Cottage vacation rentals in St. Augustine

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Top-rated cottage rentals in St. Augustine

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Guest favorite

A cozy living area features a blue-green sofa adorned with decorative cushions, alongside a blue accent chair. A small round coffee table sits on a colorful patterned rug. Natural light filters in through multiple windows, highlighting the cheerful peach-colored walls.

Cottage in St. Augustine

4.9 out of 5 average rating, 379 reviews

Unique mid-century modern Lemon Tree Cottage

Bright and cheery Mid-Century modern inspired cottage located in the northern section of St. Augustine. Tucked away on a quiet street, only 2 miles from the heart of historic downtown and 2.5 miles away from the pristine Vilano Beach. All new tile flooring, countertops, fridge and stove, bathroom vanity, linens and area rugs. Meticulously curated to be a unique and fun stay with vintage decor. Great Value Stay for a single family home while being close to downtown. Plenty of off street parking.

Top guest favorite

The exterior of a two-story carriage house displays a light pink and beige striped façade, with large windows allowing natural light. Lush greenery surrounds the entrance, and a small potted plant is positioned on the porch, contributing to the welcoming appearance of the property.

Cottage in St. Augustine

4.99 out of 5 average rating, 186 reviews

Little Sister's Carriage House w/ Parking

Welcome to Little Sister's Carriage House, a bright and delightful historic cottage located only steps from all St. Augustine has to offer. Beautifully furnished and full of vintage touches, this home is the perfect blend of modern comfort and historic charm. With a personal garden, full vintage kitchen and tons of character, it's a one of a kind stay. Sip coffee on your porch, or take a short stroll into town. Park your car and walk everywhere! Locally operated by lifelong St. Augustinians

Top guest favorite

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, 133 reviews

~Romantic Historic 1888 Cottage~Walk to Downtown

Come live in history! This cottage traces its roots back to humble beginnings: built by freedmen, it still stands today as one of Lincolnville's original historic treasures. Nestled in the heart of America's oldest city, this endearing historic 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. Discreet in scale but grand in experience.

Top guest favorite

A charming cottage is positioned amidst a landscaped yard with lush green grass. The exterior features light-colored siding and a welcoming front porch. Decorative plants and a mature tree are visible, framed by a clear blue sky and a few wispy clouds.

Cottage in St. Augustine

4.99 out of 5 average rating, 121 reviews

Driftwood Cottage by the Sea

Great couples' getaway! Beautifully appointed cottage, just steps to the beach. Miles of beaches to walk, run or just sit in place and enjoy. Grocery stores, restaurants and shops a 5-minute walk away. Or, a 5-minute drive into the heart of St. Augustine, a charming Old World town filled with historic sites, unique restaurants, museums and art galleries. Our weather is usually great all year round but don't let a little rain, cold or wind spoil your visit. Adjust your attire accordingly.

Guest favorite

A light-filled living area features a cozy white sofa adorned with striped cushions, complemented by a round dining table with four rattan chairs. A vibrant vase with white flowers sits at the center, while turquoise accents enhance the coastal decor. A Smart TV is positioned on a wooden shelf.

Cottage in St. Augustine

4.92 out of 5 average rating, 180 reviews

Coastal Cottage -firepit, pet fence, kayaks, bikes

Located in the historic Lighthouse Park neighborhood, this charming 1940s coastal cottage is easy strolling distance to the Lighthouse, Alligator Farm, mini-golf, cafes & more! It is only a 0.8-mi walk to the Bridge of Lions, where you can walk over the Bay to downtown St. Augustine. You couldn't ask for a better location! It's on Anastasia Island so you're a short walk/bike/car ride from the beach & Ampitheater. It's cozy, pet & kid-friendly with a big backyard. Kayaks & bikes available!

Top guest favorite

Cottage in St. Augustine

4.98 out of 5 average rating, 182 reviews

Fun Waterfront Retreat, Heated Pool, Rooftop Deck

You've found your waterfront oasis tucked under the White Birds of Paradise! This spacious retreat was formerly a commercial art gallery. Two queen beds, one full bathroom & full kitchen make for comfortable living! You have a fenced path leading you down to the beautiful waters of Salt Run where a rooftop deck & salt water in-ground pool invites you to relax and slow down. Less than a mile to downtown St. Augustine, a little over a mile to the Amphitheater and about 3 miles to the beach.

Top guest favorite

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, 216 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 * Fenced yard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant and LaNuvelle * 10 minute walk to central downtown St Augustine

Top guest favorite

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

4.97 out of 5 average rating, 152 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.

Superhost

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 St. Augustine

4.92 out of 5 average rating, 153 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 favorite

A wooden boardwalk leads from a grassy area to a sandy beach, with gentle waves lapping at the shore. The expansive ocean stretches in the distance under a clear blue sky, creating a serene coastal scene.

Cottage in St. Augustine

4.83 out of 5 average rating, 350 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.

Top guest favorite

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

5 out of 5 average rating, 244 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 favorite

An outdoor patio area features a dining table surrounded by wooden chairs and shaded by a red umbrella. Colorful potted plants line the patio, complemented by a white cottage with blue trim and a fenced garden area in the background.

Cottage in St. Augustine

4.93 out of 5 average rating, 209 reviews

Beachcomber Oasis

The quintessential 1930s beach cottage - loaded with charm inside and out while updated for comfort and convenience. Home features amazing outdoor space - fully fenced for privacy.There are multiple outdoor dining and gathering areas, lush tropical gardens, and an elevated deck with a peek at the ocean when standing. Walking distance to local grocery, shops, restaurants, minutes to downtown St.Augustine and just steps to the beach!!