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.

1 of 1 pages1 / 1
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.
Apartment in Butler Beach

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.

ValueLocationLayout

4.93 out of 5 average rating, 338 reviews
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.
Apartment in St. Augustine Beach

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!

FamilyLocationAir conditioning

4.96 out of 5 average rating, 440 reviews
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.
Apartment in St. Augustine Beach

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.

LocationValueAccuracy

4.97 out of 5 average rating, 142 reviews
Top Guest favourite
Apartment in St. Augustine Beach

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.

LocationFamilyWi-Fi

4.93 out of 5 average rating, 712 reviews
Top Guest favourite
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

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!

ValueFamilyHospitality

4.96 out of 5 average rating, 116 reviews
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.
Apartment in Butler Beach

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.)

LocationFamilyWalkability

4.88 out of 5 average rating, 109 reviews
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.
Apartment in St. Augustine

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.

FamilyLocationAccess

4.99 out of 5 average rating, 171 reviews
Guest favourite
A charming two-story structure showcases a light-colored exterior with a welcoming front porch adorned with seating. Lush greenery and palm trees frame the property, while a spacious driveway provides ample parking. The vibrant sunset sky adds a warm glow to the serene setting.
Apartment in St. Augustine Beach

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.

ValueLocationCondition

4.85 out of 5 average rating, 102 reviews
Top Guest favourite
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

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!!

FamilyValueOutdoor spaces

4.94 out of 5 average rating, 120 reviews
Top Guest favourite
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

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.

LocationValueSleep quality

4.89 out of 5 average rating, 294 reviews
Guest favourite
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

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!

LocationValueLong stay

4.85 out of 5 average rating, 113 reviews
Superhost
A heated pool is positioned at the foreground, surrounded by a spacious deck featuring lounge chairs and outdoor tables. A grassy area is situated near the pool, while the condo units with balconies are visible in the background. Bright umbrellas provide shade for guests.
Apartment in Crescent Beach

Oceanfront Condo with Balcony!

Enjoy coffee or cocktails on the third-floor balcony overlooking the ocean! 1 bedroom (queen bed)/1 bathroom condo with direct beach access and a heated pool downstairs. Be on the beach in 4 minutes with your private boardwalk! Heated pool, outdoor showers for pets & people, bbqs near the pool, communal laundry, elevators & ice centers. Pet-friendly condo and leashed pets permitted on the beach. The condo is a 15-20 minute drive south of the St. Augustine downtown area.

LocationValueDecor

4.78 out of 5 average rating, 142 reviews

Popular amenities for Anastasia Island apartment rentals

Weekly apartment rentals

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.
Apartment in St. Augustine

Charming "Treehouse" apartment

FamilyValueCleanliness

4.93 out of 5 average rating, 428 reviews
Top Guest favourite
A bright living area showcases comfortable seating with a gray sofa and two armchairs. A wooden TV cabinet contains a flat-screen television, while a coffee table and a desk with chairs provide functional spaces. Natural light streams in through large windows, enhancing the airy feel.
Apartment in St. Augustine Beach

Best Ocean View and Location ~ Steps to Pier Park!

FamilyValueLayout

4.93 out of 5 average rating, 144 reviews
Guest favourite
A bright and airy room is showcased, featuring a spacious queen bed and a Murphy bed for flexible use. The area includes a comfortable blue chair next to a small table, with natural light flooding in from windows and a private entrance visible.
Apartment in St. Augustine Beach

100 Steps to Beach, Deck w Ocean View, Beach Gear

FamilyValueHeating

4.83 out of 5 average rating, 332 reviews
Guest favourite
Apartment in St. Augustine Beach

Beachfront St. Augustine Getaway-Pool & Ocean View

ValueFamilyBiking

4.92 out of 5 average rating, 212 reviews
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.
Apartment in St. Augustine Beach

A1A Beach Retreat Unit E - Clean Full Apartment

LocationValueAccuracy

4.99 out of 5 average rating, 167 reviews
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.
Apartment in St. Augustine

Home away from Home close to everything!

LocationValueAir conditioning

4.97 out of 5 average rating, 375 reviews
Top Guest favourite
A dining area is showcased with a wooden table surrounded by six chairs, featuring vibrant floral upholstery. A woven pendant light hangs above, illuminating the space. An ocean-themed mural adorns the wall, complemented by potted plants positioned nearby.
Apartment in St. Augustine

Charming Old-Florida Apartment

FamilyValueComfort

4.93 out of 5 average rating, 174 reviews
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.
Apartment in St. Augustine

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

LocationValueLayout

4.97 out of 5 average rating, 843 reviews

Private apartment rentals

Top Guest favourite
Apartment in St. Augustine

Lil’ Abbottry - 1/1 Apt - 5 Min Walk to City Gates

FamilyValueComfort

4.96 out of 5 average rating, 281 reviews
Guest favourite
The living area features a comfortable sofa, accompanied by a wooden side table. Artwork adorns the walls, and natural light filters through the windows. A decorative door leads to the porch area, enhancing the room's inviting layout.
Apartment in Lincolnville

Bougainvillea way, steps to town center, romantic.

LocationValueAmenities

4.92 out of 5 average rating, 457 reviews
Guest favourite
The bright bedroom features yellow walls and a spacious queen size bed adorned with patterned linens. A decorative mirror reflects light, while a ceiling fan enhances airflow. The en suite bathroom is visible through an open door, providing convenient access.
Apartment in St. Augustine

Downtown St. Augustine cozy Apt. New comfy bed.

LocationFamilyShared spaces

4.74 out of 5 average rating, 805 reviews
Guest favourite
A small dining area features a round wooden table surrounded by two wooden chairs. A bottle of wine and a decorative plant sit on the table. Natural light filters through sheer curtains, illuminating the space, while a coffee table with a tray and candles is positioned nearby.
Apartment in St. Augustine

St. Augustine Studio Oasis In The Middle Of It All

ValueLocationPets

4.88 out of 5 average rating, 455 reviews
Top Guest favourite
Apartment in St. Augustine Shores

Shores Studio • Kitchenette • Queen • Near Beaches

ValueLocationBiking

4.96 out of 5 average rating, 110 reviews
Guest favourite
A serene sleeping area features a spacious bed covered with a patterned blanket showcasing sea life themes. Two soft pillows rest against the headboard. A ceiling fan provides gentle airflow, while artwork inspired by the beach decorates the walls.
Apartment in St. Augustine

Beach Charm in Downtown St. Augustine.

LocationFamilyNearby

4.91 out of 5 average rating, 410 reviews
Top Guest favourite
A contemporary living space features a white daybed adorned with yellow pillows and a gray sofa with matching cushions. Light-colored wooden flooring complements a wooden coffee table at the center. Two sets of double doors lead to a bright outdoor area, enhancing the airy feel.
Apartment in St. Augustine

DOWNTOWN COTTAGECORE, 7 min walk to historic ctr.

LocationValueNearby

5.0 out of 5 average rating, 158 reviews
Guest favourite
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.
Apartment in Butler Beach

Updated and clean, private beach access condo

FamilyValueHospitality

4.94 out of 5 average rating, 192 reviews

Apartment rentals with a hot tub

Destinations to explore