Holiday houses in St. Augustine

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Top-rated holiday rentals in St. Augustine

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Guest favourite

Apartment in St. Augustine

4.97 out of 5 average rating, 172 reviews

Tree Top View 2

This spacious tree-top apt overlooks a seldom used and quiet street. The private balcony has a view to majestic live oaks, a home to many squirrels and birds. A perfect place to sip a steaming mug of coffee in the morning or a glass of wine as the sun goes down. This apartment offers a king bed with a separate living area and an equipped kitchen. An easy walk into historic downtown St. Augustine, with it's many delicious eateries and tourist sites. We also rent the adjacent apt Tree Top View 1.

25 Jul – 1 Aug

$231 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.

29 Aug – 5 Sep

$263 NZD per night

Guest favourite

Guest suite in St. Augustine

5.0 out of 5 average rating, 186 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

2–9 Feb

$225 NZD per night

Guest favourite

Apartment in St. Augustine

4.95 out of 5 average rating, 351 reviews

Historic Hideaway - Remodeled First Floor Unit

Withdraw to blissful tranquility in this historic lower unit St. Augustine apartment, built in 1925. The updated mid-century interior features natural wood furniture, calming white walls, and bursts of nautical accents – a mellow retreat after a fun beach day. Nestled in a quiet residential neighborhood, the apartment is walking distance to many excellent restaurants, just 1.2 miles from Vilano beach, a half mile to the boat ramp for Matanzas river, or just catch a trolley from the Old Jail.

13–20 Jan

$264 NZD per night

Guest favourite

Guest suite in St. Augustine

4.97 out of 5 average rating, 298 reviews

Genovar Mansion Rose Garden Suite Private Entrance

The romantic view of a gorgeous live oak canopy and incredible architecture make this historic home a memorable place to stay. This ground floor suite of four rooms is perfect for couples with a private entrance, queen poster bed, living room, spacious bathroom, individual climate control, heirloom antiques and parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. It is one of the finest homes in St Augustine.

12–19 Sep

$257 NZD per night

Guest favourite

Guesthouse in St. Augustine

4.86 out of 5 average rating, 250 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!

3–10 Jan

$201 NZD per night

Guest favourite

Guest suite in St. Augustine

4.99 out of 5 average rating, 344 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.

24–31 Jul

$266 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.

1–8 Nov

$187 NZD per night

Superhost

Cottage in Saint Augustine

4.81 out of 5 average rating, 301 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.

29 Mar – 5 Apr

$203 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!

17–24 Nov

$129 NZD per night

Guest favourite

Apartment in St. Augustine

4.94 out of 5 average rating, 309 reviews

Comfort of Home in St Augustine

Charming apartment in the historic district with a completely updated bathroom with a deep soaking tub and a separate shower, double vanity, Carrera marble tile. The kitchen is new as well with all new appliances, cupboards and quartz countertop. My favorite part of this apartment is the large front porch where you can relax, enjoy your morning and evening beverages, people watch and mingle with the neighbors...

25 Jan – 1 Feb

$268 NZD per night

Guest favourite

Guesthouse in St. Augustine

4.91 out of 5 average rating, 529 reviews

Captain's Quarters Tiny House

This Tiny House has all you need for a cozy, private stay while visiting St. Augustine. The Tiny House sits on 3/4 acres. You will feel the tranquility of this magical property and only 10 minutes to Vilano Beach or the Historic Downtown. The studio is equipped with a sink, toilet, kitchenette, coffee/tea. Commune with nature in your Private Exotic Outdoor Shower, hottub (closed July & August).

19–26 Oct

$167 NZD per night