Holiday rentals in Anastasia Island

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Top-rated holiday rentals in Anastasia Island

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Guest favourite

Cottage in St. Augustine

4.98 out of 5 average rating, 181 reviews

Bamboo Lane Hideaway near AMP, Downtown & Beaches

Sophisticated, tropical hideaway. Your retreat, quiet, respectful & peaceful. All are welcome here with love and respect. Perfect for singles, couples, looking to rest and relax or to explore this historic Florida shore, the ‘Bamboo lane hideaway’ offers unique accommodations complete with a custom-designed interior and laid-back beach vibe. One thing to consider before booking is that our place is tiny but mighty. Complementary bikes to Explore the Lighthouse, Zoo, Beaches, AMP, & Downtown.

Guest favourite

Guest suite in St. Augustine

5.0 out of 5 average rating, 190 reviews

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Guest favourite

Townhouse in St. Augustine

4.93 out of 5 average rating, 102 reviews

Penthouse Artist Haven Ocean front Penthouse

Nestled along a pristine stretch of semi-private beach is this historic artists haven offering an absolute beachfront location like no other. This unique home is split into 3 separate floors, where you will be renting the entire top penthouse level. Inside you will find open studio living with a luxe king bed and a front and rear balcony. Enjoy uninterrupted ocean views from the panoramic windows while you relax & watch dolphins play in the surf and stunning sunsets spread across the sky.

Guest favourite

Guest house in St. Augustine

4.86 out of 5 average rating, 254 reviews

Tiny House three blocks from beach!

The tiny house at the Crescent Beach house is a one bedroom one bath detached guesthouse ! The bedroom includes a queen bed and closet. There is a great kitchen with a full size stove/oven, keurig, and microwave. Wifi and a large TV with Netflix only, no cable. Beach chairs, towels, and umbrella included! Soak in the great Florida beach lifestyle. There’s a board walk beach access at the end of the street ! This tiny house is adjacent to a two story home which is a separate Airbnb!

Guest favourite

Guest suite in St. Augustine

4.99 out of 5 average rating, 351 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.

Guest favourite

Flat in Saint Augustine

4.92 out of 5 average rating, 356 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 red 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.

Guest favourite

Flat in St. Augustine

4.97 out of 5 average rating, 277 reviews

Beautiful Modern Studio Apt, 100ft to the Beach

Over 100 years old, this property was originally a mechanics garage used to repair cars racing the beach. It 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. This studio has a queen size bed, full bathroom, kitchen and laundry in the apartment. This is just the place to relax after a day at the beach!

Superhost

Cottage in Saint Augustine

4.82 out of 5 average rating, 303 reviews

Sea La Vie Beach Studio

Our renovated studio is on a quiet cul-de-sac, one block from the beach! It is one side of a duplex and is perfectly located within walking distance to restaurants, family-friendly activities, nightlife, and public transport. It is across the street from the pier and the piers weekly farmers market. It is a short drive to historic downtown St Augustine. The neighborhood is quiet and safe. Our place is good for couples, solo adventurers and business travelers.

Guest favourite

Flat in St. Augustine

4.97 out of 5 average rating, 267 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!

Guest favourite

Apartment in St. Augustine

4.99 out of 5 average rating, 196 reviews

Ocean Gallery: 2 pools/resort amenities

Bright, airy and beachy, this condo at Ocean Gallery pairs resort-style amenities with an exceptionally clean, stylish and comfortable condo. Perfect for a couple or one family, it sleeps up to 4 in beds (primary bed sleeps 2; pullout sofa in living area sleeps 2 additional guests - perfect for kids). You’ll be a few steps from 1 of the 2 pools, and a 5 minute leisurely stroll through the complex will take you to the beach!

Guest favourite

Guest suite in St. Augustine

4.84 out of 5 average rating, 324 reviews

Anastasia Island Tropical Treehouse

I am a beautiful beach house located 2 blocks from the back gate of Anastasia State Park, walking distance to the Beach, St. Augustine amphitheater, located in a quiet neighborhood on Anastasia Island. Two bedroom 1 bath private upstairs with a big covered porch where ocean waves can be heard often and full moons are seen rising. It's called the treehouse because the house is surrounded by a canopy of native Florida foliage.

Guest favourite

Home in St. Augustine

4.9 out of 5 average rating, 151 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 $5 fee.