Cottage vacation rentals in St. Augustine

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Top-rated cottage rentals in St. Augustine

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Top guest favorite

Sturdy wooden stairs lead up to the entrance of the cottage, framed by lush greenery and white flowering plants. The exterior walls show a combination of soft pink and white panels, creating a welcoming appearance that complements the surrounding garden.

Cottage in St. Augustine

4.99 out of 5 average rating, 183 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

Guest favorite

Cottage in St. Augustine

4.9 out of 5 average rating, 373 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

A sandy path leads to the beach, flanked by lush green grasses and small plants. The gentle waves of the ocean are visible in the distance, under a clear blue sky. The scene conveys a sense of tranquility and natural beauty.

Cottage in St. Augustine

4.99 out of 5 average rating, 120 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

Cottage in St. Augustine

4.92 out of 5 average rating, 178 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

An expansive wooden deck provides views of the waterfront, framed by lush green vegetation and palm trees. The serene atmosphere is complemented by a swimming pool nearby and outdoor seating arrangements, inviting relaxation while enjoying the scenic backdrop.

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

Cottage in St. Augustine

4.98 out of 5 average rating, 180 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.

Top guest favorite

A spacious screened-in porch features a hanging daybed, rustic table, and two chairs. The wooden floor is complemented by a striped rug. Greenery is visible through the screens, with a distant view of a small shed and a fenced yard beyond.

Cottage in Lincolnville

5 out of 5 average rating, 213 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

Superhost

Cottage in St. Augustine

4.91 out of 5 average rating, 152 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.

Top guest favorite

A charming street scene is captured under soft evening light, featuring historic buildings adorned with festive decorations. Colorful flags and signs add character, while a pathway lined with wooden posts leads through the inviting atmosphere, encouraging exploration of local shops and cafes.

Cottage in St. Augustine

5 out of 5 average rating, 242 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

A sandy path leads through tall grasses and delicate sea oats towards the beach, where gentle waves reflect sunlight under a clear sky. The serene ocean view offers a sense of tranquility and connects nature with the shoreline.

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!!

Top guest favorite

A stylish sink is showcased with a glass bowl positioned below an artistic faucet shaped like a bird. Natural light filters in through a window, illuminating the warm wooden accents and the smooth contours of the sink.

Cottage in St. Augustine

4.96 out of 5 average rating, 225 reviews

Island Style Guest Cottage

The island style guest cottage and bath house are in a quiet suburban neighborhood. There is an off street parking area reserved for the guest that is large enough to fit a vehicle with a trailer. The cottage is located close to downtown St Augustine, St Augustine beach, and St Augustine Amphitheatre, and just far enough away to get away from the congestion there. It is only 5 or 6 miles to all of those spots.

Top guest favorite

The exterior of the cottage is showcased, featuring a deep blue facade and a welcoming front door flanked by plants. A wooden deck with steps leads to the entrance, and a palm tree along with other greenery enhances the inviting appearance.

Cottage in St. Augustine

4.97 out of 5 average rating, 208 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.