Holiday houses in St. Augustine

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Top-rated holiday rentals in St. Augustine

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Guest favourite

Cottage in St. Augustine

4.98 out of 5 average rating, 177 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.

20–27 Oct

$234 NZD per night

Guest favourite

Apartment in St. Augustine

4.96 out of 5 average rating, 171 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.

4–11 Aug

$220 NZD per night

Guest favourite

Guest suite in St. Augustine

4.84 out of 5 average rating, 323 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. This is a perfect place to vacation while still social distancing ! 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.

13–20 Sep

$228 NZD per night

Guest favourite

Guest suite in St. Augustine

5.0 out of 5 average rating, 185 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

$226 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 Feb – 3 Mar

$260 NZD per night

Guest favourite

Apartment in St. Augustine

4.98 out of 5 average rating, 347 reviews

*2BR* Luxe Loft Close to Everything | Balcony

This newly renovated 2 bedroom apartment is nestled above STA Flawless Beauty Lounge and sits in an area being re-juvenated in St. Augustine. Walk to Back 40 Urban Cafe, a favorite with the locals. The interior is professionally designed (designmd.co) and is ideal for guests who appreciate fun, funky, eclectic touches. Getting married? Stay at the same property where you can get your hair / makeup / photo shoot done with your bridesmaids! Check out STA FLAwless Beauty Lounge!

7–14 Jan

$261 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.

25 Jan – 1 Feb

$188 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.

10–17 Sep

$201 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...

24–31 Jan

$269 NZD per night

Guest favourite

Home in St. Augustine

4.94 out of 5 average rating, 143 reviews

“La Casita” A Charming Uptown St Augustine Cottage

La Casita is located in the Uptown Shopping District. We have darling coffee shops just at the end of the block. Shopping and a convenience store too. We are just 2 blocks from the trolley shop snd visitors center..and, just a 10 min walk to downtown and the fort! We are just a 2 min walk to Francis Field, where many festivals are held. A 7 minute drive to Vilano beach! We are in a quiet and charming neighborhood.

16–23 Jul

$275 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).

29 Sep – 6 Oct

$169 NZD per night

Guest favourite

Guesthouse in St. Augustine

4.92 out of 5 average rating, 744 reviews

Moon Over the Courtyard in the Historic District

You have found your cozy oasis tucked under tall shade trees in a private, lush tropical courtyard in the Historic District of St Augustine. This is a new, small studio and exemplifies the appeal of tiny living: compact, clean, efficient, and convenient. Walk, bike or have a pedi cab/golf cart pick you up outside your door.

7–14 Dec

$143 NZD per night