Holiday houses in Anastasia Island

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Top-rated holiday rentals in Anastasia Island

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Guest favourite

Apartment in St. Augustine

4.88 out of 5 average rating, 352 reviews

St. Augustine Studio Oasis In The Middle Of It All

A unique and charming studio apartment literally in the middle of it all. 2 block walk to Conch House. 10 minute walk over the bridge to downtown. 10 minute walk to lighthouse and Salt Run boatramp. 15 minute walk to amphitheater. Old Coast Ales Brewery, Osprey Tacos, and Odd Birds Restaurant (along with others) are each a block away. Bikes and 2 paddleboards are available and included with rental (waiver of liability required). Please message prior to arrival if you will be interested in using.

1–8 May

$219 NZD per night

Guest favourite

Cottage in St. Augustine

4.98 out of 5 average rating, 178 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, laid-back beach vibe, and complimentary parking pass for downtown. Explore the nearby Lighthouse, Zoo, white-sand Beaches, Amphitheater & Downtown all less than 1.6 miles away.

31 Oct – 7 Nov

$243 NZD per night

Guest favourite

Guest suite in St. Augustine

4.94 out of 5 average rating, 127 reviews

Saint Augustine Beach House

Conveniently located between both St. Augustine pier and Crescent beach. Walk or bike ride up the road 1/4 mile to the beach. Great area and neighborhood. Keypad private entrance for self check-in. First floor is all yours and sealed off from the upstairs in this 2 story home. One very large bedroom, living room, kitchen and full bath. It features a new king sized bed along with a 3 inch memory foam topper. This can be broken down into 2 separate xl twins if needed. Front and back decks.

9–16 Sep

$230 NZD per night

Guest favourite

Guest suite in St. Augustine

5.0 out of 5 average rating, 187 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

6–13 Dec

$227 NZD per night

Guest favourite

Guesthouse in St. Augustine

4.86 out of 5 average rating, 251 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!

26 Mar – 2 Apr

$202 NZD per night

Guest favourite

Guest suite in St. Augustine

4.99 out of 5 average rating, 346 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.

19–26 Aug

$238 NZD per night

Guest favourite

Guest suite in Saint Augustine

4.88 out of 5 average rating, 651 reviews

Beach and Serenity

6 BLOCKS to BEACH, off of the intercostal! Studio apartment, sleeps up to 4. Quiet neighborhood, close to all. Several restaurants/shops within walking distance. Beach bikes included, perfect for bike rides along the beach. Private entrance off of porch, which includes chairs to relax in, beach toys, towels, chairs. *yes, we are pet friendly, however, ONE PET PER STAY WITH APPROVAL *also, we cannot split weekends, so please book accordingly, fridays and Saturdays booked together

23–30 Jun

$228 NZD per night

Guest favourite

Apartment in Saint Augustine

4.92 out of 5 average rating, 352 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.

5–12 Apr

$188 NZD per night

Guest favourite

Apartment in St. Augustine

4.97 out of 5 average rating, 273 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!

3–10 Oct

$276 NZD per night

Superhost

Cottage in Saint Augustine

4.81 out of 5 average rating, 302 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.

26 Feb – 5 Mar

$206 NZD per night

Guest favourite

Apartment in St. Augustine

4.97 out of 5 average rating, 266 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!

1–8 Sep

$130 NZD per night

Guest favourite

Townhouse in St. Augustine

4.92 out of 5 average rating, 100 reviews

Dunewalk 2 Spacious Crescent Beach Condo

3 Story condo with ocean views and a short walk on private road to Crescent Beach through the dunes. Very peaceful, all the amenities for the beach and fully stocked condo. Entire 2 bedroom unit to yourself. 8 miles from historic St. Augustine. Close to great restaurants, boat ramps, kayaking, boat rentals. Please do not rent this property if you intend to bring a pet/service animal it is strictly animal-free due to allergies.

1–8 Sep

$263 NZD per night