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, 176 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.

12–19 Oct

$256 NZD per night

Guest favourite

Guest suite in St. Augustine

5.0 out of 5 average rating, 183 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

28 Dec – 4 Jan

$226 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.

20–27 Jan

$265 NZD per night

Guest favourite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 294 reviews

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

14–21 Nov

$274 NZD per night

Guest favourite

Guest suite in St. Augustine

4.99 out of 5 average rating, 343 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.

27 Dec – 3 Jan

$257 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!

5–12 Oct

$261 NZD per night

Guest favourite

Guest suite in St. Augustine

4.98 out of 5 average rating, 299 reviews

St. Augustine Studio*Private Entrance & Bath*Bikes

A private studio designed from a garage conversion. Separate key-less entry allows for self check-in and welcomes you to this comfortable, clean space with a queen size bed, your own bathroom, kitchenette, and 2 available parking spaces in the driveway. Mini-split AC cools and heats the studio comfortably. High speed internet, flatscreen television with Netflix for relaxing after a day of sightseeing. 2 bicycles for exploring our historic downtown less than 2 miles away.

14–21 Aug

$197 NZD per night

Guest favourite

Apartment in Saint Augustine

4.92 out of 5 average rating, 350 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

$188 NZD per night

Guest favourite

Tiny home in Lincolnville

4.93 out of 5 average rating, 215 reviews

Palm Gate Cottage Guesthouse

Cozy, tiny cottage located in historic Lincolnville. Built in 2016 and privately set behind our historic Palm Gate Cottage, this tiny jewel is ready to welcome guests. A short (12 or so minutes) walk to all that historic St. Augustine has to offer year-round, this private retreat on a quiet street is ideal. Off street parking for one vehicle inside our gate, private entrance to back yard where the tiny cottage retreat awaits. Self check-in using key pad access.

29 May – 5 Jun

$197 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.

22–29 Mar

$205 NZD per night

Guest favourite

Apartment in St. Augustine

4.94 out of 5 average rating, 308 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...

27 Feb – 6 Mar

$268 NZD per night

Guest favourite

Guesthouse in St. Augustine

4.91 out of 5 average rating, 528 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).

24–31 Mar

$168 NZD per night