 reviews

Low Tide - Beach Bungalow

LowTide part of Sage Tides Triplex - East of A1A beach Blvd , ground floor, old-Florida (build in 1923!) pet-friendly 2 bedroom, cozy unit (900 sf) with a private yard & patio/garden living space & two hammocks. Located on a dead-end street easy walk (2 houses away) to the beach. Yes, old Tile floors, some with cracks but cool for your feet or pets & easy to sweep. Sleeps 2 comfortably, 3-4 tight . There is one full bath (shower only) new in 2022 and the kitchen is fully equipped.

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Top guest favorite

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.

Apartment in Butler Beach

4.94 out of 5 average rating, 191 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!

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Top guest favorite

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.

Apartment in St. Augustine Beach

4.99 out of 5 average rating, 166 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!

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Guest favorite

A serene outdoor area features a suspended basket chair, surrounded by lush greenery and sun loungers beside a sparkling pool. Umbrella-shaded tables provide shade, while the building's modern architecture stands in the background, enhancing the inviting atmosphere of the space.

Apartment in St. Augustine

4.85 out of 5 average rating, 107 reviews

Luxury Retreat in St. Augustine

Escape to Isla Antiguas in St. Augustine, FL, and indulge in luxury at this stunning 2-bed, 2-bath Airbnb. Perfectly designed for comfort and style, this upscale retreat offers a fully equipped kitchen, elegant living spaces, and plush bedrooms. Enjoy top-tier amenities, including a sparkling pool, fitness center, and scenic surroundings. Just minutes from historic downtown and pristine beaches, this getaway is ideal for relaxation and adventure. Book now for an unforgettable stay!

ValueFamilyLong stay

Top guest favorite

The living area features a comfortable gray sofa and armchairs, arranged around a coffee table on a patterned rug. A television is placed on a wooden media console, while natural light enters through a window, complemented by blinds and soft drapes.

Apartment in St. Augustine Beach

4.91 out of 5 average rating, 587 reviews

2 Blocks Walk to the Beach! Location, Location!

Location, location, location! Come spend days at the beach and evenings exploring the historic downtown! This apt is a 2 block walk to the beach with 2 bedrooms- 1 king and 2 twins, 1 bath, open kitchen, dining & living room, spacious deck, beachy backyard, private outdoor shower, 2 parking spaces, wi-fi, and easy access to all St. Augustine has to offer. Beach chairs, towels and an umbrella are also included. Hosted by a local family who puts lots of love into their first home.

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