Holiday rentals in St. Augustine

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Top-rated holiday rentals in St. Augustine

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Guest favourite

Guest suite in St. Augustine

5 out of 5 average rating, 211 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

Rental unit in St. Augustine

4.94 out of 5 average rating, 359 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.

Guest favourite

Rental unit in St. Augustine

4.93 out of 5 average rating, 258 reviews

1 Bedroom apt, just 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 for your beachside getaway! Just steps from the beach, in the middle of St Augustine Beach! Located on A St. It's a short walk to coffeeshops, restaurants and the beach, this location in unbeatable! Our apartment is one bedroom, one bath with a full kitchen and laundry. The living room has a pull out queen bed. It has all you need to relax after a day at the beach.

Guest favourite

Rental unit in St. Augustine

4.96 out of 5 average rating, 305 reviews

Updated Victorian apt in heart of downtown +VIEWS!

21 Orange Street is a bright and airy second story apartment with unparalleled views of historic downtown Saint Augustine and the bay front. Enjoy old world charm in our newly renovated circa 1860's home- furnished with modern and comfortable amenities! We are steps away from Saint George Street shopping, world class dining and lively bars. If you choose to spend your time here in a more relaxing way, you’ll love the spacious bedroom and our comfortable porch to take a break from it all.

Guest favourite

Cottage in St. Augustine

4.97 out of 5 average rating, 179 reviews

Masters Manor A Gothic Themed Cottage

This 1900 gothic style cottage is a unique place to call home while taking in our city. From the dark aesthetic, custom woodwork and warm lighting ..you'll find this home has a very cozy feel to it. The eclectic decor with a few strange oddities offer a whimsical, inviting atmosphere! It's located in West Augustine under 2 mi from downtown and less than 6 mi from both beaches. A local Brewery, Bakery and Breakfast joint are .5 away Photo shoots, cinematography/music videos welcomed🦇

Guest favourite

Rental unit in St. Augustine

4.95 out of 5 average rating, 320 reviews

SeaGlass on Vilano Beach~St. Augustine, FL

Steps to Beach & close to downtown. W.ALK to grocery, waterfront dining, roof top cocktails Gem w/lots of tropical outdoor living. Bright, spacious cottage-style apartment w/kitchenette (No oven/stove). Fenced/gated garden property. Short 1 min walk to lovely quiet beach! Convenient walkable beachside neighborhood. Short Uber ride to historic district. Perfect for couple (baby to 2yr welcome) solo traveler & Flagler College parents. Everything's here no need to leave the beach!

Guest favourite

Guest house in St. Augustine

4.86 out of 5 average rating, 266 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

Home in St. Augustine

4.99 out of 5 average rating, 137 reviews

⚔ The Lazy Pirate ⚔ Near downtown St. Augustine

Ahoy, me hearties! Set yer course for The Lazy Pirate! Just three miles from downtown St. Auggie and 6 miles from the nearest beach, this 3 bed/2 bath cottage-style treasure awaits. A fully restored 1946 historic gem, it's got coastal charm aplenty. Enjoy a stocked coffee/tea bar, a swashbucklin' kids' room, a retro Pac-Man arcade game, fire pit with a fenced yard, an outdoor mural, BBQ grill, candy vending machines, and the hidden pirate challenge. Avast ye, and come get lazy with us!

Guest favourite

Guest suite in St. Augustine

4.99 out of 5 average rating, 369 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

Guest suite in St. Augustine

4.9 out of 5 average rating, 890 reviews

The Courtyard Studio 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. It is a minimalist's dream 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. Enjoy and relax in the courtyard lit by hundreds of tiny laser lights at night. Designated Small Space Design #6. 100% solar powered/low carbon footprint

Guest favourite

Rental unit in St. Augustine

4.98 out of 5 average rating, 375 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!

Guest favourite

Guest suite in St. Augustine

4.98 out of 5 average rating, 317 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.