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Apartment holiday rentals in Anastasia Island

Find and book unique apartments on Airbnb

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 favourite
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.
Flat in St. Augustine
4.93 out of 5 average rating, 327 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.

Top guest favourite
A charming view of the Italian restaurant Pizzalley's, featuring a decorative balcony adorned with hanging plants. The building’s colorful facade complements the vibrant street lined with trees and vintage-style street lamps, creating a lively atmosphere in the historic district.
Flat in St. Augustine
4.97 out of 5 average rating, 820 reviews

Balcony apt on USA’s oldest Street (St. George St)

"The Heart of St. Augustine" Voted #1 Airbnb in St Augustine by Trip 101, # 5 Top 10 Airbnb's in St. Augustine" by Territory Supply and in the "Top 15 Best Airbnb's in Florida" by Road Affair. Live music, scrumptious food, craft drinks, and the hustle and bustle of people walking the historic St. George St, all surround you. Relax and people watch from your balcony. Sightseeing, restaurants, trolley stop and nightlife are steps away. This apt is in the center of it all. NYE is a 3 night min

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
4.99 out of 5 average rating, 141 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
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
4.98 out of 5 average rating, 126 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.

Top guest favourite
Flat in St. Augustine
4.93 out of 5 average rating, 698 reviews

2 Blocks Walk to the Beach! Renovated Beach Apt

Location, location, location! Bright 2nd floor beach apt, recently renovated, 2 blocks to the beautiful sands of St. Augustine Beach! Spend your days at the beach and evenings exploring the historic downtown. The apartment has 2 bedrooms- 1 king and 2 twins, new bath, kitchen, dinning and living room with an open floor plan, balcony deck, outdoor shower, parking, Roku TV, & wi-fi. Listen to the waves from the deck at night! Hosted by a local family who puts lots of love into their first home.

Guest favourite
The exterior of the two-story turquoise house is showcased, featuring a deck with seating and a beautifully landscaped yard filled with greenery and tropical plants. A clear blue sky enhances the inviting appearance of the home, which is situated in a residential area.
Flat in St. Augustine
4.88 out of 5 average rating, 104 reviews

Ocean Views, Beach Bikes, Sunny Deck, Steps 2 Sand

Save my home to your wish-list by clicking on the <3 in the upper right corner! >Beach access across the street (1 min walk)! >Entire upstairs apartment >Gorgeous ocean views! >2 beach bikes provided >Private patio with seating >Sleeps 3 (2 in master, 1 on daybed) >Downtown St. Augustine is a 17 minute drive >Close to A1A Back 40 Beachside >Drip coffee pot >Electric Grill >Washer + Dryer access >Smart TVs with Netflix, Hulu, etc. >2-3 days of supplies provided (TP, trash bags, pods, etc.)

Guest favourite
The living area features a spacious couch adorned with decorative pillows, situated across from a flat-screen TV on a white media console. A round glass coffee table rests on an area rug with intricate patterns, while light filters through sheer curtains enhancing the room's bright ambiance.
Flat in St. Augustine
4.92 out of 5 average rating, 153 reviews

5 walking minutes to the beach

Walk 5 minutes on a quiet street to the beach access. Your apartment covers the first floor of this home, located in a quiet, residential neighborhood. This sunny apartment has been totally renovated, with two large bedrooms, a fully equipped new kitchen with granite counter tops, Mexican tile floors, WiFi, cable TV, Netflix, two flat screen TVs, washer/dryer, and dishwasher. It has a completely fenced-in yard with a large covered patio. One dog is welcome. There is no pet fee.

Top guest favourite
The open living area features wooden floors and natural light from multiple windows. A compact dining table with folding chairs is set next to a breakfast bar. The kitchen is partially visible in the background, showcasing cabinetry and accessories.
Flat in St. Augustine
4.93 out of 5 average rating, 414 reviews

Charming "Treehouse" apartment

Let this unique 1 bdrm/1 bath (w/ claw-footed tub) apartment provide the relaxation and comfort you should expect when on vacation. The bedroom has a comfy queen-sized mattress and the black recliner in the living room has the potential to lull you into a dreamy state when you're not out exploring! The treehouse is close enough to attractions/beach/restaurants to walk or ride bikes (We have an assortment of bikes and beach paraphernalia for your use). Three day minimum.

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
4.97 out of 5 average rating, 365 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
A bright living space is highlighted by light blue walls and natural light filtering through the windows. The kitchen area features white cabinetry, stainless steel appliances, and a breakfast bar with two stools. A cozy seating area includes a gray couch and decorative lighting.
Flat in St. Augustine
4.89 out of 5 average rating, 345 reviews

Deja Blue l Fire pit l Steps to Beach l Dogs OK

Located just steps from the beautiful sandy St. Augustine beach is this gorgeous apartment with everything you could need for a relaxing, beachside stay: ->One block to the beach! ->Cozy backyard with firepit, seating, and outdoor shower ->Stocked for the beach: Towels, chairs, umbrella, beach wagon, all supplied for your stay ->Dog friendly for up to 1 dog (see Other Things to Note section for additional details)

Top guest favourite
A spacious living area is highlighted by hardwood floors and large windows allowing natural light. A blue sofa and glass coffee table are centrally positioned, while a chandelier adds elegance. Heavy curtains frame the window, and a small lamp provides additional illumination.
Flat in St. Augustine
4.93 out of 5 average rating, 376 reviews

Anastasia Grand # 1-Between Downtown and the Beach

Located on beautiful Anastasia Island, this 1920's fully renovated luxury apartment is walking distance to historic St Augustine via the Bridge of Lions and biking distance to St Augustine Beach. In the early Florida boom period of the 1920's, British developer D.P. Davis fell in love with St. Augustine and designed the Davis Shores neighborhood right over the Bridge of Lyons on Anastasia Island.

Top guest favourite
A bright sleeping area features a spacious bed with a light-colored coverlet. Flanking the bed are two bedside tables, each with a lamp providing soft illumination. The room is accented with light blue walls and a piece of serene artwork, enhancing the relaxed atmosphere.
Flat in St. Augustine
4.98 out of 5 average rating, 326 reviews

Seahorse Studio (Very Walkable + Free Parking)

Located just a few blocks from all that downtown has to offer, the Seahorse Studio is the perfect way to enjoy your trip to St Augsutine. Less than a 10 minute walk to St George Street, the Castillo de San Marcos, the Bayfront, and Flagler College. The studio welcomes you with free off-street parking, a private entrance and yard, and a stylish space to relax after hitting the town.

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