Cottage vacation rentals in St. Augustine

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Top-rated cottage rentals in St. Augustine

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Guest favourite
Cottage in St. Augustine
4.87 out of 5 average rating, 171 reviews

Pet Friendly Getaway 3 Blocks to Old City-Unit A

Welcome to your perfect retreat! This cozy and stylish property is ideally located three blocks from the historic Old City, where you can explore charming streets. Plus, the Atlantic Ocean is just 3 miles away, offering easy access to beautiful beaches for relaxation or adventure. Amphitheatre 1.5 miles away. This location has it all and is on A1A and many local restaurants and bars. Enjoy comfortable, modern amenities in a well-appointed space, making it the perfect base for your next getaway.

Top guest favourite
Two charming guest houses are surrounded by well-maintained landscaping filled with colorful azaleas. Mature trees provide shade, and sunlight filters through, creating a serene outdoor space. The residences feature distinct architectural styles, showcasing a harmonious blend with the lush surroundings.
Cottage in Green Cove Springs
4.98 out of 5 average rating, 153 reviews

Charming Guest House on Riverfront Estate

Pretty Guest House situated on majestic 5 acre riverfront estate on the St. John’s River with park-like grounds filled with colorful azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to incredible hawks and bald eagles overhead! Wake up to a magical sunrise each day! Bass Pro Shop did a photo shoot here for their Spring 2025 catalogue! Owners home is on the property and they are always available. 45 minutes to JAX Beaches. 35 min to St. Augustine.

Top guest favourite
A charming two-story cottage is seen behind an ornate wrought-iron gate, framed by vibrant green grass and well-maintained landscaping. Large windows allow natural light to fill the exterior, and a cheerful yellow door adds a welcoming touch.
Cottage in Lincolnville
5 out of 5 average rating, 255 reviews

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fully fenced backyard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown

Top guest favourite
The exterior of a two-story cottage showcases wooden shingle siding and a welcoming front porch. Lush greenery and colorful plants surround the house, with potted flowers placed in the foreground. Sunlight highlights the charming architectural details against a clear blue sky.
Cottage in St. Augustine
4.98 out of 5 average rating, 267 reviews

Charming 2/2 Cottage ~ Walk to Historic Downtown

This St. Augustine home is right in the heart of quaint & historic downtown! The lovely two level cottage has an upstairs full bath and two private bedrooms each with a queen bed. Downstairs is a second full bath, as well as a living room and full kitchen. The space is perfect for 1-4 guests. A short 8-10 minute walk allows visitors to explore the many downtown historic sites, museums & restaurants. One parking spot is available on our lot. Free street parking for additional cars.

Guest favourite
A serene lakeside view is captured, highlighting calm water that reflects lush greenery and a blue sky. Trees frame the scene, creating a peaceful atmosphere. The shoreline features soft vegetation, inviting opportunities for relaxation and contemplation.
Cottage in Palm Coast
4.96 out of 5 average rating, 161 reviews

Cheerful lakeside 2/2 cottage with a private pool

Welcome to the writers cottage. Enjoy the peace and quiet of this lakeside cottage located close to all that Palm Coast has to offer. Close to the beach, golf courses and walking distance to restaurants, coffee and grocery. Watch the turtles line up on the log; catch some fish; read a book or even better write your book at the desk in the back enclosed patio. Take a walk in the neighborhood up to Holland Park for the free splash pad, amazing playground and recreational facilities.

Top guest favourite
A charming historic cottage features a welcoming front porch with seating. The entrance is framed by intricate light fixtures and is approached via a patterned brick pathway. Lush greenery offers a serene backdrop, contributing to the inviting atmosphere of the home.
Cottage in Lincolnville
5 out of 5 average rating, 171 reviews

~Romantic Historic 1888 Cottage~Walk to Downtown

Come live in history! This cottage traces its roots back to humble beginnings and it still stands today as one of Lincolnville's original historic treasures. Nestled in the heart of America's oldest city, this endearing circa 1888 cottage offers an intimate, refined escape with a boutique ambiance. This is the ideal retreat for travelers seeking a romantic getaway or guests who wish to be transported to a more graceful time. Modest in scale but grand in experience.

Guest favourite
A newly renovated historic home is set against a serene natural backdrop, featuring a large deck accessible via a wooden walkway. The exterior showcases multiple arched windows and a modern roof deck, surrounded by lush vegetation and reflected in the calm waters of the marsh.
Cottage in Vilano Beach
4.92 out of 5 average rating, 168 reviews

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Guest favourite
The cottage exterior is surrounded by lush greenery, featuring colorful plants and a stone pathway. A blue door welcomes guests, paired with a pergola and outdoor seating area beneath an umbrella. The charming architectural details highlight the home's inviting presence.
Cottage in St. Augustine
4.94 out of 5 average rating, 223 reviews

Cottage walk to St. Augustine Quiet Street Close

Our cozy cottage features a two queen beds and one full size bed, two bathrooms, a living room, a full galley kitchen, and a screened seating area. The kitchen includes a fridge, coffee service, kettle, toaster, microwave and stove. There are also numerous world class great restaurants in the area ! A charcoal grill is available. This is an ideal location for sightseers, historians, nature lovers, wedding attendees, beachgoers and all around world adventurers.

Guest favourite
A bright living area combines modern and Boho styles, featuring a yellow sofa and patterned area rug. A wall-mounted television offers entertainment. The open kitchen includes white cabinetry and bar seating, complemented by natural light from nearby windows.
Cottage in St. Augustine
4.98 out of 5 average rating, 295 reviews

Couples Boho Bungalow close to Beach and Downtown

Enjoy St. Augustine – the nation’s oldest city – and everything it has to offer from this cozy, Boho themed 1 bed / 1 bath getaway. Located near the heart of the city, it is close enough to walk to the historic St. George Street while also maintaining privacy and quiet comfort. With new, modern amenities, a back porch, a yard, and ample dedicated parking, this home is everything you could want on your trip to beautiful St. Augustine, Florida.

Top guest favourite
A welcoming porch is framed by lush greenery, including a palm tree and decorative plants. The cheerful yellow exterior is complemented by a bright red door. Comfortable seating is visible, inviting guests to relax in the shade under the roof overhang.
Cottage in St. Augustine Beach
4.86 out of 5 average rating, 174 reviews

Oceans 11: Steps from the Ocean, Quiet Beach

Magical Oceanside Beach Cottage with Original Hardwood Floors. Antique Charm mixed w/ modern convenience. Quiet, clean beaches. 3rd house back from the Ocean on St. Augustine's most desirable beach. North of the "A" Street Ramp, so there are NO cars driving on our beach. East side of beach blvd so No streets to cross… state park beaches also within walking distance. Follow us on In-sta-gram for pics & local tips @happyhoppervacation

Guest favourite
The entrance features a solid brown door with modern glass accents, welcoming guests into the cottage. A small decorative mat lies on the porch, and bright blue siding complements the entryway. Light fills the interior through visible open spaces beyond the entrance.
Cottage in Butler Beach
4.89 out of 5 average rating, 103 reviews

Tones of Blue

Just a short walk to one of St Augustine's loveliest beaches, this completely renovated 2-bedroom, 2 bath beach cottage is sharp to say the least! Well appointed with a full kitchen, washer dryer and 2 king beds. Lots of parking and a fenced outdoor seating area. Quiet neighborhood close to downtown. There is also a detached garage apartment available to rent for additional guests. Sorry but no pets or smoking

Top guest favourite
The living area features a comfortable white sofa accompanied by a woven coffee table. A ceiling fan circulates air above, while a wall-mounted TV is positioned for easy viewing. Bright wood flooring and light walls create a spacious ambiance, complemented by a dining area in the background.
Cottage in St. Augustine
4.97 out of 5 average rating, 255 reviews

1920's Cottage by the Coast Near Beach & Downtown

Light-filled 1920's cottage with historic charm and modern updates. It's walking distance to the beautiful Salt Run inlet, famous St. Augustine Amphitheater and Lighthouse, Anastasia State Park, The Alligator Farm, a boat ramp, public tennis courts and amazing restaurants. A short bike ride will take you to the beach, pier, historic downtown, and amazing places to dine and shop.

Popular amenities for St. Augustine cottage rentals

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Quick stats about cottage rentals in St. Augustine

  • Total vacation rentals

    Explore 80 vacation rentals in St. Augustine

  • Nightly prices starting at

    St. Augustine vacation rentals start at $124 CAD per night before taxes and fees

  • Verified guest reviews

    Over 8,970 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 of St. Augustine vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across St. Augustine rentals

  • 4.9 Average rating

    St. Augustine stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    St. Augustine’s top spots, include St. Augustine Distillery, St. Augustine Alligator Farm Zoological Park, and Lightner Museum

Destinations to explore